New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
Cultural Delights and Tuscan Cuisine in Siena and Surroundings Itinerary
Last updated: 2024 Jun 14Historic Siena and Culinary Beginnings
Morning
Begin your Sienese adventure with a visit to the iconic Siena Cathedral (Duomo), where you'll enjoy skip-the-line access and an audio guide with the Siena Cathedral Complex Pass with Audio Guide (OPA SI PASS). After marveling at the cathedral, take a short walk to the majestic Piazza del Campo, the heart of the city, and the soaring Mangia Tower (Torre del Mangia). For breakfast, savor the morning at La Taverna di San Giuseppe, known for its traditional Tuscan dishes and warm ambiance.
Afternoon
Delve into Siena's rich history with a visit to the Siena Civic Museum (Museo Civico di Siena), housed within the grand Pubblico Palace (Palazzo Pubblico). Explore the museum's impressive collection before enjoying a leisurely lunch at Trattoria La Torre, where you can indulge in local specialties and a glass of Chianti. Post-lunch, take a stroll through the Siena Historic Center (Siena Centro Storico), a UNESCO World Heritage site, and admire the city's medieval architecture.
Evening
As the sun sets, experience the vibrant atmosphere of Siena's evening passeggiata. For dinner, head to Enoteca I Terzi, a popular spot for its extensive wine selection and innovative Italian cuisine. Afterward, if you're in the mood for some entertainment, consider catching a performance at the Palio of Siena (Palio di Siena), a centuries-old horse race that embodies the spirit of the city.
Bedtime
Find amazing hotels in Siena.
Chianti Wines and Countryside Charm
Morning
Embark on a total immersion into the world of Chianti wines with the Total Immersion Wine Tour in Chianti. This full-day tour will take you through the picturesque vineyards and includes visits to renowned wineries, where you'll have the opportunity to taste a variety of Chianti Classico wines. Enjoy a light breakfast at your accommodation before the tour.
Afternoon
After a morning of wine appreciation, continue your culinary journey with a hands-on experience at the From Siena Chianti Farm Cooking Class. Learn the secrets of Tuscan cuisine from local experts and savor the fruits of your labor with a delightful lunch. The rest of the afternoon is yours to relax and enjoy the beautiful Chianti countryside.
Evening
For a memorable dinner, dine at Osteria Le Logge, a Michelin-starred restaurant known for its elegant ambiance and exquisite dishes. Indulge in a gastronomic experience that perfectly complements your day in the Chianti region.
Bedtime
Find amazing hotels in Siena.
Towers and Tastings in San Gimignano
Morning
Explore the medieval hill town of San Gimignano, known for its well-preserved tower houses. Begin with a visit to the Private Guided Tour in San Gimignano, where a local guide will lead you through the town's history and hidden gems. After the tour, enjoy a delightful breakfast at Il Pomodorino, offering a range of fresh pastries and Italian coffee.
Afternoon
Spend the afternoon at a local winery with the San Gimignano Lunch or Dinner at a Winery with Wine Tasting. Immerse yourself in the world of Tuscan wines as you sample a selection paired with traditional dishes. Take in the panoramic views of the vineyards and rolling hills as you relax in the serene countryside.
Evening
Conclude your day with a visit to the Santa Maria della Scala in Siena, a historic complex that once served as a hospital. Explore its museum and exhibits, then enjoy a casual dinner at Antica Trattoria Papei, known for its friendly atmosphere and classic Italian fare.
Bedtime
Find amazing hotels in San Gimignano, Italy.
Montalcino's Wine and Heritage
Morning
Begin your day with a visit to the charming town of Montalcino. Explore the Montalcino Fortress (Fortezza di Montalcino) and its panoramic views of the surrounding countryside. For breakfast, enjoy the offerings at your accommodation or grab a quick bite at a local cafe.
Afternoon
Delve into the world of Brunello wines with the Montalcino Brunello Wine Tasting Experience. Learn about the production process and enjoy tastings of this renowned wine. Follow it up with a visit to a vineyard on the Montalcino Castle and Vineyards Tour with Tasting, where you can further appreciate the local terroir and winemaking traditions.
Evening
Return to Siena and dine at Ristorante Guidoriccio, a restaurant known for its innovative dishes and welcoming atmosphere. Reflect on your day in Montalcino as you enjoy a memorable meal.
Bedtime
Find amazing hotels in Montalcino, Italy.
Art, Architecture, and the Val D'Orcia
Morning
Begin with a visit to the Piccolomini Library (Libreria Piccolomini), located within the Siena Cathedral complex. Admire its exquisite frescoes before heading to the Abbey of Sant'Antimo (Abbazia di Sant'Antimo) in the Val d'Orcia. Experience the serene beauty of this ancient abbey and the surrounding countryside. For breakfast, enjoy the offerings at your accommodation or try a local cafe.
Afternoon
After the abbey, continue to the From Siena Val D'Orcia Wine Tour, where you'll visit select wineries in this UNESCO World Heritage-listed region. Taste the renowned wines of the Val d'Orcia while taking in the stunning landscapes. For lunch, indulge in a picnic amidst the vineyards or enjoy a meal at one of the wineries.
Evening
Return to Siena and spend your final evening at Tuscan Culinary Secrets Unveiled Cooking Class & Dinner, where you'll learn the intricacies of Tuscan cuisine and enjoy a farewell dinner that captures the essence of your culinary journey. Reflect on your time in Siena and the surrounding countryside as you savor the flavors of Tuscany.
Bedtime
Find amazing hotels in Siena.
Top Siena Travel Videos
Adjacent Cities
Find the right stay during your trip.