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The Best of Tuscany - 4Days/3Nights

Italy by high-speed train, florence city break - 3 days/2 nights, gems of rome & florence, rome, florence, cinque terre, italian triple centre with a world wonder, discovering florence, cycle tuscany, flavor of tuscany & cinque terre 4*, italian sojourn with leaning tower of pisa.

“Everything was great. I will travel with his company again :)” Rowena Assis Barrera, traveled in August 2019

• In-depth Cultural
• Coach / Bus
• Sightseeing
• Christmas & New Year
• Wine tasting
• Visit Palazzo Vecchio in Florence
• Enjoy a wine tasting lesson in Chianti
• See the Leaning Tower of Pisa

“Effortless travel, punctual schedules, and seamless connections made exploring Italy a breeze.” Scott, traveled in June 2022

• Train & Rail
• Find your favourite gelato flavour in Florence
• Speed through the Italian countryside by Train
• Discover the hidden gems of romantic Venice

“Great value for the money. Everything easy enough to find and navigate.” Carly Gaffney, traveled in January 2019

• Extend your stay and enjoy more of Florence
• Taste Chianti wines and learn from producers
• Arrive in Florence and meet our friendly team

“Lovely tour, particularly of Siena and San Gimignano. From cathedrals to cobblestones, turrets to towers, this all-day tour was a wonderful experience.” Yvonne Kum, traveled in June 2024

• Explore Museo Nazionale Romano's art treasures
• Discover medieval Siena and San Gimignano
• Tour the iconic St. Peter's Basilica

• Taste Tuscan wines and lunch in Chianti hills
• Discover the vibrant villages of Cinque Terre
• Stroll through medieval Siena and San Gimignano

“This was an excellent tour. We very much enjoyed the Coliseum/Forum tour. This was a highlight as was the Crypt and Catacomb tour.” James Matarese, traveled in June 2024

• Taste Tuscany's famous wines and dishes
• Explore ancient Rome with a guided tour
• Tour Doge's Palace and St. Mark's Basilica

“The private tours of the Uffizi and Accademia Galleries were super - the guides were knowledgeable and open to any question.” kelly laberee-sampson, traveled in March 2024

• Discover Renaissance art at Uffizi Gallery
• Taste Chianti wines in Tuscan vineyards
• Explore Michelangelo's David at Accademia

“Fabulous itinerary. Competent leader and support.” David S, traveled in May 2019

• Road Cycling
• Explore the medieval town of Barga by bike
• Cycle through historic Florence and Vinci
• Ride down from the Apuan Alps to Lucca

• Tour the Vatican Museums and Sistine Chapel
• Taste Chianti wines in the Tuscan countryside
• Travel by high-speed train to Renaissance Florence

“The trip was great with a good balance of tours and free time. Accommodations were comfortable and very conveniently located.” Marie Johnson, traveled in October 2023

• Enjoy leisure time in Rome, Florence, and Venice
• Explore the Colosseum, Roman Forum, and Palatine Hill
• Discover Doge's Palace and St. Mark's Basilica in Venice

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Tuscany & the Cinque Terre Cultural Walking Tour

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Drinking in the sunset and the Chianti at our friend Marco's farmhouse, we decided that a Tuscany walking tour couldn't be improved upon. Since he's a staunch Tuscan, he surprised us by saying, "Then you've never been to the Cinque Terre." So we went. They're not far, these five once almost unreachable villages that grow out of rock along the Ligurian Sea. For centuries, a connecting footpath was their lifeline, but for us it's the scenic route into a remote and vibrant coastal culture. Beforehand, we spend three nights in the parts of Tuscany we love best…complete with hilltowns that rise out of silver-green olive groves, homemade prosciutto and potato ravioli and the sunny vineyards of Chianti. Throughout, we'll explore the art history, and savor the food and wine. But in the end, will you prefer walking tours in Tuscany or the Cinque Terre? The good news is that because this trip gives you both, you don't have to decide.

