Tuscany Tours & Trips
4.4 stars on(828 reviews)- Choose from 150+ Tuscany tours
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Table of contents
- The best Tuscany tour packages
- What people love about Tuscany Tours
- Travel Tuscany your way
- Top operators in Tuscany
- Best places to start your Tuscany tour
- Discover Tuscany tours for every budget
- Tuscany tours for every group
- Top Tuscany travel itineraries to fit your plans
- Demographics
- Best time to visit Tuscany
- Tuscany travel guides - curated by our experts
- Contact our Tuscany travel experts
The best Tuscany tour packages
Compiled by
MelissaTuscany travel expert at TourRadar
The Best of Tuscany - 4Days/3Nights
18 Reviews by TourRadar travelers“Tourradar offers an array of excellent tours. They were reliable and professional.”
Stephanie, traveled in August 2022
The iconic Duomo complex and San Lorenzo market await in Florence, followed by Tuscany's finest sites. Two Chianti wineries offer authentic tastings, while San Gimignano's famous towers and Vernazza's beaches provide cultural contrast. YellowSquare Hostel serves as home base with stunning rooftop views.
Duration 4 days Destinations Florence, Pisa, Cinque Terre, San Gimignano, Tuscany Age Range 18 to 39 year olds Operated in English, Italian Operator Italy on a Budget Tours From
- US$828
Italian Triple Centre with A World Wonder
3 Reviews by TourRadar travelers“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, traveled in June 2024
Medieval Monteriggioni and UNESCO-listed San Gimignano showcase Tuscany's historic charm. A Chianti estate welcomes visitors for premium wine tasting, while Siena's Piazza del Campo displays magnificent Gothic architecture. A comfortable 3-star Florence hotel, rated 80+ reviews, includes daily breakfast.
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range 2 to 89 year olds Operator Wonderful Holidays UK From $2,477
10% Off- US$2,230You save $247
Italy By High-Speed Train
91 Reviews by TourRadar travelers“TourRadar made our vacation so seemless and worry-free! The hotels and tours they arranged for us were fantastic!”
Teresa, traveled in April 2024
Hotel Executive Florence serves as the perfect base for Tuscan adventures. UNESCO sites like San Gimignano's towers and Siena's historic center await exploration, complemented by Chianti wine tasting. High-speed train travel, daily breakfast, and expert-led walking tours enhance the experience.
Duration 7 days Destinations Rome, Florence, Siena, Castellina in Chianti, San Gimignano, Venice Age Range 10 to 80 year olds Operator Flag Travel Holidays From $1,481
25% Off- US$1,111You save $370
Montepulciano's wine country and Florence's historic center provide contrasting bases for this Tuscan adventure. Pienza's UNESCO-listed architecture, Siena's medieval streets, and local wines create lasting memories. Florence's Galleria dell'Accademia, Duomo visits, and Piazzale Michelangelo's panoramic views round out the journey with expert CEO guidance.
Duration 7 days Destinations Rome, Montepulciano, Florence Age Range 12 to 90 year olds Operator G Adventures From
25% Off- US$1,799
A Taste of Tuscany - Hilltop Towns and Vineyards
11 Reviews by TourRadar travelers“Pienza - beautiful. Pasta making class on the last day was incredible - the teacher was fantastic.”
Heather, traveled in June 2023
Duration 8 days Destinations Pisa, Livorno, Tuscany, Montalcino, Buonconvento, Pienza, Montepulciano, Siena, Florence, Greve in ChiantiSee all destinations Age Range 16 to 85 year olds Operator Explore! From
25% Off- US$3,050
What people love about Tuscany Tours
- The Best of Tuscany - 4Days/3Nights
I had a great time on my tour with Italy on a budget! Gabriela was an awesome tour guide for my walking tour of Florence, and for the day trip to Pisa and Cinque Terre! I also enjoyed the day in Tuscany with the wine tastings. I liked how much I got to see in a few days, and all off the guides were super friendly and informative! It was an amazing trip!
