New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

5 Days of Tuscan Adventure

5 Days of Tuscan Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Siena and Beyond

Morning
Start your Tuscan adventure with a visit to the Palio of Siena (Palio di Siena). This historic horse race, held twice a year in the Piazza del Campo, is one of the most famous events in Italy. Even if you're not visiting during the race, the atmosphere and history of the piazza are captivating. Enjoy breakfast at Caffè Nannini, known for its delicious pastries and coffee.
Afternoon
In the afternoon, head to the National Art Gallery of Siena (Pinacoteca Nazionale Siena). This gallery houses an impressive collection of Sienese art from the 12th to 16th centuries. Afterward, enjoy lunch at Ristorante La Taverna di San Giuseppe, which offers traditional Tuscan cuisine in a charming setting.
Evening
Conclude your day with a visit to the Basilica of San Domenico (Basilica di San Domenico), a stunning Gothic church that houses relics of St. Catherine of Siena. For dinner, dine at Osteria Le Logge, known for its elegant ambiance and exquisite dishes.
Bedtime
Find amazing hotels in Siena.

Castles and Culinary Delights

Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto). This medieval castle offers guided tours that take you through its historic rooms and beautiful gardens. Enjoy breakfast at Bar Enoteca Borgo Casa al Vento, where you can savor local pastries and coffee while taking in scenic views.
Afternoon
In the afternoon, participate in a unique culinary experience with the Florence Pizza and Gelato Class at a Tuscan Farmhouse. Learn how to make authentic Italian pizza and gelato from scratch while enjoying breathtaking views of the Tuscan countryside. For lunch, indulge in your homemade creations paired with local wine.
Evening
End your day with a visit to another historic site, the Brolio Castle (Castello di Brolio). Explore its ancient walls and enjoy wine tasting sessions featuring some of Chianti's finest wines. Dine at Ristorante Il Carlino d'Oro, which offers delectable dishes made from locally sourced ingredients.
Bedtime
Find amazing hotels in Chianti Region.

Cultural Immersion in Florence

Morning
Start your day early with a guided tour titled Florença: Passeio guiado de riquixá pela cidade, which provides an excellent overview of Florence's main attractions including Piazza della Signoria and Ponte Vecchio. Have breakfast at Caffè Gilli, one of Florence's oldest cafes offering delicious pastries.
Afternoon
Spend your afternoon exploring art treasures by visiting both Accademia Gallery and Uffizi Gallery on a combined tour: Florence 4-Hour Accademia and Uffizi Galleries Guided Tour. Marvel at Michelangelo's David among other masterpieces. For lunch, stop by Trattoria Mario for authentic Florentine cuisine.
Evening
Wrap up your cultural immersion by visiting Santa Croce Church on this tour: Florence Santa Croce Church Tour. This Gothic church is known as 'Temple of Italian Glories' as it houses tombs of Michelangelo, Galileo Galilei among others. End your evening dining at renowned restaurant Enoteca Pinchiorri offering gourmet dishes.
Bedtime
Find amazing hotels in Florence.

Historical Wonders and Scenic Beauty

Morning
Begin your day with a visit to the Lucca Clock Tower (Torre delle Ore). This medieval tower offers panoramic views of the city and is a great way to start your exploration of Lucca. Enjoy breakfast at Pasticceria Dianda, known for its delicious pastries and coffee.
Afternoon
In the afternoon, head to the Church of San Michele in Foro (Chiesa di San Michele in Foro). This stunning Romanesque church is located in the heart of Lucca and is a must-see for its intricate facade and beautiful interior. For lunch, dine at Ristorante Giglio, which offers traditional Tuscan cuisine in an elegant setting.
Evening
Conclude your day with a visit to the Guinigi Tower (Torre Guinigi), another iconic tower in Lucca that features a unique rooftop garden. Enjoy dinner at Osteria Baralla, known for its cozy ambiance and delicious local dishes.
Bedtime
Find amazing hotels in Lucca.

Exploring Pisa and Surroundings

Morning
Start your final day with a visit to the famous Leaning Tower of Pisa. Although not on your wishlist, this iconic landmark is worth seeing. Have breakfast at Caffè dei Cavalieri, which offers a variety of pastries and coffee.
Afternoon
Florence Cinque Terre Day Trip with Optional Hike - Spend your afternoon exploring the stunning Cinque Terre National Park. This guided tour takes you through picturesque villages along the Ligurian coast, offering breathtaking views and opportunities for hiking. For lunch, enjoy local seafood at one of the charming restaurants in Cinque Terre.
Evening
Florence Dark History Walking Tour with Bar Stops - Return to Florence for an evening tour that delves into the city's dark history while stopping at local bars for drinks. End your trip with dinner at Trattoria ZaZa, known for its lively atmosphere and delicious Tuscan dishes.
Bedtime
Find amazing hotels in Pisa.

Top Siena Travel Videos

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