• Gather in Florence, where a short journey into Chianti leads to a private visit and tasting at one of the famed wineries, followed by a scenic walk to our hotel, a historic villa that dates to the 16th century and is owned by a count and countess.

• Walk past silvery olive groves to visit a shepherd who shows how he makes sheep's-milk cheeses…and a chance to sample some of the traditional specialties.

• Follow a footpath in the lovely Chianti hills, to a vineyard walk that ends with a home-cooked lunch and wine-tasting in the private cellars of Castello della Paneretta.

• Spot San Gimignano, fortified with more than a dozen medieval towers, shimmering in the near distance as we approach along a rural footpath.

• Journey along the Apuane mountains to Santa Margherita, where our hotel overlooks the Ligurian Sea.

• Walk to the colorful, isolated villages of the Cinque Terre — Monterosso, Vernazza, Corniglia, Manarola and Rio Maggiore — with time out for shopping or a picnic. (Or skip the walking, and take a little coastal train that runs between the villages.)

• Explore the tiny monastery of San Fruttuoso reachable only by foot or boat after visiting iconic Portofino.

• Cap off an evening in Florence with a memorable dinner at our favorite trattoria, where in one meal we enjoy the whole tapestry of Tuscan cuisine.

• Skip the lines to see Michelangelo's David as part of a guided walk in Florence that provides an insider's view of the famed Renaissance city.

• Wandering the ancient streets to see and learn about Brunelleschi's incredible dome, the Ponte Vecchio, and Piazza della Signoria.

• Graze through San Lorenzo, the Florentine's main market, with its pyramids of produce, olives, breads, meats and more.

Starting Point:

Ending point:.

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Walking Level

Daily mileage options: 2-8 miles, route notes:, dates & prices.

The earlier you book, the more choice you’ll have and the lower your price. And you can always change your mind — you won’t be charged to transfer to a different trip before your final payment is due. Talk with one of our travel experts at 800-200-3887 .

Select our “Family Departure” to travel with other families.

Why Choose Classic Journeys

• Experience the world on foot and at eye level. Each day, join your guide on the most cinematic footpaths in Tuscany and along the coastal towns of Cinque Terre.
• Exceptional full-time local guides who become your well-connected friend. Our amazing guides are with you throughout each day of the tour, sharing their lifelong connections as well as engaging anecdotes about Italian history and culture.
• Small groups that provide you unrivaled access. An average of fewer than 10 guests per departure means we can offer you special access to sites like skipping the lines to see Michelangelo’s David in Florence, visiting with a shepherd and tasting his sheep’s-milk cheeses and strolling through a vineyard with the owners in Tuscany.
• Award-winning hotels are waiting for you at the end of every day. Luxuriate in the finest and most distinctive accommodations in the region you’re exploring, including a historic villa that dates to the 16th century and is owned by a count and countess.
• Eat like (and with) the locals. Food is a foolproof way into the hearts, homes and history of the places you visit with us. From gourmet picnics to coveted local restaurants, our meals offer you opportunities to explore native food traditions and fine dining.
• Handcrafted itineraries with all activities included. With our long-term friendships, we know our walking tour regions more personally than anyone else. So you get thoughtfully curated itineraries that combine explorations of the villages, organic farms, archeological sites and the people who know them best.
• Sustainable travel that supports the places you’re visiting. We put our local currency into the pockets of the people who live where we travel. It’s your guarantee that you’ll have authentic, up-close experiences on your trip. Best of all, our person-to-person approach helps sustain their ways of life.

Accommodations

We spend years cultivating personal relationships with our hoteliers to provide you thoughtfully selected accommodations that reveal the true character of the region. Here is a sampling of our favorite hotels on this tour. 

Villa Le Barone

This historic home dates to the 16th century, and your hosts are a count and countess. Its rooms have wood-beamed ceilings and antiques. The property boasts lovely gardens, a new saltwater infinity pool, and a terrace for sunning and Chianti sipping.

