New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Arezzo and Tuscany Adventure 5 days](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018ab843-6a5d-7081-9969-9ab2a0683189/location658.jpg)
Arezzo and Tuscany Adventure 5 days Itinerary
Last updated: 2024 Jun 27Exploring Arezzo's Charms
Morning
Start your day with a visit to the Piazza Grande, one of the most beautiful squares in Italy. This medieval square is surrounded by historic buildings and offers a glimpse into the rich history of Arezzo. After exploring the square, head to 2 hours Arezzo group walking tour to get an overview of the city's main attractions and hidden gems.
Afternoon
In the afternoon, immerse yourself in local culture with Arezzo: Cooking Class at a Local's Home. Learn how to prepare traditional Tuscan dishes from scratch and enjoy a delicious meal that you helped create. This hands-on experience is perfect for food enthusiasts.
Evening
End your day with a relaxing evening at La Lancia d'Oro, a highly-rated restaurant known for its exquisite Tuscan cuisine. Enjoy a leisurely dinner while soaking in the charming atmosphere of Arezzo.
Bedtime
Find amazing hotels in Arezzo.
![Visit 2 hours Arezzo group walking tour in Arezzo](https://cdn.getyourguide.com/img/tour/64b5b1b93a509.jpeg/21.jpg)
4.502 hours Arezzo group walking tour
Book Now
![Visit 2 hours Arezzo group walking tour in Arezzo](https://cdn.getyourguide.com/img/tour/64b5b1b93a509.jpeg/21.jpg)
2 hours Arezzo group walking tour
Book Now
![Visit Arezzo Cooking Class at a Local's Home in Arezzo](https://cdn.getyourguide.com/img/tour/5beadbb853f3a.jpeg/21.jpg)
5.00Arezzo: Cooking Class at a Local's Home
Book Now
![Visit Arezzo Cooking Class at a Local's Home in Arezzo](https://cdn.getyourguide.com/img/tour/5beadbb853f3a.jpeg/21.jpg)
Arezzo: Cooking Class at a Local's Home
Book Now
Tuscan Wine and Wonders
Morning
Begin your second day with a scenic drive to Montalcino, famous for its Brunello wine. Visit Montalcino Fortress (Fortezza di Montalcino), an impressive medieval fortress offering panoramic views of the surrounding vineyards.
Afternoon
In the afternoon, indulge in Montalcino: Brunello Wine Tasting Experience. This tour includes a guided visit to a local winery where you'll learn about the winemaking process and sample some of the finest Brunello wines.
Evening
For dinner, head to Osteria di Porta al Cassero in Montalcino. This cozy restaurant offers traditional Tuscan dishes made with fresh, local ingredients. Pair your meal with one of their excellent wines for a perfect end to your day.
Bedtime
Find amazing hotels in Tuscany.
![Visit Montalcino Fortress (Fortezza di Montalcino) in Tuscany](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/dd.jpg)
4.78Montalcino Fortress (Fortezza di Montalcino)
Book Now
![Visit Montalcino Fortress (Fortezza di Montalcino) in Tuscany](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/dd.jpg)
Montalcino Fortress (Fortezza di Montalcino)
Book Now
![Visit Montalcino Brunello Wine Tasting Experience in Tuscany](https://cdn.getyourguide.com/img/tour/5e984034463b8.jpeg/21.jpg)
3.67Montalcino: Brunello Wine Tasting Experience
Book Now
![Visit Montalcino Brunello Wine Tasting Experience in Tuscany](https://cdn.getyourguide.com/img/tour/5e984034463b8.jpeg/21.jpg)
Montalcino: Brunello Wine Tasting Experience
Book Now
Cultural Treasures and Culinary Delights
Morning
Start your third day with a visit to Cortona, a charming hilltop town known for its rich history and stunning views. Begin with Cortona: Private 2-hour Guided Tour to explore its ancient streets, historic buildings, and beautiful churches.
Afternoon
After exploring Cortona's cultural treasures, treat yourself to Cooking class at Villa Toscana near Cortona. Learn how to make authentic Italian dishes in a beautiful villa setting and enjoy your creations for lunch.
Evening
Conclude your day at Ristorante La Loggetta, located in Cortona's main square. This elegant restaurant offers delicious Tuscan cuisine with stunning views over the valley below.
Bedtime
Find amazing hotels in Cortona.
