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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Communication and timeliness with team (Aurora) was outstanding! Options were implemented such as small group tours and private transportation--perfect. Tour stops selected by team met our requests, even when a last minute change made to be made. Glad the team arranged for perfect weather!!! Lodging was very nice in Florence and Montepulciano, though showers in each room were very small. Breakfasts provided were very nice. Overall, great job with selections and organization of tour. Thank you.
Tuscany AbsoluteThe tour provided the core requirements for our Italy week. I would only suggest providing suggested hotel transport if not including and adjusting the price.
Italy By High-Speed TrainUnforgettable Tuscan Escape! This tour through Tuscany was absolutely incredible—an unforgettable mix of culture, beauty, and relaxation! From the moment we landed in Florence, everything was perfectly organized. The hotel in Montecatini Terme was elegant and comfortable, right in the heart of a charming spa town that felt like a hidden gem. Each day brought something special—wine tasting at a beautiful family-run farm, exploring iconic cities like Siena, Pisa, and Florence, and enjoying amazing local food and wine. The guided tours were informative without being overwhelming, and the guides were passionate, friendly, and knowledgeable. One of the biggest highlights was the day trip through the Tuscan countryside—San Gimignano was like stepping into a fairytale, and the views were breathtaking. The combination of guided time and free time made it feel relaxing, not rushed. Montecatini itself was a wonderful home base. We loved the freedom to enjoy a spa treatment or just stroll through the lovely streets. And having a free day to choose extra activities or simply relax was such a thoughtful touch. Every detail was taken care of, and the whole experience felt curated with care and local insight. I’d highly recommend this tour to anyone wanting a true taste of Tuscany—whether you're into history, food, wine, or just soaking in the beauty of Italy. Bravo to the organizers—this was a dream trip come true!
Tuscany Mon Amour: love at first sight! | Premium Independent Tour including small-group excursions | 8days/7nights
Traveler Photos & Videos from Tuscany tours
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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
Tuscany Absolute
“The cooking experience in Florence was beyond fabulous, offering hands-on immersion into authentic Tuscan cuisine.”
Marina, traveled in January
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 $3,254
20% Off- US$2,603
Italy By High-Speed Train
“The hotels were lovely, breakfasts were outstanding, travel connections were smooth.”
Donna, traveled in March
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 $2,372
20% Off- US$1,898
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
20% Off- US$1,400
Gems of Rome & Florence, Semi-Private Tour
“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 $1,679
10% Off- US$1,511
Italian Sojourn with Leaning Tower of Pisa
“Had a wonderful experience with tons of sightseeing, food and wine tasting, and beautiful scenery packed in!”
Dianne, traveled in November
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, Vatican City, Florence, Pisa, Monteriggioni, Siena, San Gimignano, Venice Age Range All Ages Welcome Operator Wanderful Holidays LLC From
10% Off- US$2,099
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 $929
10% Off- US$836
Duration 8 days Destinations Pisa, San Giuliano Terme, Livorno, Castiglioncello, Cecina, Bolgheri, Castagneto Carducci, Piombino, Elba, Portoferraio Age Range All Ages Welcome Operated in English, German Operator Eurohike From
10% Off- US$1,207
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 Travelers146 tours- Couples134 tours
- Young Adults (18 - 39)6 tours
- Seniors (50+)54 tours
Best time to visit Tuscany
- 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.
- 135 tours
- October 2026 popular 138 tours
- 62 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 49 tours
- 36 tours
- 37 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.
- 56 tours
- 74 tours
- popular 75 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
Claire
Expert in Tuscany at TourRadar
Claire 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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