- Italy By High-Speed Train
Well, I didn't know that the Italian Trains are so great! High speed is fantastic, from Rome to Florence it was just 1hr and 30 min. What I like was the fact that the hotels were centrally located, good and clean. And traveling between the cities was very comfortable. The tours were good, in Florence VERY good. Maybe, you can add more optionals excursions or some food tasting. But, thank you Flag and thank you, Alessandra, she was very helpful.
I am 21 years old and myself and 3 of my friends (ages 18-20) booked this tour as a way to see Florence without breaking the bank. I can honestly say that it was more than I expected it to be. We were blessed with great weather which contributed to our satisfaction of the tour. The wine tour was absolutely amazing! The vineyards we visited as well as the sights we got to see along the way were like something out of the movies. The tour would not have been the same without our phenomenal guide Veronica! She was so informative and we learned so much about Florence and Italy that we didn't know before. We never wanted to leave and are for sure coming back to visit again!
Florence City Break - 3 Days/2 Nights
Travel Tuscany your way
Tuscany by bike gives you that perfect balance of active travel and cultural discovery. We've planned the routes carefully - you'll cover about 10-16 kilometers each day, which leaves plenty of time to take in the sights. Lots of people enjoy the ride from Pisa to Lucca along quiet riverside paths and cycling through Chianti's vineyard-covered landscape. Some routes take you to Leonardo da Vinci's hometown in Vinci and through the pretty Valdinievole valley. What's nice is how the days flow - you might spend your morning cycling to a family wine estate and your afternoon exploring San Gimignano's medieval towers. For the hillier parts, our travelers really appreciate having e-bikes as an option.
See all Bicycle toursExplore a wide diversity of coach / bus tours through Tuscany. We have 6 adventures that vary from 4 days to 9 days. With the greatest number of departures in May, this is also the most popular time of the year.
See all Coach / Bus toursFood lovers really connect with our culinary-focused tours in Tuscany. Several popular options are based in lovely spots like Montecatini, where you'll cook in converted farmhouses. There's this particularly good experience where you learn to make fresh pasta and traditional desserts, then head to historic Bolgheri estates to try Super Tuscan wines. Our guests often tell us they love how we mix structured activities - professional cooking classes and market visits - with free time to explore local restaurants and cafes. Many tours let you pick ingredients straight from farm gardens and learn about making pecorino cheese in Pienza, finished off with tastings and local wines.
See all Food & Culinary toursExplorers get right into authentic Tuscan life on our most requested tours, which take you through hilltop villages, vineyard paths and local food spots. Many of our guests love staying in historic farmhouses while visiting established wine estates - Ricasoli is a favorite, where you'll taste Chianti Classico in cellars that date back centuries. The Val d'Orcia tour stands out too, taking you across rolling hills to organic farms where you'll learn about traditional farming and try fresh pecorino in Pienza. Our travelers especially enjoy making pasta in rustic kitchens and discovering quieter towns like Buonconvento. Add in the lively markets of Livorno and peaceful moments in medieval Volterra, and you've got a real slice of local life.
See all Explorer tours
More travel styles:
Top operators in Tuscany
If you're weighing up Tuscany tour options, Italy on a Budget consistently delivers solid experiences - their guides Lorenzo, Veronica and also Gabriela really know their stuff. Our travelers particularly love their Chianti wine tours where you can taste local wines right at the vineyards. Those looking to splash out a bit more should consider Premium Tuscany. TourRadar customers often mention how much they enjoy the private guided walks through Florence and Rome, plus you get to have lunch in an actual Roman aristocrat's home which adds something quite special to the experience. For something more active, Cycle Tuscany lets you really get to know the region. You'll stay in local accommodations and bike through medieval towns at a nice relaxed pace. Just one thing to note - we've had mixed feedback about some of the guides, so it's worth asking who'll be leading your specific tour date. The quality of the guide can make quite a difference to your overall experience.
- 4.5 (408 reviews)
"This adventure seemed new when I booked and didn't have enough reviews but I went ahead as the itinerary looked great and matched our dates. The itinerary and people behind "Italy on a budget" and "Italy on Wheels" exceeded our expectations. We are a mid 40's couple and the places we were taken to where outstanding from a Tuscany famous winery, top cooking classes, to a night tour around Florence or the spa night and dinner. It was magical! There was two small glitches in the itinerary, not this company but their partner's, but the team was quick to respond to fix it. I am personally thrilled with the caring service we got. Thanks to Alessandro, Antonello, Veronica, Anastacia and many others that made this trip wonderful. Ci vediamo presto amici !
