FLORENCE · TUSCANY
The Florence classics, in order.
The 15 best tuscany wine tasting tours in Florence, gathered in one place. What each one actually covers, what it costs, and who you book it through.
Half-day Chianti wine tour from Florence with two winery visits, tastings of Chianti and pairings, plus vineyard views and easy coach transport.
Most Popular“Great experience! Our guide Constantino and driver Ricardo were both fantastic. Both wineries were a good experience and had delicious wines”
Small-group Chianti Classico tour from Florence with two wineries, 3+3 wine tastings, olive oil, Tuscan bites, and free Wi‑Fi.
“I went on this tour with my adult daughter and we were so pleased. First of all, Matteo was fantastic, crafting an awesome experience. We visited two wineries, both filled with history and beauty-- and fantastic wines. We were so captivated by some of the wines at the 2nd stop that we ordered six bottles…”
Florence day trip: Siena, San Gimignano & Pisa, plus winery lunch with wine pairing. Coach tour, free time, Wi‑Fi.
“It is a wonderful tour and the price is reasonable.”
Off-road Tuscan wine safaris from Florence with 4WD vineyard drives, guided tastings, olive oil, and farm-to-table meals.
“This was an interesting tour. I've been on many and still learned more about olive oil and wine production.”
Florence Sunset Food and Wine Tour with Prosecco, four Tuscan wines, Negroni making, wine-window stops, and artisan gelato over 3.5 hours.
“Great tour, lots of little places you would never see on your own. Our guide Anto was fantastic, made the tour a lot of fun! Would definitely recommend!”
San Gimignano towers, Chianti winery lunch and wine tasting, and Siena’s Duomo and Campo—an 11-hour coach day from Florence.
“Guide Alejandra was knowledgeable and give us the information in English and Spanish. The three medieval towns were charming and worth visiting as well as the family owned winery and olive oil producers. The Tuscan meal was simple (typical) and good. The family vineyard owners were charming and friendly so we had a lovely time.…”
Florence to Chianti: two organic winery visits, vineyard walks, cellar tastings with local food, plus scenic Via Chiantigiana views.
“The bus trip TO the wineries is a valuable part of the trip! Put your phone away and gaze out the window, imagining the hundreds of years farmers harvested and artists captures the warm sunlight on the rolling hills. The wineries were charming and the tastings expertly hosted—and yet also very accessible to all wine…”
Half-day from Florence to Chianti Classico: two winery cellar tours, 6 wine and olive oil tastings with Tuscan snacks, small group.
“This was a great relaxing evening. This is a nice tour for when you need a break from the museums and running to different spots. Although more insight into the wine making process would have been great, we knew what we signed up for. The wine was delicious, but we took away a new appreciation…”
Florence day trip to San Gimignano, Siena and Chianti: UNESCO towns, optional cathedral visit, and lunch with a three-wine tasting.
“We had ample time in each location, as well as recommendations from the guide on what to do. The wine tasting & lunch were fantastic, would highly highly recommend, both delicious and engaging! Illaria was an excellent guide!”
Half-day Chianti wine escape from Florence with two winery stops, vineyard walks, cellar visits, and tastings on the Chianti Road.
“Lorenza was wonderful guiding us through the Chianti region! I really enjoyed it all. Highly recommend”
Cycle through Chianti hills from Florence, stop for photos, then taste Chianti wine and olive oil at a medieval castle with lunch.
“This tour was an amazing experience in the Tuscan country side. Angus did a great job leading us through the country side on bikes. He stopped at several points for photo opportunities and share info about the area. The wine tasting and lunch at the castle was a perfect end to the morning. The biking…”
Val d’Orcia day trip from Florence: Brunello + Vino Nobile tastings, pecorino, and Montalcino, Pienza, Montepulciano.
“The guide, Jacob, was excellent, as was the driver. The bus was comfortable and it was just the right size group!! Not too big!! Definitely worth the price to visit the 3 towns and have some wine!!!”
Half-day Chianti tour from Florence: visit 2 organic wineries with tastings, scenic hills, and local food like pecorino and olive oil.
“The tour was very good. We were satisfied. It was a lovely experience.”
Florence Chianti road day trip with tastings at 2 wineries, Vernaccia near San Gimignano, plus 1.5 hours to wander towers and medieval streets.
“Amazing experience and great guide. Beautiful country side and plenty of wine to drink. The medieval town is also a cool place!”
Chianti wineries plus a guided San Gimignano visit, Tuscan lunch, wine tastings, and Florence’s Piazzale Michelangelo viewpoint from one easy day trip.
“What an AMAZING experience! This was so intimate and lovely, each winery was amazing and the break to San Gimignano was perfect. We had so much fun and for the price…unbeatable!!! Would recommend this 100x over!!”
The galleries, the Duomo, the Tuscan hills, and every way to walk into them.
