New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Free AI trip planner
Tuscan Delights: Siena, Montalcino & Chianti Itinerary
Last updated: 2024 Jun 14Siena's Art & History
Morning
Start your day with a delightful breakfast at Il Pomodorino, known for its fresh pastries and great coffee. Afterward, immerse yourself in the art and architecture of Siena with a visit to the Siena Cathedral (Duomo) and the Piccolomini Library (Libreria Piccolomini).
Afternoon
For lunch, savor traditional Tuscan dishes at Trattoria La Torre with a view of the Mangia Tower (Torre del Mangia). In the afternoon, explore the Siena Historic Center (Siena Centro Storico) at your own pace, taking in the charm of the city.
Evening
Enjoy a gourmet dinner at Osteria Le Logge, a Michelin-starred restaurant known for its Tuscan cuisine. Afterward, take a leisurely stroll in the Piazza del Campo, the heart of Siena.
Bedtime
Find amazing hotels in Siena.
4.67Siena Cathedral (Duomo)
Book Now
4.67
Siena Cathedral (Duomo)
Book Now
4.65Piccolomini Library (Libreria Piccolomini)
Book Now
4.65
Piccolomini Library (Libreria Piccolomini)
Book Now
4.52Mangia Tower (Torre del Mangia)
Book Now
4.52
Mangia Tower (Torre del Mangia)
Book Now
4.63Siena Historic Center (Siena Centro Storico)
Book Now
4.63
Siena Historic Center (Siena Centro Storico)
Book Now
4.59Piazza del Campo
Book Now
4.59
Piazza del Campo
Book Now
Wine & Culinary Delights
Morning
Indulge in a delicious breakfast at Antica Trattoria Papei, a local favorite. Then, embark on a Siena Small Group Cooking Class in Chianti Farmhouse to learn the secrets of Tuscan cuisine.
Afternoon
For lunch, enjoy the dishes you prepared during the cooking class. In the afternoon, take a Siena Educational Wine Tour & Tasting to discover the rich wine heritage of the region.
Evening
Have a relaxed dinner at La Taverna di San Giuseppe, known for its authentic Tuscan dishes. Afterward, take a passeggiata in the charming streets of Siena.
Bedtime
Find amazing hotels in Siena.
4.87Siena Small Group Cooking Class in Chianti Farmhouse
Book Now
4.87
Siena Small Group Cooking Class in Chianti Farmhouse
Book Now
4.95Siena Educational Wine Tour & Tasting
Book Now
4.95
Siena Educational Wine Tour & Tasting
Book Now
Siena's Surroundings: Chianti & Castles
Morning
Start your day with a cappuccino at Enoteca I Terzi, a cozy spot in the city. Then, set off on a From Siena Chianti and Castles Tour with Wine Tastings to explore the beautiful countryside.
Afternoon
Enjoy a Tuscan lunch at a local winery. In the afternoon, continue your tour, visiting charming villages and historic castles.
Evening
For dinner, have a picnic with the goodies you collected during the day. Relax and enjoy the sunset over the vineyards.
Bedtime
Find amazing hotels in Siena.
4.55From Siena Chianti and Castles Tour with Wine Tastings
Book Now
4.55
From Siena Chianti and Castles Tour with Wine Tastings
Book Now
Montalcino: Wine & History
Morning
Enjoy a leisurely breakfast at your accommodation. Then, take a From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch to the renowned wine region of Montalcino.
Afternoon
Delight in a wine tasting and a sumptuous lunch at a local winery. Afterward, take a stroll in the picturesque town and visit the Montalcino Fortress (Fortezza di Montalcino).
Evening
Have a romantic dinner at Ristorante Guidoriccio, known for its fine dining experience. Savor the local specialties and the famous Brunello di Montalcino wine.
Bedtime
Find amazing hotels in Siena.
4.92From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch
Book Now
4.92
From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch
Book Now
4.78Montalcino Fortress (Fortezza di Montalcino)
Book Now
4.78
Montalcino Fortress (Fortezza di Montalcino)
Book Now
San Gimignano & Volterra: A Day in the Middle Ages
Morning
Start your day with a hearty breakfast at Trattoria La Torre. Then, embark on a San Gimignano and Volterra Day Tour from Siena to explore these two medieval towns.
Afternoon
Enjoy a traditional Tuscan lunch in San Gimignano. In the afternoon, wander through the narrow streets, visit the San Gimignano Romantic Vineyard Dinner, and admire the panoramic views.
Evening
Return to Siena for a relaxed dinner at Antica Trattoria Papei, reminiscing about the day's adventures.
Bedtime
Find amazing hotels in Siena.
4.80San Gimignano and Volterra Day Tour from Siena
Book Now
4.80
San Gimignano and Volterra Day Tour from Siena
Book Now
4.42San Gimignano Romantic Vineyard Dinner
Book Now
4.42
San Gimignano Romantic Vineyard Dinner
Book Now
Relaxation & Reflection
Morning
On your last day, enjoy a leisurely breakfast at a local cafe. Spend the morning strolling through the Siena Highlights Self-Guided Scavenger Hunt and City Tour, taking in the beauty of the city.
Afternoon
For lunch, try the panini at Il Pomodorino, perfect for a light meal. In the afternoon, visit any sites you may have missed or simply relax in a local park.
4.15Siena Highlights Self-Guided Scavenger Hunt and City Tour
Book Now
4.15
Siena Highlights Self-Guided Scavenger Hunt and City Tour
Book Now
Top Siena Travel Videos
Adjacent Cities
What others have been looking for
Find the right stay during your trip.
Got a question about your trip?