Self-Guided Tours & Trips in Tuscany
4.5 stars on(7,840 reviews)- Choose from 32 Tuscany tours
- 23 verified reviews from TourRadar travelers
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10 best self-guided Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Tuscany Thrills: A 3-Day Escape of Wine, Relax, and Fun
- Tuscany Absolute
- Tuscany Escape, Self-Drive
- 5 Day Florence With Car Rental
- Essence of Florence & Pisa in 4 Days
- Luxury Italy by High-Speed Train
- Via Francigena: Lucca to Siena
- Tuscan Delights Self-Drive Tour 7days/6nights
- Flavor of Tuscany & Cinque Terre 4*
- Italy by High-Speed Train - Mestre
Your Tuscan adventure awaits at approx. $140 daily, with accommodations near San Gimignano and Chianti wine tastings. Add optional €100 Vespa rentals or €120 horseback rides while roaming independently.
Duration 3 days Destinations Tuscany, San Gimignano Age Range 18 to 99 year olds Operated in English, Italian Operator Italy on a Budget Tours From
- US$436
Tuscany Absolute
11 Reviews by TourRadar travelers“From enchanting vineyard visits to tastings of exquisite wines, every moment celebrated Tuscan flavors.”
Stephen, traveled in May
Florence's Hotel Executive welcomes you to discover Accademia Gallery and Ponte Vecchio independently. Move on to Montepulciano's Villa Cicolina, exploring Siena's medieval streets and Piazza del Campo. Flexible itinerary includes breakfast and private transfers.
Duration 7 days Destinations Florence, Siena, San Gimignano, Castellina in Chianti, Montepulciano Age Range 2 to 99 year olds Operator Flag Travel Holidays From $2,809
23% Off- US$2,163You save $646
The Tuscan countryside unfolds from Florence's Ponte Vecchio to Chianti's wine routes. Self-drive freedom lets you uncover Siena's Piazza del Campo and San Gimignano's medieval towers. Includes 4-star stays at Grand Hotel Adriatico and Hotel Le Pozze di Lecchi.
Duration 7 days Destinations Florence, Pisa, Gaiole in Chianti, Siena, San Gimignano Age Range up to 80 year olds Operated in English, German, Italian, French, Spanish Operator TUI Italia From $983
10% Off- US$885You save $98
Create your Tuscan adventure with a rental car and Hotel Luxor Florence base. Freedom to explore the Uffizi Gallery, discover Oltrarno's authentic neighborhoods, and visit local artisan workshops at your own pace.
Duration 5 days Destinations Florence Age Range up to 99 year olds Operator STM Tours LLC From $1,307
5% Off- US$1,242You save $65
Florence's Mia Cara hotel serves as your base for independent discovery. See Pisa's Leaning Tower with included train tickets, visit Florence's Duomo, and optionally venture to medieval Siena. Private transfers and breakfast included.
Duration 4 days Destinations Florence, Pisa Age Range up to 99 year olds Operator WiseYatra From $814
5% Off- US$774You save $40
Duration 9 days Destinations Rome, Florence, Castellina in Chianti, Siena, San Gimignano, Venice Age Range 10 to 80 year olds Operator Flag Travel Holidays From $4,500
23% Off- US$3,466You save $1,035
Via Francigena: Lucca to Siena
1 Review by TourRadar travelers“Excellent week, will definitely go again.”
Margrét, traveled in May
The ancient Via Francigena opens before you with digital maps and route books. Walk from Lucca's Roman amphitheater through Val d'Elsa's rolling hills, finding treasures like the 11th-century Abbey of Santa Maria a Conero. 3-star lodging and luggage transfers included.
Duration 8 days Destinations Lucca, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni, Siena Age Range up to 99 year olds Operator UTracks From
23% Off- US$1,190
Tuscany's treasures await as you drive from Florence's historic center to Pisa's Leaning Tower. Visit Volterra's Etruscan ruins, stop at Bolgheri's prestigious wineries, and discover Montepulciano's authentic farms. Pre-arranged tastings and 3-4 star hotel stays included.
