where do eastern caribbean cruises go

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EASTERN CARIBBEAN CRUISE

Discover the Eastern Caribbean’s unspoiled beaches and rich culture

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Unwind on an Eastern Caribbean Cruise

With its pearly white beaches, clear blue waters, and deep green landscapes, an Eastern Caribbean cruise consistently delivers on its promise of paradise. Explore historic Puerto Rico and tour imposing forts dating back hundreds of years. On nearby St. Maarten, choose from dozens of palm-lined beaches like Mullet Bay Beach or romantic Dawn Beach. Tour Blackbeard’s mystical castle in Charlotte-Amalie, the capital of the U.S. Virgin Islands. Ascend the famed 99 Steps for sweeping views of St. Thomas from the top.

Stop on relaxing St. Kitts for breathtaking beaches and lush rainforest hikes. In Tortola, snorkel along the coral and turquoise waters of Smugglers Cove, or hike the stunning Virgin Gorda Baths. When you experience the Eastern Caribbean’s top destinations with Celebrity, we’ll reveal a new side to island life through world-class excursions and activities for every type of traveler. Keep the island vibes flowing long after your vacation with precious memories of sun-soaked days on the world’s best beaches.

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Enjoy luxurious staterooms, cuisine, and service as you discover the British Virgin Islands, Puerto Rico, St. Kitts and Fort Lauderdale. Climb, snorkel, swim, bike or chill in some of the world’s most beautiful places.

Eastern Caribbean Cruise Highlights

Lounge on pristine beaches.

It wouldn’t be a Caribbean cruise without dazzling white-sand beaches, turquoise waters, and aqua-adventures. In St. Kitts & Nevis, lose track of time at Frigate Bay, a secluded cove where swimming, snorkeling, and marine animal sightings are all part of the fun. In the Dominican Republic, relax on Playa Grande, or discover the immaculate stretch of sand at Cane Garden Bay in Tortola. At every port of call, you’ll have a world-class selection of gorgeous beaches to choose from.

Soak Up History

The fusion of Dutch, Spanish, and local influences add to the captivating quality of the Eastern Caribbean. Explore Fortaleza San Felipe in Puerto Plata, which once protected the city from pirates and looters. Stroll Old San Juan’s colorful cobblestoned streets to be transported back in time, or tour the 16th-century Spanish citadel El Morro, a UNESCO World Heritage Site, which casts a watchful eye over the capital city.

Scale New Heights

Embark on a journey up the 99 Steps in Charlotte-Amalie, St. Thomas for breathtaking island views from the top. In St. Kitts and Nevis lies one of the Caribbean’s most popular hikes—an ascent to Mount Liamuiga, a dormant volcano on the west side of the island. For an adventure you’ll never forget, soar over the lush treetops of the islands on an exciting zip line excursion.

Featured Eastern Caribbean Cruise Ports

Philipsburg, st. maarten.

On a cruise to St. Maarten, you’ll discover a rich cultural heritage that fuses Caribbean soul with European charm. Head to Great Bay Beach for watersports like jet skiing, or lounge on the breathtaking Grand Case Beach. Get your adrenaline pumping as you soar over the treetops on a zip line, ride horseback along the coastline, or watch in awe as an airplane descends right over you on Maho Beach.

Charlotte-Amalie, St. Thomas

On the extraordinary island of St. Thomas, escape to the aptly-named Sapphire Beach for a swim, or go on a thrilling boat ride along the half-moon shaped Magens Bay. Discover Charlotte-Amalie on a guided culinary tour and learn how to make rum cocktails and traditional dishes. Explore shipwrecks on an unforgettable scuba diving excursion, or snorkel with sea turtles in a protected national park.

San Juan, Puerto Rico

Puerto Rico’s capital is a well-loved destination and one of the most energetic cities in the Caribbean. Wander through the historic, colorful streets of Old San Juan. Swim and snorkel along the beaches of Condado or El Escambrón, where vibrant marine life and coral reefs live. Venture deeper into the island on a journey to El Yunque National Forest, a tropical rainforest with hiking trails and spectacular waterfalls.

Eastern Caribbean Cruise Itineraries

Cruises to the Eastern Caribbean depart from Miami, Fort Lauderdale, and Tampa, Florida; and San Juan, Puerto Rico. Set sail year-round on one of our luxury cruise ships, like Celebrity Edge or Apex. You’ll spend seven to eleven nights in paradise, both on and off the ship.

Itineraries

Why sail to the eastern caribbean with celebrity.

While you’re sailing the Eastern Caribbean, there’s an entire world at your fingertips on board. After a busy day in port exploring the sights or a slow, easy day on one of the Caribbean’s pristine beaches, revel in luxury on board. Savor cuisine designed by chefs at one of our specialty restaurants. Sink into the Cashmere mattress in your luxuriously appointed stateroom or suite. Book a well-earned massage at The Spa, or lounge poolside. Unwind in total comfort as you sail from one Eastern Caribbean paradise to the next on your luxury cruise vacation.

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Best Eastern Caribbean Cruise 2024

There are so many options for Caribbean cruises, it can be challenging to decide which itinerary is best. Eastern Caribbean cruises are popular choices for the mix they offer of beautiful beaches and adventurous activities.

In this article we’ll tell you all you need to know to find the best eastern Caribbean cruise for you, including answering frequently asked questions like “where do Eastern Caribbean cruises go? and “what is the best month to cruise the Eastern Caribbean?”

Where do Eastern Caribbean cruises go?

Although itineraries vary from cruise line to cruise line, most Eastern Caribbean cruises go to destinations like the U.S. Virgin Islands , the British Virgin Islands , Puerto Rico , St. Maarten/St. Martin , St. Kitts and Nevis , and the Dominican Republic . Some will stop at islands like The Bahamas , Turks & Caicos , and Antigua .

Best Eastern Caribbean Cruise Destinations

As discussed above, there is a wide range of Eastern Caribbean cruise destinations, including some of the most beautiful islands in the Caribbean . Most longer eastern Caribbean cruises visit multiple spots so you can enjoy the variety.

Given all the options and the fact that each destination has plenty to offer, it’s tough to choose which are the best eastern Caribbean cruise destinations. It will depend on what type of experience you’re looking for. However, you can generally count on gorgeous beaches, great duty-free shopping, and adventurous activities like snorkeling and scuba diving at all of these islands.

If you’re looking for a short cruise, the best Eastern Caribbean cruise destinations are The Bahamas; you can enjoy a fun weekend getaway here on 3-day cruises that leave from multiple Florida ports. Several cruise lines have private islands here for a luxurious and relaxing stop.

Some of the best eastern Caribbean cruise ports are St. Croix , USVI; Phillipsburg , St. Maarten; Charlotte Amalie, St. Thomas ; Tortola , BVI; Puerta Plata, Dominican Republic ; San Juan , Puerto Rico; and Grand Turk , Turks & Caicos.

Best Eastern Caribbean Cruise from Florida

It’s difficult to choose the best eastern Caribbean cruise from Florida, as you’ll have dozens of options given the sheer variety of cruise lines and itineraries available.

You can find 3, 4, 5, 7, 8, and 9+-night eastern Caribbean cruises departing from multiple Florida ports including Orlando, Tampa, Miami, and Fort Lauderdale. Most 3- and 4-night eastern Caribbean cruises from Florida will just make one or two stops. If you want to visit multiple islands, you’ll need to book a longer cruise.

Here are some of the current options from top Caribbean cruise lines.

For a 7 day eastern Caribbean cruise on Royal Caribbean , consider the Eastern Caribbean & Perfect Day cruise on Wonder of the Seas departing from Orlando, which visits Phillipsburg, St. Maarten; Charlotte Amalie, St. Thomas; and the private island Perfect Day at CocoCay, The Bahamas. Another option on Star of the Seas heads to Perfect Day at CocoCay then to San Juan, Puerto Rico and Phillipsburg, St. Maarten.

A great choice for an 8-night Royal Caribbean cruise departs Orlando and goes to Puerto Plata, Dominican Republic; San Juan, Puerto Rico; St. Croix, USVI; and Phillipsburg, St. Maarten.

Virgin Voyages features the 8-night Eastern Caribbean Antilles cruise on Valiant Lady, departing Miami and stopping at Puerta Plata, Dominican Republic; San Juan, Puerto Rico (where you get to stay until 10 p.m.); St. Croix, USVI; and their private Beach Club at Bimini, Bahamas.

