Leaving from · FLORENCE

14 Day Trips from Florence Worth Booking

14 day trips  ·  from $53 a head

The 14 best day trips from florence you can book, with what each costs, how long you are away and how much of it is spent on the road. Start at number one.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting the coach near Santa Maria Novella
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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

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

Spend 11 to 12 hours touring Tuscany by air-conditioned coach with an English-speaking guide. Walk through Siena and enter its cathedral, eat lunch and taste four wines at Fattoria Poggio Alloro, explore San Gimignano, then visit Pisa. Guides such as Alex, Sara, Davide, and Manolo are frequently assigned.

“Our tour guide was very informative and she kept us all on time. We saw all of the sites and the lunch at the winery was delicious and the views were spectacular.”

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Getting from Florence to the Tuscan towns
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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

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

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

Spend 12 to 12.5 hours touring Tuscany from Florence, with free time in Pisa and San Gimignano, a Chianti winery lunch, wine tasting, and optional English-guided visits in Siena. Guides such as Val, Luca, and Leonardo have been praised for clear explanations and friendly help. Choose from transport-only, lunch, Siena tour, and cathedral options.

“I would recommend visiting San Gimignano first..we were too tired to enjoy and walk through the beautiful city. Our guide Alesseo was sweet and informative and our driver Michel was excellent!”

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Cinque Terre Day Trip with Optional Hiking or Pisa - Manarola begins the Cinque Terre story
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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

Spend about 13 hours visiting Cinque Terre from Florence by comfortable coach, with options for hiking, train travel, boat views, or a Pisa stop. Guides such as Claudia, Chris, JoJo, and Alessandro add local history and practical help. The hike is scenic but steep, uneven, and not suited to young children or anyone with walking difficulties.

“Best day trip to the region of cinque de terra. Well planned with very knowledgeable guide . Well worth a visit.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - A Tuscan winery lunch worth the time
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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

Set out from Florence at 7:30 a.m. for Siena, San Gimignano, and Pisa. Choose a guided Siena visit and a three-course winery lunch with wine pairing, then enjoy free time in the hill towns and at Pisa’s Square of Miracles. Guides such as Constantino, Sara, Jacopo, and Simone have been praised for clear timing and friendly help.

“It is a wonderful tour and the price is reasonable. Make sure you return in time as the bus will leave without you!”

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Florence: Cinque Terre Day Trip with Optional Hiking or Pisa - The two-hour ride to La Spezia
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Florence: Cinque Terre Day Trip with Optional Hiking or Pisa

5.Florence: Cinque Terre Day Trip with Optional Hiking or Pisa

★★★★★★★★★★4.9 · 4,848 reviews · 12 - 13 hours · from $65

Travel from Florence to Cinque Terre with Walkabout Tours, led by guides such as Chris, Joanne, Ado, Claudia, or Victoria. Choose the full five-village route with the Corniglia to Vernazza hike, or visit three villages and add Pisa. Expect trains, steep steps, free time, sea views, and a possible coastal boat ride.

“Gabriel and Luca were warm and welcoming from the minute we were in the queue and continued the energy and humour to the last moment. Their top tips for food and drink at each village were great and their lunch option was tasty. I loved the hike. A great tour to get a feel for the region with independent time without the stress of self-organising. Thanks guys! And the driver :)”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena: a guided start in the medieval heart
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

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

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

Spend 12 hours exploring Tuscany by comfortable coach, with a guided Siena walk, free time in San Gimignano and Pisa, and an optional organic winery lunch with four regional wines. Guides such as Sara, Alessandro, and Giancarlo are known for lively storytelling. Choose the lunch option for the most memorable part of the day.

“Really enjoyed the tour! Sara was knowledgeable and authentic and definitely displayed a love of her homeland. She was great with English and our limited Italian. Sara was very thoughtful of our comfort and answered questions of all on the tour! It was an excellent experience!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

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

Leave Florence at 8 a.m. for San Gimignano, Monteriggioni, a Chianti winery, and Siena. You get free time in the medieval towns, a three-course Tuscan lunch, three wines plus vin santo, and optional guided Siena and cathedral visits. Expect a full 11 hours, plenty of hills, and a large-group format.

“Sandro and Fabi were fantastic, well organised and very informative. Great meal and wine tasting too! Even the rain couldn't dampen the mood.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Meeting at Piazzale Montelungo
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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

8.Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

Travel from Florence to Pisa, San Gimignano, Chianti, and Siena in 12 hours with a multilingual guide such as Marta, Aaron, Sandro, or Federico. You get free time in Pisa and San Gimignano, a Siena walking tour, and optional lunch with three wines and Vin Santo. Expect beautiful views, long bus rides, and a brisk schedule.

