The 15 Best Day Trips from Florence

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and the guided walk: the part that pays off

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Florence day trip to Siena, San Gimignano and Pisa, plus Chianti winery lunch and tasting. Guided history, free time, optional tower climb.

“The day was great! Our tour guide was absolutely amazing! He even helped me find my phone when it went missing! The tour is perfectly described on the Viator app as to what you will do for the day. Personally all in our group said if we did it again we wouldn’t go to Pisa and would have really wanted to stay longer in the other two towns. The wine tasting and lunch is an absolute must!!”

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1-Day Tours, Day Trips from Florence, Lunch Experiences, Pisa Tours, San Gimignano Tours, Siena Tours, Tour Reviews

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

2.Pisa, Siena and San Gimignano Day Trip with Lunch

★★★★★★★★★★4.6 · 9,771 reviews · 12 - 12.5 hours · from $58

Florence day trip to Pisa, Siena, and San Gimignano with Chianti winery lunch and tasting. Guided sights, free time in each town.

“Our guide was excellent. Luca made sure to connect with everyone. I was interested in the art but also the history. Luca, was available to answer questions as we walked to the site. i would request him.”

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Cinque Terre Day Trip with Optional Hiking or Pisa

3.Cinque Terre Day Trip with Optional Hiking or Pisa

★★★★★★★★★★5.0 · 8,486 reviews · 13 hours (approx.) · from $66

From Florence, ride to Cinque Terre’s five villages by train or boat, with an optional cliffside hike and optional Pisa add-on.

“Our tour guide was Chris. Not only was Chris insanely informative but he was probably my favorite tour guide I have ever had. We had gone during the slower season in November so the boat ride was not a part of the tour due to the season, which means at some point I'll definitely have to go back. Brief rundown, meeting point was easy to locate and check in was a breeze. We then walked to where the bus was parked and on the way to the train station our tour guide (and the tour guide for the Pisa tour) informed us of the history of the areas we were…”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

4.Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Florence to Siena, San Gimignano, and Pisa in one long day with a Tuscan lunch and wine pairing. Towers, Duomo, Leaning Tower photos.

“What a great day! Sienna cathedral is stunning - a must visit. The wine pairing was very entertaining and good fun and the meal was tasty. San Gimignano was beautiful and I would really recommend going up the tower for some stunning views. The leaning tower of Pisa speaks for itself. The organisation of a big group was well managed and the tour guides were exceptional, keeping everyone updated in English and Spanish. All in all a great day.”

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Day Trips from Florence, Florence Wine Tastings, Food & Drink, Tour Reviews, Tours, Wine Tours

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

5.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Small-group 4x4 wine safari from Florence with off-road vineyard access, cellar tours, olive oil tastings, and Tuscan meals.

“Thank you Ginny and Fabio! Lovely relaxing tour and day - we enjoyed and highly recommend! Great food and wine (generous pours)”

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Cooking Classes, Day Trips from Florence, Lunch Experiences, Markets, Shopping Tours, Tour Reviews, Tours, Workshops

Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

6.Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

★★★★★★★★★★5.0 · 4,831 reviews · 7 hours (approx.) · from $145

Florence market tour plus a Tuscan farmhouse cooking class, Chianti lunch, fresh pasta and tiramisu, recipes by email, diploma.

“A wonderful family fun experience. Both Luca and Erica were fantastic hosts and chefs! A way to be a part of an Italian family.”

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Day Trips from Florence, Lunch Experiences, Pisa Tours, San Gimignano Tours, Siena Tours, Tour Reviews, Wine Tours

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

7.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Florence day trip to Siena, San Gimignano, and Pisa with a Chianti winery lunch and wine tasting, plus time to wander and photos.

“Mirella was an excellent guide! She has a wealth of knowledge while being super helpful and friendly. The places we visited were beautiful and the experience got even better thank to Milly!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

8.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

San Gimignano, Monteriggioni, Chianti winery lunch and wine tasting, plus Siena with optional cathedral access, all by coach from Florence.

