Celebrate Valentine's Day in Tuscany (Updated 2026)

Tuscany, Italy
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$128
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
Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$435
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
Wine and olive oil tasting & farm tour

Colle di Bordocheo is nestled in a beautiful panoramic location on the hills of Segromigno in Monte. We are an organic farm that produce wine, …More

Colle di Bordocheo is nestled in a beautiful panoramic location on the hills of Segromigno in Monte. We are an organic farm that produce wine,...

1 hour Free Cancellation
4.9 (34)
from
$41
Private Guided Tour of Florence Basilicas and Their Cloisters

Embark on a captivating journey through Florence with a private guide. Start at the Basilica di Santa Maria Novella, where you’ll admire its stunning Renaissance …More

Embark on a captivating journey through Florence with a private guide. Start at the Basilica di Santa Maria Novella, where you’ll admire its stunning Renaissance...

3 hours Free Cancellation
4.9 (7)
from
$57
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
Private Photo Shoot in Lucca

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s …More

Explore Lucca with a professional photographer who can help you make the most of your time in the city. After a short consultation, visit Lucca’s...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$46
Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best …More

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best...

4 to 8 hours Free Cancellation
4.8 (20)
from
$75
Wine & Cheese Experience

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti. …More

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti....

1 hour 30 minutes Free Cancellation
5.0 (3)
from
$68
Horseback ride and gourmet cuisine in a historic food shop

No previous riding experience is required. Transferred from Florence to the Chianti region the guests will experience a romantic day on the most famous Tuscan …More

No previous riding experience is required. Transferred from Florence to the Chianti region the guests will experience a romantic day on the most famous Tuscan...

4 hours Free Cancellation
5.0 (9)
from
$308
Private tour from Florence to CORTONA & MONTEPULCIANO

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of …More

Set out on an exclusive private tour across the rolling Tuscan countryside, where golden fields, olive groves, and cypress-lined roads lead you to two of...

8 hours Hotel pickup offered Free Cancellation
5.0 (19)
from
$176
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