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.
“Amazing day. We had the best time on this tour. The day is long but you see some beautiful places. Perfect if you are only staying in the area for a week.”
A 12-hour Rome day trip to Montepulciano, Pienza, and Val d’Orcia with a farm lunch and Brunello wine tasting.
“Max and Flavio were amazing ! The trip was perfect and it was a nice sunny day in December !! …………………..”
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.
“This was a great day tour, ie 11 hours duration and a great way to see the Tuscany villages of San Gimignano, Montereggiano, lunch at a Chianti winery and then onto Siena before travelling back on the coach to Florence. Martha, the main tour leader was excellent in explaining the details for the day, backed…”
Florence to Pisa, Siena, San Gimignano and Chianti in one day. Leaning Tower views, UNESCO towers, plus optional lunch with wine.
“Great way to see the Tuscany region if you are pressed for time. Good coverage of key regions and take up the lunch offer as the wine tasting and paring of local produce is a great way to understand the beauty of the region.”
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.
“Nice Tuscany day tour. Alex was great in explaining about the various areas we visited, and the driver Cozimo did a good job getting us back safe.”
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 whole experience was amazing. The tour was well organized, the guide Constantino was great and the food and wine testing excellent. You may feel tired at some point, but it is worthy.”
Florence day trip to San Gimignano and Siena with Chianti countryside views, tour leader tips, and free time in both towns.
“Sarah was great and we had plenty of time to explore both towns.”
Pisa, San Gimignano and Siena in one day with guided Siena, optional Cathedral entry, and a Chianti lunch with wine tasting.
“It was a beautiful day. Very long but beautiful. There was a lot of walking, some hills. Usually a good rest time in between. The guides Alexandra, Valesca(Spanish interpreter) and driver Michele were all great. As a solo traveler I was especially impressed with Alexandra who made sure I was good throughout the day (as…”
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 and driver were excellent. Driver got us point to point safety and without incident. Our guide, Renata, provided the perfect amount of information. Not too much but just the right amount. She answered any questions for those who wanted more depth. Siena was beautiful and the duomo - Santa Maria Assunta- was a…”
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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