Tuscany Day Trip From Florence With Chianti, San Gimignano and Siena
About this activity
Highlights
- Sit back and relax! Your two experts—a professional driver and tour leader—have all the logistics handled for a perfect day in Italy.
- Enjoy a farm-to-table lunch and Italian wine pairings at a family-run vineyard in Chianti.
- Spend free time in two of Italy’s most picturesque towns, Siena and San Gimignano.
- Travel aboard an air-conditioned minibus with a small group of no more than 14 people—a much more relaxing experience than the big bus tours.
Full description
Experience the best that Tuscany has to offer, including a sumptuous lunch in Chianti and wine tastings at a beautiful family-run vineyard, on this carefully planned tour. As you explore two of the most charming (and historic) towns of the region, you'll be able to see as much of Tuscany as possible without any of the difficult planning and navigation. With a tour leader as well as an experienced driver on hand, you won't have to worry about winding roads—or drinking too much of that wonderful Chianti wine!
You'll meet your driver and tour leader in central Florence and board a comfortable, air-conditioned vehicle to embark on your Tuscany day trip. As you leave the city, you'll make a brief stop at the best panoramic viewpoint of Florence and enjoy a once-in-a-lifetime photo op before continuing the journey through the Tuscan hills to the town of San Gimignano. This is one of the best-preserved Medieval villages in the region, built high atop hills to keep a lookout for hostile armies. After a brief introduction to the town from your tour leader, you'll have free time to shop for souvenirs, enjoy a coffee in one of the charming piazzas, or climb to the top of the church's bell tower for incomparable views of the countryside.
By the time sun reaches its peak in the sky, you'll have worked up an appetite from a morning of exploring. You're off to a family-run vineyard in the Chianti wine region for a tour of the cellars, a wine tasting, and a delicious homemade lunch prepared with locally sourced ingredients. Enjoy your meal on the terrace overlooking the rolling hills and vineyards of Chianti and wash it down with some delicious wine produced on site.
Finally, you'll spend the afternoon portion of your Tuscany day trip in Siena, one of the most beautiful and historic towns in the region. Before heading out to explore on your own, your tour leader will tell you the stories behind its landmark sites like the central square and cathedral so you can decide where to spend your free time. You'll also learn where the bi-annual Palio horse race takes place and may even find a favorite neighborhood to root for in the next event!
This Tuscany day trip from Florence is all about seeing as much of the storied region as possible without having to worry about logistics. We'll take care of everything so all you have to do is enjoy the food, the sights, and the scenery.
Sites Visited: • Tuscany Region • San Gimignano • Chianti farmhouse & vineyard • Siena • Piazzale Michelangelo
Included / Excluded
- Gourmet lunch and wine tasting in Chianti
- Air-conditioned private transport
- Free time in San Gimignano & Siena
- Designated professional driver
- Expert English-speaking tour leader
- Hotel Pick-Up/Drop-Off
- Gratuities
Meeting point
Start Location
Piazza San Marco, 50121 Florence, Metropolitan City of Florence, Italy
Important information
Know before you book
- Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch.
- We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
- If you are traveling with a small child, please contact us before booking. We need to confirm space on the vehicle for them.
- Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
- In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
- Walks comply with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information
Know before you go
- This tour is in English.
- This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
- The tour meeting time is 15 minutes prior to the start time. No refunds can be provided for late arrivals or no-shows.
- Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch.
- We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
- If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.
- Luggage and/or strollers are not allowed on this tour as there is no extra storage space on the vehicle.
- In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.
- Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.
- Tips/gratuities (for your guide) are always appreciated.
- Walks comply with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information
Cancellation policy
Cancellations received greater than 72 hours prior to tour commencement are fully refundable. Cancellations received within 72 hours of tour commencement are nonrefundable. Amendment requests are subject to availability and price changes. Late arrivals and no shows are nonrefundable. This is applicable to any tour participant that fails to arrive or arrives after tour departure.
Reviews
If you’re reading this, book it now! You’ll be one of the first on the boat and get the best spot before anyone else. Daniela (aka “Daniel”) treated us exceptionally well from start to finish. Her knowledge of the falls and the stories behind them was the perfect balance of informative and entertaining. She keeps you laughing throughout the tour and enjoys the experience right alongside you as if it were her first time seeing it. 10/10 — I would recommend this tour to anyone. As an added bonus, our group had only four people, which made the experience absolutely incredible and much more personal. Thanks again, Daniel! 😉
The tour was great and having priority on the boat was excellent
The tour was great and having priority on the boat was excellent
