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Ultimate 21-Day Italy and Greece Adventure from Toronto Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and Culinary Delights
Morning
Begin your journey with a traditional Italian breakfast at Roscioli, known for its fresh pastries and artisanal coffee. Afterward, take a leisurely stroll to the Trevi Fountain (Fontana di Trevi) and toss a coin to ensure your return to the Eternal City. Enjoy the magnificent architecture of the Pantheon and explore the historic Roman Forum (Foro Romano).
Afternoon
For lunch, savor the flavors of Rome at Trastevere, a charming neighborhood known for its traditional trattorias. Afterward, immerse yourself in the art and history of the Colosseum with a self-guided tour, or opt for a guided experience with priority access.
Evening
As the sun sets, indulge in a fine dining experience at Ristorante Aroma, offering panoramic views of the Colosseum. Sip on exquisite wines and savor innovative dishes that blend classic and contemporary flavors.
Bedtime
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Pantheon
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Roman Forum (Foro Romano)
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Trastevere
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Colosseum
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Colosseum
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Vatican Wonders and Artistic Masterpieces
Morning
Enjoy an early breakfast at La Pergola, the only three-Michelin-star restaurant in Rome, known for its refined cuisine and extensive wine list. Afterward, embark on a guided tour of the Vatican Museums (Musei Vaticani) and marvel at the exquisite collections, including the renowned Sistine Chapel (Cappella Sistina).
Afternoon
For a casual lunch, head to Pizzarium and indulge in some of the best pizza by the slice in the city. Post-lunch, visit the majestic St. Peter's Basilica (Basilica di San Pietro) and climb to the top for a breathtaking view of the Vatican and Rome.
Evening
Dine at Il Pagliaccio, a two-Michelin-star restaurant that offers a creative blend of flavors in an elegant setting. After dinner, take a romantic walk to St. Peter's Square (Piazza San Pietro) and admire the grandeur of the Vatican at night.
Bedtime
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Vatican Museums (Musei Vaticani)
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Sistine Chapel (Cappella Sistina)
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St. Peter's Basilica (Basilica di San Pietro)
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Hidden Gems and Cultural Treasures
Morning
Start your day with a cappuccino and a pastry at Campo de' Fiori, a bustling market square. Explore the nearby Piazza Navona and admire the beautiful fountains and Baroque architecture.
Afternoon
For lunch, visit Da Enzo al 29, a popular trattoria in the heart of Rome's historic center. Post-lunch, take a guided tour of the Borghese Gallery (Galleria Borghese) and immerse yourself in the stunning art collection.
Evening
Experience the vibrant nightlife of Rome with a leisurely passeggiata (evening stroll) through the city streets. For dinner, try Trattoria Da Cesare al Casaletto, known for its authentic Roman dishes and warm hospitality.
Bedtime
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Campo de' Fiori
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Piazza Navona
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Borghese Gallery (Galleria Borghese)
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Artistic Marvels and Renaissance Splendor
Morning
Arrive in Florence and kick off your day with a delightful breakfast at La Prosciutteria, where you can enjoy a selection of fine Italian cured meats and cheeses. Afterward, visit the iconic Duomo and climb to the top for a panoramic view of the city.
Afternoon
For lunch, head to Ponte Vecchio, the oldest bridge in Florence, and explore the charming shops and boutiques. Afterward, immerse yourself in the art of the Uffizi Gallery (Galleria degli Uffizi) with a guided tour, admiring masterpieces by the likes of Michelangelo, Leonardo da Vinci, and Botticelli.
Evening
Dine at Trattoria Mario, a local favorite known for its authentic Tuscan cuisine. After dinner, take a leisurely walk along the Arno River and enjoy the romantic atmosphere of the city at night.
Bedtime
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Cultural Heritage and Tuscan Delights
Morning
Enjoy a classic Florentine breakfast at Osteria All'Antico Vinaio, famous for its delectable panini. Afterward, visit the Accademia Gallery (Galleria dell'Accademia) to witness Michelangelo's iconic statue of David and other Renaissance masterpieces.
Afternoon
For lunch, indulge in the flavors of Tuscany at Il Latini, a historic restaurant known for its traditional dishes and warm hospitality. Post- lunch, explore the charming streets of San Lorenzo Market (Mercato di San Lorenzo) and pick up some local souvenirs.
