Food & Wine Tours & Trips in Tuscany
Tuscany food tours mean going deeper than restaurants tourists find. Try Medieval Colle Val d'Elsa, pasta cooking classes in Chianti, Siena with local guides, and vineyard tastings. Explore Montalcino Brunello, Chianti Doc, and Florence's ancient wine windows. Take in Tuscan villages, beautiful countryside, and gastronomic experiences. Tuscany rewards slow travel - staying in agriturismos, taking cooking classes, and tasting wine where it's made.
10 best food & wine Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- Timeless Tuscany: A Tuscan Villa Experience
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Tuscan Treats
- Siena & Wine
- Taste of Tuscany: A San Gimignano Wine Escape | 3 Days
- Flavors of Tuscany | Premium Independent Tour including small-group excursions | 6days/5nights
- Private Gourmet Wine Tour in Tuscany, Italy
- Two Hearts in Tuscany: Florence & Chianti Romantic Escape | 4 Days
- Gourmet Tuscany
- 8-Day Chianti Tuscany Villa Retreat Near Florence (For Women Only)
Timeless Tuscany: A Tuscan Villa Experience
“The itinerary was exactly as planned and we were kept informed before and during the trip.”
Peggy, traveled in May
At Villa Casagrande in Figline Valdarno, hands-on cooking classes with Mamma Paola have you preparing three traditional Tuscan recipes using fresh local ingredients. Later, you'll knead pizza dough from scratch and pick your own toppings before sitting down to dinner.
Duration 6 days Destinations Florence, Figline Valdarno, Siena, San Gimignano Age Range Ages 10+ Operator Omega Tours From
- US$1,778
A Taste of Tuscany - Hilltop Towns and Vineyards
“The lunch at Pieve a Salti was superb. Wine gour and tasting at Ricasoli Castle also excellent.”
Joyce, traveled in September
Duration 8 days Destinations Pisa, Livorno, Montalcino, Buonconvento, Tuscany, Pienza, Siena, Radda in Chianti, Greve in Chianti, San GimignanoSee all destinations Age Range Ages 16+ Operator Explore! From
- US$3,180
Tuscan Treats
“Absolutely satisfied with the included tours, the local highlights, the accommodations.”
Lin, traveled in September
Local delights await in San Gimignano with artisanal gelato, while Chianti hosts cooking classes and Pienza offers wine tastings. The journey continues to local oil mills for olive oil sampling and handcrafted cheese tastings with countryside views.
Duration 8 days Destinations Florence, Lucca, La Spezia, Cinque Terre, Pisa, Volterra, San Gimignano, Siena, Pienza, Tuscany Age Range Ages 18+ Operator Blue-Roads Touring From
- US$2,559
Traditional meals at family wineries in Montalcino and organic farms near San Gimignano showcase Tuscany's culinary excellence. Expert-led tastings in Siena feature 6 classic wines, with insights into local production methods and DOCG classifications.
Duration 4 days Destinations Siena, Monteriggioni, San Gimignano, Montalcino Age Range Ages 18+ Operator Tuscan Escapes From
- US$865
Taste of Tuscany: A San Gimignano Wine Escape | 3 Days
“The accommodations were full of charm, right in the heart of a historic hilltop town with views that didn't feel real.”
Jane, traveled in June
Duration 3 days Destinations Tuscany, San Gimignano Age Range Ages 18+ Operator Italy on a Budget Tours From
- US$526
Flavors of Tuscany | Premium Independent Tour including small-group excursions | 6days/5nights
“The views, the atmosphere, the place it self and that night we had the pleasure to meet the Company Owner seen she pop out for a quick welcome to our group tour.”
Dilcen, traveled in October
Duration 6 days Destinations Florence, Montecatini, Montecarlo, Siena, San Gimignano, Monteriggioni Age Range All Ages Welcome Operated in English, French Operator RANIERI TOUR OPERATOR From
- US$1,235
Private Gourmet Wine Tour in Tuscany, Italy
“Drivers were on time, courteous, and the cars/vans were very nice. We added Cinque Terre and Lucca with no problems.”
David, traveled in October
Wine lovers can taste Brunello di Montalcino at an award-winning vineyard in Val d'Orcia UNESCO site, paired with traditional Tuscan lunches in panoramic settings. The tour includes wine tastings at historic estates in Bolgheri, famous for Sassicaia, and Chianti wineries with local delicacies like wild boar and truffles. Guests stay in a 4-star boutique hotel in Colle Val d'Elsa or San Gimignano.
Duration 4 days Destinations Florence, Colle di Val d'Elsa, Val d'Orcia, Montalcino, Siena, Volterra, San Gimignano, Bolgheri, Pisa Age Range Ages 24+ Operator Soleto Travel From
- US$3,459
Two Hearts in Tuscany: Florence & Chianti Romantic Escape | 4 Days
“We loved every moment. Amazing tuk-tuk ride, easy bag transfers. Exquisite wine tasting with two course meal.”
