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Ultimate 21-Day Italy and Greece Adventure Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Culinary Delights

Morning

Begin your journey with a traditional Italian breakfast at Roscioli, known for its fresh pastries and coffee. Afterward, take a stroll to the majestic Colosseum and enjoy a Rome Priority Access Colosseum, Roman Forum & Palatine Tour with a knowledgeable guide.

Afternoon

For lunch, savor authentic Roman cuisine at Da Enzo al 29. Post-lunch, immerse yourself in the ancient ruins of the Roman Forum (Foro Romano) and the Palatine Hill (Palatino) with a skip-the-line entry ticket.

Evening

As the sun sets, visit the stunning Trevi Fountain (Fontana di Trevi) and make a wish. Cap off the day with a fine dining experience at Ristorante Aroma, offering panoramic views of the city.

Bedtime

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4.45
Colosseum
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4.62
Rome Priority Access Colosseum, Roman Forum & Palatine Tour
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Vatican Wonders and Artistic Marvels

Morning

Enjoy an early breakfast at La Pergola, one of Rome's most prestigious restaurants. Then, head to the Vatican City (Citta del Vaticano) for a Vatican Early Entry to Museums, Sistine Chapel & St Peter's tour, avoiding the crowds.

Afternoon

After the tour, indulge in a leisurely lunch at Pizzarium, a renowned pizzeria. Spend your afternoon exploring the Vatican Museums (Musei Vaticani), Sistine Chapel (Cappella Sistina), and the St. Peter's Basilica (Basilica di San Pietro).

Evening

For dinner, try the innovative dishes at Il Pagliaccio, a Michelin-starred restaurant. End the day with a romantic walk in St. Peter's Square (Piazza San Pietro).

Bedtime

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4.34
Vatican City (Citta del Vaticano)
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4.82
Vatican Early Entry to Museums, Sistine Chapel & St Peter's
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Rome's Hidden Gems and Panoramic Views

Morning

Start with breakfast at Trattoria Da Cesare al Casaletto, a local favorite. Then, visit the lesser-known Aventine Hill (Aventino) for a panoramic view of the city and the famous Keyhole of Rome (Il Buco di Roma).

Afternoon

Have a casual lunch at Roscioli, where you can enjoy a variety of Italian delicacies. Post-lunch, explore the beautiful Piazza Navona and the nearby Pantheon.

Evening

Dine at Trastevere, known for its charming streets and excellent restaurants. Explore the vibrant neighborhood and enjoy the lively atmosphere.

Bedtime

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4.69
Aventine Hill (Aventino)
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4.65
Piazza Navona
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Art, History, and Tuscan Flavors

Morning

Arrive in Florence and kick off your day with a classic Florentine breakfast at {Ristorante Cibrèo}. Energized, head to the iconic Duomo and Baptistery (Battistero) for a guided tour with priority access.

Afternoon

For lunch, indulge in the flavors of Tuscany at {Ristorante La Giostra}, a royal setting for a memorable meal. Post-lunch, explore the Uffizi Gallery (Galleria degli Uffizi) with a skip-the-line ticket and admire masterpieces of Renaissance art.

Evening

Enjoy a relaxed dinner at {Ristorante Quinoa}, known for its vegetarian options and cozy ambiance. Take a leisurely walk along the Ponte Vecchio and soak in the romantic atmosphere of the city.

Bedtime

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4.59
Uffizi Gallery (Galleria degli Uffizi)
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4.28
Ponte Vecchio
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Medieval Marvels and Culinary Delights

Morning

Start with a delightful breakfast at {Ristorante Paoli}, offering a serene setting. Then, explore the Piazza della Signoria and the Loggia dei Lanzi with its impressive sculptures.

Afternoon

For lunch, head to {Ristorante Ora d'Aria} and indulge in a Michelin-starred meal. Post-lunch, visit the San Lorenzo Market (Mercato di San Lorenzo) and the surrounding area for some shopping and cultural exploration.

Evening

Dine at {Ristorante Il Latini}, a historic eatery known for its traditional Tuscan dishes and convivial atmosphere. End the day with a visit to the Basilica of Santa Croce (Basilica di Santa Croce) and pay homage to the great figures of Italian history buried there.

Bedtime

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4.44
Piazza della Signoria
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4.37
Loggia dei Lanzi
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Chianti Countryside and Wine Tasting

Morning

Enjoy a hearty breakfast at {Ristorante Buca Mario}, a Florentine institution. Then, embark on a guided Chianti wine tour, visiting picturesque vineyards and tasting some of the finest wines in the region.

Afternoon

Have a leisurely lunch at {Ristorante Alle Murate}, set in a historic building with a stunning ambiance. Afterward, take a stroll through the Boboli Gardens (Giardino di Boboli) and enjoy the beautiful landscapes and sculptures.