“Federico and Fernando did awesome job taking care of the group!”

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Florence: Cinque Terre Park Day Trip with Optional Street Food - Reaching La Spezia and boarding the local train
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Florence: Cinque Terre Park Day Trip with Optional Street Food

9.Florence: Cinque Terre Park Day Trip with Optional Street Food

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

Travel from Florence to four Cinque Terre villages with a tour leader, using coach, local trains, and a seasonal boat. You get free time in Manarola, Monterosso, Vernazza, and Riomaggiore, plus an optional light street food lunch. Guides such as Gabriele, John, Alex, and Constantino have led this route, though the assigned guide varies.

“Be careful with the pick pockets!!! They are on the trains stations and all trains. Make sure you have all your belongings in front of you.”

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Florence: Day Trip to Cinque Terre with Optional Street Food - The long ride from Florence to the coast
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Florence: Day Trip to Cinque Terre with Optional Street Food

10.Florence: Day Trip to Cinque Terre with Optional Street Food

★★★★★★★★★★4.5 · 2,854 reviews · 12 hours · from $135

Leave Florence early for a full day along Italy’s Cinque Terre coast. Your guide, such as John, Chiara, or Sebastian, handles the coach, trains, and seasonal boat while you explore Manarola, Vernazza, Monterosso, and Riomaggiore. Expect free time rather than a fully guided walk, plus a swim stop and an optional street-food lunch.

“Great trip! Beautiful scenery. It was well organised. Frederico was a great guid. We enjoyed it a lot. I would strongly recommend this trip.”

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From Florence: Cinque Terre & Pisa Day Trip - Meeting in Florence and reaching the coast
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From Florence: Cinque Terre & Pisa Day Trip

11.From Florence: Cinque Terre & Pisa Day Trip

★★★★★★★★★★4.6 · 2,308 reviews · 12.5 hours · from $81

Leave Florence early for a full day on the Ligurian coast. Ride local trains between Manarola and Monterosso, enjoy free time for photos, food, and the beach, then visit Pisa for the Leaning Tower. Guides such as Elisabetta, Nathan, Ornella, and Giovanni keep the many bus and train changes clear and manageable.

“Thank you for the great day - we enjoyed our time and felt that the trip was good value and a fun experience.”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Siena first, with Piazza del Campo and the Duomo
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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

12.Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

★★★★★★★★★★5.0 · 2,283 reviews · 12 hours (approx.) · from $78

From Florence, this 12-hour coach tour combines Siena’s cathedral and Piazza del Campo, a winery lunch with four Tuscan wines, medieval San Gimignano, and Pisa’s Leaning Tower. Guides such as Sandro, Ricardo, Fabiana, and Alexandra have led recent departures. Expect plenty of walking, limited time in each town, and a firm 7:30 am start.

“I definitely recommend this trip! Sienna and Gimignano were amazing. Pisa was more of just a picture opportunity, but happy we got to see it as well.”

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Florence: Day Trip with Free Time in San Gimignano and Siena - San Gimignano and its medieval towers
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Florence: Day Trip with Free Time in San Gimignano and Siena

13.Florence: Day Trip with Free Time in San Gimignano and Siena

★★★★★★★★★★4.7 · 1,624 reviews · 9 hours · from $71

Travel from Florence to San Gimignano and Siena by air-conditioned coach, with about 2.5 hours to explore each town independently. Your multilingual tour leader, often Sara, Sarah, or Alessandra, gives local tips and sends maps and audio-guide links by WhatsApp. Expect medieval towers, Gothic art, Chianti views, and a long day of walking.

“The tour was organized well and Sara, our guide and Giovanni, our driver gave a good day trip to San Gimignano and Siena. Sara provided information of each location before arrival and a WhatsApp message containing the audioguide, places to visit and map of the meeting point, which I appreciate since Siena is big and one can get lost or walk too far. I especially loved San Gimignano and the artisan work there and appreciated the time allocated in both locations.”

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Florence: Cinque Terre Day Trip with Optional Street Food - Manarola: colorful houses and a quick first look
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Florence: Cinque Terre Day Trip with Optional Street Food

14.Florence: Cinque Terre Day Trip with Optional Street Food

★★★★★★★★★★4.5 · 1,315 reviews · 13 hours · from $53Best value

Travel from Florence to four Cinque Terre villages with a multilingual guide, comfortable coach, trains, and an optional ferry. You get free time in Manarola, Riomaggiore, Vernazza, and Monterosso, plus optional focaccia and gelato. Guides such as Emma, Marco, Laila, and Hilary are praised for clear meeting instructions and steady time management.

“Chiara was very helpful explaining where to go and getting us from place to place. Answered our questions very nice to talk to. Sondro our bs driver got us to our destition on time and safely.”

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