Grand Hotel Miramare

One of the first grand hotels in the region, this property is a Leading Hotel of the World. It offers all of the luxurious comfort you expect…plus a pool that overlooks the scenic promenade to Portofino.

Antica Torre Di Via Tornabuoni

Originally a palace of the Guelf family, this historic hotel in the heart of Florence is known for its attentive service. The rooftop terraces offer remarkable views of the entire city. Rooms are decorated in elegantly understated Florentine style.

What’s Included

• Award-winning boutique hotels that provide you unlimited access to the people and places, culture and history you came to experience
• All breakfasts, 1 lunch and 5 dinners
• Full-time experienced guide(s) who are with you throughout the trip, handle behind-the-scenes logistics 
• Admissions to sites and other scheduled events as noted in the detailed daily itinerary
• Gratuities for hotels, meals and baggage
• All land transportation during the trip

Above & Beyond Benefits

Perfect pairings dinners.

• A special dinner prepared by one of our favorite chefs with a procession of wines tailored to each course.

Invisible Check-In

• When your group arrives, we whisk you and your bags to your room immediately. No waiting – no tipping.

Privileged Access Events

• One-of-a-kind access to remarkable people, places and activities arranged just for you.
• In many regions, we uncork wonderful local wines at every dinner, compliments of Classic Journeys.

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Explore Our Best Tuscany Tours & Vacation Packages 2024-2025

Take inspiration for your own dream Tuscany holiday adventure

Affordable Tuscany Tour Packages Available

The natural beauty of the Tuscany region is worth exploring every step of the way. Its quaint landscapes and culture of this place will make you fall in love with it. The natural beauty of this place is loaded with lyrical topography. As an online travel aggregator, for us, our customer satisfaction is always the top priority. We ensure that we give our customers a seamless holiday booking experience.

With our Tuscany tour packages, you get to explore and do everything like sightseeing activities without any hassle. Explore and visit the famous Tuscan towns from Siena, Florence to Pisa. Enjoy your Tuscany holiday in Montecatini, a famous municipality in Tuscany from where you can witness the famous leaning tower of Pisa and visit Vinci, the hometown of Leonardo da Vinci. It’s all possible in Tuscany. Plan your vacation to Tuscany with us we will customize your tour according to your needs. 

Tuscany Road Trip 10 Days (or Customized)

In this Tuscany tour packages explore the Tuscany road trip to enjoy the unique and sublime local culture while learning about its history.

Taste of Tuscany 7 Nights (or Customized)

Immerse yourself in Tuscany in this comprehensive Tuscany vacation packages, it is action packed and leisurely at the same time.

Iconic Tuscany 14 Days (or Customized)

In this tour package visit the most iconic places in Tuscany, taking in the art, history and local culture with a spot of hiking and a cooking class.

Tuscany Wine Tour 13 Day Package (or Customized)

In this Tuscany holiday packages discover why beautiful Tuscany. It is so famous around the world and learn how it is produced. Sample the best Tuscan wine paired with food.

Tantalizing Tuscany 7 Nights Package (or Customized)

Book Tuscany Vacations all inclusive. Take this tantalizing tour through Tuscany savoring all the flavors from villages to the countryside and the coast.

Tuscany Grand Vacations 14 Nights Package (or Customized)

Explore grand Tuscany vacation packages to the fullest on a grand tour which includes an array of historical, cultural, and culinary experiences with time to try them all.

Wellness in Tuscany 10 Days Package (or Customized)

During this Tuscany vacation packages enjoy the best thermal spas and relaxing countryside in Italy for those wishing to escape the hustle and bustle.

Chianti Hills Tour 9 Nights Package (or Customized)

This Tuscany travel packages starts from Chianti region of Tuscany, Italy. You can discover quaint villages, vineyards, and castles set among the rolling hills.

