Exclusive Private Tuscany Wine Tour & Food Pairing Session

4.9

Reviews

Recommended by 97% travellers

97% of guests rated this experience 4 stars or higher

4.9 (72)

Recommended by 97% travellers

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4.9

Reviews

Recommended by 97% travellers

97% of guests rated this experience 4 stars or higher

4.9 (72)

Recommended by 97% travellers

Earliest Date Available: September 24, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Earliest Date Available: September 24, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Location

Florence

Duration

8 hours

Group size

Max 8 guests

Language

English, Italian

Location

Florence

Duration

8 hours

Group size

Max 8 guests

Language

English, Italian

Why travelers loved this

4.9

•72 reviews

US$563.69 per guest

Guest

Adult x2

Date

Add dates

Select Options

Earliest Date Available: September 24, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Earliest Date Available: September 24, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Description

Good to Know

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 sommelier aiming to let you enjoy high quality wines in a non-commercial setting. Each winery has a unique character in its location, views, undergrounds. Usually your hosts are the winery’s owners sharing their lives and winemaking skills. Wine pours are generous and they usually include Supertuscan wines. Tastings include extra virgin olive oil, and if locally made also balsamic. Lunch is based on food & wine pairing session at one winery. You’ll be escorted by a professional and yet friendly driver-guide, specialized in wine-making (ranging from Level 1 to Level 3 Sommelier), English speaking and knowledgeable about the history of the area. All vehicles are prestigious minivans with all comforts. No food and alcoholic drinks are allowed in the vehicles during the drive. We highly recommend to have breakfast before the tour!

Public transportation options are available nearby
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Dress code is smart casual
Please advise any specific dietary requirements at time of booking
Vegetarian and vegan options available, please advise in the notes at time of booking
Minimum drinking age is 18 years
Food and Alcohol are not allowed inside the vehicles
Breakfast before the tour pick up is highly recommended
Possibility to buy wines directly from the wineries

Hotel pickup and drop-off

All taxes, fees and handling charges

Wine tasting Fees at all the three selected wineries

Driver/guide

Full lunch at one winery for food and wine pairing

Transport by air-conditioned minivan

Gratuities

Breakfast

Pass by

Florence

Drive through the historical downtown

Pass by

Strada Statale 222 Chiantigiana

Scenic drives throught the most beautiful roads with stunning views

Pass by

Castellina In Chianti

Time permitting a stop can be included

Pass by

Radda in Chianti

Enjoy the steep vineyards and olive grooves

Pickup Point

Select a pickup point

Pickup Details

The pick up is done directly at your front door: hotels (even if not listed here), vacation rentals, B&B, Apartments, villas, train stations. PLEASE ENTER THE NAME/ADDRESS OF YOUR LODGING AT THE MOMENT OF THE BOOKING TO ALLOW US TO PLAN THE PICK UP AT YOUR FRONT DOOR

Free cancellation

Cancel up to 1 day before for a full refund.

No refund within 1 day of the experience or no-shows.

4.9

72 reviews

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72 reviews

247annesJune 2026 • TripAdvisor

The Best of the Best!

This was our 3rd trip with Anna (2019, 2023 and 2026) and as always she delighted us with new wineries to discover! She has wonderful relationships in the area and you know immediately that she is loved by the wine partners. We had 3 wonderful days with her --- she mixes the day with fun along with her in-depth knowledge of wine and the region. She is the best!

Ben_GMay 2026 • Viator

Bravo Maximo!

Our driver Maximo was magnificent, he’ll have you laughing the whole way! Couldn’t recommend him more highly. The tastings themselves were excellent picks, you truly feel immersed in the Tuscan countryside and get one on one time with the winemakers and their families. More cozy, intimate, and down to earth than anything we did in Napa. Just come hungry! (And thirsty)

rwalsh1348November 2025 • TripAdvisor

Unforgettable wine tasting experience

Anna is THE BEST. She’s knowledgeable, personable, funny, prompt and very well connected. Every minute of our time with Anna was an experience. We learned, we laughed, we loved every second. Anna pours he soul into making your experience unforgettable. Oh and did I mention she’s a sommelier so unless we were talking to the winemaker we were finding Anna outmatched all of our wine tour hosts lol! Thank you so much!!!!

elizabethsV771ECJuly 2025 • TripAdvisor

Wonderful wine tour in Tuscany

Our family of four spent a wonderful day with Anna. She picked us up very close to our apartment in Florence in her comfortable van and we visited two small-production wineries, one where we had a private tour of the vineyard and winery and one where we enjoyed an absolutely delicious lunch served by the winery owners. Both served excellent wines typical of the Chianti region, and we are anxiously awaiting our shipment of wines that we ordered from each! After lunch, Anna drove us to San Gimi...read more

Meredith WApril 2025 • TripAdvisor

Wonderful day spent with Anna in Tuscany!

A wonderful day spent with Anna in the Chianti region! We visited several lovely wineries, tasted delicious wine, and ate fabulous food. The scenery was absolutely stunning. Anna is a joy to be around, a fantastic hostess and knowledgeable guide. I would definitely travel with her again!