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FLORENCE | PIENZA | PITIGLIANO | MAREMMA | SIENA | MONTE AMIATA
Food & Wine in Tuscany
Explore the history and culinary delights of Tuscany on this itinerary. Wander through Florence, Pienza, medieval Pitigliano, and Siena, staying in boutique hotels. Enjoy wine and cheese tastings, a pasta cooking class, and relax in the hot springs at Bagno Vignoni or San Filippo.
Food & Wine in Tuscany introduces travellers to a world of history, beauty and gastronomic riches. Tour Tuscany by wandering the streets in Florence, charming Pienza, medieval Pitigliano and Siena with surprises at every corner. Overnight in Tuscan boutique hotels; savour the flavours of this region with wine and cheese tastings, a pasta cooking class and a dip in the hot springs at Bagno Vignoni or San Filippo.
Highlights:
Small-group walking tour of Florence with Accademia Gallery
Guided tour of Siena and Pitigliano
Wine tasting at Tuscan vineyards Perazzeta and Brunello di Montalcino
Olive oil tasting with cheese, wild boar and salami in Maremma
Entrance to Bagno Vignoni or San Filippo Hot Springs
Pasta cooking class in Monte Amiata
Itineraries are fully customizable. Pricing available upon request, based on two (2) passengers travelling together sharing one room.
Subject to availability at time of booking. Blackout periods apply. Not valid during trade shows, bank holidays and other special events.
International airfare not included. **European city/tourist taxes collected locally unless otherwise indicated.
For full terms and conditions, click here.
Food & Wine in Tuscany
Photo gallery
Have a sneak peak of what your trip might look like.
Ancient Bagno Vignoni Hot Springs
Fountain of Neptune, Florence
Ponte Vecchio, Florence
Pasta Cooking
Pienza, Italy
Views of Siena, Italy
Charming Tuscan Street
Iconic Tuscan Landscapes
Town of Pitigliano
Food & Wine in Tuscany
Travel itinerary
FLORENCE | PIENZA | PITIGLIANO | SIENA
Day 1
FLORENCE
Welcome to Florence, the birthplace of the Italian Renaissance. Private transfer to your hotel. Take some time to wander the oldest streets in the city and experience an authentic Florentine gelato, considered by many to be the best in the world.
Hotel Rapallo
★★★★
Day 2
Breakfast
FLORENCE After breakfast at your hotel, begin your intimate, small group half day walking tour of Florence, with the Accademia Gallery. Hear stories about the powerful Medici family whose patronage made Florence one of the hot beds of the Renaissance art world. Reach Piazza del Duomo, where you can admire the Duomo, with its imposing dome by Brunelleschi, recognized as the architectural masterpiece of the Renaissance; Giotto’s Bell Tower, one of the greatest examples of gothic architecture in Florence and the Baptistry, with its gilded bronze door depicting scenes from the Bible. The final tour destination is the Accademia Gallery, to meet Michelangelo’s David, and gain unique insight into how he turned jagged rock into the beautiful, life-like figures of his sculptures. In the afternoon, take some time to explore the city on your own.
Hotel Rapallo
★★★★
Day 3
Breakfast
FLORENCE — PIENZA After breakfast, enjoy your morning at leisure in Florence. In the early afternoon, take a scenic two hour drive through Tuscany on the way to Pienza, one of the best-planned Renaissance towns, reflecting urban planning concepts that were adopted by other towns in Italy and the rest of Europe. Check in at your accommodation in Monticchiello (located about 10mis from Pienza).
L'Olmo Podere a Pienza
★★★★
Day 4
Breakfast / Lunch
TUSCAN WINE ROADS After breakfast, depart for Montecucco, a small area south of Montalcino. This area is of special interest due to its small specialty vineyards. Arrive at Perazzeta for a wine tasting. Enjoy lunch at Flavio’s Restaurant with stunning views of the village of Montenero, the volcano and Castello Banfi. The menu includes local products such as pecorino cheese, ham, olives, fresh tomatoes and of course, excellent wine. After lunch, visit the medieval town of Montalcino, known for its high-quality Brunello wine; see the top of the fortress, the old historical center, and the square with its small café and wine shops. Later in the afternoon, visit the Brunello di Montalcino winery for a guided tour of the vineyard and wine tasting at Poggio Antico. Return to Pienza.