Celebrity Cruises has a 9-night eastern Caribbean cruise that leaves from Fort Lauderdale and stops at Labadee, Haiti; San Juan, Puerto Rico; Puerto Plata, Dominican Republic; and Nassau , Bahamas.

Holland America ’s 7-night Tropical Caribbean cruise departs Fort Lauderdale and visits Half Moon Cay, Bahamas; Grand Turk, Turks & Caicos; Amber Cove/Puerto Plata, Dominican Republic; and Key West, Florida.

One of the best 7 day eastern Caribbean cruise itineraries with Princess Cruises leaves from Fort Lauderdale and goes to the private Princess Cays in The Bahamas; San Juan, Puerto Rico; Amber Cove/Puerto Plata, Dominican Republic; and Grand Turk, Turks & Caicos.

Norwegian eastern Caribbean cruise itineraries include more stops as well as an island that many of the others don’t visit: Antigua. For example, the 9-night eastern Caribbean cruise on Norwegian Sky out of Miami stops at Puerto Plata, Dominican Republic; St. Thomas, USVI; Antigua; St. Maarten; San Juan, Puerto Rico; and Great Stirrup Cay, Bahamas.

MSC also visits Antigua. This cruise line offers a 10-night eastern Caribbean itinerary that leaves from Miami and goes to St. Kitts, St. Maarten, Antigua, St. Thomas, Puerto Plata Dominican Republic, and the private Ocean Cay MSC Marine Reserve.

Best Eastern Caribbean Cruise for Adults

Virgin Voyages has some of the best Caribbean cruises for couples , as it is an adults-only cruise line with an upscale yet laidback and offbeat vibe. Virgin also has almost totally all-inclusive fares , excellent service, and extraordinary food.

While Virgin ships are a bit smaller than some other cruise lines, there is plenty to do on board including a wide range of wellness classes, a nightclub, a casino, a spa, and live entertainment.

Another consideration for best Eastern Caribbean cruise for adults is Holland America , which features sophisticated and spacious staterooms on more intimate ships, activities like cultural programs and wine tastings, and gourmet restaurants.

And a third option would be Princess Cruises . The inspiration for the TV show “The Love Boat,” these ships offer some of the best Caribbean cruises for couples looking for that extra level of romance. They also usually stay in ports longer than other cruise lines, giving you more time to explore.

Best Time for Eastern Caribbean Cruise

While temperatures are warm year round in this region, the best weather for an eastern Caribbean cruise will be during the winter and spring months (December through April). This is generally the dry season, so you’ll have more sunny days and calmer water.

What is the best month to cruise the Eastern Caribbean?

The best month for an eastern Caribbean cruise is January, February, March, or April. These months are during the dry season so you’ll have good weather. You can also find some good deals and avoid the crowds during these months (if you book outside of any holidays).

What is hurricane season in the Eastern Caribbean?

Hurricane season in the Eastern Caribbean is from June to November. While there are plenty of cruises during this time and you can absolutely have a wonderful experience, if you do book a cruise in the summer or fall be sure to get travel insurance.

Which is the best Caribbean cruise company?

While the best Caribbean cruise company for you will depend on the type of cruise experience you’re looking for, some of the top Caribbean cruise lines are Virgin Voyages, Norwegian, Royal Caribbean, Celebrity, Holland America, Princess, Disney , MSC, and Carnival .

Choosing the best eastern Caribbean cruise ship for your trip will also depend on the type of experience you want. If you want a mega-ship with nonstop excitement and activities, look at Royal Caribbean which features some of the largest ships in the Caribbean and unique activities like surf simulators, sky diving simulators, and bumper cars. If you want a smaller, more laidback ship, consider Virgin Voyages or Holland America.

Now that you’ve read this article, do you feel prepared to find your best eastern Caribbean cruise? If not, feel free to reach out to one of our expert travel advisors !

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Eastern Caribbean Cruises

Beaches, azure waters — what comes to mind when you think of cruises to the caribbean.

Picture the Caribbean. Soft sandy beaches, warm winds blowing through palm trees and crystal-clear waters stretching as far as the eye can see. That’s the Eastern Caribbean cruise experience. Enjoy the calm waters around the islands, and snorkel, swim and sail your way through engaging activities. Relax on world-famous beaches, cool drink in hand, for a day of rejuvenation topped off by luxurious shopping. Dive in; the Caribbean is waiting.

* Port order and/or content may vary by sailing date.

Featured Ports Eastern Caribbean Cruise Ports

Get an overview of some of the Eastern Caribbean’s top islands (plus our main departure port).

Princess Cays®

With a half mile of white-sand shoreline and 40 acres of relaxation, shopping and picturesque beaches, Princess Cays is one of the best private Eastern Caribbean cruise line ports in the world. Relax in a private cabana, dive into the dozens of available water activities, explore the gorgeous back roads of Eleuthera in a dune buggy, or indulge in shopping from local craftspeople.

View cruises with Princess Cays | View Princess Cays shore excursions

St. Kitts and the neighboring island of Nevis were once considered the crown jewels of the Caribbean, and it's easy to see why. Green hillsides, fields of sugarcane and dramatic volcanoes rise into the strikingly blue sky. With it's beautifully restored colonial buildings, imposing Brimstone Hill Fortress and museum of Alexander Hamilton at his birthplace, the history lovers will have plenty to explore after relaxing on the beautiful beaches on a cruise to St. Kitts.

View cruises with St. Kitts | View St. Kitts shore excursions

St. Maarten

Two islands in one, St. Maarten is split between France and the Netherlands, but comes together as one memorable experience. From the Dutch-inspired port of Philipsburg with its historic colonial architecture and warm beaches, to the French hub of Marigot full of designer boutiques and bistros, a cruise to St. Maarten has something for you.

View cruises with St. Maarten | View St. Maarten shore excursions

Cruise to St. Thomas, an American paradise that contains everything alluring about the Caribbean: sparkling sands, pirate history, snorkeling adventures among coral reefs, shipwreck dives and relaxation taken to the next level with rum punch and island music.

View cruises with St. Thomas | View St. Thomas shore excursions

Ft. Lauderdale

The "Venice of America" has been the premier destination for spring breakers for almost six decades, but don't let that fool you into thinking the city is one big party. From the Everglades, a UNESCO World Heritage Site home to an amazingly rich biosphere, to seven miles of white-sand beaches, Ft. Lauderdale is a beautifully diverse city.

Cruises with Ft. Lauderdale | Ft. Lauderdale shore excursions | Learn more about Ft. Lauderdale

What Will You Do on an Eastern Caribbean Cruise?

Top-rated caribbean beaches.

Trunk Bay, St. John

Named one of Conde Nast Traveler's Seven Cruise Wonders of the World, Trunk Bay is stunning beyond words. Snorkel along an underwater coral reef trail, swim through warm clear waters, and lounge on the white sands while looking out on a vista that can only be described as tropical perfection.

Orient Beach & Little Bay Beach, St. Maarten

Two beaches, both with soft sand, warm water and refreshing breezes, make for the perfect day by the ocean. Snorkel with sea life, paddle through the azure waters, or relax on the beach.

Magens Bay, St. Thomas

One of the top 10 beaches in the world according to National Geographic magazine, Magens Bay, is known for its picturesque beauty and deep, sheltered bay with calm waters. With a white-sand beach that stretches for three quarters of a mile and gentle waves, you can relax, swim and explore with ease.

Island Shore Excursions

Experience the best the Eastern Caribbean has to offer with award-winning shore excursions that immerse you in thrilling experiences, unique culinary delights and peaceful rejuvenation. Sail on a tall ship at sunset, snorkel with vibrant sea life through teeming reefs, and explore old shipwrecks near the picturesque coastlines.

Learn more about Caribbean Shore Excursions

Late Night Departures

The Caribbean has a different feeling at night. Revel in its warm evenings and enticing music with our More Ashore program. Later stays in ports such as St. Thomas and Barbados let you soak up the full Caribbean experience, like a fresh-caught seafood dinner on the beach or street fair full of local crafts and flavors. With More Ashore, you get more time to enjoy the vibrant island nightlife.

#PrincessCruises Caribbean Connections

Caribbean cruise onboard experience & featured program.

Comfortable Accommodations

Your stateroom is your home away from home on your voyage where you rest up and recharge between adventures. With the expertly designed Princess Luxury Bed, luxurious 100% Jacquard-woven cotton linens and specially created SLEEP program by a board-certified sleep expert, you might just get the best sleep of your life. We offer staterooms ranging from interior cabins to full suites, and we even offer connected rooms for families with more than four members traveling together.

