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Ultimate 21-Day Italy and Greece Adventure from Toronto

Ultimate 21-Day Italy and Greece Adventure from Toronto 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, immersing yourself in the history of ancient Rome.
Afternoon
For lunch, savor authentic Roman cuisine at Da Enzo al 29, a local favorite. Post-lunch, visit the Roman Forum (Foro Romano) and the Palatine Hill (Palatino), exploring the ruins of the former political and social center of the Roman Empire.
Evening
As the sun sets, experience the vibrant atmosphere of Trastevere, known for its charming streets and lively bars. Enjoy a delightful dinner at Pizzarium, offering a modern twist on traditional pizza, before indulging in an evening passeggiata (stroll) through the picturesque neighborhood.
Bedtime
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Visit Colosseum in Rome
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Colosseum

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Visit Rome Priority Access Colosseum, Roman Forum & Palatine Tour in Rome
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Rome Priority Access Colosseum, Roman Forum & Palatine Tour

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Vatican Wonders and Artistic Majesty

Morning
Kick off the day with a visit to the Vatican Museums (Musei Vaticani), where you'll witness the stunning works of art and historical artifacts. Opt for the Early Entry to Museums, Sistine Chapel & St Peter's to avoid the crowds and gain a more intimate experience.
Afternoon
For lunch, enjoy a gastronomic journey at Ristorante Aroma, offering panoramic views of the city. Post-lunch, explore the St. Peter's Basilica (Basilica di San Pietro) and marvel at its grandeur, followed by a contemplative visit to the Sistine Chapel (Cappella Sistina).
Evening
Dine at the elegant La Pergola, the only three-Michelin-star restaurant in Rome, and indulge in a culinary experience like no other. Conclude your evening with a leisurely walk to the nearby St. Peter's Square (Piazza San Pietro), basking in the glow of the Vatican.
Bedtime
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Visit Vatican Museums (Musei Vaticani) in Rome
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Vatican Museums (Musei Vaticani)

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Visit Vatican Early Entry to Museums, Sistine Chapel & St Peter's in Rome
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Early Entry to Museums, Sistine Chapel & St Peter's

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Hidden Gems and Artistic Treasures

Morning
Start with a cappuccino and fresh pastry at Roscioli before heading to the Pantheon, an architectural marvel. Take a guided tour of the Borghese Gallery (Galleria Borghese) and immerse yourself in its exquisite collection of art and sculptures.
Afternoon
Enjoy a leisurely lunch at Trattoria Da Cesare al Casaletto, known for its Roman specialties. Spend your post-lunch hours at the Catacombs of Rome (Catacombe di Roma), exploring the ancient underground burial sites and learning about early Christian history.
Evening
For dinner, return to the heart of Rome and dine at Il Pagliaccio, a two-Michelin-star restaurant offering innovative cuisine. Afterward, take a romantic stroll to the Trevi Fountain (Fontana di Trevi) and partake in the tradition of tossing a coin to ensure your return to the Eternal City.
Bedtime
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Pantheon

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Borghese Gallery (Galleria Borghese)

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Artistic Marvels and Renaissance Splendor

Morning
Embark on a high-speed train journey from Rome to Florence, the cradle of the Renaissance. Enjoy a sumptuous breakfast onboard as you admire the scenic Italian countryside.
Afternoon
Upon arrival, visit the iconic Duomo and the Baptistery, marveling at their architectural beauty. For lunch, indulge in Tuscan cuisine at Il Pagliaccio, a charming restaurant in the heart of Florence.
Evening
Explore the Uffizi Gallery (Galleria degli Uffizi) and immerse yourself in one of the most prominent art museums in the world. Dine at Ristorante Aroma, offering a refined dining experience with panoramic views of the city, before catching the sunset over the Arno River.
Bedtime
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Uffizi Gallery (Galleria degli Uffizi)

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A Day of Rest and Roman Leisure

Morning
Enjoy a leisurely morning with breakfast at a local cafe of your choice. Take this opportunity to relax and rejuvenate, perhaps with a spa visit or a casual stroll through the city's parks.
Afternoon
For lunch, explore the culinary scene on your own, trying out a trattoria or cafe that catches your eye. Afterward, engage in some light shopping or visit a museum or gallery that piques your interest.
Evening
Dine at a restaurant with a cozy ambiance, such as Trattoria Da Cesare al Casaletto, and savor the flavors of traditional Roman dishes. Cap off the evening with a gelato as you take in the city's enchanting night lights.
Bedtime
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A Day of Ancient Excursions and Modern Wonders

Morning
Begin with breakfast at Roscioli before heading out to the Circus Maximus (Circo Massimo), where ancient chariot races once took place. From there, take a Colosseum & Arena Self-guided tour (+Forum&Palatine Hill) to explore the grand amphitheater at your own pace.
Afternoon
Enjoy a delightful lunch at Da Enzo al 29, and then visit the Mt. Vesuvius (Monte Vesuvio) exhibit at a local museum to learn about the infamous volcano. Alternatively, if you prefer a more modern excursion, opt for a visit to a contemporary art gallery or studio.
Evening
Dine at Pizzarium for some of the best pizza in the city, and then take a leisurely walk to the Spanish Steps (Piazza di Spagna) to enjoy the lively atmosphere and perhaps some street performances.
Bedtime
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Circus Maximus (Circo Massimo)

