Timeless Love: Unveiling the Heritage of Italy and Greece
Venture through time as we explore the rich heritage and timeless love etched in the heart of Italy and Greece, from the eternal city of Rome to the mythical landscapes of the Peloponnese.
DestinationsRome, Sicily, Athens, Peloponnese
Preferred Travel MonthsAll Year
About this trip
This 14-day journey takes you on a romantic love story through Italy and Greece’s ancient ruins, blue-domed churches, and spectacular coastlines. You will start your journey in the eternal city of Rome, exploring world-famous monuments and artworks of the Roman Empire. Then, you will travel to Sicily to experience the rustic charm of its hilltop towns and breathtaking beaches, a true fairytale feeling. From there, you will travel south to Athens, taking in its spectacular architecture and historic sites. You’ll wrap things up with a trip to the stunning Peloponnese, where you will discover Greece’s first capital and explore the breathtaking landscapes of this gorgeous region.
Map & Itinerary
Day to Day
- Day 1: in Rome
- Day 2: Premium Colosseum Tour with Roman Forum & Palatine Hill
- Day 3: Pristine Sistine Early Entrance Small Group Vatican Tour
- Day 4: Transfer to Rome airport, Flight to Catania, Transfer to Taormina
- Day 5: Collective Full Day Etna Jeep Ride from Taormina
- Day 6: Car Transfer to Palermo
- Day 7: Agrigento Valley of the Temples and Villa Romana del Casale Tour
- Day 8: Flight to Athens
- Day 9: Best of Athens in a Day Tour
- Day 10: Car Transfer to Kardamyli, Mani
- Day 11: Hiking around Kardamyli
- Day 12: Car transfer to Nafplio from Kardamyli, Afternoon walking tour of Nafplio
- Day 13: Free day
- Day 14: Car transfer to Athens airport, Departure
DAY 1-3: Rome
You made it to the Eternal City! Your private driver will take you to your hotel as soon as you arrive, where you can relax and unpack before heading out to see the sights.
Spend the evening enjoying some of the best Italian food.
On the second day prepare for an epic VIP tour of the Colosseum, Roman Forum, and Palatine Hill.
You’ll have the unique opportunity to immerse yourself in the history and grandeur of this iconic empire.
Joined by a knowledgeable local guide who will bring the stories and splendor of the past to life.
The evening is yours to explore the city, visit one of Rome’s many famous squares, or take a romantic stroll along the Tiber for sunset.
The VIP access continues on the third day. You’ll have an exclusive entrance tour of the Vatican, including St. Peter’s Basilica and the Sistine Chapel.
Admire Michelangelo’s frescoes as you’ve never seen before – without crowds of tourists or even a whisper.
With an expert art historian guide, this tour guarantees a personal, unforgettable, and intimate experience.
Spend the afternoon wandering around Rome’s cobbled streets and take in all the sights.
Stop for some gelato or enjoy a glass of Italian wine with a view of the city as your backdrop.
DAY 4-5: Taormina
For the fourth day, your Sicilian adventure starts with a flight to Catania, where you’ll meet your private driver and take a short drive to Taormina. This town is known for its stunning views of the sea and Mount Etna.
Spend the afternoon exploring the narrow streets, visiting Greek ruins, swimming in crystal clear waters, or simply soaking up the sun on one of Sicily’s beautiful beaches.
If you’re a foodie, you will want to experience the delicious cuisine this region is known for.
From freshly caught seafood to homemade pasta and desserts like cannoli, there are endless opportunities for culinary exploration. Be sure to sample as much as possible while you’re here!
Get ready for adventure on your fifth as you join a full-day 4×4 tour of Mt Etna. This tour will take you up the north side of Europe’s largest active volcano.
Observe its remarkable crater landscape, hike along its trails, and enjoy a gourmet lunch in an idyllic setting.
You’ll be dropped off at your hotel, where you’ll need to pack as tomorrow’s journey to Palermo awaits you.
DAY 6-7: Palermo
Your private driver will take you on a journey to Palermo, Sicily’s vibrant capital, on your sixth day.
This city is a mix of cultures, from Arab and Spanish to Norman and Byzantine.
Explore its narrow alleys and bustling markets, or feel a sense of awe when admiring the magnificent Palermo Cathedral.