Bringing Local Life Aboard

Embrace the spirit of the islands the moment you step on your ship with our Rhythm of the Caribbean program. Savor island cuisine, sip signature cocktails and engage in authentic regional experiences. Dance beneath the stars to vibrant island rhythms at exclusive parties, and immerse yourself in one-of-a-kind cultural activities — from concerts and crafts to talks from shark experts and treasure hunters.

Never Miss a Beat

Say goodbye to the daily grind with our new Sail Away Party poolside on the top deck, dance to local music at one of the many Caribbean inspired concerts, or be the envy of every pirate at our high-energy gold treasure-inspired Terrace Pool Gold Party. Throughout your cruise to the Caribbean there will be events that excite, enrich and challenge you to fully experience the islands.

Deeper Experiences of the Islands

Discover the history of local distilleries while sampling some of the region’s best rums, meet the parrots and macaws that call the Caribbean home in the ship's Piazza, or become a part of the rhythm with steel pan drum lessons. Our onboard activities give you the chance to gain a deeper connection and understanding of the gorgeous islands you'll visit on your voyage.

Discovery at SEA

Sharks, pirates and stars — oh my.

Discovery at SEA brings the expertise and excitement of the Discovery Channel™ on board your Caribbean cruise! Enjoy Shark Week all summer long with shark-themed activities, hear tales of sunken treasure and lost shipwrecks from the stars of Travel Channel’s™ Caribbean Pirate Treasure, and explore the constellations and spectacular galaxies of the night sky with the Voyage to the Stars indoor planetarium experience.

Ship Activities for Every Cruise to the Caribbean

Recharging Your Batteries

Pamper yourself in the Lotus Spa® with a massage, facial or manicure, and feel renewed. Enjoy The Sanctuary, a lounge just for adults, where you can relax with a light meal, specialty drink and al fresco massages while digging into that novel you've been looking forward to reading. If you prefer your relaxation more active, we offer Zumba, yoga and tai chi classes to burn off stress and raise your heart rate.

Celebrations

The perfect place to celebrate.

Almost 30% of all passengers who sail with us are celebrating an important milestone in their lives. Say "I do" at sea in a ceremony officiated by the captain. Arrange for an anniversary package and let us spoil you with romantic balcony dining, chocolates and more. For us, every day is a celebration.

Love Blooms on the Love Boat

It's difficult to imagine something more romantic than sailing through the warm waters of the Caribbean, hopping between tropical islands and white-sand beaches from the comfortable luxury of your ship. While on board we cater to your romantic side with private dining on your balcony, whether a relaxing breakfast for two or a romantic sunset dinner, honeymoon packages for lucky newlyweds, flowers and chocolates delivered to your room and couples-only massages in the Sanctuary.

Food & Drinks

The flavors of the islands.

The diverse cultural influences, local climates and history of the Caribbean combine to make one of the most exciting and unique regional cuisines in the world. From mofongo, a dish from Puerto Rico made from mashed fried plantains, pork and garlic, to the famous jerk chicken of Jamaica, we serve the Caribbean's favorite flavors to you on board. Thanks to Princess' world-class chefs you'll enjoy fresh, locally inspired dishes for your entire voyage.

Movies Under the Stars®

Outdoor cinema at its best.

Enjoy many of the latest movies, exciting concerts and most anticipated live sports games on a massive poolside screen. The warm Caribbean night air, fresh popcorn and comfortable lounge chair with fleece blanket make for a viewing experience like no other. Not to mention the best theater in the world, the Caribbean ocean with a ceiling of stars!

Sailing with Your Crew

Enjoy a ship full of activities for the whole family, from Broadway-style shows to Discovery’s Shark Week all summer long, your family will be engaged in the Caribbean. Go Stargazing under the stunning expanse of the night sky with Discovery at SEA, compete in a family game night, and savor the flavors of the islands together.

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Stay longer and relax.

Extend your Caribbean cruise vacation, and simplify your travel plans with a hotel stay at the beginning or end of your cruise. With a Cruise Plus Hotel Package, a Princess representative meets you at the airport and pier, transporting you to and from your hotel. The package includes the cost of your hotel stay, transportation and the services of the representative.

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10 Eastern Caribbean Cruises to Book for Your Next Tropical Getaway

Sail through some of the most beautiful islands on Earth on an Eastern Caribbean cruise.

Courtesy of Windstar Cruises

Setting sail on a cruise is a guaranteed good time no matter where you go. But, if we had to suggest a destination, the Eastern Caribbean would be high on the list. With endless sunshine, white-sand beaches, crystal-clear waters, and delicious foods, it’s a corner of the world worth visiting on your next cruise getaway.

There are dozens of cruise lines that visit this region, so all you need to do is figure out how long you can travel and find the itinerary that best fits your interests. Need a little more help? We've covered the basics and rounded up 10 Eastern Caribbean cruises to check out for your next tropical getaway.

Courtesy of Norwegian Cruise Line

What's the difference between an Eastern Caribbean cruise and a Western Caribbean cruise?

Many beautiful Caribbean islands are worth visiting at one point or another. However, if you’re particularly interested in exploring the Eastern Caribbean, it’s important to know which islands that region includes. The exact places you visit on an Eastern Caribbean cruise will vary depending on the cruise line and itinerary you choose, but Eastern Caribbean cruises tend to include destinations like the U.S. Virgin Islands, the British Virgin Islands, St. Kitts, St. Maarten, Puerto Rico, and the Dominican Republic. A Western Caribbean cruise itinerary might include stops in Jamaica, Mexico, or Belize, to name just a few destinations.

Courtesy of Celebrity Cruises

When is the best time to go on an Eastern Caribbean cruise? 

Weather is warm all year long in the Eastern Caribbean, so the main thing to consider is hurricane season, which could derail your cruise trip with cancellations and last-minute itinerary changes. Hurricane season typically falls between early June and late November, so winter is a great time to take a cruise and trade chilly temperatures at home for balmy Caribbean weather.

10 Eastern Caribbean Cruises for Your Next Getaway

Courtesy of Azamara

Norwegian Cruise Line

Norwegian’s Caribbean: Curacao, Aruba & St. Kitts voyage takes guests from Puerto Rico to Aruba, Curacao, St. Lucia, and more on a seven-day getaway. The trip includes onboard entertainment, dining, and more, and this itinerary offers 87 different shore excursions so you can get to know the islands any way you please. 

Princess Cruises

This seven-day Eastern Caribbean sailing from Princess Cruises offers guests the chance to get to know four unique ports of call, including those in the Bahamas, Turks and Caicos, and the Dominican Republic. The round-trip journey departs from the super-convenient port in Fort Lauderdale. 

Holland America

For a weeklong getaway, hop aboard this  seven-day Eastern Caribbean  trip from Holland America. The multi-island jaunt takes you through Puerto Rico, St. Thomas, and the Bahamas for a little getaway in the sun.

Celebrity Cruises

Spend a little more time at sea with this nine-night Eastern Caribbean trip with Celebrity. The trip includes stops in St. Thomas, St. Maarten, and St. John's, Antigua, making sure you have all your “saint” stops covered. 

Courtesy of Regent Seven Seas Cruises

Regent Seven Seas Cruises

Have one full week to spare? Check out the seven-night San Juan to San Juan trip  with Regent Seven Seas. The cruise brings passengers to favorites like St. Lucia, and St. Barts, and includes unlimited shore excursions, beverages, and even onboard specialty restaurants.

Oceania Cruises

Get to know more of the Eastern Caribbean on this 12-day voyage with Oceania. The sailing stops at Aruba, St. Kitts, Grenada, and more, and includes six shore excursions, a beverage package, and a $600 onboard credit. 

Royal Caribbean

Take a quick jaunt through the area with this five-night Eastern Caribbean trip with Royal Caribbean. The cruise takes guests from Miami to Haiti and back again on an affordable getaway that is short but sweet. 

Spend more than a week in crystal-clear waters with this  12-night Caribbean Breezes voyage with Azamara. The itinerary includes stops in Virgin Gorda, St. Maarten, St. Lucia, and more. It also offers various culturally focused shore excursions so you can leave with a deeper appreciation for each and every port.

Set sail on the Queen Mary 2 with this 12-night Eastern Caribbean trip with Cunard. The voyage travels to St. Kitts, St. Lucia, Barbados, and beyond, and does so in the elegant style this vessel is so loved for in the cruising community. 

Windstar Cruises

Finally, for a more personalized sailing (with a staff-to-guest ratio of 1:1.5), try this St. Maarten to St. Maarten seven-day getaway. The trip stops at destinations like St. Maarten, Virgin Gorda, and St. Barts for a positively delightful and sun-filled getaway. 

