Florence · TUSCANY DAY TRIPS

The 15 Best Tuscany Day Trips from Florence

159 tours  ·  from $37 a head

Everything within a coach ride of Santa Maria Novella, in one list. The 15 below sort the hill towns, the vineyards and the coast by what they cost, how long the day runs and how much of it is spent moving.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and its remarkable marble floor
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips, Wine Tours

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

Review of a full-day Tuscany tour from Florence, visiting Siena, San Gimignano, Pisa, and a Chianti winery lunch.

“We had so much fun! Alex and Sergio were amazing. The fun facts throughout the tour from Alex were informative. I fell in love with Italy even more than I already have. Definitely recommend this tour.”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - The first estate: vineyard, cellar, and three wines
Tour Reviews, Tuscany Day Trips, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

2.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107

Taste six Chianti wines at two Tuscan estates, with olive oil, local foods, scenic hills, and a friendly small-group ride from Florence.

“Beautiful day out! Both wineries were stunning and we learnt heaps. Got given 4 glasses at each winery. Better to book the tour in second half of the day as you see sunset over the wineries which is incredible!”

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From Florence: Small Group Wine Tasting Tour to Tuscany - First estate: cellar details and three wines
Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

3.Small Group Wine Tasting Tour to Tuscany

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

Taste six Tuscan wines, olive oils, and local snacks at two Chianti estates on a relaxed half-day trip from Florence.

“I did this tour after I read the reviews and a lot mentioned how great the tour guide Jonathan was. I ended up having him as my tour guide and Jergio as the driver. They did not disappoint. He was fantastic and I felt safe during the ride”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Reaching Pisa and the Field of Miracles
Chianti Wine Tours, Day Trips from Florence, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips

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

4.Day Trip to Pisa, Siena, San Gimignano, and Chianti

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

See Pisa, Siena, San Gimignano, and Chianti in one long, food-filled day from Florence, with a Siena guide, cathedral visit, lunch, and wine tasting.

“Our tour guide , Fabiana, was absolutely amazing. I travel with two elderly parents and she was more than accomodating and helped us stay with the group. The views and different tours were amazing and fun.”

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From Florence: Tuscany Wine & Food Tour with Guide - The hilltop estate and Tuscan lunch
Florence Food Tours, Guided, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

From Florence: Tuscany Wine & Food Tour with Guide

5.Tuscany Wine & Food Tour with Guide

★★★★★★★★★★4.9 · 1,746 reviews · 8 hours · from $175

Spend a full day in Chianti with three organic wineries, Tuscan lunch, olive oil tastings, Greve, and scenic drives from Florence.

“The tour provider was Prestige Rent. Violeta, tour guide, and Francesco, driver, were both very friendly and enhanced my experience of the tour. They both were awesome. The wineries selected were excellent. Our treatment at each one of them was top notch. The scenery of Tuscany is hard to put into words. Saying it’s incredibly beautiful almost doesn’t completely describe it well enough. It must be seen with your own eyes. Thank you for a wonderful lasting memory!”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Pedaling past vineyards, villas, and olive groves
Chianti Wine Tours, Florence Bike Tours, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

6.Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

★★★★★★★★★★5.0 · 1,300 reviews · 6 hours (approx.) · from $145

Cycle through Chianti from Florence, stop at a medieval castle for wine, olive oil, and lunch, with guides, transport, and support included.

“We had really a fun time. Right from the start the happy enthusiastic vibe from the staff set the vibe for the day. Angus was our guide on the bike and had lots of interesting information and kept us safe. Really appreciated that he was able to take photos for us as my phone died at the beginning. The ride has lots of scenic views across the rolling countryside and is 90% either flat or downhill. There is a “challenging” short hill that some may prefer to take the sag wagon on offer but the gearing on the bikes are very suited to the steepness. In general the bike worked…”

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Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines - Pienza, the small Renaissance ideal
Full-Day, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

Full Day Tour to Val d’Orcia and Gladiator’s Fields with Wines

From Florence: Val D'Orcia Tour with Wine Tasting - Montalcino and the first taste of Brunello
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From Florence: Val D’Orcia Tour with Wine Tasting

8.Val D’Orcia Tour with Wine Tasting

★★★★★★★★★★4.6 · 1,106 reviews · 11.5 hours · from $108

Explore Val d’Orcia from Florence with Montalcino, Pienza, Montepulciano, Brunello, Vino Nobile, and Pecorino tastings.

“The tour guide was very well informed, and shared interesting information throughout the day. Overall very impressed with Roberto and the driver.”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - First winery: food, conversation, and a generous tasting
San Gimignano Day Trips, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

9.Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

★★★★★★★★★★5.0 · 1,007 reviews · 7 hours (approx.) · from $229

Taste eight Tuscan wines at two wineries, sample olive oil and balsamic, and explore San Gimignano on a full-day trip from Florence.

