Celebrate Valentine's Day in Tuscany (Updated 2026)

Tuscany, Italy
Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour. …More

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour....

8 hours Free Cancellation
5.0 (4)
from
$223
Wine Tour Bolgheri Half Day Shore Excursion from Livorno Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Livorno to the countryside of Bolgheri. Your English-speaking driver/guide will take you from …More

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Livorno to the countryside of Bolgheri. Your English-speaking driver/guide will take you from...

9 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$849
Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered
5.0 (2)
from
$271
Wine Tour Bolgheri Half day Shore Excursion from Piombino Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from …More

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from...

6 hours Free Cancellation
5.0 (3)
from
$851
Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its …More

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$277
Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes …More

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes...

10 hours Hotel pickup offered
5.0 (3)
from
$271
Pisa, Lucca & Cheese Farm with wine tasting Private Tour

Discover the Tuscan Countryside, two famous towns and cheeses heritage of the region. You will visit Pisa, an ancient maritime city, is an unmissable destination …More

Discover the Tuscan Countryside, two famous towns and cheeses heritage of the region. You will visit Pisa, an ancient maritime city, is an unmissable destination...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$395
Private E-bike Tour in Chianti from Florence

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$298
Private Classic Wine Tour in Chianti from Florence

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make …More

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make...

7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$298
Make your bland bottle and cork Your wine in center of Florence

This is the only wine workshop in Florence where you can create your personal blend. A small group that allows you to be pampered with …More

This is the only wine workshop in Florence where you can create your personal blend. A small group that allows you to be pampered with...

1 hour 45 minutes
5.0 (3)
from
$147
Private San Gimignano Wine Tour from Livorno Port

Indulge yourself with a pleasant trip to the medieval cities of San Gimignano and Volterra. Admire the Tuscan countryside and take lovely pictures of the gently …More

Indulge yourself with a pleasant trip to the medieval cities of San Gimignano and Volterra. Admire the Tuscan countryside and take lovely pictures of the gently...

9 hours
5.0 (4)
from
$970
Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$334
Wine lovers experience in Montepulciano: full day

Certo, ecco la traduzione in inglese: This tour is designed for true wine lovers who wish to discover Montepulciano through its wines and wineries, enjoying …More

Certo, ecco la traduzione in inglese: This tour is designed for true wine lovers who wish to discover Montepulciano through its wines and wineries, enjoying...

6 hours Free Cancellation
4.4 (5)
from
$395
Private Wine & Evo Oil Tasting with Saffron Meal

This is more than just a meal—it’s a journey into the heart of Tuscany, celebrating one of San Gimignano’s most treasured ingredients: saffron. Set on …More

This is more than just a meal—it’s a journey into the heart of Tuscany, celebrating one of San Gimignano’s most treasured ingredients: saffron. Set on...

1 hour 30 minutes Free Cancellation
5.0 (2)
from
$85
San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the …More

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the...

9 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$226
3-Hour Private Food and Wine Experience in Montalcino

Guests will be immersed in the countryside of the southern area of Montalcino and will enter the atmosphere of Molino di Sant'Antimo and the tradition …More

Guests will be immersed in the countryside of the southern area of Montalcino and will enter the atmosphere of Molino di Sant'Antimo and the tradition...

3 hours
5.0 (3)
from
$135
Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small …More

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small...

6 hours Free Cancellation
5.0 (3)
from
$214
Private Wine Safari! Off-Road, Lunch in Winery in Tuscany!

Release your inner WHINO and join us for a wine safari in the heart of Tuscany! On our tour, you will indulge your senses with …More

Release your inner WHINO and join us for a wine safari in the heart of Tuscany! On our tour, you will indulge your senses with...

5 hours Free Cancellation
5.0 (3)
from
$224
Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you …More

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you...

8 to 9 hours
5.0 (3)
from
$355
Private wine & Evo Oils Tasting with Vegetarian Meal

Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods …More

Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods...

90 to 120 minutes Free Cancellation
5.0 (2)
from
$77
Semi-Private Chianti Wine Tour with Dinner in Tuscany Vineyard

Small-group tour limited to 25 travel companions. Enjoy the Tuscan flavors and natural beauty of the Chianti region. Escape from the city chaos and immerse …More

Small-group tour limited to 25 travel companions. Enjoy the Tuscan flavors and natural beauty of the Chianti region. Escape from the city chaos and immerse...

6 hours 30 minutes Free Cancellation
5.0 (3)
from
$202
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