The BEST Wine Tours to Tuscany
Book day trips and tours into Italy's most scenic region!
Tuscany is full of incredible places—Florence, Siena, Lucca, San Gimignano—but without expert guidance, it's easy to miss the true essence of this enchanting region. Securing transportation, coordinating visits, and navigating unfamiliar routes can quickly turn a dream trip into a nightmare. Let us handle the logistics while you experience the best of Tuscany—from charming towns to Chianti wine tasting or Vespa rides on scenic roads—we'll get you there and make sure it's a journey you'll never forget!...
20 Tours Found
Attractions IN Florence
Things to do IN Florence
Destinations NEAR Florence
Florence Day Trip to Tuscany: Siena, San Gimignano & Winery Lunch
Relax on this Tuscan day trip with a 3-course lunch and 6 wine tastings
4.94
(190)
from
$117
Tuscany in a Day Tour from Florence
Visit Siena, dine at a Chianti vineyard, explore San Gimignano, and see the Leaning Tower of Pisa!
4.94
(31)
from
$158
Tuscany Wine Tour by Vespa from Florence
Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter
5
(28)
from
$198
Pizza and Gelato Making Cooking Class with Unlimited Wine in Florence
Create the authentic food of Italy with an expert pizzaiolo chef, homemade lunch, and wine
5
(22)
from
$92
Pisa and Lucca Day Trip from Florence
Book a stress-free trip to see the Leaning Tower of Pisa and Lucca's medieval walls in a day
4.86
(21)
from
$76
Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting
Wander through the medieval towns of Montepulciano and Pienza and enjoy a 3-course meal!
4.94
(18)
from
$139
Private Pisa Day Trip from Florence with Lunch in Vinci
Discover Tuscany on this VIP private tour, with Leaning Tower of Pisa, Da Vinci Museum, and more!
4.93
(15)
from
$1,226
Tuscany Wineland Safari from Florence
Get off the beaten track across vineyards, castles and Chianti wine and chees on this 4x4 experience
5
(12)
from
$263
Semi-Private Cinque Terre Day Trip with Boat Ride from Florence
Discover the best of Cinque Terre with seafood lunch, wine tasting, and transportation included
5
(11)
from
$256
Pasta Cooking Class and Gourmet Wine Pairing in Florence
Create authentic pasta with a Michelin-star chef and savor Tuscan wines guided by a master sommelier
5
(11)
from
$187
Authentic Tuscan Cooking Class in Florence with San Lorenzo Market
Create delicious pasta, tiramisu, and more with market-fresh ingredients and an expert local chef
5
(9)
from
$139
Private Wine Day in the Chianti Hills from Florence
Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany
5
(7)
from
$1,210
Brunello di Montalcino Helicopter Tour from Rome or Florence
Soar above Tuscany on an exclusive VIP tour, complete with private wine tastings and a gourmet lunch
5
(7)
from
$11,583
Vintage FIAT 500 Self-Drive Tuscany Tour from Florence
Get behind the wheel of an iconic Italian car, enjoy a typical lunch and drink Tuscan wine
4.86
(7)
from
$146
Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome
Escape the city on a memorable journey through Umbria’s historic towns to taste fine local wines
5
(6)
from
$1,321