moody sky out over the rolling hills in Tuscany Italy Chianti wine region on a tour from Florence.
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10 of The Best Wine Tours in Tuscany from Florence, Italy

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What’s a trip to Italy without having some amazing ruby red super Tuscan wines from the Tuscany region? Florence is a common stop in many Italian travel itineraries and is the perfect home base to leave on a day or half-day wine tour adventure! Why coordinate transit and specific wineries to go to yourself? Tuscany wine tours are a way to have a relaxing day in the beautiful wine region in central Italy.

Can you take a train from Florence to Tuscany? Technically, yes you could take a train from Florence to Siena for example but there’s no easy way to get to the wineries unless you drive or hire a driver from there. This is an option, although it requires much more planning and logistics. So, I highly recommend taking a wine tour from Florence to Tuscany. It makes it a much more enjoyable experience! You can truly relax while the details and navigation is handled by a local.

There are many different types of wine tours. You may prefer a private wine tour of Tuscany vs. a small group wine tour. Both private wine tours of Tuscany from Florence and wine tours of Tuscany from Florence are included below so keep reading!

Let’s dive into the specifics of some of the best tours to leave the driving to the locals so you can enjoy the amazing Italian wine and have a truly relaxing day!

holding up a glass of red wine with the Tuscany vineyard in the background

Best Wine Tour to Tuscany from Florence

If you don’t want to review all of the details for all of the tours here’s my TOP PICK! (I actually did this tour!)

3 Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group wine tour. The day will start by gathering at a meeting point in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different Chianti wineries. You’ll have a Tuscan lunch at one of the wineries is included in the tour. You will try over 12 different Tuscan wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves. This is one of the best Florence wine tours in Tuscany!

# 10 One Chianti Winery & Day Trip to Siena

Do you want to have a wine tasting tour experience in Tuscany but multiple wineries in one day sounds like too much? This tour is perfect for you! It combines a trip to one Chianti winery, lunch, and a day trip to the gorgeous medieval town of Siena.

Traveling along the Chianti Road in Italy from Florence is sure to be a highlight of your time in Italy. In an air-conditioned van, you will enjoy this PRIVATE tour, wine, and extra virgin olive oil tasting without the hassle of logistics or even dealing with others. This tour is perfect for a honeymoon!

Outdoor patio lunch overlooking a vast vineyward in the Tuscany region of Italy while visiting on a day tour from Florence.

#9 PRIVATE Brunello Wine Tour from Florence

A private wine tour with your very own tour guide to the sought after wine region of Tuscany: Brunello di Montalcino. 

During your tour you will visit three wineries to tour their cellars, learn of their production methods, and of course, taste the delicious wine! Your lunch of local farm fresh specialties at one of the wineries is included in your experience. The food will be paired with your wine for an all encompassing but unforgettable experience.

#8 PRIVATE Siena & Chianti Classico Experience

A very in depth tour of Tuscany. This private tour has many stops in the Chianti Classico region of Italy.

Keep in mind, this tour does offer lunch to be arranged and a wine tasting that is an additional price to the actual tour so plan accordingly! This tour is more focused on other sights and learning the history of the region.

This is a great tour to take in some historical sights and wineries. The best of what Tuscany has to offer!

Holding up a glass of red wine on a patio at a large vineyard in Tuscany drinking a Chianti wine on a day tour from Florence.

#7 PRIVATE Day Tour from Florence to The Chianti Region

If you want a VIP experience of a private tour and being picked up and dropped off at your hotel this is an excellent option. Although, only visiting two wineries in Chianti it will give you a taste of Tuscany but leave you wanting more.

You’ll also explore San Gimignano a beautiful medieval town in the rolling countryside of Tuscany.

This tour is more laid back if that’s what you’re looking for. A little more exploration and self paced day while also getting to see the Tuscan countryside and taste some delicious wine!

#6 Chianti Wine Tour, Siena Underground & San Gimignano

Don’t just focus on red wine! In this small group tour with multiple stops, you’ll get to sample white wine as well as the well known red wine, Chianti.