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Colosseum & Arena Self-guided tour (+Forum&Palatine Hill)

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A Day of Reflection and Spiritual Exploration

Morning
Start with a quiet breakfast at a local cafe before visiting the St. Peter's Basilica (Basilica di San Pietro) for a morning mass or a moment of private reflection. Take in the grandeur of the church and its sacred artworks.
Afternoon
For lunch, enjoy a simple yet satisfying meal at a nearby trattoria. Spend your afternoon visiting the Appian Way (Via Appia) and the Catacombs of Rome (Catacombe di Roma), exploring the ancient Christian burial sites and the historic road.
Evening
Dine at Roscioli, known for its excellent cuisine and welcoming atmosphere. After dinner, take a leisurely walk through the Piazza Navona, admiring the fountains and the vibrant street life.
Bedtime
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St. Peter's Basilica (Basilica di San Pietro)

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Catacombs of Rome (Catacombe di Roma)

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A Day of Gardens, Villas, and Aesthetic Pleasures

Morning
Begin with a delightful breakfast at Pizzarium, and then head to the Villa d'Este in Tivoli, where you can explore the stunning gardens and fountains of this UNESCO World Heritage site.
Afternoon
Enjoy a leisurely lunch at Da Enzo al 29, and then visit the Villa Borghese in Rome, where you can stroll through the beautiful park and visit the museum to admire its impressive collection of art and sculptures.
Evening
Dine at La Pergola, the only three-Michelin-star restaurant in Rome, and indulge in a truly luxurious dining experience. After dinner, take a romantic walk through the Piazza di Spagna and the nearby streets, enjoying the city's vibrant nightlife.
Bedtime
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Villa Borghese

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Piazza di Spagna

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A Day of Arches, Markets, and Historic Sites

Morning
Start your day with a delicious breakfast at Roscioli, and then head to the Arch of Constantine (Arco di Costantino) and the Arch of Titus (Arco di Tito), where you can admire these ancient Roman monuments and learn about their history.
Afternoon
For lunch, enjoy the authentic Roman cuisine at Trattoria Da Cesare al Casaletto, and then visit the Campo de' Fiori, a lively market square where you can shop for local produce, spices, and souvenirs.
Evening
Dine at Il Pagliaccio, a two-Michelin-star restaurant known for its innovative and creative dishes. After dinner, take a walk through the Jewish Ghetto (Ghetto Ebraico), exploring the historic quarter and its charming streets and shops.
Bedtime
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Arch of Constantine (Arco di Costantino)

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A Day of Reflection and Spiritual Exploration

Morning
Start with a quiet breakfast at a local cafe before visiting the St. Peter's Basilica (Basilica di San Pietro) for a morning mass or a moment of private reflection. Take in the grandeur of the church and its sacred artworks.
Afternoon
For lunch, enjoy a simple yet satisfying meal at a nearby trattoria. Spend your afternoon visiting the Appian Way (Via Appia) and the Catacombs of Rome (Catacombe di Roma), exploring the ancient Christian burial sites and the historic road.
Evening
Dine at Roscioli, known for its excellent cuisine and welcoming atmosphere. After dinner, take a leisurely walk through the Piazza Navona, admiring the fountains and the vibrant street life.
Bedtime
Find amazing hotels in Rome.
Visit St. Peter's Basilica (Basilica di San Pietro) in Rome
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St. Peter's Basilica (Basilica di San Pietro)

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Visit Catacombs of Rome (Catacombe di Roma) in Rome
star4.46

Catacombs of Rome (Catacombe di Roma)

Book Now
next arrow

A Day of Gardens, Villas, and Aesthetic Pleasures

Morning
Begin with a delightful breakfast at Pizzarium, and then head to the Villa d'Este in Tivoli, where you can explore the stunning gardens and fountains of this UNESCO World Heritage site.
Afternoon
Enjoy a leisurely lunch at Da Enzo al 29, and then visit the Villa Borghese in Rome, where you can stroll through the beautiful park and visit the museum to admire its impressive collection of art and sculptures.
Evening
Dine at La Pergola, the only three-Michelin-star restaurant in Rome, and indulge in a truly luxurious dining experience. After dinner, take a romantic walk through the Piazza di Spagna and the nearby streets, enjoying the city's vibrant nightlife.
Bedtime
Find amazing hotels in Rome.
Visit Borghese Gallery (Galleria Borghese) in Rome
star4.42

Villa Borghese

Book Now
Visit Vienna Tickets to Haus der Musik in Rome
star4.59

Piazza di Spagna

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A Day of Arches, Markets, and Historic Sites

