Day trips out of Florence, sized up: Siena, San Gimignano, Pisa and the Chianti hills in various combinations. The classic four-stop day runs about twelve hours, which is a lot of van. Lunch inclusions vary wildly, so read the fine print before you pick.
Step into the past with a Tuscany day trip from Florence, exploring Siena, San Gimignano, Pisa, and more—unveiling Italy's hidden gems and culinary treasures.
Most Popular★ 5.0“We went on this day trip during our honeymoon in October 2025. This excursion was an outstanding experience thanks to our tour guide, Giancarlo. He was engaging, informative, funny, and knowledgeable. Siena, San Gimignano, Pisa, and lunch at the winery were beautiful. It is a…”
★★★★★★★★★★
21,634 reviews11 to 12 hours (approx.)From $114.88by Walkabout Florence Tours
Check Availability →Read my full review →
Discover the wonders of Tuscany in just one day! Explore Pisa, Siena, and San Gimignano with a delicious lunch included. Don't miss out, click now!
★ 4.6“It was a long day, but worth it. it was very well organised, nice lunch, enough time at each stop. The tour operators gave us a great history background of each destination. I would definitely recommend this tour.”
★★★★★★★★★★
9,771 reviews12 - 12.5 hoursFrom $58by My Tour in Italy
Check Availability →Read my full review →
Get ready to uncover the hidden gems of Tuscany on a day trip from Florence to Pisa, Siena, and San Gimignano, where surprises await.
★ 4.6“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.”
★★★★★★★★★★
9,771 reviews12 - 12.5 hoursFrom $58
Check Availability →Read my full review →
Discover the best of Tuscany with a Florence adventure! Explore Pisa, Siena, San Gimignano, and Chianti, and indulge in the beauty of Italy's iconic cities and rolling vineyards.
★ 4.5“It was great. Great way to see amazing cities. Our guide was amazing but I forget her name.”
★★★★★★★★★★
8,393 reviews12 hoursFrom $52by Sightseeing Experience
Check Availability →Read my full review →
Discover the enchanting beauty of Pisa, Siena, and San Gimignano on a day trip filled with delicious food, exquisite wine pairings, and unforgettable memories.
★ 4.5“It is a wonderful tour and the price is reasonable. Make sure you return in time as the bus will leave without you!”
★★★★★★★★★★
6,006 reviews12 hours (approx.)From $78.60by Ciao Florence Tours Srl
Check Availability →Read my full review →
Discover the enchanting beauty of Tuscany in a day trip from Florence. Indulge in a mouthwatering lunch at a Chianti winery. Click now for an unforgettable adventure!
★ 4.8“Without a doubt, it was a great tour. We loved it so much! Alessandro was enthusiastic, charismatic, and much more. He goes above and beyond to deliver us a good time. And Ali on the steering wheel, wow, if he had a nickname, he should…”
★★★★★★★★★★
4,538 reviews12 hoursFrom $112by Walkabout Tours
Check Availability →Read my full review →
Embark on an unforgettable journey through the enchanting landscapes of San Gimignano, Siena, Monteriggioni, and Chianti. Immerse yourself in authentic Italian culture with a delightful lunch and wine tasting. Click now!
★ 4.5“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…”
★★★★★★★★★★
4,432 reviews11 hours (approx.)From $83.27by CAF Tour and Travel
Check Availability →Read my full review →
Savor the stunning sights of Pisa, Siena, and San Gimignano while indulging in Chianti's finest wines—discover what makes this day trip unforgettable.
★ 4.6“This tour is worth every penny, it’s an entire day of visiting beautiful places and making memories. Our guide Sandro is very knowledgeable and friendly”
★★★★★★★★★★
4,354 reviews12 hoursFrom $77by CAF Tour & Travel
Check Availability →Read my full review →
Experience the exquisite flavors of Tuscany on our small group wine tasting tour from Florence. Uncover hidden gems and indulge in the rich heritage of Italian winemaking.
★ 4.9“The tour was fantastic. Jason our guide and Alessio our driver made the whole experience so fun. The two vineyards we visited were beautiful, the guides knowledgeable and the wine was fantastic. It was a good sized group, well-organized and perfect for a four hour…”
★★★★★★★★★★
3,902 reviews4.5 hoursFrom $105by Prestige Rent - Tours in Italy
Check Availability →Read my full review →
Discover the charm of medieval Italy on our San Gimignano, Siena, and Monteriggioni Tour. Immerse yourself in history, culture, and breathtaking landscapes. Book your adventure now!
★ 4.5“Marco was a fantastic guide with relevant and interesting information, while also leaving a good amount of free time to explore by yourself. When we boarded the bus we were offered an optional lunch at the Winery for an additional fee (€20) which most people…”
★★★★★★★★★★
3,762 reviewsFrom $164.26
Check Availability →Read my full review →
Discover the enchanting beauty of Siena, San Gimignano & Monteriggioni on this unforgettable tour from Florence. Experience the magic of Tuscany and book your adventure now!
★ 4.6“Thank you to Pat & Gabriele for a great tour of Tuscany including Siena and San Gimangiano, was an informative & entertaining ride to each town. Recommend for a great day trip, and the inclusion of the wine tasting was fabulous even for a non…”
★★★★★★★★★★
3,218 reviews11 hoursFrom $46by Ciaoflorence Tours & Travel
Check Availability →Read my full review →
Discover the enchanting medieval wonders of Tuscany: Siena, San Gimignano, and Monteriggioni. Uncover hidden gems and immerse yourself in history. Click now for an unforgettable journey!
★ 4.5“The venues are great. The organisation from Gabrielle was spot on he is funny and numerous even when pouring with rain. Felt confident with Ferdi’s driving on narrow roads with a big bus! Great day out.”
★★★★★★★★★★
2,542 reviews10 hours 30 minutes (approx.)From $78.60by Ciao Florence Tours Srl
Check Availability →Read my full review →
Discover the enchanting beauty of Florence and indulge in the flavors of Chianti with a wine tasting lunch. Uncover hidden gems in S. Gimignano and Siena.
★ 4.6“The trip was great! San Gimignano and Siena were both beautiful. Our guide was kind and knowledgeable. The bus ride was SMOOTH and we had plenty of free time the whole day. Plus I had the best gelato I’ve ever tasted in Siena once again!…”
★★★★★★★★★★
2,427 reviewsFrom $89.50by CAF Tour & Travel
Check Availability →Read my full review →
Immerse yourself in the enchanting landscapes of Tuscany, where each town holds a secret worth discovering - are you ready to unlock their mysteries?
★ 5.0“He was absolutely AMAZING! During our transport, he shared fascinating historical information and gave us fantastic recommendations for each city we visited. We loved his uplifting, high-energy personality—he was such a sweetheart to be around! And the wine… truly the best part! I would highly…”
★★★★★★★★★★
2,283 reviews12 hours (approx.)From $78.60by CAF Tour and Travel
Check Availability →Read my full review →
Discover the exquisite flavors of Tuscany on our guided wine & food tour. Indulge in the rich history and taste the essence of Italy. Book now!
★ 4.9“This was an awesome day! Our guide Jonathan was fantastic. He had a lot of knowledge and also kept the day fun! Our driver Antonio was also awesome :) Overall, I recommend this tour. I will say the wine tasting is about 80% red wines…”
★★★★★★★★★★
1,746 reviews8 hoursFrom $175
Check Availability →Read my full review →