![Visit Cortona Private 2-hour Guided Tour in Cortona](https://cdn.getyourguide.com/img/tour/5e46aed85f36d.jpeg/21.jpg)
5.00Cortona: Private 2-hour Guided Tour
Book Now
![Visit Cortona Private 2-hour Guided Tour in Cortona](https://cdn.getyourguide.com/img/tour/5e46aed85f36d.jpeg/21.jpg)
Cortona: Private 2-hour Guided Tour
Book Now
![Visit Cooking class at Villa Toscana near Cortona in Cortona](https://cdn.getyourguide.com/img/tour/0f2fca71f925b88bbb431907b549a2b86f82597e439f706a5cebec16fa9c90f7.jpeg/21.jpg)
Cooking class at Villa Toscana near Cortona
Book Now
![Visit Cooking class at Villa Toscana near Cortona in Cortona](https://cdn.getyourguide.com/img/tour/0f2fca71f925b88bbb431907b549a2b86f82597e439f706a5cebec16fa9c90f7.jpeg/21.jpg)
Cooking class at Villa Toscana near Cortona
Book Now
Arezzo's Hidden Gems and Local Flavors
Morning
Begin your day with a visit to the Basilica of San Francesco, home to the famous fresco cycle 'The Legend of the True Cross' by Piero della Francesca. This masterpiece is a must-see for art lovers and provides a deep dive into Renaissance art. Afterward, take a leisurely stroll through the historic center, exploring its charming streets and local shops.
Afternoon
In the afternoon, join Arezzo: 3-hour tour of the Christmas Markets with tastings. Even if it's not Christmas season, this tour will give you an insight into local traditions and flavors. You'll get to taste various local delicacies and learn about Arezzo's festive customs.
Evening
For dinner, head to Antica Osteria l'Agania, a highly-rated restaurant known for its traditional Tuscan dishes. Enjoy a delightful meal in a cozy atmosphere, making it a perfect end to your day.
Bedtime
Find amazing hotels in Arezzo.
![Visit Arezzo 3-hour tour of the Christmas Markets with tastings in Arezzo](https://cdn.getyourguide.com/img/tour/69114bf7ea49f542.jpeg/21.jpg)
4.00Arezzo: 3-hour tour of the Christmas Markets with tastings
Book Now
![Visit Arezzo 3-hour tour of the Christmas Markets with tastings in Arezzo](https://cdn.getyourguide.com/img/tour/69114bf7ea49f542.jpeg/21.jpg)
Arezzo: 3-hour tour of the Christmas Markets with tastings
Book Now
Scenic Beauty and Wine Adventures in Tuscany
Morning
Start your final day with a visit to Pienza, known as the 'Ideal City' of the Renaissance. Explore Pienza: Palazzo Piccolomini & Palazzo Borgia Entrance Ticket to admire its stunning architecture and beautiful gardens. The town itself offers picturesque views of the Val d'Orcia valley.
Afternoon
In the afternoon, embark on Val d'Orcia: Private Photography Safari Tour with Aperitif. Capture the breathtaking landscapes of Tuscany while learning photography tips from an expert guide. The tour concludes with an aperitif in a scenic location.
Evening
End your trip with dinner at La Bandita Townhouse Caffe in Pienza. This stylish restaurant offers modern Italian cuisine made with fresh, local ingredients. Enjoy your meal while reflecting on your memorable journey through Arezzo and Tuscany.
Bedtime
Find amazing hotels in Tuscany.
![Visit Pienza: Palazzo Piccolomini & Palazzo Borgia Entrance Ticket in Tuscany](https://cdn.getyourguide.com/img/tour/587e0449685c0.jpeg/21.jpg)
4.27Pienza: Palazzo Piccolomini & Palazzo Borgia Entrance Ticket
Book Now
![Visit Pienza: Palazzo Piccolomini & Palazzo Borgia Entrance Ticket in Tuscany](https://cdn.getyourguide.com/img/tour/587e0449685c0.jpeg/21.jpg)
Pienza: Palazzo Piccolomini & Palazzo Borgia Entrance Ticket
Book Now
![Visit Val d'Orcia Private Photography Safari Tour with Aperitif in Tuscany](https://cdn.getyourguide.com/img/tour/7f383856f832f40e.jpeg/21.jpg)
5.00Val d'Orcia: Private Photography Safari Tour with Aperitif
Book Now
![Visit Val d'Orcia Private Photography Safari Tour with Aperitif in Tuscany](https://cdn.getyourguide.com/img/tour/7f383856f832f40e.jpeg/21.jpg)
Val d'Orcia: Private Photography Safari Tour with Aperitif
Book Now
Top Tuscany Travel Videos