Medieval Tuscany 8 Days Package (or Customized)

Tuscany needs no introduction – it's renowned worldwide for its unique atmosphere, stunning landscapes, and iconic cities. This unforgettable 8-day journey combines historic sites

If You Are Planning for Tuscany Vacation Book Our Tuscany Tour Packages at a Reasonable Price Guarantee

Exquisite topography, delicious food, marvelous history, rolling hills, and magnificent architecture are the ingredients that define Tuscany in its most raw and unfiltered form. Situated in West Italy, Tuscany, a quaint city is everything a traveler can encompass in his dream. Want to explore this amazing city? Book Tuscany tour packages that fit your budget with our travel experts and experience your dream holiday to Tuscany like never before! 

From the best accommodation options to affordable Tuscany flight tickets we have everything sorted for our customers. As far as the price is concerned, you can get in touch with our travel experts to know more about the vacation and holiday package prices in Tuscany.

What Is The Best Time To Go To Tuscany For Holiday?

The best time to visit and explore Tuscany is between the months of April-May and between September and October. The overall weather conditions during this time frame in Tuscany are simply amazing. Plus, you will get every opportunity to make loads of memories with your loved ones. So, what are you waiting for? Book your Tuscany vacation packages with us right away!

What Are The Best Outdoor Activities To Do In Tuscany?

Some of the best outdoor activities to do in Tuscany are as follows:

• Cinque Terre Day Trip 
• Chianti Wineries Tour
• Chianti and Castles Tour 
• Tuscan Countryside Tour

What Foods To Try During Tuscany Holiday?

If you ever book a Tuscany vacation package and fly to Tuscany then you have got to taste the eclectic food of this city. Some of the best food dishes in Tuscany are as follows: 

• Crostini Toscani
• Bistecca alla Fiorentina
• Fagioli con salsiccia
• Tagliatelle al tartufo
• Torta di ceci
• Potato tortelli

What Should I Consider When Choosing Tuscany Vacation Packages?

When selecting vacation packages, several factors should influence your decision. Firstly, choose your preferences—whether you’re inclined towards cultural immersion, culinary experiences, or leisurely country retreats. Check for included activities, accommodations, and transportation arrangements to match your needs and expectations. Reading reviews and testimonials can provide insights into the experiences of previous travelers, helping you make an informed decision. Lastly, verify the flexibility of the package—opt for those that allow customization, ensuring your Tuscany vacation packages is tailored to your desires.

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Tuscany & Cinque Terre Tours from Florence

Explore tuscany and cinque terre like never before, experiencing the best tours in the comfort of our luxurious mercedes vans, expertly guided by our passionate driver-guides..

Choose Your Ideal Tour Experience

Our small group tours foster a sense of community and shared adventure , perfect for those who enjoy socializing. For a more exclusive and tailored experience , our private tours offer flexible schedules, ensuring a personalized journey that meets your specific interests and needs.

Small Group Tours

Come see the Cinque Terre and the Leaning Tower of Pisa in one day. These two UNESCO heritage sites will take your breath away.

Starting at

Join a scenic tour of the Chianti region and taste a selection of some of the best wines that Italy has to offer .

Private Tours

A Day Tour To The Heart Of Tuscany: Val d’Orcia, land of Gourmet Cheese, delicious Food and excellent Wine

Explore charming Tuscan villages and taste some of the best Chianti wine in the world.

Take in the rolling hills and beautiful sunsets of Tuscany and end your day with a wine tasting and dinner at a local winery.

Discover the famous Italian engines that have made their mark on history and taste the art of balsamic vinegar.

Tuscan Adventure: City Walls, The Leaning Tower Of Pisa & Wine Tasting

Come with us to taste some of Italy’s most famous food products

Tuscan Adventure: The Leaning Tower Of Pisa and The City Walls of Lucca

Benefits of Choosing Us

Why our guests love truescany, expert guides.

Our drivers are highly trained guides , ensuring informative and engaging tours.