Duration 7 days Destinations Florence, San Gimignano, Siena, Montepulciano, Volterra, Bolgheri, Pisa Age Range 1 to 99 year olds Operator RANIERI TOUR OPERATOR From
23% Off- US$839
Duration 8 days Destinations Rome, Florence, Monterosso al Mare Age Range up to 90 year olds Operator Destination Italia From
23% Off- US$1,198
Navigate independently between Hotel Empire Rome and UNA Vittoria Florence via high-speed rail. Explore Vatican Museums with skip-the-line access, discover Chianti vineyards, and wander Venice's hidden calli. Optional afternoon tours available at Doge's Palace.
Duration 7 days Destinations Rome, Siena, Castellina in Chianti, San Gimignano, Florence, Venice, Mestre Age Range 10 to 80 year olds Operator Flag Travel Holidays From $1,462
23% Off- US$1,126You save $336
What people love about Self-Guided Tours in Tuscany
- Tuscany Absolute
My group of 4 couples had a wonderful time with the tour that was arranged for us. 4 days in Florence, 2 nights in Sienna and 2 nights in Montepulciano! We loved the cooking classes, wine tours, city tours - all of it. Hotels were outstanding also. Great time - loved it.
- Via Francigena: Lucca to Siena
Excellent week, will definitely go again.
What our customers ask about Self-Guided Tours & Trips in Tuscany
What's the best time of year for a self-guided tour in Tuscany?
The prime months for exploring Tuscany on your own are April through October with May and September offering the most balanced conditions. Spring sees temperatures around 20°C (68°F) and countryside dotted with wildflowers near San Gimignano while fall brings grape harvests and clear skies perfect for photography. Tour data shows the highest concentration of departures in May and September with most accommodations operating at full capacity during these months. The shoulder seasons also mean shorter lines at popular sites like the Uffizi Gallery and more availability at local restaurants.
What are the best areas to stay in Tuscany for a self-guided tour?
Three key locations serve as ideal bases: Montecatini Terme Florence and Siena. Each offers distinct advantages for independent travelers. Montecatini Terme with its central location puts you within an hour of both Pisa and Florence. The Grand Hotel Croce di Malta here provides easy access to lesser-known towns like Vinci. In Siena the Hotel Italia positions visitors perfectly for exploring the Val d'Orcia region while Florence serves as an excellent starting point for day trips throughout the region.
How much time should I allow for a comprehensive self-guided tour of Tuscany?
Seven to eight days allows for a well-paced exploration of Tuscany's main regions. Most successful itineraries dedicate 2-3 days to Florence followed by 2 days in the Chianti region and 2-3 days in Siena and its surroundings. This timeline lets travelers explore major sites while leaving room for spontaneous discoveries such as local festivals or markets. Properties like Hotel Francia & Quirinale in Montecatini serve as comfortable bases between destinations.
What are the must-visit wineries and food experiences for self-guided travelers in Tuscany?
The Chianti Classico region between Florence and Siena offers excellent wine tasting opportunities while Montepulciano's Vino Nobile producers provide insights into traditional winemaking. Local hotels like Hotel Manzoni can connect visitors with family-run olive oil producers and authentic restaurants. The self-guided format allows for extended tastings and unplanned stops at small producers particularly in lesser-known areas of the Chianti region.
How can I combine coastal and inland exploration on a self-guided Tuscan tour?
Begin in either Florence or Pisa then create a route that connects inland towns with coastal areas like the Maremma region. Consider staying at Hotel Repubblica Marinara in Pisa for seaside access before moving to inland properties such as Hotel Italia in Siena. This approach allows travelers to experience both Tuscany's medieval hill towns and its Mediterranean coastline while maintaining flexibility in the schedule.
What should I budget for a self-guided tour in Tuscany beyond the basic package?
Plan for daily expenses beyond the base tour cost of 160-180 USD. This includes meals (30-50 USD per person) local transportation (15-20 USD daily) and attraction entrance fees (10-15 USD each). Properties like Hotel De La Pace in Florence or Hotel Italia in Siena may have additional city taxes. Factor in extra funds for spontaneous activities such as cooking classes or private wine tastings.
What level of physical fitness is required for self-guided tours in Tuscany?
Self-guided tours typically require moderate fitness with daily walking distances of 13-24km or cycling routes of 40-65km. The Via Francigena route from San Miniato to Buonconvento features 4-7 hour walks through rolling terrain. Hotels like La Luna in Lucca provide comfortable rest stops between active days. Most routes follow well-marked paths through vineyards and medieval towns with options to shorten or extend based on energy levels.