- Tours
- 4 tours
- Age range
- 18 to 39 years old
- Adventure type
- In-depth Cultural
- Response time
- 28h
- Response rate
- 96%
- Average price
- $239
- 4.5 (30 reviews)
"Thank you for essentially planning all of our excursions and planned activities.
- Tours
- 1 tours
- Age range
- 2 to 99 years old
- Adventure type
- In-depth Cultural
- Response time
- 8h
- Response rate
- 96%
- Average price
- $371
- 4.5 (467 reviews)
"Wife and I did this tour as the first part of our honeymoon and absolutely loved it. It’s fast in each town, but very efficient to get you to everything in a small amount of time
- Tours
- 6 tours
- Age range
- 10 to 99 years old
- Adventure type
- Explorer
- Response time
- 33h
- Response rate
- 100%
- Average price
- $414
Best places to start your Tuscany tour
Most of our travelers kick off their Tuscany tours from Florence - about 33% start here in the Renaissance city. Rome comes in as the next popular choice, while Pisa and Montecatini share third place and Venice fills the fifth spot. You'll want to plan ahead - our booking patterns show most people lock in their Tuscany trips around 100 days before travel, just over 3 months out. This early planning really matters in summer when the good tours fill up fast. Our guests often mix in special activities like cooking in old farmhouses, visits to Montecatini's thermal spas and guided walks through less-visited hill towns. The agriturismo stays are a real highlight - you get to live the day-to-day pace of rural Tuscan life while enjoying meals and wine made right there on the estate. We've found May and late September hit that sweet spot for weather and crowds, with nice temperatures and lots of local festivals and harvest events happening.
Discover Tuscany tours for every budget
Our popular 3-day Florence packages work great for travelers watching their budget, mixing city visits with wine experiences in Chianti. You can stay in Florence and take guided day trips to explore the countryside. People really like tasting Chianti Classico, Brunello and also Super Tuscans at local estates, paired with aged balsamic and truffle oils. Many appreciate having free time to visit Florence's museums independently while getting expert guidance during wine tours. The guides make a big difference - Veronica and Lorenzo get mentioned often for their deep knowledge of both Florence and wine production. These tours connect well with younger visitors too; groups in their 20s tell us it's an ideal first taste of Tuscany without breaking the bank.
Our luxury tours center on exclusive wine experiences and villa stays in restored Tuscan estates. Top picks include private cooking classes in centuries-old properties paired with premium Brunello di Montalcino tastings. Travelers particularly enjoy intimate sessions at family vineyards in Bolgheri, where exceptional Super Tuscans are produced. Several tours mix in visits to glass workshops in Colle Val d'Elsa and private access to medieval tower houses. We're quite particular about accommodation - think converted palazzos overlooking Chianti's rolling hills. Our guests often mention loving how cultural visits blend with indulgent moments, like going truffle hunting before unwinding at thermal spa resorts.
Tuscany budget tours- Tuscany luxury tours
Tuscany tours for every type of group
Who are you traveling with?
Group
99 tours in TuscanyExplore a wide diversity of group tours through Tuscany. We have 99 adventures that vary from 3 days to 16 days. With the greatest number of departures in May, this is also the most popular time of the year.
Small Group
56 tours in TuscanyThese small group Italian tours blend meaningful cultural experiences with smartly planned logistics. The premium trips give you access to private lunches in Roman aristocrat homes and guided walks through Rome, Florence and also Venice, where our travelers often mention how the intimate groups let them connect with local nobility under frescoed ceilings from centuries past. For cycling enthusiasts, Tuscany's back roads offer comfortable daily rides of 10-16 kilometers, with paths connecting Pisa to Lucca and winding past Da Vinci's birthplace. In Florence, our budget-conscious packages keep the groups small while mixing museum visits with wine tastings in Chianti. Local guides Lorenzo, Veronica and also Gabriela consistently earn high marks for sharing insider knowledge, adapting to each group's pace. The Italian Triple Centre tour strikes a nice balance between guided activities and free time, with TourRadar customers highlighting how they could explore the Vatican Museums during quieter periods and join cooking classes in grand Roman homes. For steeper terrain, e-bikes are readily available, while accommodations span from historic buildings near rail stations to countryside hotels with sweeping valley views.
