FLORENCE · ITALY
The best of Florence and Tuscany.
The 15 most popular chianti wine tours in Florence. The ones worth booking ahead for, with what each costs, how long it runs and who operates it.
A full-day coach tour from Florence covering Siena, San Gimignano, Pisa, and Chianti winery lunch with wine tasting options.
Most Popular“Great tour guide and it was a great way to see multiple sites in one day. We loved lunch at the vineyard!”
One day Tuscany hit list: Pisa’s tower, San Gimignano medieval streets, Chianti wine lunch, and guided Siena from Florence.
“The trip was well organized and the guide was excellent in her duty. The trip was worth the money”
Half-day Chianti Hills winery tour from Florence: visit 2 authentic cantinas, taste up to 7 wines, plus olive oil, cheese, salami.
“Really nice half-day tour to some local wineries in the Chianti area! Would recommend if you don’t have a ton of time in Florence, but still want to tour local wineries!”
Small-group Chianti wine tasting from Florence with two winery visits, vineyard tours, olive oil tastings, and local cured meats.
“This day was amazing. We did the half day tour and we couldn’t speak more highly of our experience!!”
Florence day trip to Siena, San Gimignano, and Pisa with a Tuscan winery lunch and optional wine pairing, plus guided city highlights.
“You get a great overview of many places in a single day. There is not a lot of time for in depth sightseeing but you get to many places. They pull it off flawlessly.”
Small-group 4x4 wine safari from Florence with off-road vineyard access, guided tastings, and a Tuscan lunch or dinner.
“This was a fun experience. Tony was a great guide and gave us enough information but not too much. I would recommend for anyone looking for a nice way to spend an evening.”
Florence sunset food and wine tour with a Prosecco toast, 4 Tuscan wines, a Negroni lesson at wine windows, and artisan gelato.
“I’ve now done this tour twice and both times were unforgettable. If you’re a food lover or just want to learn more about the Tuscan culinary culture, this tour is a must do. From start to finish the tour, struck the perfect balance between delicious food, drinks, local history and authentic Florentine atmosphere. What I…”
A full-day Tuscany trip from Florence with guided Siena, free time in San Gimignano, Pisa highlights, and optional Chianti lunch and wine tasting.
“Sara was informational and warm. Our guide in Sienna was helpful to understanding the local art and history. Enjoyed the friendly rivalry between Florence and Sienna. While we felt hurried, each stop was just the right amount of time. Each site felt like a day unto itself.”
Florence day trip to San Gimignano, Monteriggioni, Siena and Chianti, with lunch and a guided wine tasting.
“Excellent tour guide (Ricardo) and driver, Alessandro. It was a long day for sure but worth the ride!”
Guided day trip from Florence to Pisa, San Gimignano, Chianti, and Siena, with optional lunch and wine pairing on an organized coach.
“Federico and Fernando did awesome job taking care of the group!”
Coach tour from Florence to two Chianti wineries on the Via Chiantigiana. Tastings, local foods, and views on English tours.
“Way to see the wine country! I’m driving through the terrorist landscape filled with cypress trees and villas was breathtaking! There are miles and miles and miles off vineyards. Our tour guide was versed in several languages, so everyone could understand her words. She was extremely knowledgeable! Thank you for the amazing time!”
Small-group Chianti Classico wine and olive-oil tastings from Florence. Visit two estates, sample six wines, enjoy local pairings.
“This tour was incredible from start to finish! The scenery was breathtaking. The wine tasting was fantastic, with a great selection of local wines that were both delicious and unique. Our guide was friendly, knowledgeable, and made the whole experience even more enjoyable with interesting stories and insights about the region. Everything was perfectly organized…”
Full-day Tuscany trip from Florence: UNESCO Siena and San Gimignano, medieval Monteriggioni, plus Chianti tastings and snacks. From $78.60.
“A well organised, enjoyable but long day trip. We left the meeting point at about 8.50 and arrived back 19.40 due to traffic. Montereggioni was very small but great to be able to look around and grab a coffee. We only had 45min there so would've loved to have longer, but still didn't feel rushed.…”
Florence to San Gimignano and Siena with Chianti lunch plus wine tasting, optional Siena Cathedral tickets, and UNESCO stops by air-conditioned bus.
“Great just the rain didn’t help, but the guide lady was awesome”
Chianti wine country from Florence: cellar tours, 7 wine tastings, olive oil and balsamic samples, plus free time in Monteriggioni.
“It was fun. The places were beautiful. Everyone treated us and our baby well!”
From the Uffizi to the hills of Chianti, and every way to spend the days in between.