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EASTERN CARIBBEAN CRUISE

Discover the Eastern Caribbean’s unspoiled beaches and rich culture

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Unwind in Luxury on an Eastern Caribbean Cruise

With its pearly white beaches, clear blue waters, and deep green landscapes, an Eastern Caribbean cruise consistently delivers on its promise of paradise. Explore historic Puerto Rico and tour imposing forts dating back hundreds of years. On nearby St. Maarten, choose from dozens of palm-lined beaches like Mullet Bay Beach or romantic Dawn Beach. Tour Blackbeard’s mystical castle in Charlotte-Amalie, the capital of the U.S. Virgin Islands. Ascend the famed 99 Steps for sweeping views of St. Thomas from the top.

Stop on relaxing St. Kitts for breathtaking beaches and lush rainforest hikes. In Tortola, snorkel along the coral and turquoise waters of Smugglers Cove, or hike the stunning Virgin Gorda Baths. When you experience the Eastern Caribbean’s top destinations with Celebrity, we’ll reveal a new side to island life through world-class excursions and activities for every type of traveler. Keep the island vibes flowing long after your vacation with precious memories of sun-soaked days on the world’s best beaches.

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Explore The Caribbean with us

Enjoy luxurious staterooms, cuisine, and service as you discover the British Virgin Islands, Puerto Rico, St. Kitts and Fort Lauderdale. Climb, snorkel, swim, bike or chill in some of the world’s most beautiful places.

Eastern Caribbean Cruise Highlights

Lounge on pristine beaches.

It wouldn’t be a Caribbean cruise without dazzling white-sand beaches, turquoise waters, and aqua-adventures. In St. Kitts & Nevis, lose track of time at Frigate Bay, a secluded cove where swimming, snorkeling, and marine animal sightings are all part of the fun. In the Dominican Republic, relax on Playa Grande, or discover the immaculate stretch of sand at Cane Garden Bay in Tortola. At every port of call, you’ll have a world-class selection of gorgeous beaches to choose from.

Soak Up History

The fusion of Dutch, Spanish, and local influences add to the captivating quality of the Eastern Caribbean. Explore Fortaleza San Felipe in Puerto Plata, which once protected the city from pirates and looters. Stroll Old San Juan’s colorful cobblestoned streets to be transported back in time, or tour the 16th-century Spanish citadel El Morro, a UNESCO World Heritage Site, which casts a watchful eye over the capital city.

Scale New Heights

Embark on a journey up the 99 Steps in Charlotte-Amalie, St. Thomas for breathtaking island views from the top. In St. Kitts and Nevis lies one of the Caribbean’s most popular hikes—an ascent to Mount Liamuiga, a dormant volcano on the west side of the island. For an adventure you’ll never forget, soar over the lush treetops of the islands on an exciting zip line excursion.

Featured Eastern Caribbean Cruise Ports

Philipsburg, st. maarten.

On a cruise to St. Maarten, you’ll discover a rich cultural heritage that fuses Caribbean soul with European charm. Head to Great Bay Beach for watersports like jet skiing, or lounge on the breathtaking Grand Case Beach. Get your adrenaline pumping as you soar over the treetops on a zip line, ride horseback along the coastline, or watch in awe as an airplane descends right over you on Maho Beach.

Charlotte-Amalie, St. Thomas

On the extraordinary island of St. Thomas, escape to the aptly-named Sapphire Beach for a swim, or go on a thrilling boat ride along the half-moon shaped Magens Bay. Discover Charlotte-Amalie on a guided culinary tour and learn how to make rum cocktails and traditional dishes. Explore shipwrecks on an unforgettable scuba diving excursion, or snorkel with sea turtles in a protected national park.

San Juan, Puerto Rico

Puerto Rico’s capital is a well-loved destination and one of the most energetic cities in the Caribbean. Wander through the historic, colorful streets of Old San Juan. Swim and snorkel along the beaches of Condado or El Escambrón, where vibrant marine life and coral reefs live. Venture deeper into the island on a journey to El Yunque National Forest, a tropical rainforest with hiking trails and spectacular waterfalls.

Eastern Caribbean Cruise Itineraries

Cruises to the Eastern Caribbean depart from Miami, Fort Lauderdale, and Tampa, Florida; and San Juan, Puerto Rico. Set sail year-round on one of our luxury cruise ships, like Celebrity Edge or Apex. You’ll spend seven to eleven nights in paradise, both on and off the ship.

Itineraries

Why sail to the eastern caribbean with celebrity.

While you’re sailing the Eastern Caribbean, there’s an entire world at your fingertips on board. After a busy day in port exploring the sights or a slow, easy day on one of the Caribbean’s pristine beaches, revel in luxury on board. Savor cuisine designed by Michelin-starred chefs at one of our specialty restaurants. Sink into the Cashmere mattress in your luxuriously appointed stateroom or suite. Book a well-earned massage at The Spa, or lounge poolside. Unwind in total comfort as you sail from one Eastern Caribbean paradise to the next on your luxury cruise vacation.

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EASTERN CARIBBEAN CRUISES

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Book Your Eastern Caribbean Cruise Holiday

An Eastern Caribbean cruise awaits you on Norwegian Cruise Line. Wake up to turquoise, float into sapphire, and snorkel into aquamarine. Paradise has many shades and you’ll see them all onboard Norwegian Cruise Line's Eastern Caribbean cruises.

About EASTERN CARIBBEAN CRUISES

What are the Eastern Caribbean Islands?

The Eastern Caribbean Islands consist of The U.S. Virgin Islands, The British Virgin Islands, St. Maarten, and Puerto Rico. Some of the cities you may visit during your travels are San Juan, Puerto Rico which was founded in 1521 and is the second oldest city in the Americas. Another stop is St. Thomas, US Virgin Islands, which has one of the most beautiful harbours in the world. Philipsburg, St. Maarten has plentiful duty-free shopping and casinos. You may also visit Tortola, British Virgin Islands discovered by Christopher Columbus in 1493.

Best Time to Cruise the Eastern Caribbean

The Eastern Caribbean Islands are great to visit all year round but peak season for an Eastern Caribbean Cruise is usually from December through April as travellers try to escape the winter months and find warmer weather. The weather in the Eastern Caribbean Islands are usually around the mid 70 F to high 90 F throughout the year. Always make sure to check ahead of time for island conditions and pack appropriately for your Caribbean cruise .

Eastern Caribbean Cruise Destinations

Enjoy an Eastern Caribbean Cruise by travelling to awe-inspiring Islands. Cruise to St. Thomas, St. Maarten, Antigua, the US and British Virgin Islands and everything in between, you're sure to experience it all. Immerse yourself in rich cultures - Dutch and French - whilst you cruise to St. Maarten. Explore underground waterfalls in the caves of St. Thomas. Eco-tourists delight in Samaná, where North Atlantic humpback whales migrate every winter to birth their young. Try amazing Eastern Caribbean street food throughout your trip. Keep your eyes open as you zip through trees and valleys in St. Kitts. Whatever you dream, your possibilities are as wide open as the Caribbean Sea.

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An Eastern Caribbean Family Holiday THEY'LL NEVER FORGET

An Eastern Caribbean Cruise Holiday for the Whole Family

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Eastern Caribbean Antilles

8-NIGHT ROUND TRIP SAILING FROM MIAMI

Tropical tranquility in the U.S. Virgin Islands

Embark on a spectacular eight-night voyage through the Caribbean featuring a day in Puerto Plata, a late-night stay in San Juan, and a visit to St. Croix. After 3 days of indulging in the (very) good life on board, you'll sail to The Beach Club at Bimini to revel in our private beach club experience.

Eastern Caribbean Antilles • 8 Nights

Sailing on Scarlet Lady

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Miami, Florida

Departs at 06:00 PM. All aboard 2 hrs before departure

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Puerto Plata

09:00 AM - 06:00 PM, local time

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12:00 PM - 10:00 PM, local time

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08:00 AM - 06:00 PM, local time

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Beach Club at Bimini

08:00 AM - 07:00 PM, local time

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Arrives at 06:30 AM. Please allow up to an hour for the Gangway to open to disembark

The Virgin Voyages Experience

From captivating coasts to laid-back island vibes, the exclusively adult cruise vacation of your dreams is here.

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Uniting the energy of Miami with nautical nods to the history of sailing, we’re infusing our own terminal with the same incredible ethos as our ships.

