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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Larry • traveled in May, 2026
Wonderful tour and exceptional operators throughout the different areas of Italy
Italian Triple Centre with A World Wonder - P
Peggy • traveled in May, 2026
The Timeless Tuscany Tour was Outstanding! The itinerary was exactly as planned and we were kept informed before and during the trip as to what to expect. The drivers were always on time. The driver we had for our full day tour to Siena and San Gimignano was fantastic. We could not of had a better experience at our hotel Villa Casagrande in Figline Valdarno. It was fantastic! Our cooking classes with Chef Anna were great. Overall every aspect of this trip was amazing.
Timeless Tuscany: A Tuscan Villa Experience - J
Joshua • traveled in May, 2026
Yvonne 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 Tour
Traveler Photos & Videos from Tuscany tours
- Italian Sojourn with Leaning Tower of Pisa
- Timeless Tuscany: A Tuscan Villa Experience
- Two Hearts in Tuscany: A Romantic Getaway for 2
- Gems of Rome & Florence, Semi-Private Tour
- Bike Across Tuscany - Guided
- Italy By High-Speed Train
- Italian Triple Centre with A World Wonder
- Classic Tuscany - Cycling from Florence to Pisa - Classic Self Guided
- Tuscany Absolute
- Rome to London Trail (Standard, Summer ( Until Mar '27), Age 18-22)
- Tuscan Treats
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
Florence: The Heart of Tuscany & Cinque Terre | Independent Tour with Shared Excursions | 8days/7nights
1 Review by TourRadar travelers
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$2,117
Italian Triple Centre with A World Wonder
6 Reviews by TourRadar travelers“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 $2,417
8% Off- US$2,224You save $193
Tuscany Mon Amour: love at first sight! | Premium Independent Tour including small-group excursions | 8days/7nights
3 Reviews by TourRadar travelers“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
8% Off- US$1,398
Duration 6 days Destinations Florence, Figline Valdarno, Siena, San Gimignano Age Range Ages 10+ Operator Omega Tours From
8% Off- US$1,655
Gems of Rome & Florence, Semi-Private Tour
5 Reviews by TourRadar travelers“Lovely tour, particularly of Siena and San Gimignano. From cathedrals to cobblestones, turrets to towers, this all-day tour was a wonderful experience.”
Yvonne, traveled in June
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 $1,619
15% Off- US$1,376You save $243
Discovering Florence
4 Reviews by TourRadar travelers“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 $928
15% Off- US$789You save $139
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“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.”
Jhannine, traveled in January
Young travelers (18-39) find the perfect balance between Florence's freedom and guided Chianti wine experiences. Local Brunello and Super Tuscan wines shine at authentic vineyards, while San Gimignano's famous towers beckon. Two nights in central Florence complement this highly-rated tour (4.9/5).
Duration 3 days Destinations Florence, Ulignano, San Gimignano Age Range Ages 18-41 Operator Italy on a Budget Tours From
15% Off- US$347
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- Couples132 tours
- Young Adults (18 - 39)7 tours
- Seniors (50+)55 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.
- 106 tours
- 125 tours
- popular 133 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 150 tours
- October 2026 147 tours
- 60 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 45 tours
- 29 tours
- 28 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.
- 37 tours
- popular 43 tours
- 43 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
Rufus
Expert in Tuscany at TourRadar
Rufus 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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