Luxury Vans

Travel in the latest model Mercedes vans , always impeccably clean and well-maintained.

Unlimited Wi-Fi

With our portable WiFi service , each couple receives a pocket-sized device that provides unlimited connectivity on the go.

Clear Audio

Vans equipped with audio guides so everyone hears clearly, no matter where they’re seated.

Professional Appearance

Drivers dress elegantly to make a great first impression and enhance your experience.

Dedicated Offers

Our newsletter is packed with interesting content and enticing discount codes .

A Family Tradition of Tuscan Hospitality

Meet our drivers, your guides and friends on the journey.

We’re proud to introduce our team of expert driver-guides. Each member has undergone impeccable academic training to provide outstanding service, ensuring your experience is both informative and enjoyable.

MERCEDES BENZ CLASS V

The V-Class has a clear interpretation of the Mercedes-Benz design language. It is possible to personalize the exterior character: for example, with the Night package, the AMG Line, the AMG spoiler lip, and many interesting alloy wheel proposals.

Up to 8 people

MERCEDES BENZ VITO TOURER

You will travel in impeccably maintained Mercedes vans, guided by expert driver-guides who’ll make your journey truly unforgettable.

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Tuscany in the heart and Soul of Italy

• • Florence to Siena and San Gimignano Tour, Glory of Medieval Age in Tuscany
• • Tour Pisa and Lucca :The Leaning Tower and the City Walls
• • Tour Montepulciano and Pienza, discovering the Valdorcia region
• • Siena and Chianti Tour, Medieval Charm & Wine Delights
• • San Gimignano and Chianti: Ultimate Tuscan Escape
• • Siena and Montepulciano: A Day of Medieval Marvels and Noble Wines
• • Siena and Montalcino with Exclusive Wine Experience
• • Tour Volterra e San Gimignano, discover the Etruscan, Roman and Medieval Ages
• • Pisa Volterra and San Gimignano, from the sea to the hills of Tuscany
• • Tour Cortona and Arezzo, Under the Tuscan Sun
• • Assisi and Deruta, in the sacred land of St. Francis
• • Outlet Shopping Sightseeing Tour
• • Arezzo and Castiglione del Lago, Lake Trasimento on the border between Umbria and Tuscany
• • Assisi and Perugia, discover the beauty of Umbria region
• • 3 to 7 Days Enchanting Tuscany Escape
• • Chianti Wine Tour
• • Chianti Castles Exclusive Wine Tour
• • Montepulciano Wine Tour, the Nobile Wine experience
• • Montalcino Wine Tour, Brunello exclusive taste
• • San Gimignano and Chianti wine tour
• • Montepulciano and Montalcino wine tour with stop Pienza
• • Bolgheri Super Tuscan wine tour
• • San Gimignano wine tour
• • Cortona and Montepulciano Wine Tour
• • Chianti Wine maker for a day - make your perfect bottle
• • Bolgheri and Scansano wine tour – the south coast of Tuscany
• • 3 Days Tuscan Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano
• • Half Day Florence Walking Tour - 3 or 4 hrs Private Walking Tour of Florence
• • Florence Walking Tour, city center, Accademia and Uffizi Gallery
• • The Medici Villas in Florence
• • The Hills of Florence: Fiesole, Settignano, Piazzale Michelangelo
• • Artisans tour in Florence
• • Michelangelo:his life and works in Florence
• • Tour Cinque Terre , the unique Mediterranean Coast
• • Tour Portofino, Santa Margherita, Camogli: The Italian Riviera
• • Livorno Shore Excursion to Florence
• • Livorno Shore Excursion to Florence and Pisa
• • Florence and The Mall Outlet shopping
• • Pisa Shore Excursion with Lucca tour
• • Cinque Terre Shore Excursion
• • Chianti Shore Excursion
• • Pisa and Volterra shore excurtion
• • Rome to Venice (Venice to Rome) with a costomized en-route excursion
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Siena and San Gimignano
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Orvieto
• • Florence to Venice (Venice to Florence) with an en-route excursion to Padua (Padova)
• • Florence to Venice (Venice to Florence) with an en-route excursion to Ferrara
• • Florence to Venice (Venice to Florence) with an en-route excursion to Bologna
• • Florence to Milan (Milan to Florence) with an en-route excursion to the Ferrari museum
• • Florence to Naples - Amalfi Coast (Naples to Florence) with stop in Orvieto
• • Transfer Florence to Portofino with tour of Pisa and Lucca
• • Florence to Rome (or vice-versa) with an en-route excursion to Arezzo and Castiglione del Lago on the Trasimeno lake in Umbria
• • Direct Transfers from/to Florence, Rome, Venice, Naples, Milan, Airports, Ports, Train Station
• • Ancient Rome daily tour
• • The Vatican Guided Tour (3 hours)
• • Rome Daily tour from Tuscany or Central Italy
• • Venice Walking guided tour: 4 hours, with skip the line entries to monuments
• • Venice Private Walking Tour of 3 hours: only outdoor with optional final Gondola tour
• • Venice Islands 6 hours Private Guided Tour to Murano, Burano and Torcello
• • Venice daily tour from Florence, Tuscany or central-north Italy
• • Verona day tour from Florence
• • Verona walking guided tour
• • Barolo wine tour, Le Langhe in Piedmont
• • 2 days tour of Barolo Wine tour and Truffle Hunting in Piedmont
• • 2 days tour of Barolo Wine tour in Piedmont with local hazelnuts tasting
• • 7 days Best tour of Sicily
• • Tuscany Golf Tour
• • Tuscany Beach Tour: Versilia, Costa degli Etruschi and Maremma
• • Carrara Quarries: the marble of Michelangelo
• • Hiking tour in Chianti and Tuscany