L'Olmo Podere a Pienza
★★★★
Day 5
Breakfast / Lunch
PITIGLIANO Enjoy a buffet breakfast. Today, you will visit the stunning medieval town of Pitigliano, dramatically perched atop a tufa cliff with many homes and caves chiseled into its landscape. The town is known for its Jewish ghetto and has been called Little Jerusalem due to its large and active Jewish population which settled in the 15th-century. After extensive restoration, the synagogue, Kosher oven and cemetery are all open to the public. Other important archaeological sites include Etruscan tombs and monuments. Enjoy lunch at Hostaria del Ceccottino which serves delicious rustic dishes made with local ingredients. Continue on to Sovana, a small village with a single street and castle ruins that lead to the cathedral. Stop at the Pinzi Pinzuti Food and Wine Shop for olive oil, cheese, wild boar and salami tasting with chestnut liqueur. Return to the hotel.
L'Olmo Podere a Pienza
★★★★
Day 6
Breakfast
SIENA Enjoy breakfast at the hotel. This morning, begin your guided half-day visit of Siena, famous for its cuisine, art, museums, and medieval landscape. See the relevant artistic, cultural and religious sights and hear about the noble families that were instrumental in the history of this city. Enjoy time in the afternoon for lunch, shopping and exploring on your own. Return to Pienza.
L'Olmo Podere a Pienza
★★★★
Day 7
Breakfast / Lunch
PASTA COOKING CLASS & HOT SPRINGS Enjoy breakfast at the hotel. Today, transfer to Le Macinaie Restaurant in Monte Amiata for a pasta cooking class where you will prepare tagliatelle and pici made from traditional recipes passed down through generations of Italian families; devour your tasty creations for lunch. Later in the afternoon, visit the hot springs at Bagno Vignoni or San Filippo the perfect spot to relax and unwind. Return to Pienza.
L'Olmo Podere a Pienza
★★★★
Day 8
Breakfast
PIENZA — FLORENCE — HOME After your buffet breakfast, check-out of the hotel and transfer to Florence for your departure home.
Food & Wine in Tuscany
FLORENCE | PIENZA | PITIGLIANO | SIENA
Package Includes:
Total of 7 nights accommodation:
2 nights in Florence at Hotel Rapallo, Standard Room ★★★★
5 nights in Pienza at L’Olmo Podere a Pienza, Val D’Orcia Room ★★★★
Tours, tastings, classes and transfers as per itinerary
Continental breakfast daily; other meals as indicated
Hotel taxes and service charges**
Not included:
International or domestic airfare; airport or departure taxes
Gratuities to guides and drivers
Items of a personal nature
Travel insurance
Reciprocity and/or local taxes if applicable
Visas required for entry into the country as necessary. Please discuss this with your travel agent to determine your requirements prior to departure.
Itineraries are fully customizable. Pricing available upon request, based on two (2) passengers travelling together sharing one room.
Subject to availability at time of booking. Blackout periods apply. Not valid during trade shows, bank holidays and other special events.
International airfare not included. **European city/tourist taxes collected locally unless otherwise indicated.
For full terms and conditions, click here.
8 days
On Request
Comments to their travel agent about their recent trip to Italy:
"Words cannot express what a wonderful trip we had, how spoiled we felt and how well we were taken care of. We literally felt like rockstars, with our private drivers and handlers. No detail was overlooked and our entire vacation ran like clockwork. The accommodations were really lovely, and in Radda, felt like we were living a fairy tale. We raised our glasses and had several cheers to you at our wine tastings and amazing dinners. I cannot thank you enough my friend, I loved all of Italy, but Sorrento stole my heart, loved the tropical vacation feel but with such a historical vibe. San Gimignano was really special, and Pompei too. It's hard to pick and choose as it was all so beautiful. All of our tour guides were absolutely fabulous! Thank you again for putting this amazing trip together for us, it was a trip of a lifetime and you made it so seamless. All the drivers, handlers and tour guides were friendly, informative and helpful. I can go on and on, it was such a great trip."
S+T, Ontario
May 31, 2025
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