Tuscany Tours & Trips
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Table of contents
- The best Tuscany tour packages
- What people love about Tuscany Tours
- Travel Tuscany your way
- Best tour companies for Tuscany tours
- Popular Tuscany Cruise Ships
- 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
- What our customers ask about Tuscany Tours & Trips
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
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$860
Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
41 Reviews by TourRadar travelers“Our trip to Italy with Meet and Greet Italy was the trip of a lifetime! We had a great small group and traveled by rail which we loved!”
Laura, traveled in October
Renaissance art in Florence and medieval streets of Siena showcase Tuscany's diversity. Traditional vineyards offer Chianti wine tasting amidst UNESCO sites. Four-star accommodations, expert guides, and comfortable transportation enhance the journey. Suitable for ages 4+, rated 4.6/5.
Duration 9 days Destinations Venice, Florence, Siena, Rome Age Range 4 to 85 year olds Operated in English, French Operator Meet and Greet Italy From $3,229
20% Off- US$2,584You save $645
Italian Sojourn with Leaning Tower of Pisa
2 Reviews by TourRadar travelers“The trip was great with a good balance of tours and free time. Accommodations were comfortable and very conveniently located.”
Marie, traveled in October
Tuscany's medieval treasures await with visits to Monteriggioni, UNESCO-listed San Gimignano, and Siena's Gothic Cathedral. Sample wines at a Chianti estate, plus spend a full day at the iconic Leaning Tower of Pisa with expert guides. The 4-day Tuscan adventure includes 3-star lodging in Florence, earning perfect 5.0 scores for accommodation and dining.
Duration 10 days Destinations Rome, Florence, Pisa, Tuscany, Venice Age Range 5 to 99 year olds Operator Wanderful Holidays LLC From
20% Off- US$1,999
Italy By High-Speed Train
91 Reviews by TourRadar travelers“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.”
Austin, traveled in August
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 $1,646
23% Off- US$1,267You save $378
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 $2,099
15% Off- US$1,784You save $314
What people love about Tuscany Tours
- The Best of Tuscany - 4Days/3Nights
I absolutely loved this trip! It was well worth it and very organized. I cannot wait to plan another trip soon.
- Icons of Italy: Venice, Florence, Tuscany and Rome Cruise by Rail
Everything was perfect! Our guide Elisabetta was the best! She was fun, very knowledgeable and took great care of the 8 of us...we have made a forever friend❤️...we love you Elisabetta!
- Italian Sojourn with Leaning Tower of Pisa
The trip was great with a good balance of tours and free time. Communication was excellent and any questions I had were answered right away! Accommodations were comfortable and very conveniently located.
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 June, this is also the most popular time of the year.
See all Coach / Bus 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.
Select from our extensive range of 70 fully guided tours to enjoy a worry-free experience through Tuscany with our expert guides leading the way.
More travel styles:
Best tour companies for Tuscany tours
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.
Popular Tuscany Cruise Ships
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 98 adventures that vary from 3 days to 16 days. With the greatest number of departures in September, 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
55 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.
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.
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.
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 Travelers100 tours All tours for Solo Travelers
- Couples34 tours
- Young Adults (18 - 39)6 tours All tours for Young Adults
- Seniors (50+)53 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.
- 56 tours
- 99 tours
- popular 105 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 100 tours
- 89 tours
- 98 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 101 tours
- 38 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 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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+1 844 311 8331What our customers ask about Tuscany Tours & Trips
How can I best explore Tuscany's diverse landscapes from hills to coast?
You'll find driving gives you the most freedom especially when you want to discover those charming hilltop towns like Montalcino or venture down the strade bianche those lovely white gravel roads that wind through the countryside. If you'd rather not drive the "A Taste of Tuscany - Hilltop Towns and Vineyards" tour takes care of everything with comfortable transport and carefully planned experiences. The trains are great too connecting Florence Pisa and Lucca making it easy to do day trips even out to places like Cinque Terre.
Where can I find authentic Tuscan experiences away from the tourist crowds?
Head to Volterra where you can watch artisans carve beautiful pieces from alabaster it's been an Etruscan tradition here for centuries. There's this wonderful medieval town called Buonconvento right on the historic Via Francigena pilgrimage route you can walk or cycle along its ancient paths. Up in the Garfagnana valley you'll love Castelnuovo di Garfagnana with its amazing views of the Apuan Alps and don't miss the gelato at Fronte della Rocca they've been making sweets since 1885.
What local foods should I absolutely try to get a real taste of Tuscany?
You've got to try bistecca alla Fiorentina it's this incredible grilled T-bone steak that Florence is famous for. The rustic soups are amazing too like ribollita packed with bread and vegetables and pappa al pomodoro this comforting tomato bread dish you'll find at lovely farmhouse restaurants like Pieve a Salti. Make sure to taste Pienza's pecorino cheese made from Sardinian sheep's milk it pairs perfectly with local wines especially Brunello di Montalcino. The pasta dishes are incredible fresh-made pici con le criciole with crispy breadcrumbs and pappardelle sulla lepre with hare sauce are particularly good in Siena.
What are some unique ways to experience local culture beyond wine tasting?
Get your hands dirty at a cooking class in a place like Fattoria San Donato where you'll learn to make pasta the traditional way using local ingredients and ancient grains. The artisan workshops in Volterra and San Gimignano are fascinating you can watch craftspeople working with alabaster pottery and leather. The local festivals are really special too like the chestnut festival in Castiglione di Garfagnana where you can really dive into Tuscan traditions and seasonal harvests.
Which natural areas should I explore to see Tuscany's countryside?
The Val d'Orcia is absolutely stunning a UNESCO site with those classic Tuscan views rolling hills vineyards and cypress trees lining the roads you might recognize it from movies like Gladiator. Up in Garfagnana the Orecchiella National Park around Pania di Corfino peak is amazing for wildlife you might spot wolves deer and even golden eagles. The Serchio River path between Barga and Lucca offers beautiful walks or bike rides through typical Tuscan landscapes you'll want to take lots of photos.