Private / Personalized
61 tours in TuscanyOur private tours excel at connecting you with local expertise and personal attention. People love riding tuk-tuks through Chianti's back roads and joining cooking workshops in family homes. The flexibility makes a real difference - you can take your time exploring San Gimignano's towers or spend extra time at wineries that catch your interest. Food experiences really shine, from shopping with local chefs at markets to private tastings at award-winning gelaterias. Multi-day trips often include stays in boutique hotels tucked into medieval villages, sometimes with special access to historic palazzos. Recent guests particularly appreciated their expert drivers who shared local secrets while navigating scenic country roads.
Top Tuscany travel itineraries to fit your plans
Our 3-day Tuscan tours pack in plenty without rushing you through. From Florence, you can explore Chianti's vineyards and taste four distinct wines including aged Chianti Classico and Brunello at family-run estates. Another solid option puts you right in Chianti's heart, staying in cozy cottages with a full day set aside for wine tours. Our guests often mention how the local vintners share their knowledge in such a relaxed, friendly way. Some tours swing by San Gimignano where you can try gelato from makers who've won world championships. Day three stays flexible - you might choose between cooking classes, riding horses through vineyards or taking it easy at countryside spas.
Don't miss out on visiting:
Florence, Lucca, Pisa, San Gimignano, Tuscany, Fiesole
See all tours
Week-long tours give you time to really sink into Tuscany's rhythm. One route starts in Venice, moves through Bologna - where our guests love making fresh pasta with local chefs - and continues south to Florence and also Rome. Another option sticks to Tuscany itself, winding through places like Volterra with its alabaster workshops and Pienza with cheese shops around every corner. Most tours include guided walks through Florence's old center and visits to medieval Siena. Our travelers like how these longer stays mix guided activities with free afternoons to wander hill towns at their own pace. You can either drive yourself between spots or let private transfers handle the logistics between villages and wine estates.
Don't miss out on visiting:
Florence, Pisa, Gaiole in Chianti, Siena, San Gimignano
See all tours
The 10-day tours usually split time between Rome, Florence and Venice, while really diving into Tuscan life. You'll have time to browse Florence's morning markets, taste wines in Chianti and explore UNESCO medieval towns. Our customers appreciate having free days built in - perfect for finding hidden Florence spots or taking side trips. Some tours focus on walking, taking you through villages and vineyards while your bags travel ahead, finishing each day at carefully chosen local inns and family farms.
Don't miss out on visiting:
Florence, San Gimignano, Colle di Val d'Elsa, Monteriggioni, Siena, Greve in Chianti, Montepulciano, Rome
Demographics
Our premium Tuscan tours give couples those special moments that make a trip memorable. You'll find yourself in lovely country hotels where you can watch the sunset over cypress-dotted hills, often with a pool and excellent restaurant right there. What makes these tours special are the little extras - like private lunches in Roman noble families' homes, where you can chat with the owners under centuries-old painted ceilings. The wine experiences really shine, especially at small family agriturismos where you'll try Vernaccia wines paired with local cheeses and olive oils. Most couples tell us they love how the schedule flows - enough guided activities but also plenty of time to wander together through medieval streets and find quiet spots for gelato. The evenings are particularly nice, with authentic Venetian dinners and walks through Florence when the day crowds thin out.
The Florence-based tours hit the sweet spot for younger travelers who want good value and social vibes. Each walking tour wraps up at local bars where everyone shares aperitivo - it's a natural way to meet other travelers while getting into Italian traditions. Our guides Gabriela and Lorenzo really get it right, mixing cultural stories with fun wine tastings and food spots that locals actually go to. The hostels are perfectly placed, just 5 minutes from where tours start, which works great for morning meets or heading out at night. Our travelers in their early 20s particularly connect with the mix of structured activities like winery visits plus free time to check out Florence's evening scene and local markets.