“We had the best time on this tour. Our guide Giovanni was very knowledgeable about the wine and provided us with great history of Tuscany and the wines made here. All the wines we tasted were great.”

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From Florence: Tuscany Highlights Full-Day Tour - Leaving Florence for Siena
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From Florence: Tuscany Highlights Full-Day Tour

10.Tuscany Highlights Full-Day Tour

★★★★★★★★★★4.6 · 857 reviews · 11.5 - 12 hours · from $46Best value

See Siena, San Gimignano, Pisa, and the Chianti hills in one long day from Florence, with guided walks, Tuscan lunch, and wine tasting.

“This is for visitors who want to cover as much ground as you can. Sight seeing, have a break, that’s it, as it is a packed itinerary. It was a good chance to see as much of Tuscany as a day trip permits.”

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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit - Fiesole, coffee, and Florence from above
Florence Bike Tours, Guided, Private, Self-Guided Tours, Tour Reviews, Tuscany Day Trips

Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

Tuscany Day Trip: Chianti & Cooking Class Small Group - Castellina in Chianti: a quick first taste of the wine country
Chianti Wine Tours, Day Trips from Florence, Tour Reviews, Tuscan Cooking Classes, Tuscany Day Trips, Workshops

Tuscany Day Trip: Chianti & Cooking Class Small Group

12.Tuscany Day Trip: Chianti & Cooking Class Small Group

★★★★★★★★★★4.5 · 770 reviews · 11 hours 30 minutes (approx.) · from $167

Explore Tuscany from Florence with medieval villages, a hands-on cooking class, Tuscan lunch, wine tastings, and free time.

“This was an incredible experience for my husband and me. Marco was very nice, knowledgeable, upbeat, fun and friendly. What’s great about it is you visit these different areas and you are on your own for a good amount of time (1-2 hours) which is REALLY nice to just explore. Things to keep in mind: Be on time, it’s a LONG day (that is very clear given the duration stated on the tour when booking it), must wear your most comfortable shoes, be prepared to walk on very steep areas to fully explore the city given the allotted time, be cognizant of weather/climate since it will vary from city to…”

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From Florence: Tuscan Countryside Vespa Tour with Tastings - The first views: Florence from the riverside road
Motorbike & Scooter Rentals, Scooter Rentals, Tour Reviews, Tours, Tuscany Day Trips, Vespa Tours

From Florence: Tuscan Countryside Vespa Tour with Tastings

13.Tuscan Countryside Vespa Tour with Tastings

★★★★★★★★★★4.9 · 701 reviews · 5 hours · from $176

Ride a vintage Vespa from Florence into the Tuscan hills for castle views, olive groves, prosciutto, cheese, and Chianti.

“Excellent tour in Florence!! This is meant for experienced motor bikers, but everyone was accommodated for alternative options (Co-riding other Vespa drivers or driving a new 2 seater EV Fiat) Fabio and Alex were amazing. Proving us an entertaining tour, they truly care about your safety. The dining and drinking experience was spectacular. Thank you so much!!!”

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Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting - Pisa and the Piazza dei Miracoli
Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips, Wine Tours

Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting

14.Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting

★★★★★★★★★★4.5 · 653 reviews · 11 hours 30 minutes (approx.) · from $53

Review of a full-day Tuscany tour from Florence to Pisa, San Gimignano, Siena, and a Chianti winery, with practical tips on time and value.

“The trip was a great way to see other parts of Tuscany. Pros: -Great guide in Siena (Chiara) -Comfortable air conditioned bus -Some audio commentary in bus, not a lot but nice to learn -Lunch and wine tasting was good (requested vegetarian, pasta not extraordinary but was decent and rest was quite good) -Guide was attentive and helpful when we asked questions Cons: -Bus parked far from stops so lots of walking, and sometimes uphill, and guide walked quite fast -Not a fault of the tour company, but it was very hot and with all the walking the day was very tiring. We were on this trip in August, so…”

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From Florence: Small-Group Tuscany Wine & Oil Tour with typical Tuscan Meal - Wine tasting in the Chianti Classico country
Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

From Florence: Small-Group Tuscany Wine & Oil Tour with typical Tuscan Meal

15.Small-Group Tuscany Wine & Oil Tour with typical Tuscan Meal

★★★★★★★★★★4.5 · 638 reviews · 7 hours (approx.) · from $96

Taste Chianti wines, Tuscan olive oil, and a three-course lunch on a guided day trip from Florence through the Tuscan countryside.

“We had a unique olive oil tasting experience seeing how it was made and sipped on some lovely super Tuscans and Sangiovese wines! The tour guide Chiara was lovely, knowledgeable and fun! I’d highly recommend this tour”

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