Celebrate Valentine's Day in Tuscany (Updated 2026)

Tuscany, Italy
Umbria like a local: Private Wine Tasting & Dining Experience

This isn’t your average wine tour—it’s a relaxed, hyper-local adventure around one of Umbria’s hidden gems: Lake Trasimeno. What sets us apart is the mix …More

This isn’t your average wine tour—it’s a relaxed, hyper-local adventure around one of Umbria’s hidden gems: Lake Trasimeno. What sets us apart is the mix...

9 hours
5.0 (7)
from
$793
Pisa Private Tour with Cooking Class from Livorno Port

An exclusive experience with private driver, combining art, history and delicious Italian cuisine. Private Transfer: Departure and return on time from the Port of Livorno …More

An exclusive experience with private driver, combining art, history and delicious Italian cuisine. Private Transfer: Departure and return on time from the Port of Livorno...

8 hours Free Cancellation
5.0 (2)
from
$1,112
Florence: Chianti Wine Tour & San Gimignano with 2 Wineries

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and …More

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and...

5 hours 40 minutes Free Cancellation
5.0 (1)
from
$56
Horseback Riding Through the Tuscan Hills of Castagneto Carducci

Discover the authentic charm of the Tuscan countryside with a relaxing horseback ride in Castagneto Carducci. What makes this experience truly special is the chance …More

Discover the authentic charm of the Tuscan countryside with a relaxing horseback ride in Castagneto Carducci. What makes this experience truly special is the chance...

1 hour Free Cancellation
3.7 (3)
from
$55
Florence: Chianti Classico Private WineTour & Tasting at Gagliole

Most wine tours take you to a winery. This one takes you inside a family. At Gagliole, you will be welcomed personally by the Baer …More

Most wine tours take you to a winery. This one takes you inside a family. At Gagliole, you will be welcomed personally by the Baer...

1 hour 30 minutes Free Cancellation
4.8 (5)
from
$63
Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in …More

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in...

6 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$443
Scenic Tuscan Horseback Ride with Aperitif near Florence

Enjoy a relaxing horseback ride through the stunning Tuscan countryside, just minutes from Florence. Led by experienced equestrian guides and surrounded by nature, this gentle …More

Enjoy a relaxing horseback ride through the stunning Tuscan countryside, just minutes from Florence. Led by experienced equestrian guides and surrounded by nature, this gentle...

1 hour Free Cancellation
4.2 (5)
from
$65
Florence Small-Group Walking Tour: History, Art & Hidden Gems

Discover Florence through an authentic local experience led by a passionate guide who lives in the city. Explore its main landmarks while hearing fascinating historical …More

Discover Florence through an authentic local experience led by a passionate guide who lives in the city. Explore its main landmarks while hearing fascinating historical...

1 hour 30 minutes Free Cancellation
5.0 (7)
from
$43
San Gimignano Walking Tour with Audioguide on Your Smartphone

We serves as a convenient mobile companion for exploring the ancient town of San Gimignano. This tour is specifically designed to help you discover the …More

We serves as a convenient mobile companion for exploring the ancient town of San Gimignano. This tour is specifically designed to help you discover the...

1 hour Free Cancellation
4.5 (10)
from
$11
Florence at Your Feet : A Tour of Its Historic Jewels

Discover Florence like never before on a vibrant tour ✨ through its historic heart, from Piazza San Lorenzo to the charming Ponte Vecchio. We start …More

Discover Florence like never before on a vibrant tour ✨ through its historic heart, from Piazza San Lorenzo to the charming Ponte Vecchio. We start...

2 hours Free Cancellation
4.0 (4)
from
$3
Private Tuscany Day Trip Siena San Gimignano and Pisa

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its …More

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its...

9 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$342
Montecatini Alto: Cook & Taste Experience

Your experience begins with a welcome drink and a meeting with the Chef, who will guide you through the stories and secrets behind two icons …More

Your experience begins with a welcome drink and a meeting with the Chef, who will guide you through the stories and secrets behind two icons...

3 hours 15 minutes Free Cancellation
4.6 (11)
from
$136
Tuscany Wine Tastings with Panoramic View - Florence to Chianti

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting! …More

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting!...

5 hours Free Cancellation
4.7 (14)
from
$79
Bocelli Backstage And Wine Day Tour from Florence

This is a very special day for fans of Maestro Bocelli! You have the chance to sing where Maestro Bocelli did and to immerse yourself …More

This is a very special day for fans of Maestro Bocelli! You have the chance to sing where Maestro Bocelli did and to immerse yourself...

9 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$685
Garden Tour and Authentic Italian Pasta Making Class in Tuscany

This Tuscany cooking class is ideal for anyone looking to dive into Italian culture, learn new cooking skills, and spend time with welcoming locals in …More

This Tuscany cooking class is ideal for anyone looking to dive into Italian culture, learn new cooking skills, and spend time with welcoming locals in...

3 hours Free Cancellation
5.0 (3)
from
$135
Women of Florence Walking Tour with City Highlights and Medici Chapel

The history we hear of is often dominated by men, and this can also be said for the history of Florence and the influential Medici …More

The history we hear of is often dominated by men, and this can also be said for the history of Florence and the influential Medici...

1 to 2 hours Free Cancellation
5.0 (3)
from
$136
Florence Private Tour of Academy Gallery & Michelangelo's David with Local Guide

Join us on this 2-hour private tour of Florence’s Accademia Gallery. In the company of a local, expert guide you will see Michelangelo’s magnificent statue …More

Join us on this 2-hour private tour of Florence’s Accademia Gallery. In the company of a local, expert guide you will see Michelangelo’s magnificent statue...

2 hours Hotel pickup offered
5.0 (1)
from
$108
The pearls in the gulf of poets: Cinque Terre private tour

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing …More

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing...

10 hours Hotel pickup offered Free Cancellation
3.4 (9)
from
$167
Michelangelo's David & Florence Academy Guided Tour

You will meet your guide at your hotel and enjoy a wonderful, private tour of the Accademia Gallery. The guide is an Art Historian and …More

You will meet your guide at your hotel and enjoy a wonderful, private tour of the Accademia Gallery. The guide is an Art Historian and...

2 hours Hotel pickup offered
4.7 (3)
from
$108
Private City Walking Tour in Florence

TOUR HIGHLIGHTS • Visit the stunning Santa Maria del Fiore Cathedral • See the Signoria Square with its replica of the Michelangelo’s David • Walk …More

TOUR HIGHLIGHTS • Visit the stunning Santa Maria del Fiore Cathedral • See the Signoria Square with its replica of the Michelangelo’s David • Walk...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$127
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