The premium tours work especially well for our senior travelers, with thoughtful touches that make everything smoother. The multi-city routes include private transfers and hotels picked for their location near train stations - it just makes getting around easier. Walking tours move at a comfortable pace with regular stops, and our guides are skilled at bringing places like medieval Siena and San Gimignano to life through their stories. The countryside portions use air-conditioned transport between villages and wineries, and travelers can count on a good mix of included restaurant meals and free time to explore independently. Our guides get consistently good feedback for reading the group well and adjusting the pace while keeping the cultural experiences rich and engaging.
- Solo Travelers103 tours All tours for Solo Travelers
- Couples34 tours
- Young Adults (18 - 39)6 tours All tours for Young Adults
- Seniors (50+)55 tours All tours for Seniors
Best time to visit Tuscany
- Spring 2025
Spring makes Tuscany really come alive. Our cycling routes take you through rolling hills dotted with fresh wildflowers and past Leonardo da Vinci's birthplace into charming spots like medieval Barga. Many guests combine Florence's art scene with wine experiences in Chianti, where you'll see the first vine buds and learn about wine production. The Budget Florence packages work well as a springtime base - you can explore the city and take guided trips out to San Gimignano and nearby vineyards. Cyclists particularly appreciate having e-bikes available for the steeper sections and enjoying authentic lunches at small local trattorias.
- 64 tours
- 100 tours
- popular 111 tours
- Summer 2025
Our triple-center tours let you experience Rome's timeless sites, Florence's art treasures and then Venice's waterways with a natural flow between cities. The free days built into routes give travelers space to venture out solo when temperatures climb - something our guests consistently praise. E-bikes make those sun-warmed Tuscan hills manageable, while premium tours include carefully chosen hotels with pools overlooking cypress-studded landscapes and authentic lunches in noble Roman residences, where owners share stories across grand dining tables. Many travelers opt for tours blending guided walks through Florence's historic heart with wine tastings in Chianti vineyards, timed perfectly to finish before midday heat sets in. The social atmosphere peaks in summer as younger guests connect at local bars while discovering Florence's evening culture, with convenient hostel locations just 5 minutes from tour meeting points.
- popular 104 tours
- 91 tours
- 100 tours
- Fall / Autumn 2025
Fall shows off Tuscany's harvest season with golden landscapes and bustling wineries. The cycling tours really shine now, following paths through Lucca's countryside and along the Serchio River in perfect temperatures. Our October travelers tell us they love combining bike rides with visits to marble quarries in the Apuan Alps and afternoons exploring medieval Castelnuovo di Garfagnana. Wine tours get special treatment in autumn - you might join the grape harvest at family vineyards, learn traditional wine-making and taste young wines paired with seasonal truffles and fresh olive oil. These fall tours balance active mornings with relaxed afternoons in historic towns, which our guests say creates just the right mix.
- popular 105 tours
- October 2025 103 tours
- 39 tours
- Winter 2025 / 2026
Winter in Tuscany offers a quieter side of Italy when tourist numbers drop. Our multi-center trips from Rome northward let you take your time in the Vatican Museums and Sistine Chapel without the usual crowds. You'll warm up with cooking classes in grand Roman homes and taste rich Chiantis in centuries-old wine cellars. The Italian Triple Centre tour is a customer favorite - people tell us they love having extra time to explore Florence's art collections at their own pace. These winter routes mix guided walks through peaceful medieval streets with plenty of stops for hot chocolate and local dishes in family-run cafes.
- popular 31 tours
- 23 tours
Tuscany travel guides - curated by our experts
What is the best time to visit Tuscany (Italy) in 2025/2026?
Discover the best time to visit Tuscany in Italy to enjoy its stunning landscapes, vibrant culture and unique experiences with TourRadar.
Weather in Tuscany 2025/2026
Experience the magic of Tuscany, from rolling hills to wine tastings to timeless cities. Plan your Italian adventure with TourRadar.
Contact our Tuscany travel experts
Sulu
Expert in Tuscany at TourRadar
Sulu is one of our seasoned Tuscany Travel Experts. Reach out to us to get all your questions about Tuscany tours answered!
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