New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

5-Day Culinary and Cultural Journey in Siena, Italy

5-Day Culinary and Cultural Journey in Siena, Italy Itinerary

Last updated: 2024 Jun 14

Historic Siena and Gastronomic Delights

Morning
Begin your Sienese adventure with a sumptuous breakfast at Osteria Le Logge, known for its traditional Tuscan cuisine. Fuel up for the day ahead as you enjoy their fresh pastries and local coffee.
Afternoon
After breakfast, immerse yourself in the city's rich history with the Siena Cathedral Complex Pass with Audio Guide (OPA SI PASS). Explore the magnificent Siena Cathedral (Duomo), the Piccolomini Library (Libreria Piccolomini), and the panoramic Facciatone. For lunch, head to La Taverna di San Giuseppe for an authentic Tuscan meal in a charming setting.
Evening
As the sun sets, take a leisurely stroll to the iconic Piazza del Campo, the heart of Siena. Enjoy the lively atmosphere and consider dining at Enoteca I Terzi, where you can savor a selection of local wines paired with delectable dishes. Conclude the evening with a visit to the majestic Mangia Tower (Torre del Mangia) for panoramic views of the city.
Bedtime
Find amazing hotels in Siena.
activity-image

Siena Cathedral Complex Pass with Audio Guide (OPA SI PASS)

star4.43

click to access prices

activity-image

Piazza del Campo

star4.59

click to access prices

activity-image

Mangia Tower (Torre del Mangia)

star4.52

click to access prices

Sienese Art and Hidden Gems

Morning
Start your day with a visit to the Palazzo Pubblico (Palazzo Pubblico), the seat of the Sienese government. Explore the beautiful building and its renowned National Art Gallery of Siena (Pinacoteca Nazionale Siena). For breakfast, indulge in the delightful offerings at Il Pomodorino.
Afternoon
Post-museum, take a guided tour of the Siena Historic Center (Siena Centro Storico) with a local expert. Discover hidden alleys, charming squares, and the city's best-kept secrets. For lunch, enjoy the warm hospitality and traditional dishes at Antica Trattoria Papei.
Evening
Cap off the day with a self-guided Siena Highlights Scavenger Hunt and City Tour. This interactive experience will lead you to the most fascinating spots in Siena. Conclude with a delightful dinner at Ristorante Guidoriccio, known for its regional specialties.
Bedtime
Find amazing hotels in Siena.
activity-image

Pubblico Palace (Palazzo Pubblico)

star4.68

click to access prices

activity-image

National Art Gallery of Siena (Pinacoteca Nazionale Siena)

star4.96

click to access prices

activity-image

Siena Historic Center (Siena Centro Storico)

star4.63

click to access prices

activity-image

Siena Highlights Self-Guided Scavenger Hunt and City Tour

star4.15

click to access prices

Tuscan Countryside and Wine Tasting

Morning
Embark on a morning horseback adventure in the picturesque Tuscan countryside with the Siena Horseback Adventure. After working up an appetite, enjoy a delightful breakfast at Trattoria La Torre.
Afternoon
Post-ride, join the Total Immersion Wine Tour in Chianti for an in-depth exploration of the renowned Chianti wine region. Visit local vineyards, learn about the winemaking process, and indulge in tastings of the finest Chianti wines. For a scenic lunch, the San Gimignano Lunch at a Winery with Wine Tasting offers a perfect setting.
Evening
Return to Siena and relax with a serene evening at the Abbey of Sant'Antimo (Abbazia di Sant'Antimo), where you can enjoy the peaceful surroundings and perhaps participate in a prayer service. For dinner, head back to the city and dine at Enoteca I Terzi for a memorable meal.
Bedtime
Find amazing hotels in Siena.
activity-image

Siena Horseback Adventure in the Tuscan Countryside

star4.91

click to access prices

activity-image

Total Immersion Wine Tour in Chianti

star4.81

click to access prices

activity-image

San Gimignano Lunch or Dinner at a Winery with Wine Tasting

star4.23

click to access prices

activity-image

Abbey of Sant'Antimo (Abbazia di Sant'Antimo)

star4.60

click to access prices

San Gimignano's Towers and Tastings

Morning
Begin your day in the medieval hill town of San Gimignano with a hearty breakfast at Trattoria La Torre. Enjoy the morning tranquility before the crowds arrive.
Afternoon
Explore the well-preserved San Gimignano Private Guided Tour with a knowledgeable local guide. Visit the famous towers, learn about the town's history, and take in the panoramic views. For lunch, indulge in the flavors of Tuscany at Antica Trattoria Papei.
Evening
Conclude your San Gimignano experience with a visit to Monteriggioni, a nearby walled town with a unique charm. Enjoy a leisurely walk on the walls and soak in the ambiance. Return to Siena for dinner at Osteria Le Logge, where you can reminisce about the day's adventures.
Bedtime
Find amazing hotels in San Gimignano, Italy.
activity-image

Private Guided Tour in San Gimignano

star4.94

click to access prices

activity-image

Monteriggioni

star4.96

click to access prices

Montalcino's Elegance and Culinary Delights

Morning
Travel to the enchanting town of Montalcino and start your day with a visit to the Montalcino Fortress (Fortezza di Montalcino). Enjoy the panoramic views of the surrounding countryside. For breakfast, Il Pomodorino offers a delightful start to the day.
Afternoon
Delve into the world of Brunello wines with the Montalcino Brunello Wine Tasting Experience. Learn about the prestigious wine and savor the flavors in a historic setting. For lunch, the Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle provides an unforgettable dining experience.
Evening
As the trip comes to a close, take a relaxed walk through the vineyards or enjoy a serene moment in the town. Reflect on the journey over a final dinner at La Taverna di San Giuseppe, where the traditional Tuscan dishes will leave a lasting impression.
Bedtime
Find amazing hotels in Montalcino, Italy.
activity-image

Montalcino Fortress (Fortezza di Montalcino)

star4.74

click to access prices

activity-image

Montalcino Brunello Wine Tasting Experience

star3.67

click to access prices

activity-image

Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle

star4.62

click to access prices

Top Siena Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?