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Ultimate 5-Day Tuscany Adventure: Florence, Pisa, Siena & Chianti

Ultimate 5-Day Tuscany Adventure: Florence, Pisa, Siena & Chianti Itinerary

Last updated: 2024 Jun 14

Florence's Art & Cuisine

Morning
Start your day with a delightful breakfast at the renowned La Ménagère, a unique concept store and restaurant. Afterward, embark on a cultural journey with a Florence Skip-The-Line Uffizi Gallery Timed Entrance Ticket to admire masterpieces by Michelangelo, Leonardo da Vinci, and Botticelli.
Afternoon
For lunch, savor authentic Tuscan flavors at Trattoria Za Za, known for its delicious pasta dishes. Afterward, immerse yourself in the art of pasta making at the Florence Pasta Making Class with Wine, Limoncello, and Cake. Learn the secrets of Italian cuisine and enjoy the fruits of your labor.
Evening
As the sun sets, head to Borgo Antico Firenze for a delightful dinner. Then, experience the magic of Italian opera at the Florence Santa Monaca Church Italian Opera Concert Ticket. Let the music transport you to another world.
Bedtime
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Florence's Historic Treasures

Morning
Enjoy a leisurely breakfast at All'Antico Vinaio, famous for its mouthwatering panini. Afterward, explore the iconic Florence Duomo Cathedral Guided Tour and climb Brunelleschi's Dome for stunning views of the city.
Afternoon
For lunch, indulge in a culinary experience at Cibrèo Trattoria, known for its innovative Tuscan cuisine. Afterward, visit the Accademia Gallery (Galleria dell'Accademia) to marvel at Michelangelo's David with a Florence Timed Entrance Ticket to Michelangelo’s David.
Evening
End your day with a romantic dinner at La Giostra, located in a charming 15th-century building. Enjoy the elegant ambiance and exquisite Tuscan dishes.
Bedtime
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Pisa & Chianti Countryside

Morning
Travel to Pisa and start your day with a visit to the iconic Leaning Tower of Pisa (Torre di Pisa). Afterward, enjoy a delightful lunch at Ristorante del Fagioli, known for its traditional Tuscan cuisine.
Afternoon
Explore the beautiful Chianti countryside with a Florence Chianti Wineries Tour with Food and Wine Tasting. Visit local wineries, taste exquisite wines, and savor the flavors of the region.
Evening
Return to Florence and enjoy a relaxing evening at I'Brindellone, a charming trattoria known for its warm atmosphere and delicious dishes.
Bedtime
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Siena's Medieval Charm

Morning
Journey to Siena and start your day with a visit to the Siena Cathedral (Duomo di Siena). Climb the Facciatone for panoramic views of the city. Enjoy a delightful breakfast at Il Latini, a historic restaurant known for its traditional Tuscan cuisine.
Afternoon
After lunch, explore the medieval streets of Siena and visit the Piazza del Campo, one of Europe's greatest medieval squares. Don't miss the Siena Baptistery (Battistero di San Giovanni) and the Siena Crypt (Cripta del Duomo di Siena).
Evening
Enjoy a memorable dinner at Enoteca Pinchiorri, a three-Michelin-star restaurant. Indulge in a culinary journey through the flavors of Tuscany.
Bedtime
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Florence's Hidden Gems

Morning
Start your day with a visit to the Piazzale Michelangelo for breathtaking views of Florence. Enjoy a light breakfast at Gusta Pizza, known for its authentic Neapolitan pizza.
Afternoon
Explore the lesser-known treasures of Florence, such as the San Miniato al Monte and the Vasari Corridor (Corridoio Vasariano). Enjoy a delightful lunch at Trattoria Mario, a historic trattoria loved by locals.
Evening
Conclude your Tuscany adventure with a farewell dinner at Osteria Santo Spirito, located in the Oltrarno district. Enjoy the warm atmosphere and traditional Tuscan dishes.
Bedtime
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