New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Tuscan Countryside Delights: Scenic Drives, Vineyards, and Charming Villages

Tuscan Countryside Delights: Scenic Drives, Vineyards, and Charming Villages Itinerary

Last updated: 2024 Jun 14

Artistic Marvels and Culinary Delights in Florence

Morning
Start your day with a traditional Tuscan breakfast at Osteria dell'Orsa, known for its local specialties. After breakfast, enjoy a Florence Uffizi Priority Ticket with Masterpieces Audio App to admire the world-renowned art collection.
Afternoon
For lunch, savor the flavors of Tuscany at Trattoria Mario, a beloved spot for authentic cuisine. Afterward, take a Florence Accademia Gallery Tour with Skip-the-Line Tickets to see Michelangelo's David up close.
Evening
In the evening, enjoy a leisurely walk along the Arno River before indulging in a fine dining experience at Cibrèo Ristorante Firenze, known for its innovative dishes. End the night with a romantic Florence Arno River Cruise with a Live Concert.
Bedtime
Find amazing hotels in Florence, Tuscany, Italy.

Medieval Charms of Siena and the Chianti Countryside

Morning
Depart from Florence to Siena and have a delightful breakfast at Osteria Le Logge, known for its panoramic views. Explore the historic city and visit the Siena Cathedral (Duomo di Siena).
Afternoon
Enjoy a leisurely lunch at Osteria La Porta in the charming town of Monticchiello. Afterward, take a Florence Chianti Wineries Tour with Food and Wine Tasting to experience the renowned wine region.
Evening
Head back to Siena and dine at Enoteca I Terzi, a favorite for wine enthusiasts. Take a sunset stroll through the Piazza del Campo, the heart of the city, and admire the medieval architecture.
Bedtime
Find amazing hotels in Siena, Tuscany, Italy.

Enchanting Towers of San Gimignano and Tuscan Flavors

Morning
Enjoy a scenic drive to San Gimignano, known for its medieval towers. Start your day with a cappuccino at La Taverna di San Giuseppe and explore the San Gimignano 1300 Museum.
Afternoon
For lunch, savor the local cuisine at La Bottega del Nobile in Montepulciano. Afterward, visit a Castle of Meleto (Castello di Meleto) for a taste of history and wine.
Evening
Dine at Antica Trattoria Botteganova in Volpaia, a hidden gem in the Chianti region. Enjoy a relaxed evening in the Tuscan countryside.
Bedtime
Find amazing hotels in San Gimignano, Tuscany, Italy.

Iconic Leaning Tower and Coastal Charms of Pisa

Morning
Depart for Pisa and have a classic Italian breakfast at Trattoria Da Burde. Visit the Piazza dei Miracoli and climb the Leaning Tower of Pisa.
Afternoon
Enjoy a seafood lunch at Ristorante Il Falconiere in Livorno. Take a leisurely walk along the Livorno Terrazza Mascagni (Terrazza Mascagni) and visit the Livorno Aquarium (Acquario di Livorno).
Evening
Head back to Pisa for a sunset aperitivo at La Grotta di Montepulciano, overlooking the Arno River. Dine at Osteria Acquacheta, known for its bistecca alla fiorentina.
Bedtime
Find amazing hotels in Pisa, Tuscany, Italy.

Wine Tasting in the Chianti Region and Farewell to Tuscany

Morning
Conclude your Tuscany road trip with a wine tasting experience at Il Canto del Maggio in the Chianti Classico area. Enjoy the vineyard views and learn about the local varietals.
Afternoon
For your final lunch in Tuscany, savor a farm-to-table meal at Ristorante La Torre in the heart of the Chianti region. Take a leisurely drive through the vineyards and olive groves.
Evening
As the sun sets on your Tuscany adventure, raise a glass at Antica Trattoria Botteganova in Volpaia, savoring the flavors of the region. Reflect on your journey through the picturesque countryside.
Bedtime
Find amazing hotels in Chianti, Tuscany, Italy.
kayakFind the right stay during your trip.
Got a question about your trip?