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Welcome to Tours in Tuscany

Visitors never "leave" Tuscany. Most choose to vacation and visit this region year after year . We, at "Tours in Tuscany" , hope to introduce this enchanting region to new visitors as well as show those who are returning to Tuscany, new places and taste new flavours...of " Our Tuscany "

We are excited to meet and share our Tuscany with you

Tuscany Tours

Private Tours of Tuscany. Your day discovering the most beautiful towns and medieval villages of Tuscany

Tuscany Wine Tours

Private Tuscany Wine Tours with wine tastings of Chianti Classico, Brunello di Montalcino, Nobile di Montepulciano, Bolgheri Supertuscan Wines

Florence Tours

Private Guided Florence Walking Tours with local Certified Guides. Find the best walking tour of Florence and other experiences.

Tour Cinque Terre and Portofino

Private Excursion to Le Cinque Terre, Portofino, Santa Margherita Ligure, Camogli and The Italian Riviera

Livorno Shore Excursions Tuscany

Livorno Shore Excursions to Florence, Pisa, Chianti, Le Cinque Terre, San Gimignano, Lucca, Volterra.

Transfers Tours

Private Transfer or maximize your trip with our Transfers Tours with stops: Florence, Rome, Venice, Naples, Amalfi, Milan, France, Switzerland and others

Tours of Rome, the ethernal city, the center of the ancient world

Venice Tours

Tour of Venice, the "Serinissima" Republic, queen of the mediterranean sea 

Verona Tours

Verona, the romantic city of Romeo an Juliet

Piedmont Tours

Memorable Tours of Piedmont. Barbera, Barolo, Barbaresco Wine Tours Experiences in the beautiful Langhe region also famous for White Truffle and hazelnuts.

Sicily Tours

Wonderful Tours of Sicily and Experiences in one of the most beautiful Italian island, the center of the Mediterranean Sea, rich in its millenary culture.