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Pre-upload your travel docs to the Virgin Voyages app, get Ready to Sail before leaving home, and make boarding a (sea)breeze in just a few minutes.

Late Sail-Off from San Juan

Culture, cocktails, and culinary — with a late departure from Puerto Rico, you’ll sea it all before setting sail (even if you do it despacito).

Exclusive access to The Beach Club at Bimini

From private cabanas to floaty pool parties — all in a resort-like experience where you can actually let your salty hair down.

The places you'll go

From the Wynwood art scene to the world-renowned shores of Miami Beach, the Magic City is a perfect collision of relaxation and cultural exploration.

Tucked between the Cordillera Mountains and the Atlantic coast, this charming Dominican port embodies geographical duality at its best.

Beyond the picturesque beaches and pastel-lined streets, Puerto Rico’s capital is perfectly located to easily access the geographic diversity of this gorgeous island.

St. Croix — whose charm is characterised by lush mountains, lively waters, and a rich history where piracy, art, and a mixture of cultures intertwine.

Besides exploring the islands’ incredible biodiversity, relax at our private beach club experience, Virgin Voyages Beach Club at Bimini.

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WANDERLUST SATISFIED

The largest of the U.S. Virgin Islands, St. Croix has been coined “The Garden of Antilles” for its lush geography and less touristy feel. From sipping champagne on pristine beaches with crystal blue water to exploring world-class diving spots, the island stands out as an escape from everyday life.

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We’re making waves from the Caribbean to the Med, the Adriatic to the Red, and everywhere in between across 4 continents. Join us on an unparalleled journey of relaxation and indulgence, and discover the things — and the people — that make each destination so special. Because we didn’t build a cruise, we created a voyage.   Get a delicious taste of the modern romance of sailing that only a Virgin brand could pull off.

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Eastern Caribbean vs. Western Caribbean cruises: Which itinerary will I like more?

Eastern Caribbean and Western Caribbean cruises might sound similar when you start researching them. Just about wherever you go, you'll enjoy sunny days, sandy shores, sparkling seas and balmy breezes. But the reality is that Caribbean islands' personalities can vary as widely as those of regions of the U.S.

Additionally, it's important to remember that Eastern Caribbean and Western Caribbean refer to cruise ship route types rather than literal descriptions of locations on a map.

So, which Caribbean itinerary is your best choice? Read on for our evaluation on how to make the right choice for your next cruise.

Embarkation ports

Typically, you sail to the Eastern Caribbean from ports in Florida — in most cases, Miami , Fort Lauderdale and Port Canaveral , the port on the coast near Orlando — as well as San Juan, Puerto Rico, and a few Eastern Seaboard ports, such as New York City. For Western Caribbean sailings, you can depart from Florida ports, as well as Galveston, Texas; Mobile, Alabama; and New Orleans.

So, which embarkation port is best for you? There's no secret to it: whichever one you can get to the fastest and the cheapest.

That said, if you see an itinerary that embarks in the Caribbean, know that you'll get a little extra time in the islands in exchange for that longer flight. On the flip side, itineraries that embark in the Northeast require you to sail the oft-rough seas of the Atlantic to get down to those pale blue Caribbean waters. You will also need longer than a week to sail from more northern home ports to destinations beyond the Bahamas.

Itineraries

Weeklong, round-trip cruises are common in both parts of the Caribbean, but you can also find shorter and longer options.

Common ports in the Eastern Caribbean include both big, crowded, touristy options and some smaller, sleepier islands, which are typically only accessible by small ships or during shore excursions. Itineraries might include visits to Grand Turk, St. Maarten (the Dutch side of the island of St. Martin), the U.S. Virgin Islands (St. Thomas, St. John and St. Croix), the British Virgin Islands (Tortola, Jost Van Dyke and Virgin Gorda), Puerto Rico and ports in the Bahamas — including the cruise lines' private islands . Small vessels (and some larger vessels) might also call in Antigua, Anguilla and Dominica, as well as the tony island of St. Barts.

In the Western Caribbean, you might call on Jamaica, Grand Cayman, Honduras, Belize and Mexican ports such as Cozumel, Costa Maya and Progreso. Some of these ports — in the thick of a strong Caribbean cruise season — can be lined up with large cruise ships; for example, you can find as many as seven ships calling on Cozumel on a busy day.

Related: A beginners guide to picking a cruise line

Beaches and water sports

If your fantasy is stretching out in the sun and splashing in the surf, you'll want to pick your Caribbean itinerary carefully so you can live the dream. When it comes to beaches, the Eastern Caribbean islands have the Western ones beat in most cases, but you can find sandy shores on most Caribbean itineraries.

With just a short cab ride from the cruise port, you can escape the throngs and find a quiet, sandy strand to call your own. After a few hours in the sun, you'll agree it was worth the effort, especially in Grand Turk and the Virgin Islands.

When it comes to water sports, some of the easiest opportunities to paddleboard, sail, kayak and parasail are available on the cruise lines' private islands, mainly located in the Bahamas. At Disney Cruise Line's Castaway Cay , Holland America 's Half Moon Cay, Norwegian Cruise Line 's Harvest Caye and Great Stirrup Cay, Royal Caribbean's Perfect Day at CocoCay and Labadee , and MSC Cruises' Ocean Cay , you'll find more opportunities to get out on the water than you could take advantage of in a day.

You can find visits to cruise line private islands on many weeklong or longer Eastern or Western Caribbean itineraries.

Related: Visiting a cruise line's private island? Don't make these 11 mistakes

Shore excursions

Where the Mexico ports of Cancun, Costa Maya and Progreso in the Western Caribbean shine is in historical sites, especially when it comes to the spectacular pre-Colombian Mayan ruins in Chichen Itza and Tulum. You can tour Mayan sites from Belize as well.

Equally impressive, though a totally different experience, is a day spent snorkeling or diving around the reefs off the Western Caribbean coasts of arid Grand Cayman (known for sea turtles and rays), Jamaica (known for underwater cliffs and unusually colorful coral) and Belize (where you might even get to see whale sharks).

That said, you'll have your pick of island tours, water-based activities and boat rides of all kinds on any itinerary you choose.

In both the Eastern and Western Caribbean, you'll find ports that are designed for shopping, with a mix of luxury boutiques and knickknack stores spread out around the cruise ship terminal.

In Nassau, Bahamas, the famous straw market sells everything from cheaply made souvenirs to local crafts, T-shirts and designer knockoffs. St. Thomas and Grand Cayman also offer a mix of jewelry shops and bric-a-brac, as well as duty-free liquor stores offering rum tastings.

If you luck into an itinerary with St. Barts on the roster, you'll find small French-Caribbean boutiques full of chic resortwear and elegant sandals, as well as rum made with Tahitian vanilla beans.

Bottom line

While every cruise line has its own personality and a type of traveler that would find it ideal, so does every itinerary. You'll want to choose your route carefully and research the individual islands to make sure you are picking not only a ship but also a sailing that plays to your preferences.

That said, our advice is that if you're a beach lover who is looking for peace amid the palm trees, the Eastern Caribbean is the way to go. Those who sunburn easily and are looking for other entertainment than just the joy of their toes in the sand — including history buffs and divers — should consider the Western Caribbean their ideal choice.

If you're looking for a fun-in-the-sun vacation, with a mix of active and relaxing days, you'll be happy no matter where your Caribbean cruise takes you.

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• A beginners guide to picking a cruise line
• The 8 worst cabin locations on any cruise ship
• The ultimate guide to what to pack for a cruise
• A quick guide to the most popular cruise lines
• 21 tips and tricks that will make your cruise go smoothly
• Top ways cruisers waste money
• The ultimate guide to choosing a cruise ship cabin

Best Time of Year for Eastern Caribbean Cruise: Tips for Cost-Efficient & Relaxing Trips

Imagine basking in the warm Caribbean sun, surrounded by crystal-clear waters and gentle sea breezes. Have you ever wondered when the perfect time to embark on an Eastern Caribbean cruise is? Picture yourself exploring vibrant tropical ports, savoring exotic cuisines, and creating unforgettable memories.

You might find yourself pondering, “When is the best time to set sail for this dreamy adventure?” Worry not, as we’re here to guide you through the optimal seasons for your Eastern Caribbean voyage. Whether you seek quieter shores or lively festivals, we’ve got you covered with insider tips to make the most of your cruise experience.

In this article, we’ll unveil the ideal times to visit the Eastern Caribbean, ensuring your journey is filled with sunshine, relaxation, and endless delights. Get ready to plan your escape to paradise and discover the magic of cruising in this enchanting region.

