Wine Tasting Tours & Trips in Tuscany
4.5 stars on(7,068 reviews)- Choose from 25 Tuscany tours
- 250+ verified reviews from TourRadar travelers
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10 best wine tasting Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- The Best of Tuscany - 4Days/3Nights
- Florence City Break - 3 Days/2 Nights
- Tuscany Walking and Wine
- Gourmet Tuscany
- Tuscany Walks & Chianti Wines
- Private Gourmet Wine Tour in Tuscany, Italy
- Tuscany Wine Trails
- Geluxe: Italy: Tuscany and Umbria Vineyard Walks
- Discover Tuscany: Culture, Food & Wine
- Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
The Best of Tuscany - 4Days/3Nights
18 Reviews by TourRadar travelers“Amazing time, amazing people, amazing places. It's a great way to see such a grand area in a short time.”
Annabelle, traveled in April 2023
- Visit Palazzo Vecchio in Florence
- Enjoy a wine tasting lesson in Chianti
- See the Leaning Tower of Pisa
Duration 4 days Destinations Florence, Pisa, Cinque Terre, San Gimignano, Tuscany Age Range 18 to 39 year olds Operated in English Operator Italy on a Budget Tours - From $863
- US$691You save $172
- Price per day
- $173
Florence City Break - 3 Days/2 Nights
5 Reviews by TourRadar travelers“This was an amazing tour. Great to see Tuscany and taste amazing wine.”
Natasha, traveled in August 2017
- Arrive in Florence and meet our friendly team
- Taste Chianti wines and learn from producers
- Explore San Gimignano and try champion gelato
Duration 3 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range 18 to 39 year olds Operated in English Operator Italy on a Budget Tours - From
- US$356
- Price per day
- $119
Tuscany Walking and Wine
21 Reviews by TourRadar travelers“Walking beautiful countryside. Guide very well informed.”
David, traveled in April 2023
- Stroll through vineyards, rolling fields and cypress trees
- Sample some of Italy's finest wines from Chianti to Brunello
- Wander the streets of medieval and renaissance cities
Duration 8 days Destinations Pisa, Castellina in Chianti, Castelvecchio National Park, San Gimignano, Monteriggioni, Siena, Pienza, Monticchiello, Montepulciano, San Quirico D'orciaSee all destinations Age Range 16 to 85 year olds Operated in English Operator Explore! - From
- US$2,670
- Price per day
- $334
Gourmet Tuscany
132 Reviews by TourRadar travelers“Enjoyed the flexibility and private functions offered.”
Deborah, traveled in September 2023
- Explore Vinci, the birthplace of Leonardo
- Sample Chianti wines in historic Tuscan estate
- Cook Italian delicacies in a rustic farmhouse
Duration 8 days Destinations Montecatini, Vinci Age Range up to 99 year olds Operated in English Operator Cosmos - From
- US$2,089
- Price per day
- $261
Tuscany Walks & Chianti Wines
25 Reviews by TourRadar travelers“This was the best group tour I've taken with a great mix of activities and down time. Also simply fab and idyllic scenery.”
Jee, traveled in May 2019
- Take a stroll through the classic rolling hills of Tuscany
- Spend your nights in a converted local farmhouse
- Tantalise your tastebuds with fabulous Chianti wines
Duration 8 days Destinations Pancole, Radda in Chianti, Siena, Florence, San Gimignano Age Range 18 to 99 year olds Operated in English Operator Exodus Adventure Travels - From
- US$2,770
- Price per day
- $346
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Great accommodations! Fabulous wines and tours. This is a trip well worth it.”
Susan, traveled in October 2021
- Wander through quaint Tuscan country villages
- Sip the Brunello of Montalcino and the Chianti Doc
- Enjoy a blend of culture and gastronomic delicacies
Duration 4 days Destinations Florence, Colle di Val d'Elsa, Castellina in Chianti, Val d'Orcia, Montalcino, Siena, Volterra, San Gimignano, Castagneto Carducci, Pisa Age Range 24 to 86 year olds Operated in English Operator Soleto Travel - From $2,621
- US$2,097You save $524
- Price per day
- $524
- Taste Chianti wines and local delicacies
- Explore Montalcino and savor Brunello wines
- Meet Vino Nobile producers in Montepulciano
Duration 8 days Destinations Florence, Gaiole in Chianti, Castellina in Chianti, Montalcino, Montepulciano, Natural Park of Maremma Age Range up to 99 year olds Operated in English Operator Flag Travel Holidays - From
- US$3,459
- Price per day
- $432
Geluxe: Italy: Tuscany and Umbria Vineyard Walks
1 Review by TourRadar travelers“I will be talking about this trip for years to anyone who will listen. Could not be happier!”
Melissa, traveled in May 2024
- Walk through Tuscan villages and vineyards
- Enjoy lunch at a local Tuscan winery
- Explore medieval Monteriggioni and Siena
Duration 8 days Destinations Tuscany, San Gimignano, Colle di Val d'Elsa, Florence, Siena, Monteriggioni, Panzano, Greve in Chianti, Volpaia, MontepulcianoSee all destinations Age Range up to 90 year olds Operated in English Operator G Adventures - From $3,999
- US$3,599You save $399
- Price per day
- $450
Discover Tuscany: Culture, Food & Wine
2 Reviews by TourRadar travelers“Kept us informed of daily plans. Ensured our every question and need was met.”
Peter, traveled in October 2024
- Explore medieval Colle Val d'Elsa
- Join a pasta cooking class in Chianti
- Tour Siena with a local guide
Duration 8 days Destinations Pancole, San Gimignano, Florence, Colle di Val d'Elsa, Siena, Castellina in Chianti, Certaldo, Volterra, Tuscany Age Range up to 80 year olds Operated in English Operator Exodus Adventure Travels - From
- US$3,150
- Price per day
- $394
- Explore Florence on an evening walk
- Tour the iconic Duomo and Ponte Vecchio
- Trek through Tuscan villages and vineyards
Duration 10 days Destinations Florence, San Gimignano, Colle di Val d'Elsa, Monteriggioni, Siena, Greve in Chianti, Montepulciano, Rome Age Range up to 90 year olds Operated in English Operator G Adventures - From $4,999
- US$4,499You save $499
- Price per day
- $450