Celebrate Valentine's Day in Tuscany (Updated 2026)

Tuscany, Italy
From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in …More

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in...

8 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$186
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan …More

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan...

8 hours Hotel pickup offered
5.0 (10)
from
$226
Guided tour with wine tasting and local organic products

The guided tour of our winery and facilities is unique for its contents and the architectural richness of our environments, as well as for the …More

The guided tour of our winery and facilities is unique for its contents and the architectural richness of our environments, as well as for the...

2 hours Free Cancellation
5.0 (12)
from
$45
Private Truffle Hunting in Chianti with Truffle Lunch & Wine

A private day in the Chianti countryside, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your accommodation …More

A private day in the Chianti countryside, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your accommodation...

6 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$339
Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic …More

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic...

9 hours
4.9 (10)
from
$1,240
Private Tuscan Cooking Class And Wine Tasting in Radda in Chianti

Enjoy a private and authentic cooking class in a local Radda in Chianti farmhouse with your hosts Giorgia and Luigi. This is a perfect experience …More

Enjoy a private and authentic cooking class in a local Radda in Chianti farmhouse with your hosts Giorgia and Luigi. This is a perfect experience...

3 hours Free Cancellation
5.0 (12)
from
$159
From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at …More

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at...

8 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$181
From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up …More

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up...

8 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$177
From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, …More

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees,...

8 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$271
Private Wine, Evo Oil, Balsamic Vinegar Experience & Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation
4.8 (19)
from
$77
Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different …More

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different...

5 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$192
Private Tuscan Lunch with Wine & Evo oil tasting in the Vineyard

This is more than just a lunch—it’s a journey into Tuscan tradition. Unlike standard wine tastings, this experience connects you to the land, teaching you …More

This is more than just a lunch—it’s a journey into Tuscan tradition. Unlike standard wine tastings, this experience connects you to the land, teaching you...

1 hour 30 minutes Free Cancellation
4.8 (16)
from
$107
Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$220
Lucca - Wine tasting at Tenuta Mareli

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit …More

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit...

1 hour 30 minutes Free Cancellation
5.0 (18)
from
$34
Private Guided Tour of Montepulciano with wine tasting

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city …More

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city...

2 hours Free Cancellation
5.0 (15)
from
$30
Guided tour in San Miniato and wine tasting!

What we propose is a beautiful visit among its famous alleys and buildings, to enjoy this small medieval village that still today smells of history, …More

What we propose is a beautiful visit among its famous alleys and buildings, to enjoy this small medieval village that still today smells of history,...

4 hours Free Cancellation
5.0 (2)
from
$102
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
$90
Private Wine Tasting at Your Villa in Umbria & Tuscany

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly …More

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly...

2 hours Free Cancellation
5.0 (17)
from
$45
Private Chianti Wine Tour

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Greve, the wine capital, is the most important of the …More

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Greve, the wine capital, is the most important of the...

8 hours Free Cancellation
5.0 (16)
from
$677
Wine Tour Experience at Agricola Tamburini

To experience the top of tuscany!!! drinking real taste wines and enjoyng the authenthic atmosphere of a family business!!! …More

To experience the top of tuscany!!! drinking real taste wines and enjoyng the authenthic atmosphere of a family business!!!...

1 to 30 minutes Free Cancellation
5.0 (12)
from
$62
Tuscan Wine Tour in Pisa by van

The only authentic wine tour in Pisa. Visit two real tuscan organic wineries. We are talking about two historical places with two different ways of …More

The only authentic wine tour in Pisa. Visit two real tuscan organic wineries. We are talking about two historical places with two different ways of...

6 hours Free Cancellation
5.0 (7)
from
$179
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