Outdoor Tours

Tuscany Open Air Tours: Golf in Tuscany, Tuscan coast and Beach, Hiking in the Tuscan Coutryside, Visit to the marble quarries in Carrara

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Customers rate Zicasso's travel referral service  4.9  on a scale of 1 to 5 based on  1586  reviews on Trustpilot

We match you with top tour companies that specialize in the trip you want,  whether it's a customized private tour or a group tour.

The emerald rolling hills and expansive rustic landscapes of Tuscany have captured and inspired imaginations for millennia. Discover grandiose castles and medieval abbeys nestled in the hidden countryside. Explore the timeless and classic influences of the Renaissance, which sparked a cultural movement that forever changed the world.

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Extraordinary Tuscany Vacation: Countryside, Riviera & More

8  Day Custom Tour

From  $3,700

A Perfect Private Tour of Tuscany in 2 Weeks

14  Day Custom Tour

From  $13,700

A Foodie's Slow Tour of Tuscany

From  $3,600

Tuscany & Cinque Terre Tour

13  Day Custom Tour

From  $5,900

10-Day Umbria and Tuscany Exploration Tour

10  Day Custom Tour

From  $7,000

Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

Why Travelers Choose Us

Benefits of Using Zicasso

Culture of Tuscan Wine & Cuisine Tour

9  Day Custom Tour

From  $4,100

An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

Tuscany Tour of Medieval Cities & Renaissance Preserves

Tour of Italy: Milan, Lake Como, Venice, Tuscany & Rome

16  Day Custom Tour

From  $7,200

Finest Wines of Tuscany & Central Italy Tour

From  $4,500

One Week in the Tuscan Countryside Tour

7  Day Custom Tour

From  $3,200

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The Best Tuscany Tours To Take in 2024 and Why

Ian Sumpter Last Updated: September 26, 2023

Looking into visiting Tuscany? Excellent choice, Tuscany is home to countless classic artworks, beautiful architecture, delicious local cuisine, fantastic vineyards, an superfluous natural beauty. With so much to choose from, it can be difficult to decide which Tuscany tours to experience during your visit. In this guide, discover our best  Tuscany Tours and pick which one is best for you.

Pro Tip: Planning what to do on your trip to Tuscany? Bookmark this post in your browser so you can easily find it when you need it. Check out our guide to Tuscany for more planning resources and our Top Things to do in Tucany for a memorable trip.

Should You Take a Tour in Tuscany?

Absolutely! Tuscany is quintessential Italy, but logistics can be difficult. More importantly, one of the best experiences you can have in Tuscany is a long lazy lunch at a vineyard, and you don’t want to be driving after that.

The best way to enjoy all that Tuscany has to offer is with the help of a professional guide who truly loves their region and has all the insider knowledge. Don’t believe me? Check out what other clients have said!

Not ready to book a tour? Check out our  Tuscany Guide for more info.

The Best and Most Popular Tuscany Tours To Take

Tuscany has a lot to offer every kind of traveler, which makes it a popular destination. It has cultural attractions, beautiful architecture, a great food and bar scene, as well as a diverse countryside. Tuscan Hills, anyone?

The great news is that the area is extremely well set up for tourism with many innovative tours and experiences. Counting down to our absolute favorites, here are the best Florence tours!

1. Tuscany Wineland Safari from Florence

2. best of tuscany tour by vespa from florence, 3. explore the wonderful cities of lucca and pisa, 4. explore the chianti hills with the best tuscany wine tours.

Looking for a VIP-like experience? This tour is one of a kind. Instead of a tour bus or even a luxury van, you will jump into an iconic Land Rover and traverse the Tuscan countryside.

You’ll find yourself going from paved roads to vineyard trails in no time. It is a special experience for the adventurous at heart that will make your trip that much more memorable. The tour includes pick-up in Florence, a stop at a vineyard with wine tasting, a wine-filled picnic, and various stops in Tuscan towns, including a medieval castle.

