Celebrate Valentine's Day in Tuscany (Updated 2026)

Tuscany, Italy
Wine tasting in the historical Cantalici winery

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an …More

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an...

50 minutes
4.8 (31)
from
$17
3-hour Tuscan Cooking Class with Wine & Oil Tasting

Unlike standard cooking classes, this hands-on Tuscan experience immerses you in authentic farm-to-table traditions, guided by our family in a rustic countryside setting. You’ll start …More

Unlike standard cooking classes, this hands-on Tuscan experience immerses you in authentic farm-to-table traditions, guided by our family in a rustic countryside setting. You’ll start...

3 hours Free Cancellation
4.8 (39)
from
$218
Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this …More

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this...

45 minutes Free Cancellation
4.8 (21)
from
$48
Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours
4.8 (23)
from
$325
Private 3hour Horse Ride to a Castle, Wine Tasting and local food

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti …More

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti...

7 hours Free Cancellation
5.0 (9)
from
$792
San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine …More

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine...

8 hours Free Cancellation
5.0 (6)
from
$215
Tuscany Organic Wine Tour at a Family-Run Winery

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and …More

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and...

2 to 3 hours Free Cancellation
5.0 (22)
from
$80
Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and …More

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and...

6 to 8 hours Free Cancellation
5.0 (35)
from
$367
From Florence: Half-Day Chianti Wine Tasting & San Gimignano

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in …More

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in...

5 hours Free Cancellation
5.0 (4)
from
$91
Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$677
Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb …More

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb...

5 hours Free Cancellation
5.0 (24)
from
$193
Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast. …More

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast....

6 hours Free Cancellation
5.0 (23)
from
$144
Classic Wine Tasting by Carus Wines

Small family-run winery, certified organic, which produces exclusively from its own grapes with a strong focus on sustainability. We will offer you a private tasting …More

Small family-run winery, certified organic, which produces exclusively from its own grapes with a strong focus on sustainability. We will offer you a private tasting...

2 hours Free Cancellation
5.0 (20)
from
$23
Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for …More

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (23)
from
$328
Private Guided Visit of Florence Santa Maria Novella Basilica and its Officina Profumo Farmaceutica

Uncover the timeless beauty of the Santa Maria Novella Basilica, one of Florence’s most captivating landmarks. Founded by Dominican friars in the early 13th century, …More

Uncover the timeless beauty of the Santa Maria Novella Basilica, one of Florence’s most captivating landmarks. Founded by Dominican friars in the early 13th century,...

1 hour 30 minutes Free Cancellation
4.5 (8)
from
$37
Tour of Chianti for small groups departing from Florence or surroundings

I want to point out that we are all professional licensed drivers, some also licensed tour leaders, able to help you with commentary about visited …More

I want to point out that we are all professional licensed drivers, some also licensed tour leaders, able to help you with commentary about visited...

8 hours Hotel pickup offered
5.0 (32)
from
$795
Florence in a day - Private Tour

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art …More

Florence – the heart and soul of the Italian Renaissance – and home to some of the most breathtaking, mesmerizing and awe-inducing works of art...

5 hours Hotel pickup offered Free Cancellation
5.0 (21)
from
$480
1 hour horseback ride in Valgraziosa Pisa

A few km from Pisa, this experience offers the unique and extraordinary opportunity to enjoy an unforgettable and evocative horseback ride in our wonderful Valgraziosa …More

A few km from Pisa, this experience offers the unique and extraordinary opportunity to enjoy an unforgettable and evocative horseback ride in our wonderful Valgraziosa...

1 hour Hotel pickup offered Free Cancellation
4.8 (21)
from
$46
Hunt for the 10 Treasures of Siena

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no …More

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no...

1 to 4 hours Free Cancellation
5.0 (23)
from
$71
Uffizi Gallery’s Tales Private Tour with timed entry ticket

Would you like to have an easy-going tour full of curiosities? Would you like to “read” paintings by yourself? Would you like a detailed visit …More

Would you like to have an easy-going tour full of curiosities? Would you like to “read” paintings by yourself? Would you like a detailed visit...

2 hours
5.0 (29)
from
$124
Private Photo Shoot in Siena

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional …More

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$358
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