Key Takeaways

• Understanding the Eastern Caribbean Cruise Route includes popular destinations like the Bahamas, Puerto Rico, and the U.S. Virgin Islands.
• Pack essentials like sunscreen and swimwear for an Eastern Caribbean cruise to enjoy activities like snorkeling and beach outings.
• Consider monthly weather variations when planning your cruise, with peak season from December to April offering ideal weather conditions.
• Off-peak travel benefits include lower costs, fewer crowds, and a serene cruise experience.

Understanding Eastern Caribbean Cruises

The eastern caribbean cruise route.

When you go on an Eastern Caribbean cruise, you’ll experience a delightful itinerary that typically includes stops at popular destinations like the Bahamas, Puerto Rico, the U.S. Virgin Islands, and the British Virgin Islands. These cruises often depart from hubs such as Miami, Fort Lauderdale, or San Juan, offering you a mix of relaxation and adventure as you explore different islands and their unique cultures.

What to Expect on Your Cruise

Embarking on an Eastern Caribbean cruise promises a myriad of exciting experiences. From stunning white sandy beaches to crystal-clear turquoise waters, you’ll have plenty of opportunities for sunbathing, snorkeling, and exploring lush tropical landscapes. Onboard, you can expect top-notch amenities, entertainment options, and delectable dining choices that cater to your preferences throughout the journey.

Make sure to pack essentials like sunscreen, swimwear, comfortable clothing, and excursion gear to make the most of your cruise. Plan your shore excursions in advance to maximize your time at each port of call and indulge in activities like swimming with dolphins, snorkeling in coral reefs, or simply strolling through charming local markets to immerse yourself in the vibrant local culture.

Weather Patterns in the Eastern Caribbean

When considering the best time of year for an Eastern Caribbean cruise, it’s crucial to understand the weather patterns in the region. Here’s what you need to know to make the most of your tropical adventure.

Hurricane Season: Risks and Considerations

The Eastern Caribbean region experiences a hurricane season that generally runs from June to November. Although cruising during this period can mean discounted rates and fewer crowds, it also comes with its risks. You may encounter stormy weather, potential itinerary changes, or even cancellations due to hurricanes or tropical storms.

To minimize the impact of hurricane season on your cruise experience, consider booking travel insurance that covers trip cancellations or itinerary modifications. Stay informed about weather updates and follow the guidance of the cruise line in case of any weather-related changes to your itinerary. Planning for flexibility in your schedule can help you navigate through any unexpected disruptions caused by inclement weather.

Monthly Weather Variations

The Eastern Caribbean boasts a warm and tropical climate throughout the year, but there are variations in weather patterns based on the month you choose to cruise.

• January to April : This period is popular for Eastern Caribbean cruises due to pleasant weather and lower chances of rainfall. You can expect sunny days, calm seas, and comfortable temperatures, making it perfect for outdoor activities like snorkeling and beach outings.
• May to August : These months mark the transition to the rainy season in the Eastern Caribbean. While you might encounter brief afternoon showers, the lush landscapes are vibrant and inviting. Keep in mind that this period also falls within the hurricane season, so it’s essential to stay updated on weather forecasts.
• September to December : Towards the end of the year, the region experiences increased rainfall, especially in September and October. However, this period also offers the advantage of lower cruise rates and the opportunity to witness the stunning fall colors of the Caribbean.

Understanding the monthly weather variations can help you choose the best time for your Eastern Caribbean cruise based on your preferences for weather conditions, activities, and budget. Be sure to pack accordingly for the expected climate during your chosen travel period to ensure a comfortable and enjoyable cruise experience.

Peak Season for Eastern Caribbean Cruises

Advantages of cruising during peak season.

When it comes to embarking on an Eastern Caribbean cruise during the peak season, you can expect a plethora of advantages that enhance your overall cruising experience. In this bustling time of the year, typically from December to April, you’ll encounter:

• Ideal Weather Conditions : During the peak season, the weather in the Eastern Caribbean is at its most favorable with lower chances of rainfall and comfortable temperatures. This means you can soak up the sun, enjoy the crystal-clear waters, and explore the picturesque islands without worrying about unexpected downpours.
• Vibrant Atmosphere : The peak season attracts a larger number of travelers, creating a lively and bustling atmosphere onboard and at the various ports of call. You’ll have the chance to mingle with fellow cruisers, participate in exciting onboard activities, and immerse yourself in the vibrant local cultures at each destination.
• Abundance of Activities : With the peak season falling during the winter months, you’ll have the opportunity to engage in numerous activities both onboard and onshore. From water sports and beach relaxation to sightseeing tours and cultural experiences, there’s a diverse range of activities to suit every preference.
• Optimal Cruise Itineraries : Cruise lines typically offer a wide selection of itineraries during the peak season, allowing you to choose a route that aligns with your interests and desired ports of call. Whether you’re looking for a family-friendly cruise, a romantic getaway, or an adventure-filled expedition, you’re likely to find an itinerary that caters to your preferences.

Potential Downsides of Peak Season Travel

While cruising during the peak season offers numerous advantages, there are also some potential downsides to consider before booking your Eastern Caribbean adventure:

• Higher Costs : Due to the popularity of cruises during the peak season, prices tend to be higher compared to off-peak times. You may need to allocate a larger budget for your cruise fare, onboard expenses, and any additional activities or excursions you wish to partake in during your trip.
• Crowded Ports and Attractions : The increased number of travelers during the peak season can lead to crowded ports of call and popular attractions. You may find yourself waiting in line or navigating through larger crowds when exploring onshore destinations, which could impact your overall experience if you prefer a more serene environment.
• Limited Availability : With peak season cruises being in high demand, popular itineraries and cabin categories may quickly sell out. It’s advisable to book your cruise well in advance to secure your preferred dates, cabin type, and itinerary to avoid disappointment later on.
• Advance Planning Required : Given the heightened interest in Eastern Caribbean cruises during the peak season, it’s essential to plan your trip ahead of time. This includes making reservations for dining, onboard activities, and shore excursions early to ensure you can participate in the experiences you desire during your cruise.

Off-Peak Travel Benefits

Lower costs and fewer crowds.

When considering an Eastern Caribbean cruise during the off-peak season, you’ll enjoy significant cost savings compared to peak times. Prices for cabins, excursions, and onboard amenities are often lower, allowing you to make the most of your travel budget. Additionally, with fewer travelers on board, you can experience a more peaceful and relaxing cruise without the crowds typically found during peak seasons.

Weather Factors During the Off-Peak Season

Traveling during the off-peak months in the Eastern Caribbean may offer a different weather experience than the peak season. While the hurricane season runs from June to November, the off-peak period can still provide favorable weather conditions for cruising. You might encounter occasional rain showers, but overall, you can expect milder temperatures and calmer seas, creating a pleasant cruising environment.

Embarking on an Eastern Caribbean cruise during the off-peak season can provide you with cost-effective travel options and a more serene cruise experience, allowing you to explore the region at a relaxed pace while enjoying favorable weather conditions.

Balancing Cost and Experience

When planning your Eastern Caribbean cruise, you’ll want to find the perfect balance between cost and experience. Considering factors like budget-friendly times to cruise and weighing cost against weather and crowds can help you make the most of your trip without breaking the bank.

Budget-Friendly Times to Cruise

If you’re looking to save money on your Eastern Caribbean cruise, consider traveling during the off-peak season. Typically running from late spring to early winter, the off-peak season offers lower costs for cabins, excursions, and onboard amenities. With fewer crowds, you can enjoy a more relaxed atmosphere and personalized service.

During the off-peak season, you might experience milder temperatures, calmer seas, and occasional rain showers. While these conditions can enhance the serenity of your cruise, they may also impact your shore excursions. However, by planning your activities carefully and packing appropriate clothing, you can still make the most of your Eastern Caribbean adventure while saving money.

Weighing Cost Against Weather and Crowds

When choosing the best time for your Eastern Caribbean cruise, it’s essential to consider how cost aligns with weather conditions and crowd levels. The peak season, running from December to April, offers ideal weather with sunny days, low humidity, and warm temperatures. This period is perfect for enjoying the vibrant atmosphere of the Caribbean, participating in various onboard activities, and exploring diverse island destinations.

However, traveling during the peak season can result in higher costs for accommodations, excursions, and overall cruise expenses. With more travelers flocking to popular ports, you may encounter crowded beaches and longer wait times at attractions. To make the most of your peak season cruise, booking in advance and researching available activities can help you navigate the potential challenges while maximizing your experience.

