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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Joyce • traveled in May, 2026
The accommodations were terrific, the guides were knowledgeable and personable, the timing was perfect. Only comment - there was ALOT of walking, mostly uphill. Please note that in the description.
Florence: The Heart of Tuscany & Cinque Terre | Independent Tour with Shared Excursions | 8days/7nights - L
Larry • traveled in May, 2026
Wonderful tour and exceptional operators throughout the different areas of Italy
Italian Triple Centre with A World Wonder - C
Craig • traveled in June, 2025
The 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 Train
Traveler Photos & Videos from Tuscany tours
- Italian Sojourn with Leaning Tower of Pisa
- Tuscany Walks & Chianti Wines
- Two Hearts in Tuscany: A Romantic Getaway for 2
- Gems of Rome & Florence, Semi-Private Tour
- Bike Across Tuscany - Guided
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Italian Triple Centre with A World Wonder
- Italy By High-Speed Train
- Best of Rome, Florence & Venice
- Rome to London Trail (Standard, Summer ( Until Mar '27), Age 18-22)
- Classic Tuscany - Cycling from Florence to Pisa - Classic Self Guided
- Tuscany Absolute
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$2,091
Italian Triple Centre with A World Wonder
6 Reviews by TourRadar travelers“Wonderful tour and exceptional operators throughout the different areas of Italy”
Larry, traveled in April
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 $2,379
8% Off- US$2,189You save $190
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$1,381
Italy By High-Speed Train
93 Reviews by TourRadar travelers“Effortless journeys between cities revealed stunning landscapes. The trains offered comfort and modern amenities.”
John, traveled in September
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
8% Off- US$1,894
Tuscany Absolute
12 Reviews by TourRadar travelers“The Tuscany Absolute Tour provided a fantastic experience with comfortable hotels and engaging excursions.”
Steve, 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
8% Off- US$3,008
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 $1,657
15% Off- US$1,409You save $249
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“It was a bit rainy when we went to San Gimignano, but we still had enough time I believe to tour the town.”
Averil, traveled in November
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$343
Travel Tuscany your way
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Best tour companies for Tuscany tours
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Best places to start your Tuscany tour
Discover Tuscany tours for every budget
Tuscany tours for every type of group
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Top Tuscany travel itineraries to fit your plans
Demographics
Solo Travelers149 tours- Couples137 tours
- Young Adults (18 - 39)6 tours
- Seniors (50+)58 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.
- 86 tours
- 128 tours
- popular 136 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 154 tours
- October 2026 149 tours
- 64 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
- 31 tours
- 30 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.
- 40 tours
- 46 tours
- popular 47 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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