




Duration
Free cancellation
Book now, pay later
Guided tour
Transfers available
Meals included
A Tuscany day trip that actually earns its length; four stops, a winery lunch, and three wine tastings, all without renting a car or planning a thing.
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Explore four of Tuscany’s most iconic destinations in one well-planned day trip from Florence.
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Enjoy free time in Pisa, San Gimignano, and Siena to explore at your own pace.
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Savor authentic Tuscan flavors with a winery visit, wine tastings, and a traditional local meal.
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Upgrade your experience with guided tours of Siena and its cathedral or access to Pisa’s famous tower.
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Travel comfortably with round-trip AC coach transfers and a multilingual tour leader throughout.
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Round-trip AC coach transfers from Florence
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Onboard Wi-Fi access
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Multilingual tour leader
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Free time in Pisa, Siena & San Gimignano
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Chianti winery visit with 3 wine tastings
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Traditional Tuscan lunch
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Siena guided tour (as per option selected)
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Siena Cathedral guided tour (as per option selected)
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Leaning Tower of Pisa access (as per option selected)
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Hotel transfers
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Personal expenses
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- TOTAL DURATION12 hoursMODE OF TRANSFERA/C Bus77 min by a/c bus84.5 km81 min by a/c bus78.8 km46 min by a/c bus41.9 km78 min by a/c bus77 km
You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
- 1,917 reviews
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These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
1.2K4585858133Guests from India, Armenia, Brazil and over 6 countries have loved this experienceWhat our guests say
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Start your day with a comfortable departure from Florence aboard an AC coach equipped with Wi-Fi, setting the tone for a relaxed journey through Tuscany.
Pisa
Arrive at Piazza dei Miracoli, home to some of Italy’s most striking architecture. Take time to admire the Cathedral, Baptistery, and Monumental Cemetery, and snap photos of the iconic Leaning Tower. If you’ve chosen the upgrade, climb to the top for sweeping city views.
Chianti
Leave the city behind and head into the rolling hills of Chianti. Visit a local winery where you’ll enjoy a traditional Tuscan lunch paired with three regional wine tastings, surrounded by vineyard landscapes.
San Gimignano
Continue to this medieval hill town known for its skyline of stone towers. Stroll through its narrow streets, explore artisan boutiques, and take a break at a local café or gelateria in the main square.
Siena
End your day in Siena, a city rich in history and tradition. Visit Piazza del Campo, the heart of the city and home to the famous Palio horse race. With upgraded options, join a guided walking tour and explore the Siena Cathedral’s intricate interiors. Enjoy free time to relax or explore before heading back.
Return to Florence in the evening after a full day of exploration, culture, and Tuscan flavors.
What to bring
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Wear comfortable walking shoes because the tour involves a fair amount of walking.
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If you plan to visit Siena Cathedral, wear clothing that covers your knees and shoulders.
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Bring a valid ID if you intend to participate in the wine tasting sessions.
Accessibility
- The tour is not suitable for wheelchair users or guests with prams or strollers.
What’s not allowed
- Guests under 18 years old will not be served alcoholic beverages during the wine tastings.
Additional information
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Guests under 18 years old may join the tour only when accompanied by at least one adult.
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The sequence of visits to Pisa, San Gimignano, Siena, and Chianti may change due to traffic or local conditions.
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Hotel transfers are not included in this experience; you must reach the meeting point in central Florence on your own.
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Your voucher will be emailed to you shortly. Display the voucher on your mobile phone with a valid photo ID at the starting point. Please check your final voucher for the starting point details & specific instructions.
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