Italy’s Tuscany region is famous for its breathtaking countryside, incredible rolling hills, endless vineyards and wineries. So, if you’re staying in Florence, what better way to experience the area’s culture than going on a wine tour? With all the options out there, it can be challenging to determine which tours are best. But we’ve researched and compiled a list of the best wine tours in Florence.

So, no matter how many people are in your group, how long of a tour you want to go on, or what time of day you want to take in the beauty of Tuscany, you’ll find the perfect Florence wine tour for you in this list. And remember, regardless of what you’ll do, book great accommodation to complement your trip. For a true taste of Italy, we recommend renting a Tuscan villa.

Without any further adieu, let’s get right into it and look at the best wine tours for you to choose from while on your Tuscan adventure.

Tuscany in One Day with Lunch and Wine

An aerial view of Tuscany

Tuscany is one of the — if not the — most breathtaking regions in all of Italy. And as the capital of Tuscany, Florence is right in the middle of it all. So if you’re staying in Florence and want to go on an amazing adventure with a bit of wine tasting, consider going on the Tuscany in One Day Tour for sightseeing and wine drinking.

This one-day tour will take you from Florence on a guided tour through Siena before giving you free time to explore Siena, San Gimignano, and Pisa on your own. Then head to Chianti for a delicious lunch and to start your wine-tasting afternoon. A perfect Tuscan day.

Private Chianti Wine Tour with Lunch

Wine on a barrel and a sunset view at chianti tuscany

If you prefer more privacy and intimacy during your wine tour, consider going on the Private Chianti Wine Tour with Lunch. Leaving Florence, this tour takes you to the famous Chianti wine region with round-trip transportation.

During this tour, you’ll enjoy everything that a Tuscan wine tour has to offer. An authentic Tuscan lunch with your wine and a tour guide to explain the entire winemaking process in the Chianti region. 

Small-Group Tuscany Wine and Oil Tour

Tuscany Wine and Oil Tour
image by Viator

If you’ve got a bit bigger group than just you and that special someone, then the Small-Group Tuscany Wine and Oil Tour is perfect for you and your companions. This wine tour has a maximum capacity of 16 people, so it’s great for family trips or as an intimate Tuscan wine tour with friends.

You’ll head to Chianti from Florence, where you’ll visit two wineries and sample at least six wines. Then you’ll enjoy an authentic Italian lunch made from food from Tuscany before heading to one last stop in a small Italian village before returning to Florence.

Taste of Chianti Wine Tour

close up of Chianti wine bottles

If you want more time in the Chianti region than the aforementioned private tour, consider taking the full-day Taste of Chianti tour and experience the like never before. Leaving Florence, you’ll head out to the Tuscan countryside in a 4×4 off-road vehicle and begin your journey.

Once you reach Chianti, your guide will stop at a wine estate, a historic villa, and a wine cellar with all kinds of Chianti Classico. Sample cheese and wine at all the stops before finishing with a delicious three-course meal in the Chianti countryside.

Tuscany Vespa Tour

Tuscany Vespa Tour, Italy
image by Viator

For an even more thrilling experience, and to be part of the Italian culture as much as possible, consider taking the Tuscany Vespa Tour from Florence! This tour will put you in the driver seat of your very own Vespa scooter as you drive around Tuscany and make your way to the famous Chianti wine region.

Along the way, you’ll have the wind blowing through your hair as you pass by many vineyards, olive groves, and the breathtaking hills of Tuscany. Once you get to Chianti, you’ll be able to tour a farm and vineyard where you’ll be served an authentic Tuscan lunch and start tasting some amazing wine.

Fiat 500 Tour and Wine Experience from Florence

hills with vineyards and cypress

If you like the idea of driving an authentic Italian vehicle as part of your tour, but you aren’t too keen on the idea of a Vespa, then the Self-Drive Fiat 500 Tour from Florence is for you! As the name implies, this wine tour from Florence puts you behind the wheel of your own Fiat 500 as you explore Tuscany.

This tour’s focus is on the fantastic wines of Tuscany, and you will not be disappointed! You’ll visit a 15th-century vineyard and go for a tour around the grounds while sampling a multitude of wines produced at the very vineyard you’re touring.

Siena and Chianti Sunset Wine Tour

Italy's Siena and Chianti Sunset Wine Tour
image by Vaitor

The perfect way to finish off a day in Tuscany is by going on an evening wine tour from Florence to see the Tuscan sunset and try some fantastic wine. And no evening wine tours in the region are better than the Sunset Siena and Chianti Wine Tour.

You’ll leave Florence with your tour group and head to Siena in the early evening to explore the city and watch the sunset over the Tuscan countryside while sampling wine. From Siena, you’ll make your way to Chianti to enjoy a four-course meal and try some more amazing wine!

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