By strategically choosing when to embark on your Eastern Caribbean cruise, you can strike a balance between cost-effectiveness and a fulfilling travel experience. Whether you opt for the budget-friendly off-peak season or the vibrant peak season, careful planning and consideration of your priorities will ensure that you have a memorable and enjoyable cruise to the Eastern Caribbean.

Special Events and Holidays

Festivals and cultural events worth considering.

When planning your Eastern Caribbean cruise, keep in mind the diverse festivals and cultural events that can enhance your experience. From vibrant local celebrations to international music and food festivals, the Eastern Caribbean region offers a rich tapestry of cultural experiences year-round. Here are some notable events to consider:

• Antigua Sailing Week : Held annually in late April or early May, this renowned regatta attracts sailing enthusiasts and spectators worldwide, adding an exciting maritime flair to your cruise itinerary.
• Crop Over Festival (Barbados) : Taking place from June to August, this colorful festival features lively parades, calypso music, and street parties, providing a lively insight into Barbadian culture.
• Carnival (Trinidad and Tobago) : Experience the vibrancy of Trinidad’s Carnival, typically celebrated in February or March, with elaborate costumes, music, and dancing that reflect the island’s dynamic culture.

By aligning your cruise with these events, you can immerse yourself in the local traditions and festivities, creating lasting memories of your Eastern Caribbean voyage.

Holiday Cruises: Pros and Cons

Embarking on an Eastern Caribbean cruise during the holiday season entails both advantages and considerations. While cruising over the holidays offers a festive atmosphere with special onboard events and decorations, it’s essential to weigh the following pros and cons:

• Festive Atmosphere : Cruise ships are adorned with holiday decor, and special events are organized to celebrate occasions like Christmas and New Year’s.
• Family-Friendly Environment : Holiday cruises often cater to families, providing a range of activities and entertainment for guests of all ages.
• Higher Costs : Due to increased demand, holiday cruises may come with higher price tags for cabins, amenities, and excursions.
• Crowded Ports : Popular ports of call can be more congested during the holidays, impacting your shore excursion experiences.

Considering these factors, decide whether the allure of holiday festivities and the vibrant onboard atmosphere outweigh the potential challenges of higher expenses and crowded destinations during your Eastern Caribbean cruise.

Tips for Choosing the Best Time for Your Cruise

Considering weather, price, and personal preferences.

When deciding on the ideal time for your Eastern Caribbean cruise, let’s first address the key factors of weather, price, and personal preferences.

Think about the weather patterns in the Eastern Caribbean. The peak season from December to April offers comfortable temperatures and low chances of rain, making it perfect for those seeking sunny days and clear skies. In contrast, the off-peak season from May to November might have slightly higher precipitation rates due to the hurricane season but can also mean discounted prices and fewer tourists.

Examine your budget carefully. Prices can fluctuate depending on the time of year you choose to cruise. The peak season tends to be more expensive due to high demand, while the off-peak season often includes discounts and promotions to attract travelers. Consider your financial constraints along with the value you place on a potentially less crowded ship and ports of call.

Consider your personal preferences when weighing the pros and cons of each season. Are you someone who enjoys vibrant festivities and events? If so, holiday cruises during special occasions like Antigua Sailing Week, Crop Over Festival in Barbados, or Trinidad’s Carnival could be an exciting option for you. However, keep in mind that holiday cruises may come with higher costs and more crowded spaces, so be prepared for a livelier onboard atmosphere.

Tips for First-Time Cruisers

For those embarking on their maiden voyage, here are some valuable tips to help you make the most of your first Eastern Caribbean cruise experience.

Research and plan ahead. Familiarize yourself with the destinations you’ll visit, the onboard activities available, and any shore excursions that interest you. This preparation can ensure you don’t miss out on must-see attractions or experiences.

Pack wisely. Remember to bring essentials like sunscreen, comfortable clothing, swimwear, and any necessary travel documents. Additionally, consider packing some formal attire for elegant evenings on the cruise.

Stay flexible. While having a general itinerary is beneficial, being open to spontaneity can lead to unexpected adventures and delightful surprises during your cruise.

Engage with locals and fellow passengers. Don’t hesitate to strike up conversations and make new connections. Learning from others’ experiences can enrich your own journey and create lasting memories.

Embrace the beauty and diversity of the Eastern Caribbean, and savor every moment of your cruise adventure.

Now that you’ve explored the best times for an Eastern Caribbean cruise, you’re equipped with essential insights to plan your next adventure. Whether you prefer the affordability and tranquility of the off-peak season or the vibrant atmosphere of peak months, there’s a perfect time for everyone. Consider your priorities, from budget to weather preferences, to make the most of your cruise experience. Remember to pack wisely, stay open to new experiences, and immerse yourself in the beauty of the Eastern Caribbean. With these tips in mind, you’re ready to set sail and create unforgettable memories on your Eastern Caribbean cruise. Happy cruising!

Frequently Asked Questions

What are some popular destinations in eastern caribbean cruises.

Popular destinations in Eastern Caribbean cruises include St. Thomas, St. Maarten, Barbados, and the Bahamas.

When is the peak season for Eastern Caribbean cruises?

The peak season for Eastern Caribbean cruises is from December to April.

What are the benefits of cruising during off-peak season?

Off-peak travel offers cost savings, fewer crowds, and favorable weather conditions.

How can I choose the best time for an Eastern Caribbean cruise?

Consider factors like weather, price, and personal preferences when choosing the best time for a cruise.

What tips are recommended for first-time cruisers in the Eastern Caribbean?

First-time cruisers should research, pack essentials, stay flexible, engage with others, and embrace the beauty of the Eastern Caribbean.

Hi, I'm Richard, a passionate traveler and cruise enthusiast. With over a decade of experience exploring the world's oceans, I've developed a deep love for all things related to cruising. Whether it's luxury liners or intimate river cruises, I enjoy sharing my insights and tips to help others plan their perfect getaway. When I'm not sailing the seas, you can find me writing about my adventures or planning my next voyage

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8 - Day Eastern Caribbean from Norfolk, VA

Cruise itinerary.

Day 1: Norfolk

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Day 4: princess cays, day 5: grand turk, day 6: amber cove.

Day 7 & 8: Fun Day at Sea

Day 9: norfolk.

Get to Know Carnival Sunshine

Everything the sunlight touches on Carnival Sunshine has been doused with an extra dose of fun. There's plenty to find atop this ship, where you can spend your days being kissed by the warm rays of the sun. Visit the biggest Serenity area ever, featuring three decks, plenty of recliners... and even a waterfall. Carnival WaterWorks ™ , our onboard waterpark, doesn't just deliver the favorites... this one debuted the slick Speedway Splash slide. There's also SportSquare ™ , where you can let your inner champion run free (around the jogging track), traverse the Ropes Course high up above, or even engage in a little one-on-one, from ping pong to foosball to giant chess. When you're on your Carnival Sunshine cruise, step out of the sun and try out some shade (and it's some pretty cool shade, at that). The first thing you'll see is the Sunshine Atrium... and let's just say first impressions count. From there, check out dining options — this ship has everything under the Carnival sun — like Guy's Burger Joint ™ , BlueIguana Cantina ™ , Fahrenheit 555 Steakhouse ™ and JiJi Asian Kitchen ® . Some of the greatest Carnival bars are here: RedFrog Pub ® , BlueIguana Tequila Bar ™ , SkyBox ™ Sports Bar and Alchemy Bar ® ... plus the already-classic Havana Bar ™ ! You'll enjoy musical revues from Playlist Productions ™ , where songs you know and love come to life on stage. When you find yourself between the Carnival Sunshine and some actual sunshine, fun at sea is guaranteed.

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The Ultimate Guide To Your Caribbean Holiday

By Sarah Greaves-Gabbadon | Last Updated on September 4, 2024

If you're headed to the Caribbean on one of the 2024 cruises on offer, I have one thing to say: Welcome! I lived in Jamaica for decades, travel to the world's favourite warm-weather destination for work (as a travel writer) at least twice a month and am proud to call myself the region's biggest fan. So I couldn't be happier to share my home with you as you set sail on your Caribbean holiday.

Caribbean cruises are a great way to see the region, whether you're getting a taste of the islands on new ships like Utopia of the Seas ®  and  Icon of the Seas ® or returning to make memories at your favourite haunts on more intimate options like Enchantment of the Seas ® . There are almost two dozen Royal Caribbean ships that sail to the region on three basic itineraries — eastern, southern and western.