Morning
Start your day with a delicious breakfast at Roscioli, and then head to the Arch of Constantine (Arco di Costantino) and the Arch of Titus (Arco di Tito), where you can admire these ancient Roman monuments and learn about their history.
Afternoon
For lunch, enjoy the authentic Roman cuisine at Trattoria Da Cesare al Casaletto, and then visit the Campo de' Fiori, a lively market square where you can shop for local produce, spices, and souvenirs.
Evening
Dine at Il Pagliaccio, a two-Michelin-star restaurant known for its innovative and creative dishes. After dinner, take a walk through the Jewish Ghetto (Ghetto Ebraico), exploring the historic quarter and its charming streets and shops.
Bedtime
Find amazing hotels in Rome.
Visit Arch of Constantine (Arco di Costantino) in Rome
star4.60

Arch of Constantine (Arco di Costantino)

Book Now
Visit Campo de' Fiori in Rome
star4.68

Campo de' Fiori

Book Now
next arrow

A Day of Reflection and Spiritual Exploration

Morning
Start with a quiet breakfast at a local cafe before visiting the St. Peter's Basilica (Basilica di San Pietro) for a morning mass or a moment of private reflection. Take in the grandeur of the church and its sacred artworks.
Afternoon
For lunch, enjoy a simple yet satisfying meal at a nearby trattoria. Spend your afternoon visiting the Appian Way (Via Appia) and the Catacombs of Rome (Catacombe di Roma), exploring the ancient Christian burial sites and the historic road.
Evening
Dine at Roscioli, known for its excellent cuisine and welcoming atmosphere. After dinner, take a leisurely walk through the Piazza Navona, admiring the fountains and the vibrant street life.
Bedtime
Find amazing hotels in Rome.
Visit St. Peter's Basilica (Basilica di San Pietro) in Rome
star4.37

St. Peter's Basilica (Basilica di San Pietro)

Book Now
Visit Catacombs of Rome (Catacombe di Roma) in Rome
star4.46

Catacombs of Rome (Catacombe di Roma)

Book Now
next arrow

A Day of Gardens, Villas, and Aesthetic Pleasures

Morning
Begin with a delightful breakfast at Pizzarium, and then head to the Villa d'Este in Tivoli, where you can explore the stunning gardens and fountains of this UNESCO World Heritage site.
Afternoon
Enjoy a leisurely lunch at Da Enzo al 29, and then visit the Villa Borghese in Rome, where you can stroll through the beautiful park and visit the museum to admire its impressive collection of art and sculptures.
Evening
Dine at La Pergola, the only three-Michelin-star restaurant in Rome, and indulge in a truly luxurious dining experience. After dinner, take a romantic walk through the Piazza di Spagna and the nearby streets, enjoying the city's vibrant nightlife.
Bedtime
Find amazing hotels in Rome.
Visit Borghese Gallery (Galleria Borghese) in Rome
star4.42

Villa Borghese

Book Now
Visit Vienna Tickets to Haus der Musik in Rome
star4.59

Piazza di Spagna

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A Day of Arches, Markets, and Historic Sites

Morning
Start your day with a delicious breakfast at Roscioli, and then head to the Arch of Constantine (Arco di Costantino) and the Arch of Titus (Arco di Tito), where you can admire these ancient Roman monuments and learn about their history.
Afternoon
For lunch, enjoy the authentic Roman cuisine at Trattoria Da Cesare al Casaletto, and then visit the Campo de' Fiori, a lively market square where you can shop for local produce, spices, and souvenirs.
Evening
Dine at Il Pagliaccio, a two-Michelin-star restaurant known for its innovative and creative dishes. After dinner, take a walk through the Jewish Ghetto (Ghetto Ebraico), exploring the historic quarter and its charming streets and shops.
Bedtime
Find amazing hotels in Rome.
Visit Arch of Constantine (Arco di Costantino) in Rome
star4.60

Arch of Constantine (Arco di Costantino)

Book Now
Visit Campo de' Fiori in Rome
star4.68

Campo de' Fiori

Book Now
next arrow

A Day of Reflection and Spiritual Exploration

Morning
Start with a quiet breakfast at a local cafe before visiting the St. Peter's Basilica (Basilica di San Pietro) for a morning mass or a moment of private reflection. Take in the grandeur of the church and its sacred artworks.
Afternoon
For lunch, enjoy a simple yet satisfying meal at a nearby trattoria. Spend your afternoon visiting the Appian Way (Via Appia) and the Catacombs of Rome (Catacombe di Roma), exploring the ancient Christian burial sites and the historic road.
Evening
Dine at Roscioli, known for its excellent cuisine and welcoming atmosphere. After dinner, take a leisurely walk through the Piazza Navona, admiring the fountains and the vibrant street life.
Bedtime
Find amazing hotels in Rome.
Visit St. Peter's Basilica (Basilica di San Pietro) in Rome
star4.37

St. Peter's Basilica (Basilica di San Pietro)

Book Now
Visit Catacombs of Rome (Catacombe di Roma) in Rome
star4.46

Catacombs of Rome (Catacombe di Roma)

Book Now
next arrow

A Day of Gardens, Villas, and Aesthetic Pleasures

Morning
Begin with a delightful breakfast at Pizzarium, and then head to the Villa d'Este in Tivoli, where you can explore the stunning gardens and fountains of this UNESCO World Heritage site.
Afternoon
Enjoy a leisurely lunch at Da Enzo al 29, and then visit the {A-Villa Bor
Evening

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