Tuscany Tours & Trips
Ever thought about sipping Chianti wines in rolling Tuscan hills where cypress trees line medieval roads? Tuscany charms with Florence's David, Siena's Piazza del Campo, Lucca's old walls, and San Gimignano's medieval towers. Cycle through vineyards, taste local gelato, and find Pisa's famous Leaning Tower. La dolce vita begins here.
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Wonderful tour and exceptional operators throughout the different areas of Italy
Italian Triple Centre with A World WonderYvonne was amazing with her assistance making sure we were all prepped for the trip. During the trip, I got anxious about missing one of our guided tours because the tour guide was 2 minutes behind. I sent Yvonne a message and she immediately replied that she was working with the guide. I kid you not he showed up minutes after. He actually turned out to be a great guide and we were lucky enough to have him again the next day at the Vatican! 3/4 of our group had been to Rome and Florence previously through a different tour company. We all agreed that this trip was better all around!
Gems of Rome & Florence, Semi-Private TourOverall it was nice experience, everything was very well organized, hotel had great location, tour guides were wonderful. Cooking class was great experience and our chief David was amazing. My trips to Sienna and wine tasting was interesting too. One complain that trip to Montepulciano was too long and it was extra difficulty to get back to Florence. People at villa were very nice, food was great but nothing to do for 1,5 days. It doesn’t worth to spend almost 2 days there. Then I had to take taxi and train to get back, so it is another day had to spend traveling. Would be nice to have trips back to Florence.
Tuscany Absolute
Traveler Photos & Videos from Tuscany tours
- Italian Sojourn with Leaning Tower of Pisa
- Timeless Tuscany: A Tuscan Villa Experience
- Tuscany Walks & Chianti Wines
- Italian Triple Centre with A World Wonder
- Two Hearts in Tuscany: A Romantic Getaway for 2
- Tuscan Treats
- Gems of Rome & Florence, Semi-Private Tour
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Italy By High-Speed Train
- Local Living Italy—Tuscany San Gimignano
- Best of Rome, Florence & Venice
- Classic Tuscany - Cycling from Florence to Pisa - Classic Self Guided
- Private Gourmet Wine Tour in Tuscany, Italy
Table of contents
- The best Tuscany tour packages
- 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 type of 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
Italian Triple Centre with A World Wonder
“The included Hotels are within walking distance to train the stations. I'd recommend the hotel upgrade to stay right on the island of Venice.”
Cynthia, traveled in October
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 All Ages Welcome Operator Wonderful Holidays UK From
- US$2,418
Florence: The Heart of Tuscany & Cinque Terre | Independent Tour with Shared Excursions | 8days/7nights
Florence's Piazzale Montelungo serves as the gateway to Tuscan wonders. Medieval Monteriggioni's walls, Siena's Piazza del Campo, and San Gimignano's towers await exploration. Chianti wine tasting, Lucca's Renaissance walls, and Pisa's Cathedral complete this journey from a 3-star hotel in Florence's historic center.
Duration 8 days Destinations Florence, Cinque Terre, Pisa, Lucca, Siena, San Gimignano, Monteriggioni Age Range All Ages Welcome Operated in English, Portuguese, French, Spanish Operator RANIERI TOUR OPERATOR From
- US$2,086
Tuscany Mon Amour: love at first sight! | Premium Independent Tour including small-group excursions | 8days/7nights
“An unforgettable mix of culture, beauty, and relaxation! The combination of guided time and free time made it feel relaxing, not rushed.”
Giuseppa, traveled in March
A 4-star hotel in UNESCO-listed Montecatini Terme puts you at the heart of Tuscany's wonders. The tour includes Florence's Uffizi Square and Ponte Vecchio, wine tastings at San Gimignano's rustic estates, and Siena's Piazza del Campo. Guided tours, farm-to-table experiences, and traditional cantuccini tasting in Montecarlo complete the experience.
Duration 8 days Destinations Florence, Montecatini, Montecarlo, Pisa, Vinci, Siena, Monteriggioni, San Gimignano Age Range All Ages Welcome Operator RANIERI TOUR OPERATOR From
- US$1,378
Gems of Rome & Florence, Semi-Private Tour
“this trip was better all around!”
Joshua, traveled in April
Artistic heritage flourishes at Florence's 4-star Hotel Adriatico, launching point for Tuscan countryside adventures. San Gimignano's iconic towers, traditional Chianti estates, and Siena's magnificent Piazza del Campo await. Expert guides lead private transfers, with daily breakfast and winery lunch included.
Duration 6 days Destinations Rome, Vatican City, Florence, San Gimignano, Siena, Monteriggioni Age Range All Ages Welcome Operated in English, Spanish Operator TUI Italia From $1,653
15% Off- US$1,405You save $248
Tuscany Absolute
“From enchanting vineyard visits to tastings of exquisite wines, every moment celebrated Tuscan flavors.”
Stephen, traveled in May
Florence's Accademia Gallery and Ponte Vecchio join Siena's medieval Piazza del Campo and Montepulciano's prestigious wineries in this cultural feast. Hotel Executive and Villa Cicolina host guests for 8 days, featuring pasta making classes and wine tastings at approx. $320 per day.
Duration 7 days Destinations Florence, Siena, San Gimignano, Arezzo, Cortona, Montepulciano, Pienza, San Quirico D'orcia, Montalcino, Tuscany Age Range All Ages Welcome Operator Flag Travel Holidays From
15% Off- US$3,001
Italy By High-Speed Train
“TourRadar made our vacation so seemless and worry-free! The hotels and tours they arranged for us were fantastic!”
Teresa, traveled in April
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 Ages 10+ Operator Flag Travel Holidays From
15% Off- US$1,889
Discovering Florence
“The hotel was convenient and comfortable and included a substantial buffet breakfast.”
Roslyn, traveled in September
Florence's Grand Hotel Adriatico provides access to Michelangelo's David and Botticelli's masterpieces. UNESCO-listed San Gimignano's medieval towers, Siena's Gothic cathedral, and Chianti wines at Poggio ai Laghi estate create unforgettable memories. Suitable for ages 15+, daily breakfast included.
Duration 4 days Destinations Florence, San Gimignano, Monteriggioni, Siena Age Range All Ages Welcome Operator TUI Italia From $915
15% Off- US$778You save $137
Travel Tuscany your way
More travel styles:
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 type of group
Who are you traveling with?
Top Tuscany travel itineraries to fit your plans
Demographics
Solo Travelers145 tours- Couples133 tours
- Young Adults (18 - 39)5 tours
- Seniors (50+)57 tours
Best time to visit Tuscany
- Summer 2026
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.
- 85 tours
- popular 132 tours
- Fall / Autumn 2026
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 146 tours
- October 2026 143 tours
- 65 tours
- Winter 2026 / 2027
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 48 tours
- 32 tours
- 32 tours
- Spring 2027
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.
- 43 tours
- popular 56 tours
- 56 tours
Tuscany travel guides - curated by our experts
What is the best time to visit Tuscany (Italy) in 2026/2027?
Discover the best time to visit Tuscany in Italy to enjoy its stunning landscapes, vibrant culture and unique experiences with TourRadar.
Weather in Tuscany 2026/2027
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
Micaela
Expert in Tuscany at TourRadar
Micaela 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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