Evening
Dine at La Ménagère, a unique concept that combines a restaurant, bar, and floral shop, offering a contemporary dining experience. After dinner, enjoy a performance at the Strozzi Palace (Palazzo Strozzi) or simply take a leisurely walk through the city center.
Bedtime
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Medieval Marvels and Culinary Delights
Morning
Start your day with a visit to the Palazzo Vecchio, the impressive town hall of Florence, and explore the stunning Raphael's Rooms (Stanze di Raffaello). For breakfast, head to Cibrèo Caffè for a delightful start to your day.
Afternoon
For lunch, enjoy the innovative Tuscan cuisine at Cibrèo, the sister restaurant of Cibrèo Caffè. Afterward, take a guided tour of the Palazzo Pitti, the grand palace of the Medici family, and explore the beautiful Boboli Gardens.
Evening
Dine at Procacci, a historic Florentine institution known for its truffle sandwiches and fine wines. After dinner, take a leisurely walk across the Ponte Santa Trinita and enjoy the romantic views of the Arno River and the city skyline.
Bedtime
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Raphael's Rooms (Stanze di Raffaello)
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Day Trip to Pompeii and the Amalfi Coast
Morning
Embark on an unforgettable day trip to the ancient city of Pompeii and witness the remarkably preserved ruins of this once-thriving Roman town. Explore the archaeological site with a knowledgeable guide and gain insights into the daily life of the ancient Romans.
Afternoon
After immersing yourself in history, continue your journey to the breathtaking Amalfi Coast. Enjoy a scenic drive along the coastline, with its dramatic cliffs and picturesque villages. Stop in the charming town of Positano and take some time to relax on the beautiful beaches or explore the narrow streets lined with colorful shops and cafes.
Evening
As the sun sets, savor a delicious dinner with a view at Lo Scoglio, a renowned restaurant perched on the cliffs of the Amalfi Coast. Enjoy fresh seafood and local specialties while taking in the stunning panoramic vista of the Mediterranean.
Bedtime
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Culinary Exploration and Historical Wonders
Morning
Start your day with a visit to the Circus Maximus (Circo Massimo), the ancient chariot racing stadium, and imagine the spectacles that once took place there. For breakfast, indulge in the delectable pastries at Antico Forno Roscioli, a local favorite bakery.
Afternoon
For lunch, head to Testaccio, a vibrant neighborhood known for its food markets and traditional Roman cuisine. Afterward, explore the Appian Way (Via Appia Antica), one of the oldest and most important roads of ancient Rome, and visit the Catacombs of Rome (Catacombe di Roma) to delve into the city's underground history.
Evening
Dine at Hostaria Da Pietro, a cozy trattoria that serves authentic Roman dishes in a welcoming atmosphere. After dinner, take a leisurely walk to the Arch of Constantine (Arco di Costantino) and admire this impressive triumphal arch, celebrating the victory of Emperor Constantine.
Bedtime
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Day of Leisure and Exploration
Morning
Enjoy a relaxed morning with breakfast at Il Gabriello, a charming cafe with a selection of pastries and coffee. Take a leisurely walk through the Villa Borghese, a tranquil park with beautiful gardens, fountains, and art galleries. Visit the Borghese Gallery (Galleria Borghese) and admire the stunning collection of sculptures, paintings, and antiquities.
Afternoon
For lunch, head to Piazza del Popolo and explore the surrounding area, which is filled with cafes, restaurants, and boutique shops. Afterward, visit the Piazza di Spagna and climb the famous Spanish Steps for a panoramic view of the city.
Evening
Dine at Retrobottega, a unique restaurant that offers a creative blend of traditional and innovative dishes. After dinner, take a romantic walk along the Tiber River (Fiume Tevere) and enjoy the beautiful views of the city at night.
Bedtime
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Ancient Wonders and Acropolis Majesty
Morning
Arrive in Athens and kick off your Grecian adventure with a hearty breakfast at To Kati Allo, offering a range of traditional Greek delicacies. Energized, head straight to the Acropolis and witness the iconic Parthenon, a symbol of ancient Greece's architectural and cultural achievements.