Evening

For dinner, try the innovative dishes at {Ristorante Essenziale}, a Michelin-starred restaurant known for its creative use of local ingredients. End the day with a visit to the Piazzale Michelangelo for a breathtaking panoramic view of Florence at sunset.

Bedtime

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Chianti
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4.37
Boboli Gardens (Giardino di Boboli)
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Culinary Exploration and Evening Elegance

Morning

Begin with breakfast at {Ristorante Aroma}, offering a refined start to the day. Then, take a guided Rome Food Tour to explore the city's culinary scene, visiting local markets, bakeries, and trattorias.

Afternoon

Enjoy a sumptuous lunch at {Ristorante Acquolina Hostaria}, known for its traditional Roman dishes with a modern twist. Post-lunch, take a leisurely walk through the charming streets of Trastevere and explore the neighborhood's hidden gems.

Evening

For a memorable dinner, head to {Ristorante Il Pagliaccio}, a two-Michelin-star restaurant offering an exquisite gastronomic experience. End the day with a leisurely stroll along the Tiber River (Fiume Tevere) and enjoy the romantic ambiance of the city at night.

Bedtime

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Rome Food Tour
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4.72
Trastevere
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Day Trip to Pompeii and Amalfi Coast

Morning

Catch an early breakfast at {Ristorante Armando al Pantheon} before embarking on an exciting day trip. Take a From Rome Pompeii, Amalfi Coast and Positano Day Trip to explore the ancient ruins of Pompeii and the breathtaking beauty of the Amalfi Coast.

Afternoon

Enjoy a delightful lunch with a view at {Ristorante Marina Grande - Da Clotilde} in Positano. Afterward, take some time to relax on the stunning beaches or explore the charming coastal towns.

Evening

Return to Rome and have a casual dinner at {Ristorante La Gatta Mangiona}, a local pizzeria known for its delicious pies. Reflect on the day's adventures and prepare for more excitement in the days to come.

Bedtime

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4.55
From Rome Pompeii, Amalfi Coast and Positano Day Trip
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Historical Reflections and Modern Elegance

Morning

Start with a breakfast at {Ristorante Antico Arco}, a contemporary setting with a touch of tradition. Then, visit the Catacombs of Rome (Catacombe di Roma) for a guided tour, exploring the ancient underground burial sites.

Afternoon

For lunch, indulge in the culinary delights of {Ristorante Da Cesare al Casaletto}, a local favorite. Post-lunch, visit the Appian Way (Via Appia Antica) and the Aqueduct Park (Parco degli Acquedotti) for a leisurely walk, admiring the remnants of ancient Roman engineering.

Evening

Dine at {Ristorante Glass Hostaria}, a Michelin-starred restaurant offering innovative dishes in an elegant setting. End the day with a visit to the Roman Ghetto (Ghetto Ebraico) and explore the historic Jewish quarter, known for its charming streets and cultural significance.

Bedtime

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Catacombs of Rome (Catacombe di Roma)
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4.37
Appian Way (Via Appia Antica)
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Tuscan Tranquility and Cultural Heritage

Morning

Enjoy a delightful breakfast at {Ristorante Il Pagliaccio}, a serene start to the day. Then, take a From Rome Tuscany Guided Day Trip with Lunch & Wine Tasting to explore the picturesque landscapes and charming villages of Tuscany, with a visit to a local winery for a wine tasting experience.

Afternoon

Savor a traditional Tuscan lunch at {Ristorante La Pergola}, set in the heart of the Tuscan countryside. Post-lunch, visit the San Gimignano and the Siena, exploring the rich history and cultural heritage of the region.

Evening

Return to Rome and have a casual dinner at {Ristorante Da Enzo al 29}, a trattoria known for its authentic Roman dishes. Reflect on the day's experiences and prepare for more adventures in the days to come.

Bedtime

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4.69
From Rome Tuscany Guided Day Trip with Lunch & Wine Tasting
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4.37
San Gimignano
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Artistic Marvels and Timeless Elegance

Morning

Begin with a sumptuous breakfast at {Ristorante La Pergola}, offering a luxurious start to the day. Then, visit the Borghese Gallery (Galleria Borghese) for a guided tour, admiring the exquisite collection of art and sculptures.

Afternoon

For lunch, head to {Ristorante Aroma} and indulge in a fine dining experience with a view. Post-lunch, take a leisurely walk through the Villa Borghese and enjoy the serene landscapes and hidden gems of the park.

Evening

Dine at {Ristorante Il Pagliaccio}, a two-Michelin-star restaurant offering an exceptional gastronomic journey. End the day with a visit to the Piazza di Spagna and the Spanish Steps (Piazza di Spagna), soaking in the timeless elegance of the area.

Bedtime

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4.42
Borghese Gallery (Galleria Borghese)
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4.37
Villa Borghese
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