BOOK THAT DAY TRIP
The ones worth setting an alarm for.
The 15 most-booked tuscany and chianti day trips, all done in a single day and back by evening. Each one comes with the pickup point, how long you are away, what it costs and the company that runs it.
Tuscany in one long day from Florence: Siena, San Gimignano, Pisa, plus winery lunch and wine tasting with time to explore.
Most Popular“Knowledgeable guides, lots of detail Wonderful lunch at winery Immaculate, brand new bus with lovely, careful driver”
Florence to Pisa, Siena, and San Gimignano with Chianti winery lunch and wine tasting. Guided Siena in English options.
Tuscany highlights in 12 hours: Siena, San Gimignano towers, Pisa’s Leaning Tower, plus optional lunch & wine pairing.
“Awesome, Enjoyed a lot , beautiful places, food is good , Tour guide is awesome, bus tour very nice, On time”
A 12-hour Rome day trip to Montepulciano, Pienza, and Val d’Orcia with a farm lunch and Brunello wine tasting.
“The tour guide Barbara and our wonderful driver made the day informative, safe and fun. Thank you for an unforgettable adventure.”
Florence to Siena, San Gimignano, Pisa, plus a Chianti winery lunch and tasting. Medieval towns, Leaning Tower, and good value.
A day trip from Florence to San Gimignano, Monteriggioni, and Siena, plus Chianti countryside wine and lunch tasting.
“Very thorough tour with three stops plus wine tasting and lunch. Everything was arranged for you when you book, and the guides are very thorough (we had Marta, Stella, and Gennaro as our driver) and tell you about the history of the towns and the region. (You will do a lot of walking on this…”
Florence to Pisa, Siena, San Gimignano and Chianti in one day. Leaning Tower views, UNESCO towers, plus optional lunch with wine.
“Our tour guide Marta was perfect. She explains everything with details and we really enjoy the experience. The day trip is worth it. Also, really thanks to Silvio, the driver! 🤍”
Rome-to-Tuscany day trip to Montepulciano and Pienza with a 3-course vineyard lunch, Brunello wines, and San Biagio views.
A full-day coach loop through Monteriggioni, Siena, San Gimignano, and Chianti for tower views, cathedral exteriors, and a 3-wine tasting.
“We had a great time on this tour! Very well organized and packed in a lot of sites for a fun day! The guides were very friendly and there were many add ons to really customize the experience.”
A 12-hour Tuscany day trip from Florence to Pisa, Siena, San Gimignano, and Chianti, with guided tours and a four-wine lunch tasting.
“The tour is definitely a story I will be telling for years. The tour guides were great and so was the driver. What we saw of the towns was awesome! The cathedral tour was great and it was so beautiful!”
Florence day trip to San Gimignano and Siena with Chianti countryside views, tour leader tips, and free time in both towns.
“An outstanding tour experience. The guide was extremely kind, professional, and highly knowledgeable, providing clear and engaging explanations throughout. The timing at each location was perfectly planned, allowing us to fully enjoy every stop without feeling rushed. The driver was very skilled and made the journey comfortable and safe. Overall, a wonderful experience that I…”
Pisa, San Gimignano and Siena in one day with guided Siena, optional Cathedral entry, and a Chianti lunch with wine tasting.
“there shouldve been Closer drop-off location— Not good for senior citizens for long walking. negative 👎🏻”
Full-day Chianti and medieval towns from Florence, plus a hands-on Tuscan cooking class and two wine tastings.
“I called the customer service when I got to the meeting point and no one was there, and they said it was cancelled so wasn't able to go :(”
Spend a full day outside Florence seeing Siena’s Piazza del Campo and San Gimignano towers, with a comfy coach and guide-led orientation.
“Our guide Raynata (unsure of spelling) and driver Eric were excellent. Raynada had us at an excellent pace and she explained where we were and meeting points that made the whole day informative, relaxed, and comfortable. It was a great day. I highly recommend. Thank you so much.”
Spend 9 hours seeing Siena and San Gimignano from Florence with an organic winery lunch, wine pairing, and a four-wine tasting.
“Ornella our guide and Giro our driver were great, the drive through Tuscany was very scenic. She gave us a nice tour of the towns and it was an adequate length of time to spend the day in the Tuscany countryside just in time to get back to Florence to wrap up our evening.”
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