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
- Two Hearts in Tuscany: A Romantic Getaway for 2
- Best of Rome, Florence & Venice
- Taste of Tuscany: A 3-Day Escape of Wine, Relax, and Fun
- Flavors of Tuscany | Premium Independent Tour including small-group excursions | 6days/5nights
- A Taste of Tuscany - Hilltop Towns and Vineyards
- Tuscan Treats
- Gourmet Tuscany
- Siena & Wine
- Discover Tuscany: Culture, Food & Wine
- Private Gourmet Wine Tour in Tuscany, Italy
Two Hearts in Tuscany: A Romantic Getaway for 2
2 Reviews by TourRadar travelers“The itinerary and people behind 'Italy on a budget' and 'Italy on Wheels' exceeded our expectations. It was magical!”
Belen, traveled in October
Duration 4 days Destinations Florence, Castellina in Chianti, San Gimignano Age Range Ages 18+ Operator Italy on a Budget Tours From
- US$1,315
Best of Rome, Florence & Venice
3 Reviews by TourRadar travelers“This trip provided a wonderful opportunity to become introduced to these three different regions, each different and unique in its own way.”
Christopher, traveled in May
Duration 7 days Destinations Rome, Vatican City, Florence, Siena, Greve in Chianti, San Gimignano, Venice Age Range Ages 8+ Operator Omega Tours From
- US$1,906
Taste of Tuscany: A 3-Day Escape of Wine, Relax, and Fun
1 Review by TourRadar travelers“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 San Gimignano, Ulignano, Tuscany Age Range Ages 18+ Operator Italy on a Budget Tours From
- US$515
A Taste of Tuscany - Hilltop Towns and Vineyards
11 Reviews by TourRadar travelers“Excellent talk from farm director which I found very inspirational.”
Phillip, traveled in September
Duration 8 days Destinations Pisa, Livorno, Tuscany, Montalcino, Buonconvento, Pienza, Montepulciano, Siena, Florence, Greve in ChiantiSee all destinations Age Range Ages 16+ Operator Explore! From $3,180
7% Off- US$2,970You save $210
Tuscan Treats
16 Reviews by TourRadar travelers“We had a terrific time on our Tuscany Treats tour. I would definitely recommend Back Road tours.”
TracySkinns, traveled in August
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
7% Off- US$2,519
Gourmet Tuscany
92 Reviews by TourRadar travelers“The tour was well planned, well scheduled, and extremely interesting. It was delightful.”
Donna, traveled in May
Tuscan flavors come alive through cooking classes at a rustic farmhouse, bread-making in Vinci, and wine tastings at historic Chianti estates. Local specialties feature during café-crawls in Lucca and Super Tuscan wines in Bolgheri's cellars. Montecatini hosts evening dessert-making classes.
Duration 8 days Destinations Montecatini, Vinci Age Range All Ages Welcome Operator Cosmos From $2,379
6% Off- US$2,229You save $150
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
6% Off- US$846
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
At a wine estate in Castellina in Chianti, one of the original Chianti Classico villages, you'll learn pasta-making while sipping local wines. The scenic Chiantigiana route winds through vineyards to Cesani estate for three wine tastings paired with Tuscan cheeses and charcuterie.
Duration 8 days Destinations Pancole, San Gimignano, Pisa, Florence, Colle di Val d'Elsa, Tuscany, Siena, Certaldo, Castellina in Chianti, Volterra Age Range Ages 18+ Operator Exodus Adventure Travels From $4,048
15% Off- US$3,450You save $598
Private Gourmet Wine Tour in Tuscany, Italy
4 Reviews by TourRadar travelers“Everything simply wonderful and comfortable with our van and private driver. We loved the wine tasting and walk in the Brunello vineyards!”
MichaelKev, 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 $3,386
18% Off- US$2,776You save $609
What people love about Food & Wine Tours in Tuscany
- Two Hearts in Tuscany: A Romantic Getaway for 2
Perfect getaway for anyone in need of a good rest and quality time with their partner. We loved every moment. Amazing tuk-tuk ride, easy bag transfers. Exquisite wine tasting with two course meal. The hotel in Tuscany with the room walking out onto one of the pools- amazing. Fantastic restaurant on site! Our SPA session was relaxing with a beautiful dinner (spectacular view) afterwards. Walking distance from medieval town.The tour guides were great, high energy, friendly and welcoming. I’m so glad I booked this as our Tuscany experience.
- Best of Rome, Florence & Venice
This was an interesting way to travel to three wonderful cities in Italy. The hotels were fine with very good breakfasts. They were accommodating when we had to leave earlier than the breakfast hours and gave us a boxed breakfast. The speed trains were great. The tour included in each city was great. Their help line was useful to us twice when we had questions and problems.
- Taste of Tuscany: A 3-Day Escape of Wine, Relax, and Fun
Authentic, Peaceful, and Absolutely Worth It This trip was the perfect Tuscan getaway. The accommodations were full of charm, right in the heart of a historic hilltop town with views that didn’t feel real. It was quiet, cozy, and felt like stepping back in time in the best way. The wine tastings were a standout. Visiting small, family-run wineries and learning directly from passionate winemakers made it so much more than just sipping good wine; it was an experience. The balsamic and truffle oil tastings were a delicious bonus. I also added an optional activity during my stay, which made it even more memorable. It was nice to have that flexibility to personalize the trip. Everything was beautifully paced, with plenty of room to explore or relax. If you’re looking for a short escape that blends culture, wine, and stunning scenery, this is it.
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!"
