“We had a day trip to San Gimignano and Siena. The tour was amazing and well-managed. All thanks to Alessandra and Enrico. The lunch and wine tasting experience were good. The guided visit to Siena was merged with another language, thus, making it difficult to understand.”

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Florence: Cinque Terre Day Trip with Optional Hike

9.Cinque Terre Day Trip with Optional Hike

★★★★★★★★★★4.8 · 4,178 reviews · from $152

See all 5 Cinque Terre villages from Florence in one day, with optional Corniglia-to-Vernazza hike and seasonal boat ride for coastal views.

“Alessandro, Emma, and Victoria were so great!! They made sure to keep the group together and were extremely knowledgeable in all their explanations! Highly recommend!”

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Chianti Wine Tours, Day Trips from Florence, Tour Reviews, Tours, Wine Tours

Chianti Wine Tour from Florence

10.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59

Half-day Chianti Wine Tour from Florence with coach ride, 2 organic winery visits, vineyard and cellar tours, and tastings of 6 to 7 wines.

“Not a lot of time spent at each winery. There is a steep hill to climb to get to one of the wineries.”

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From Florence: Small Group Wine Tasting Tour to Tuscany

11.Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Small-group wine and olive-oil tastings in Chianti Classico. Visit 2 famed wineries from Florence, with food pairings and hill views.

“Leo was a lovely and knowledgeable tour guide. We felt well taken care of and the wineries we visited were fantastic! The small group size made for an especially convivial and intimate experience.”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour

12.San Gimignano, Siena, and Chianti Wine Tour

★★★★★★★★★★4.5 · 3,762 reviews · from $164

A 9-hour small-group Tuscany tour from Florence, mixing Siena, San Gimignano, and Chianti with lunch and five wine tastings.

“Our guide (I believe it was Emma) was incredibly lovely, funny and had lots of knowledge of Siena especially since it’s her hometown. The bus was comfy and seemed brand new, air conditioning was a relief too! The trip is very long, so I think the last stop was tough since it was nearly two hours, could’ve done just an hour I think.”

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Florence: Cinque Terre Park Day Trip with Optional Street Food

13.Cinque Terre Park Day Trip with Optional Street Food

★★★★★★★★★★4.5 · 3,593 reviews · 12 hours 30 minutes (approx.) · from $60

From Florence to Cinque Terre in one full day. Fast transport, 4 villages, optional street food lunch, and a sea-season boat ride.

“What an amazing day! I hate to say I waited too long to write this review and forgot my guides name. I believe it's Juliet? Dark curly hair with a red streak. She was friendly and attentive. Very knowledgeable of Cinque Terre. We loved it so much that we will definitely return and take another tour!!!”

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From Florence: Seaside Beauty Day Trip to Cinque Terre

14.Seaside Beauty Day Trip to Cinque Terre

★★★★★★★★★★4.4 · 2,577 reviews · from $130

A 12-hour Cinque Terre day trip from Florence with guided visits to 4 villages plus swim time, train and coach transfers, and a short boat ride.

“Very fun trip even tho it rained the whole time. The guide made it enjoyable and relaxing.”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence

15.Siena, San Gimignano and Chianti Wines Day Tour from Florence

★★★★★★★★★★4.5 · 2,542 reviews · 10 hours 30 minutes (approx.) · from $78

See Siena and San Gimignano plus Monteriggioni and Chianti wine tasting on a 10.5-hour coach tour from Florence.

“Lovely full day of activities. Fun for families as you are driven by bus. However the private bus cannot stop at locations close to the old city gates so there is a large amount of walking up steep hills to get to town entrances. A public bus takes you right to the city entrances but you would need acfew days to do what we did in one full day of nearly 12 hours. A few incidents delayed our departure from locations so this is really a 12 hour tour. Fun, exciting with Joe our super tour guide!”

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