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Ultimate 5-Day Rome, Capri Island, and Santorini Adventure

Ultimate 5-Day Rome, Capri Island, and Santorini Adventure Itinerary

Last updated: 2024 Jun 14

Historical Wonders and Culinary Delights

Morning
Begin your Roman adventure with a hearty breakfast at Roscioli, known for its fresh pastries and artisanal breads. Afterward, marvel at the ancient grandeur with a Rome Priority Access Colosseum, Roman Forum & Palatine Tour, immersing yourself in the history of the iconic landmarks.
Afternoon
For lunch, savor the flavors of traditional Roman cuisine at Trastevere, a charming neighborhood with quaint trattorias. Post-lunch, take a leisurely stroll to the Pantheon, an architectural marvel, and then toss a coin into the Trevi Fountain (Fontana di Trevi) to ensure your return to the Eternal City.
Evening
As the sun sets, enjoy a refined dining experience at Ristorante Aroma, offering panoramic views of the city. Cap off the evening with a leisurely walk around Piazza Navona, soaking in the lively atmosphere and street performances.
Bedtime
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Vatican Wonders and Artisanal Creations

Morning
Kick off the day with a delightful breakfast at Pizzarium, a renowned spot for authentic Roman pizza. Then, bypass the lines with a Rome Vatican Museums & Sistine Chapel Skip-The-Line Ticket and explore the awe-inspiring collections of the Vatican Museums (Musei Vaticani) and the spiritual magnificence of the Sistine Chapel (Cappella Sistina).
Afternoon
For a true taste of Rome, engage in a Rome Pasta & Tiramisu Class with Fine Wine by the Vatican, where you'll learn the secrets of Italian cuisine. Later, take a leisurely walk in the St. Peter's Square (Piazza San Pietro) and admire the grandeur of the St. Peter's Basilica (Basilica di San Pietro) from the outside.
Evening
Dine at Trattoria Da Cesare al Casaletto, a local favorite known for its authentic Roman dishes. After dinner, take a romantic passeggiata (stroll) in the Trastevere district, with its narrow cobblestone streets and medieval charm.
Bedtime
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Island Paradise and Gourmet Delights

Morning
Arrive in the picturesque island of Capri and enjoy a delightful breakfast with a view at La Pergola, perched on the cliffs. Afterward, take a relaxing boat tour to explore the Blue Grotto (Grotta Azzurra), a natural sea cave known for its iridescent blue waters.
Afternoon
For lunch, indulge in the fresh catch of the day at {Ristorante Aurora}, a charming eatery in the heart of Capri. Post-lunch, take the Anacapri chairlift to enjoy panoramic views of the island and the Mediterranean Sea.
Evening
As the sun sets, enjoy a sumptuous dinner at Da Enzo Al 29, a family-run trattoria known for its warm hospitality and traditional Caprese dishes. End the evening with a leisurely walk in the Piazzetta, the vibrant heart of Capri's social life.
Bedtime
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Santorini's Splendid Views and Gastronomic Gems

Morning
Wake up to the stunning Santorini sunrise and enjoy a traditional Greek breakfast at Santorini Mou Taverna, with its panoramic views of the caldera. After breakfast, explore the Akrotiri, an ancient Minoan city buried by a volcanic eruption.
Afternoon
For lunch, head to Metaxi Mas, a hidden gem nestled in the villages, and savor authentic Santorinian flavors. Post-lunch, visit the Red Beach (Kokkini Paralia) or Perissa Black Sand Beach to relax and soak in the unique volcanic landscape.
Evening
Dine at Il Pagliaccio, a Michelin-starred restaurant offering innovative Italian cuisine with a Greek twist. After dinner, take a romantic walk in the Oia village, famous for its stunning sunsets and charming white-washed buildings.
Bedtime
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Hidden Gems and Cultural Pursuits

Morning
Start with a delightful breakfast at Come Il Latte, known for its artisanal gelato and pastries. Then, explore the lesser-known Borghese Gallery (Galleria Borghese), home to a remarkable collection of art and sculptures. Advance reservations are required.
Afternoon
For lunch, enjoy a picnic in the serene Villa Borghese park, or visit Cesare al Casaletto for a taste of authentic Roman cuisine. Post-lunch, take a leisurely walk to the Roman Ghetto (Ghetto Ebraico) and explore the historic Jewish Quarter.
Evening
Conclude your Roman holiday with a memorable dinner at La Gatta Mangiona, a pizzeria known for its creative toppings and cozy ambiance. Afterward, take in the vibrant atmosphere of Campo de' Fiori, known for its lively market during the day and bustling nightlife in the evening.
Bedtime
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