This tour starts and ends in central Florence while visiting San Gimignano, Siena (including the medieval caves!), and touring a vineyard, and cellar as well as a wine tasting paired with local meats and cheeses.

All in all, this tour is a bargain including transportation and a full day of adventures in Tuscany from Florence.

#5 Exclusive Chianti Classico Day Trip from Florence

Tuscany’s Chianti wine region is famous for a reason! Take a day trip from Florence to experience the delicious wine and beautiful scenery.

You’ll learn the different specifications of Chianti wine DOC and visit three family run wine estates. The best part, is you won’t have to drive or set up logistics OR have to research what wineries to go to!

What are you waiting for? This is a fantastic wine tour from Florence for an unforgettable day in Italy.

vineyard in Tuscany Italy

#4 PRIVATE Brunello Full Day

If you’re in for a full-day adventure! (Almost 12 hours) in the stunning Siena region, this tour is perfect. Brunello is a full bodied wine that is denoted with the DOCG classification. Meaning, this wine is truly a VIP experience!

This wine region is one of the most prestigious in Italy so you won’t go wrong with this wine tour from Florence. Brunello is only produced in the hilly vineyards surrounding the town of Montalcino.

After being picked up outside of your accommodation in Florence, you will visit three boutique Brunello wineries with tastings, and have a leisurely lunch with a certified sommelier accompanying you the entire day. 

#3 Chianti Classico Tour

This small group Chianti Classico tour is the perfect wine tour from Florence. You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. Special stops for photo ops along the journey as well! You’ll also enjoy a delicious two-course lunch as well! The day will start with meeting your group and guide mid-morning in Central Florence.

This tour is a must-do while spending time in Florence!

villas in tuscany italy with the rolling hills in the background

#2 Full day Castles & Wine Tastings

You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. A delicious two-course lunch is included as well! The day will start with meeting your group and guide in Central Florence.

During the course of your small group tour, you will experience two historic wineries in the Chianti region with cellar and grounds tours, and a delicious lunch, all while exploring beautiful castles that will make for the perfect Insta photo!

What are you waiting for? This is the perfect tour to add to your Italy Itinerary while staying in Florence.

#1 Three Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. The day will start by meeting in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different wineries. Lunch at one of the wineries is included in the tour. You will try over 12 different wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves.

In addition, if you want to explore Tuscany but are not as into wine this Full Day Private tour is perfect!

gorgeous blue skies with fluffy clouds in Tuscany Italy looking out over the vines at a vineyard.

PRIVATE Full Day Tour

You’ll visit THREE medieval cities all in the comfort of a small van. The day will start with you being picked up from your hotel (airport and train station pick-up up not available.) Plan the day you’re doing this tour accordingly!

This tour is a full day seeing the highlights of Tuscany. You’ll visit the cities of Siena, San Gimignano, and Monteriggioni. Getting to these beautiful countryside gems can be difficult without a car! Especially if you want to enjoy the wine, this door-to-door service is a perfect way to maximize your day.

A private guide and driver will whisk you all over Tuscany all while being offered cold water and WiFi during the journey. Once you’re in the heart of Tuscany, local guides will greet you but you will have free time to wander as well.

Final Thoughts: Wine tours in Tuscany from Florence

You won’t regret having a relaxing day in Tuscany being whisked from vineyard to vineyard and having door-to-door service from your hotel or a central location in Florence. 

After spending 15 days in Italy it was one of my favorite days because I wasn’t worried about the logistics, planning the day, and getting there myself. Literally, it was a just show-up type of scenario which is much needed on vacation at times. (Even for the Type A chronic over planner like me!)

So what are you waiting for? Book a wine tour in Tuscany from Florence today!

Additional Italy Planning Resources:

Italian Craft Beer Guide

Italy Travel Tips

Guide to Visiting Pompeii, Italy

15 day Italy Itinerary

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