Afternoon
For lunch, visit Plaka, the old historical neighborhood of Athens, and enjoy a meal at a traditional taverna. Post-lunch, explore the Acropolis Museum to delve deeper into the history and artifacts of the Acropolis and ancient Athens.
Evening
Dine with a view at GB Roof Garden, where you can enjoy contemporary Greek cuisine while overlooking the breathtaking panorama of the city and the Acropolis. After dinner, take a leisurely walk through the charming streets of Plaka and Monastiraki, soaking in the vibrant atmosphere and exploring the boutiques and souvenir shops.
Bedtime
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Historical Marvels and Cultural Charms
Morning
Start your day with a visit to the Ancient Agora of Athens, the heart of ancient Athens, and explore the ruins of this important gathering place. For breakfast, enjoy the local flavors at Monastiraki, a lively neighborhood known for its vibrant markets and traditional eateries.
Afternoon
For lunch, head to Kuzina, a contemporary Greek restaurant located in the heart of Athens, and savor a variety of mezedes (Greek tapas) and other regional specialties. Post-lunch, visit the Roman Agora and the Tower of the Winds, two well-preserved ancient sites that offer insights into the daily life of the ancient Greeks.
Evening
Dine at Varoulko Seaside, a Michelin-starred restaurant that combines the freshest seafood with innovative cooking techniques. After dinner, take a stroll along the Marina Zeas and enjoy the sea breeze and the view of the yachts and the distant Saronic Gulf.
Bedtime
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Majestic Views and Coastal Serenity
Morning
Enjoy a leisurely breakfast at Nolan, a cozy cafe with a selection of pastries and specialty coffee. Afterward, take a scenic drive to the Temple of Poseidon at Sounion and marvel at the ancient ruins perched on the cliffside, overlooking the azure waters of the Aegean Sea.
Afternoon
For lunch, visit Vouliagmeni, a charming coastal town known for its beautiful beaches and upscale dining options. Enjoy a meal with a view at Matsuhisa Athens, which offers a unique blend of Japanese and Peruvian flavors in a stunning waterfront setting.
Evening
Dine at Spondi, a two-Michelin-star restaurant that serves contemporary French cuisine in an elegant and intimate atmosphere. After dinner, take a romantic walk along the Athens Riviera and enjoy the vibrant nightlife and the sound of the waves.
Bedtime
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Santorini Splendor and Volcanic Vistas
Morning
Arrive in the breathtaking island of Santorini and start your day with a sumptuous breakfast at Lauda Restaurant, offering a selection of local and international delicacies. After breakfast, take in the panoramic views of the island from the Oia and explore the charming white-washed buildings and narrow streets.
Afternoon
Evening
Dine at Ambrosia Restaurant, a fine dining establishment perched on the cliffs of Santorini, offering a menu of exquisite dishes paired with local wines. After dinner, take a romantic walk along the Black Beach (Kamari Beach) and enjoy the unique volcanic landscape under the starry sky.
Bedtime
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Island Tranquility and Sunset Serenade
Morning
Enjoy a leisurely breakfast at Sphinx Restaurant, a cozy spot with views of the Aegean Sea, and savor the flavors of the island. After breakfast, relax on one of the Red Beach (Akrotiri) or White Beach (Aspri Paralia) and soak in the sun and the crystal-clear waters.
Afternoon
For lunch, visit Perissa, a laid-back village with a beautiful black sand beach, and enjoy a meal at a beachfront restaurant. Post-lunch, explore the Wine Museum Koutsogiannopoulos and learn about the unique wine-making traditions of Santorini, followed by a wine tasting session.
Evening
Dine at Metaxi Mas, a hidden gem nestled in the heart of Santorini's countryside, offering a menu of traditional Greek dishes in a rustic setting. After dinner, head to Imerovigli and find the perfect spot to witness the world-famous Santorini sunset, painting the sky in hues of orange and pink.
Bedtime
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Mykonian Magic and Cycladic Charms
Morning
Arrive in the cosmopolitan island of Mykonos and start your day with a delightful breakfast at Kiki's Place, a local favorite with a menu of fresh and healthy options. Energized, take a walk through the Mykonos Town (Chora) and explore the iconic windmills, narrow streets, and white-washed buildings.
Afternoon
For lunch, visit Ornos, a picturesque beach with calm waters
Evening
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