Marinda, traveled in May
Duration 4 days Destinations Florence, San Gimignano Age Range Ages 18+ Operated in English, Italian Operator Italy on a Budget Tours From
- US$1,280
Gourmet Tuscany
“The hotel and staff was outstanding. My tour was complete, knowledgeable, patient, reliable & personable.”
Glenn, traveled in July
Duration 8 days Destinations Montecatini, Vinci Age Range All Ages Welcome Operator Cosmos From $2,379
6% Off- US$2,229
You'll stay at a 400-year-old villa on a working Chianti vineyard in San Casciano in Val di Pesa, where the chef prepares Tuscan dinners with wines from the estate. A nose-to-tail beef lunch awaits at a famous butcher's restaurant in Greve in Chianti, followed by tastings at Radda.
Duration 8 days Destinations Florence, San Casciano In Val di Pesa, Greve in Chianti, Radda in Chianti, San Casciano, Siena Age Range Ages 21+ Operator Together in Tuscany From
6% Off- US$4,799
What people love about Food & Wine Tours in Tuscany
- Timeless Tuscany: A Tuscan Villa Experience
The Timeless Tuscany Tour was Outstanding! The itinerary was exactly as planned and we were kept informed before and during the trip as to what to expect. The drivers were always on time. The driver we had for our full day tour to Siena and San Gimignano was fantastic. We could not of had a better experience at our hotel Villa Casagrande in Figline Valdarno. It was fantastic! Our cooking classes with Chef Anna were great. Overall every aspect of this trip was amazing.
- A Taste of Tuscany - Hilltop Towns and Vineyards
Very well organized and planned. Our guide, AJ, was excellent! He pretty much made the trip successful.
- Tuscan Treats
My husband and I totally enjoyed TuscanTreats! It was our first tour as well as our first trip to Italy and did not disappoint! The countryside, the villages we visited, the accommodations, and the food were wonderful! Max did a great job guiding us with his knowledge and great sense of humor- we would definitely tour again with him!
What our customers ask about Food & Wine Tours & Trips in Tuscany
When is the best time for a food and wine tour in Tuscany?
Tuscany's harvest season from September to October provides the richest food and wine experiences with activities like grape picking in Chianti and truffle hunting near Cortona. Spring months of April and May offer comfortable temperatures ideal for outdoor cooking classes and vineyard visits in Montalcino and Montepulciano. Tour data shows most operators concentrate their activities between May and October with September being the busiest month for wine-focused tours. A TourRadar traveler: "We traveled in November and the weather was perfect for exploring vineyards and enjoying outdoor cooking classes at the beautiful Tuscan farmhouse."
How many different wine regions do Tuscan food tours typically cover?
Most 5-8 day Tuscan tours explore 3-4 key wine regions. The routes generally include stops in the Chianti area between Florence and Siena the Brunello producing zone around Montalcino and the Vino Nobile territory of Montepulciano. Tours range from visits to centuries-old wine cellars to stops at small family vineyards. A TourRadar traveler shared: "We explored different wine regions each day from small organic producers in Chianti to prestigious Brunello estates getting a complete picture of Tuscan wines."
How much food and wine tasting is typically included in a Tuscan culinary tour?
Daily schedules usually feature wine tastings at 2-3 wineries showcasing local varieties like Chianti Classico Brunello di Montalcino and Vernaccia di San Gimignano. Tours commonly include 4-5 winery lunches or local restaurant meals plus 2-3 traditional dinners. The Gourmet Tuscany tour provides 7 breakfasts 4 lunches and 3 wine-paired dinners. A TourRadar traveler noted "We had amazing tastings at family-run wineries each day plus cooking classes and market tours - the amount of food and wine was incredible!"
What types of accommodations can I expect on a Tuscan food tour?
Accommodations focus on authentic Tuscan properties that complement the food experience. Options range from converted 17th-century farmhouses to properties like Hotel Athena in Siena's old town or Palazzo Leopoldo in Radda in Chianti. Many itineraries include stays at working farms or vineyards offering direct farm-to-table dining. A TourRadar traveler shared: "Staying at a warm comfortable farmhouse and dining regularly with our hosts and their extended family gave us the true Italian experience we were looking for."
How do I get between different food and wine destinations in Tuscany?
Tour operators provide mini-coach transport between destinations with typical drives of 1-2 hours between main regions like Chianti Montalcino and San Gimignano. Some tours use a single base like Hotel Corsignano in Pienza to reduce hotel changes. A TourRadar traveler shared: "The transportation was excellent - comfortable vehicles and our driver knew all the scenic routes between wineries."
How much walking and physical activity is involved in Tuscan food tours?
Tours involve moderate walking of 2-3 hours daily across vineyards medieval towns and markets often on uneven ground. Expect some uphill walking and steps during vineyard visits. City exploration in Florence and Siena requires navigating cobblestone streets. Many tours use centrally located hotels like Hotel Roma in Florence as walking tour bases. A TourRadar traveler mentioned "The pace was perfect - enough walking to work up an appetite but plenty of breaks for eating and drinking!"