Guided Tours

From Florence: Siena & San Gimignano Day Trip with Wine Tastings & Lunch

Explore Siena & San Gimignano in a day, wine, views, and a laid-back Tuscan lunch included.

Discover two of Tuscany’s most iconic hill towns in one relaxed day trip from Florence.

Enjoy free time in both Siena and San Gimignano to explore at your own pace.

Taste regional flavors with a winery visit, 3 wine tastings, and a traditional Tuscan meal.

Upgrade to a guided Siena tour with optional Cathedral access for a deeper cultural experience.

Travel comfortably with round-trip AC transport and a multilingual tour leader.

Round-trip AC coach transfers from Florence

Onboard Wi-Fi access

Multilingual tour leader

Free time in Siena & San Gimignano

Winery visit with 3 wine tastings

Traditional Tuscan lunch

Siena guided tour (as per option selected)

Siena Cathedral guided tour (as per option selected)

Ezeket a jegyeket legkésőbb 24 órával az élmény kezdete előtt lemondhatja, és teljes visszatérítést kap.

843 vélemények
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Ezek az értékelések a Headout vendégei, valamint a programot helyben szervező megbízható partnereink által írt, ellenőrzött vélemények. Minden értékelés olyan valódi utazóktól származik, akik részt vettek ezen az élményen.
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Vendégeink véleménye
Lisa S
Pár
Ellenőrzött foglalás
2026. júl.
Samuel und Elvis waren ein sehr angenehmes Team. Samuel war stets empathisch und freundlich. Er war auf jede Frage geduldig eingegangen und hatte sich sehr um das Wohl der Gäste gekümmert. Auch war es ihm sehr wichtig, dass jeder alle Informationen rechtzeitig erhält. Seine Funfacts über die Orte waren sehr unterhaltsam. Danke für das schöne Erlebnis.
Fraser N
Család
Ellenőrzött foglalás
2026. márc.
Adrianus V
Pár
Ellenőrzött foglalás
2025. júl.
Begeleider Martha en Julio zorgden voor een perfecte begeleiding. Duidelijk in informatieverstrekking en altijd aanspreekbaar. TOP Bij een wijnbedrijf hadden wij een wijnboerderij op het platteland verwacht. Dit was een fabrieksterrein. Dus ambiance was wat minder, ondanks de enthousiaste medewerker van de wijnmakerij. Leuk en enthousiast. Ondanks de hevige onweersbui in Siena een leuke dag gehad.
Mihnea D
Pár
Ellenőrzött foglalás
2025. jún.
Our hosts Ilaria & Martina were friendly and well prepared with useful information about the places we visited during our trip. We loved all the cities, castles and nature we saw during that day and will be happy to come again for another tour.
Robin B
Csoport
Ellenőrzött foglalás
2025. máj.
We loved the three beautiful cities we visited, including the crown of Tuscany which wasn't on the itinerary. Paying to walk on the city walls was interesting and views were good, but we were on metal bridges, not the actual walls. There are two different access points so be sure to try both. Lunch was at a restaurant with a very small vineyard where we could walk and take photos. The tastings were all good but primarily a sales pitch. The pasta lunch was just ok. If you take the cathedral tour in Siena (recommended but additional cost) make sure you know how to get back to the meeting point!

Start your day with a comfortable departure from Florence, traveling through the rolling hills of Tuscany with onboard Wi-Fi and a multilingual tour leader.

Siena

Arrive in Siena, a city steeped in history and tradition. Stroll through Piazza del Campo, the heart of the city and home to the famous Palio horse race. Explore at your own pace or upgrade to a guided tour to uncover stories behind its medieval streets and landmarks. If selected, step inside the stunning Siena Cathedral to admire its intricate interiors.

Winery in Chianti

Head into the Tuscan countryside for a relaxing winery stop. Enjoy a traditional meal paired with three wine tastings, surrounded by vineyard views that define the region.

San Gimignano

Continue to this UNESCO-listed hill town known for its striking medieval towers. Wander through cobbled streets, visit local shops, and take in panoramic countryside views.

Return to Florence in the evening after a laid-back day of culture, food, and scenic landscapes.

What to bring

Comfortable walking shoes

Valid photo ID

Clothing that covers shoulders and knees for Siena Cathedral (if visiting)

Accessibility

Not wheelchair accessible

Not suitable for prams/strollers

What’s not allowed

The wine tasting experience is restricted for guests under the age of 18 years.

Guests under 18 can join the tour if they are each accompanied by at least one adult.

Additional information

Please note that the order of visits is subject to change.

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.