Highlights:

• 7-hour day tour
• Off-Road Chianti Hills tour in 4×4 vehicle
• Wine tour of Chianti farmhouse, cellar, and vineyards
• Visit a Medieval Tuscan castle
• Authentic three-course Tuscan lunch

See tour itinerary, price, and description

There are very few Italian things more iconic than the Vespa. In this tour, you’ll learn to ride the stylish motorcycle that has been a cornerstone of Italian style. Then, you’ll set off from Florence and ride through the rolling hills and ancient villages of Tuscany. 

Along the way, you’ll stop at two of the best Chianti wineries to taste some fantastic wine and local produce. Your guide will point out their favorite places and views you ride through the region’s enchanting countryside.

This tour is an exciting way to get outdoors and explore beyond the city of Florence and sample the good food, wine, and way of life in this famous part of Italy.

• 6-hour tour
• Vintage Vespa rental and training session
• Guided ride through the Tuscan countryside
• Wine tasting at two Chianti wineries
• Hearty, traditional local lunch

While Pisa is renowned for its spectacular leaning tower, the sumptuous baptistery, and the Romanesque cathedral, Lucca is a less visited but arguably far more stunning destination.

While it is possible to explore both these days on your own, it requires expert planning of multiple train timetables, a wish that there’s no strike action, and a prayer that the air conditioning is working.

With this tour, you can put aside all that worry. You’ll meet your English speaking trip-leader in Florence before traveling to the walled town of Lucca and the university city of Pisa. You’ll have plenty of free time to explore both before jumping back onto your air-conditioned transport for a relaxing ride back to the base.

• Comfortable, air-conditioned round-trip from Florence
• Up to three and a half hours of free time in Pisa
• Up to two and a half hours of free time in
• Friendly English-speaking trip leader

The rolling hills of Chianti, the historic town of Siena, picturesque Tuscan village, sunbaked farmhouses? This tour has them all and throws in door-to-door private air-conditioned transportation. From your apartment or hotel, your private driver will pick you off before whisking you away to historic Siena, you’ll be given time to explore the wonderful cathedral and the beautiful squares dotted around the city. From there, you’ll be driven past vineyards and olive groves on your way to an amazing home-cooked meal at a beautiful organic farmhouse. You’ll have already had a few glasses of wine by this stage, so you’ll be thankful as your driver takes you off to a bucolic local town before going on to more tastings at a local vineyard. With a private driver at the wheel, all you need to do is sit back, maybe tack a nap, and be dropped off back at your front door. If that’s not worth it, I don’t know what is!

• Enjoy an amazing home-cooked lunch at an organic farmhouse
• Drink plenty of Chianti’s best wines
• Private luxury climate-controlled transportation

Where To Stay in Tuscany

Arezzo  | Chianti |  Lucca  |  Montepulciano  |  Pisa  |  Pistoia  |  San Gimignano  |  Siena  |  Volterra

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With its lyrical landscapes, world-class art and a superb cucina contadina (farmer's kitchen), the Tuscan experience is perfectly in symbiosis with the land.

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Our daily Tuscany tours are the ultimate way to experience one of Italy’s most beautiful country regions. From the iconic Leaning Tower of Pisa to the magnificent cathedrals of Florence, Tuscany boasts some of Italy’s most captivating attractions. Whether you seek to wander through vineyards in wine country, explore the birthplace of the Renaissance, or visit the grand cities of Florence, Cortona, and Lucca, Tourist Italy’s range of Tuscany tours has a perfect experience for you.

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Hot Air Balloon Ride Over Siena

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Chianti E-Bike Tour – From Siena

Brunello Di Montalcino Wine Tour – From San Gimignano

Chianti Safari & Wine Tour – From Siena

Brunello Half-Day Wine Tour & Lunch in a Castle – From Montalcino

Day Trip to Florence – From Rome

Tuscan Cooking Class – From Siena

Private Cooking Class in Arezzo

Chianti Wine Tour in Tuscany – From Florence

Cinque Terre Tour – From Montecatini

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Pisa Tour with Optional Leaning Tower – From Florence

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