With year-round sunshine, there's never a bad time to explore everything this part of the world has to offer. In the cooler months, the destination is a welcome — and warming — balm to winter-weary souls. Come summertime, lower prices make it easier on travellers' budgets. Although summer coincides with the Atlantic hurricane season, modern meteorological technology ensures that ships have plenty of notice of pending storms, so the captain can avoid any trouble spots and simply steer to fair-weather ports, where you'll have just as much fun.

The Caribbean comprises more than a million square miles, and cruise ships help you explore this captivating corner of the world. From sandy Jamaican beaches on western Caribbean cruises to the forested emerald peaks of St. Lucia on eastern Caribbean sailings to colourful waterfront capitals such as Curaçao's Willemstad on southern Caribbean cruises, there's plenty to see and do. Read on for where cruises can take you in this region of sand and sun.

Western Caribbean

The western Caribbean is home to some of the most popular islands in the world, including Jamaica, Grand Cayman and Mexico's Cozumel. It's also where you'll find the rugged Central American standout, Belize. But there are also beautiful, lesser-known gems — such as Roatán, Honduras — that are ripe for exploration.

I lived in Jamaica for decades, so excuse me if I'm biased (#sorrynotsorry) when I say that the Caribbean's largest English-speaking island is the total package. Jamaica cruises are the perfect introduction to the land of rum, reggae and Rastafarianism. Fuel your Jamaican jaunt with a piping-hot patty, which can come filled with chicken, beef or vegetables. Island food lovers are staunch fans of either those from Tastee or Juici bakeries (I'm forever Team Tastee, but you should try both and decide for yourself).

The crystal-clear turquoise waters surrounding Grand Cayman are where scuba diving first became popular as a recreational activity, so divers, snorkelers and swimmers will love it here. Whether you're a swimmer or not, don't leave the island (the largest of three Cayman Islands) without a visit to Stingray City, a nearby sandbar where you can stand knee-deep in the shallows, feeding chum to Southern Atlantic stingrays that weigh as much as 90 kilos. Good luck is said to follow those brave enough to smooch them, so pucker up!

In Mexico's Yucatán Peninsula, the approximately 480-square-kilometre island of Cozumel boasts the world's second-largest barrier reef, making it another must for snorkelers and divers. More of a landlubber? Hop on a 45-minute ferry over to Playa del Carmen, a boho beach town on the mainland, where you can chill shoreside and stroll Quinta Avenida (Fifth Avenue), checking out its bars and boutiques.

Headed for Costa Maya? I have fond memories of this Mexican port, where I hopped on the ship's shuttle to the beach at Mahahual and spent the day lazing on sugar-fine sands and eating my body weight in guacamole and chips at beachfront restaurants. Trust me, on Mexico cruises, this is time well spent! Conversely, Belize City is a jumping-off point for people who want to do much more than bask on the beach. Active and adventurous types can zipline through the jungle and tour ancient Mayan ruins. Or swim and snorkel with (friendly, I swear!) nurse sharks and stingrays at the appropriately named Shark Ray Alley.

Eastern Caribbean

Eastern Caribbean cruises may take you from The Bahamas' calm, pale blue waters to the frothy surfer-ready swells off Barbados's east coast, stopping at plenty of paradises in between.

The bevy of boutiques on ships like Freedom of the Seas ®  and Quantum of the Seas ®  are tempting. And in the Bahamian capital of Nassau and neighbouring Paradise Island, there are lots of other opportunities to snag duty-free designer baubles on Bahamas cruises. Savvy shoppers snap them up, but leave room in their budgets for locally made souvenirs. Like handwoven straw baskets, lamps made from conch shells and distinctive batik clothing and home accessories made from the islands' Androsia fabrics. Shop until you drop, and then raise a toast to your retail smarts at the nearest beach bar with a Goombay Smash, the potent national cocktail made with four types of dark and golden rums. It's also easy to find a bargain in the U.S. Virgin Islands of St. Thomas and St. Croix, and not just because they both boast duty-free stores galore.

If you're an outdoorsy type (or cruising with one), islands such as Dominica, St. Lucia and Puerto Rico have your name on them. Known as "the nature island," lush and mountainous Dominica will live on as your jungle fantasy come to life. Take a leisurely boat ride through the mangroves on the Indian River (one of the island's 365 waterways), where you'll spot river birds and see the house used in one of the "Pirates of the Caribbean" movies. Or slip on your sneakers and hike a section of the Waitukubuli National Trail, a 185-kilometre route that winds past waterfalls and over mountains. St. Lucia is famous for its twin volcanic peaks, the Pitons, which preside over the island's southwest coast. The hours-long hike up Gros Piton is probably best left to the fittest in your crew. But a short drive from the port in the northern capital of Castries is the 20-minute hike to the colonial-era fort at Pigeon Island National Park, an active excursion the entire family can enjoy. There's no training required, and dreamy Caribbean views are included. My best tip: Wear your swimsuit so you can cool off at the park's beach before Navigator of the Seas ®  whisks you away.

In Puerto Rico, there are 38 kilometres of hiking trails suitable for all levels at El Yunque National Forest, about an hour's drive from the port in San Juan. It's one of the smallest United States national forests but the most diverse, with 250 species of trees, 150 types of ferns and 97 species of birds. Don't forget your camera.

Searching for some local flavour? You don't have to spend a fortune on your Caribbean holiday to enjoy it. On Dominican Republic cruises, the must-try is mamajuana, a potent local liqueur made with steeped leaves, tree bark, herbs and spices. The (acquired) taste is a lot like port, and it can be drunk as a digestif. But mamajuana's reportedly aphrodisiac properties are what make it so popular, so drink responsibly. Try a fried fish cutter (sandwich) in Barbados, where Cuzz's food truck on Bridgetown's Pebbles Beach is a classic. My serving suggestion: Accompany it with a Caribbean view and local brew (try Banks beer) as you sit on the sand. Those with a taste for tropical tipples shouldn't leave San Juan without a piña colada. The famous drink is the island's national cocktail, invented here at either the Caribe Hilton Hotel or at the Old San Juan bar Barrachina, depending on who you speak to. Sample both — you can't go wrong with either one.

Southern Caribbean

Adventure? Check. History? Mouthwatering cuisine and rummy cocktails? Check and check. The southern slice of the Caribbean ticks all the boxes.

No doubt you'll be hitting a Caribbean beach (or three) on your Caribbean cruise, but beyond the sand, a rip-roaring adventure awaits. On Aruba, for example, you can tour Arikok National Park's sprawling and cacti-studded desert landscape on horseback or in an all-terrain vehicle. Bring sunglasses and a hat, because things will get dusty. At Labadee — which is on a small number of southern Caribbean itineraries — you can get a bird's-eye view of Haiti's palm-fringed coastline on the almost one-kilometre-long Dragon's Breath Flight Line, which zips you through the trees at up to 80 kilometres an hour. On the neighbouring island of Curaçao, the Ostrich Farm is one of the Caribbean's most unlikely adventures. But where else will you have the chance to stand on an ostrich egg to find out that it won't crack under your weight? The Scenic Railway, also known as the "sugar train," on St. Kitts circumnavigates the island on tracks formerly used to transport sugarcane from plantations to the port. It offers a beautiful ride through the island's interior.

History also comes to life in Puerto Rico at the Spanish colonial fort of Castillo San Felipe del Morro, where you can tour the more-than-500-year-old bastion and snap a selfie in one of its iconic sentry boxes, called garitas . There's also St. Kitts's Brimstone Hill, which took more than a century to build and is considered one of the finest examples of military architecture remaining today.

After a day of exploration, you'll need something to quench your thirst. In the Caribbean, you can do way better than plain water. Visiting Bonaire is the perfect opportunity to try Cadushy, a cactus liqueur made here from a succulent known locally as kadushi. It'll make a great addition to your home bar, as will guavaberry liqueur from St. Maarten. Pick up a bottle of this island spirit — made from aged rum, cane sugar and local guavaberries — when the ship pulls into Philipsburg for a flavorful souvenir. In Martinique and Guadeloupe, connoisseurs will appreciate rhum agricole , a potent and funky cousin of the classic Caribbean spirit. It's made from sugarcane juice rather than molasses. Raise a glass and toast to your Caribbean dreams come true!

Written By SARAH GREAVES-GABBADON

Sarah Greaves-Gabbadon (aka JetSetSarah) is a writer, on-air travel expert and self-described “Carivangelist,” who goes to the beach and beyond to share the Caribbean with the world. She contributes to brands including Travel + Leisure and Condé Nast Traveler, and has also appeared as a travel expert on PBS and NBC.

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