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Ultimate 7-Day Italian Adventure: Rome, Siena, Val d'Orcia, San Gimignano, Florence, Lago di Bilancino, Bologna, Milan Itinerary
Last updated: 2024 Jun 14Rome's Ancient Wonders
Morning
Start your day with a delightful breakfast at Roscioli, known for its pastries and coffee. Then, embark on a guided tour of the Colosseum, Roman Forum, and Palatine Hill with the Rome Fast-Track Colosseum and Forum Ticket with Audio Guide. Marvel at the ancient ruins and immerse yourself in Rome's rich history.
Afternoon
For lunch, savor authentic Roman cuisine at Da Enzo Al 29, a local favorite. Afterward, explore the Pantheon and throw a coin into the Trevi Fountain (Fontana di Trevi) for good luck. End your afternoon with a guided tour of the Vatican Museums (Musei Vaticani) and the Sistine Chapel (Cappella Sistina) using the Vatican Vatican Museums Sistine Chapel Skip-the-Line Ticket.
Evening
Indulge in a gourmet dinner at the renowned La Pergola, a three-Michelin-star restaurant offering panoramic views of Rome. Afterward, take a leisurely stroll around St. Peter's Square (Piazza San Pietro) and admire the grandeur of St. Peter's Basilica (Basilica di San Pietro).
Bedtime
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Colosseum
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Roman Forum (Foro Romano)
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Palatine Hill (Palatino)
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Rome Colosseum and Roman Forum Experience & Audio Guide App
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Pantheon
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From Hermanus or Cape Town Shark Cage Diving Experience
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Vatican Museums (Musei Vaticani)
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Sistine Chapel (Cappella Sistina)
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Vatican Vatican Museums Sistine Chapel Skip-the-Line Ticket
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St. Peter's Square (Piazza San Pietro)
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St. Peter's Basilica (Basilica di San Pietro)
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Charming Siena and Tuscan Delights
Morning
Enjoy a Tuscan breakfast at a local cafe in Siena. Then, take a guided tour of the Siena Cathedral (Duomo di Siena) and the Piazza del Campo, where the famous Palio di Siena horse race takes place. Immerse yourself in the medieval charm of this UNESCO World Heritage city.
Afternoon
For lunch, dine at Trattoria Da Cesare al Casaletto, known for its traditional Tuscan dishes. Afterward, visit a local winery for a wine tasting experience in the Chianti Classico Wine Region. Learn about the region's winemaking traditions and savor the flavors of Tuscany.
Evening
Relax and enjoy a leisurely evening in Siena. Take a sunset walk along the city's ancient walls and savor the beauty of the Tuscan countryside. For dinner, try a local trattoria and sample more of the region's culinary delights.
Bedtime
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Vatican City (Citta del Vaticano)
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Piazza Navona
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Hamburg: Private - Town Hall, Speicherstadt, Elbphilharmonie
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Enchanting Val d'Orcia Landscapes
Morning
Start your day with a scenic drive to the Val d'Orcia, a UNESCO World Heritage site known for its picturesque landscapes. Stop at the iconic Podere Belvedere for a classic Tuscan photo opportunity.
Afternoon
Enjoy a picnic lunch amidst the rolling hills of Val d'Orcia. Afterward, visit the charming town of Pienza, known for its pecorino cheese and Renaissance architecture. Explore the town's narrow streets and visit the Palazzo Piccolomini.
Evening
Return to your accommodation in Val d'Orcia and relax with a glass of local wine as you watch the sunset over the Tuscan countryside. For dinner, savor a farm-to-table meal at a local agriturismo, where you can taste the flavors of the region.
Bedtime
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Cabo Cabrón National Park (Parque Nacional Cabo Cabrón)
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Malecon
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Las Galeras
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San Gimignano's Medieval Splendor
Morning
After breakfast, travel to the medieval town of San Gimignano. Explore the town's well-preserved towers and visit the Duomo di San Gimignano.
Afternoon
Enjoy a leisurely lunch at a local trattoria in San Gimignano. Afterward, take a guided tour of a local winery and learn about the region's winemaking traditions. Sample the renowned Vernaccia di San Gimignano wine.
Evening
Stroll through the town's streets in the evening and admire the illuminated towers. For dinner, dine at a restaurant with a view of the town's skyline.
Bedtime
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U.S. Navy Memorial
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Whale Museum and Nature Center (Museo de la Ballena)
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Art and Culture in Florence
Morning
Travel to Florence and start your day with a visit to the Uffizi Galleries (Gallerie degli Uffizi). Explore the museum's impressive collection of Renaissance art, including works by Michelangelo and Leonardo da Vinci.
Afternoon
For lunch, dine at Il Pagliaccio, a Michelin-starred restaurant in Florence. Afterward, visit the Florence Cathedral (Duomo di Firenze) and climb to the top of the Florence Duomo (Cattedrale di Santa Maria dei Fiori) for panoramic views of the city.
Evening
Enjoy a traditional Florentine dinner at a local trattoria. Afterward, take a leisurely walk along the Ponte Vecchio and soak in the romantic atmosphere of Florence by night.
Bedtime
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Uffizi Galleries (Gallerie degli Uffizi)
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Mt. Titlis
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Florence Duomo (Cattedrale di Santa Maria dei Fiori)
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Relaxation by Lago di Bilancino
Morning
After breakfast, travel to Lago di Bilancino, a serene lake near Florence. Spend the morning relaxing by the water, swimming, or enjoying water sports.
Afternoon
Have a lakeside lunch at a local restaurant. Afterward, explore the surrounding area and visit the nearby towns of Barberino di Mugello and Vicchio.
Evening
Enjoy a peaceful evening by the lake, watching the sunset and savoring a dinner of fresh seafood or local specialties.
Bedtime
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Shriver House Museum
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Michie Tavern
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Culinary Delights in Bologna
Morning
Travel to Bologna, the culinary capital of Italy. Start your day with a walking tour of the city, including the Piazza Maggiore and the Two Towers (Due Torri).
Afternoon
For lunch, indulge in a traditional Bolognese meal at Ristorante Aroma, known for its handmade pasta and local ingredients. Afterward, visit the Basilica of San Petronio and the Archiginnasio of Bologna.
Evening
Spend your evening exploring Bologna's vibrant food markets and enjoying aperitivo at a local bar. For dinner, try the city's famous Tortellini or Bolognese ragù at a traditional trattoria.
Bedtime
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Aberdeen Harbour
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Victoria Peak (The Peak)
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Hong Kong Island
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Ladies Market
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Fashion and Culture in Milan
Morning
Travel to Milan and start your day with a visit to the Duomo di Milano and the Galleria Vittorio Emanuele II. Climb to the top of the Milan Cathedral (Duomo di Milano) for panoramic views of the city.
Afternoon
For lunch, dine at a fashionable restaurant in Milan. Afterward, visit the Teatro alla Scala and the Brera Art Gallery (Pinacoteca di Brera).
Evening
Spend your evening shopping in Milan's fashion district and enjoying a sophisticated dinner at a Michelin-starred restaurant. End your Italian adventure with a nightcap at a stylish bar in Milan.
Bedtime
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Kowloon
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Lantau Island
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