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5 Days Exploring Toscana from Siena Itinerary
Last updated: 2024 Jun 14Siena's Historic Heartbeat
Morning
Start your day with a visit to the iconic Siena Cathedral (Duomo). This magnificent Gothic structure is one of Italy's most beautiful cathedrals, adorned with intricate marble floors and stunning frescoes. After soaking in the architectural splendor, head to Caffè Fonte Gaia for a delightful breakfast of fresh pastries and coffee.
Afternoon
In the afternoon, explore the historic Piazza del Campo, known for its unique shell shape and as the venue for the famous Palio horse race. While here, enjoy a leisurely lunch at Ristorante Il Bandierino, offering traditional Tuscan dishes with a view of the piazza. Post-lunch, delve into local history at the Siena Civic Museum (Museo Civico di Siena), housed in the Palazzo Pubblico.
Evening
As evening falls, take part in the Siena Food and Wine Walking Tour. This guided tour will introduce you to Siena's culinary delights and local wines. Conclude your day with dinner at Osteria Le Logge, renowned for its exquisite Tuscan cuisine.
Bedtime
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4.67Siena Cathedral (Duomo)
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4.67Siena Cathedral (Duomo)
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4.59Piazza del Campo
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4.59Piazza del Campo
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Medieval Marvels and Wine Wonders
Morning
Begin your second day with a scenic drive to the Chianti region. Your first stop is at Brolio Castle (Castello di Brolio), an impressive fortress surrounded by vineyards. Explore its rich history and enjoy panoramic views of the countryside. For breakfast, visit Bar Enoteca La Torre nearby.
Afternoon
In the afternoon, immerse yourself in wine culture with a visit to an organic winery for an Organic Winery Tour and Wine Tasting in Siena. Learn about Chianti wine production and savor some of their finest offerings. Enjoy lunch at Ristorante La Grotta di Montecchio, known for its delicious local fare.
Evening
Conclude your day with a leisurely stroll through the charming town of Radda in Chianti. Visit local shops and cafes before heading to dinner at La Botte di Bacco, where you can indulge in traditional Tuscan dishes paired with excellent wines.
Bedtime
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4.97Brolio Castle (Castello di Brolio)
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4.97Brolio Castle (Castello di Brolio)
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5.00Organic Winery Tour and Wine Tasting in Siena
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5.00Organic Winery Tour and Wine Tasting in Siena
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Tuscan Treasures Unveiled
Morning
Start your third day by visiting San Gimignano, famous for its medieval towers. Begin at the impressive Basilica of Santa Maria Assunta (Duomo di San Gimignano) to admire its beautiful frescoes. For breakfast, stop by Bar Piazzetta, offering delightful pastries and coffee.
Afternoon
After exploring San Gimignano's historic center, head to Monteriggioni. Wander through this well-preserved medieval walled town and visit its small but fascinating museum. Enjoy lunch at Ristorante Il Feudo, which offers traditional Tuscan cuisine in a charming setting.
Evening
In the evening, participate in an unforgettable experience: a private pasta-making class in San Gimignano (San Gimignano Private Pasta-Making Class in a Local's Home). Learn how to make authentic Italian pasta from scratch and enjoy your creations paired with local wines for dinner.
Bedtime
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4.70Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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4.70Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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5.00San Gimignano Private Pasta-Making Class in a Local's Home
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5.00San Gimignano Private Pasta-Making Class in a Local's Home
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Nature and Art in Lucca
Morning
Start your day with a visit to the Lucca Clock Tower (Torre delle Ore). Climb to the top for a breathtaking view of the city. Afterward, enjoy a leisurely breakfast at Pasticceria Dianda, known for its delicious pastries and coffee.
Afternoon
In the afternoon, explore the charming streets of Lucca, including the famous Via Fillungo, lined with shops and cafes. Stop for lunch at Ristorante Giglio, which offers traditional Tuscan dishes in a beautiful setting. After lunch, visit the Church of San Michele in Foro (Chiesa di San Michele in Foro), an architectural gem with stunning sculptures and artwork.
Evening
As evening approaches, take part in a unique activity: the Watermelon Bike Tour at Sunset. This guided tour will take you through Lucca's picturesque countryside as you enjoy the beautiful sunset. Conclude your day with dinner at Osteria Baralla, where you can savor local specialties paired with excellent wines.
Bedtime
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4.90Lucca Clock Tower (Torre delle Ore)
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4.90Lucca Clock Tower (Torre delle Ore)
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4.79Via Fillungo
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4.79Via Fillungo
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Marble Marvels and Coastal Charms
Morning
Carrara Marble Quarry is your first stop on this final day. Explore these world-famous quarries that have supplied marble for some of history's greatest sculptures. Enjoy breakfast at Bar La Piazza nearby.
Afternoon
Cinque Terre National Park (Parco Nazionale delle Cinque Terre) awaits you next. Take a scenic drive to this stunning coastal area known for its colorful villages perched on cliffs overlooking the sea. Enjoy lunch at Ristorante Belforte in Vernazza, offering fresh seafood and breathtaking views.
Evening
Cinque Terre Gems UNESCO Sites & Secrets Tour will be your evening highlight. This guided tour will take you through some of Cinque Terre's most beautiful spots, revealing hidden gems and local secrets. End your day with dinner at Trattoria Dal Billy in Manarola, where you can enjoy traditional Ligurian cuisine while soaking in the coastal ambiance.
Bedtime
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4.99Carrara Marble Quarry
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4.99Carrara Marble Quarry
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4.84Cinque Terre National Park (Parco Nazionale delle Cinque Terre)
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4.84Cinque Terre National Park (Parco Nazionale delle Cinque Terre)
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