Don’t miss the local culinary scene: it’s full of hearty pasta, fragrant cheeses, and spicy meats—everything you need after a long journey.
After a good night’s sleep, the seventh day starts bright and early. You’ll be exploring the ancient wonders of Sicily on a full-day tour.
Visit the impressive Villa Romana del Casale in Piazza Armerina, known for its stunning Roman mosaics. Then, journey to the Valley of the Temples in Agrigento, where you’ll immerse yourself in Greek mythology and discover the remnants of tyrannical rulers.
This guided tour offers a multitude of enriching experiences encompassing the realms of history and culture.
DAY 8-9: Athens
The eighth day is for country hopping. Your private driver is waiting to take you to the airport so you can catch your flight to Athens.
Once you land, your driver will welcome you and drop you off at your accommodation. Relax and unwind before exploring one of Europe’s most vibrant cities.
The next morning, you’ll explore the best of Athens on a private all-day tour.
Begin with a visit to the sacred Acropolis Hill, where you can see the iconic Parthenon, Temple of Nike, Propylaea, and Erechtheion.
Then, head to the Acropolis Museum to admire exhibits dating back 3,000 years.
Afterward, stroll through the picturesque neighborhood of Plaka to admire Athens’ neoclassical architecture and the Choragic Monument of Lysicrates.
After lunch, take a luxury vehicle tour of Athens’ important monuments, including the Library of Hadrian and the Temple of Olympian Zeus.
Visit the vibrant Monastiraki with its flea market and drive around Syntagma Square, home to the Greek Parliament.
Explore the National Garden and marvel at the Panathenaic Stadium, the site of the first modern Olympic Games.
With just one day in Athens, this is the perfect way to experience the city’s iconic sights and learn about its history.
Enjoy some delicious Greek food at one of the city’s top restaurants to end your day in Athens and catch an incredible sunset overlooking the Acropolis.
DAY 10-11: Kardamyli
For your tenth day, your private driver will pick you up from your accommodation in Athens and take you to the unspoiled paradise Kardamyli on the Mani Peninsula.
Spend time relaxing by the beach or exploring charming mountain villages surrounded by vineyards and olive groves.
Grab your hiking boots on your eleventh day as you join a private trek from the ancient fort of old Kardamyli, tracing the path of the historic ‘royal street’ to Sparta.
Along the way, immerse yourself in the beauty of olive trees, pines, and cypress trees. Explore traditional villages, winding streets, and historic landmarks like Byzantine churches and stone-built watchtowers.
The vibrant colors and fragrances of wildflowers and herbs enhance the experience, while the majestic peaks of Mount Taygetos create a breathtaking backdrop.
You’ll stop and enjoy a picnic lunch full of local flavors and savor the amazing views of breathtaking landscapes.
As you return to Kardamyli in the evening, you’ll have a new appreciation for this enchanting part of Greece.
DAY 12-13: Nafplio
On the morning of the twelfth day, you’ll be transferred to the beautiful seaside town of Nafplio.
Full of cobblestone streets, Venetian mansions, and incredible sea views, this charming town will captivate you with its beauty.
You’ll join a walking tour of Nafplio’s Old Town in the evening.
Explore Nafplio’s romantic alleyways, historic landmarks, and stunning views of the Palamidi fortress.
Indulge in delicious Greek food and visit the UNESCO World Heritage Site of Epidaurus with its famous theater known for flawless acoustics.
Lastly, catch an incredible sunset from Bourtzi Castle to end your first day here.
On your last day in Nafplio, explore Greece’s first capital at your own pace.
Wake up in the morning and stroll through the old town, have a coffee in one of the many cafés on Syntagma Square, or shop for ceramics and jewelry at the local markets.
Visit the Archaeological Museum to see prized artifacts or stroll along the seafront promenade.
You can also take a day trip to Mycenae, with its impressive ruins, or explore nearby towns like Argos and Tiryns.
DAY 14: Departure
Sadly, the time has come. You’ll be transferred to Athens International Airport for your flight home.
After two weeks of unraveling the stories between Italy and Greece and discovering the best of both countries, it’s time to say goodbye and embark on a new journey of memories.
We know the timeless beauty of this journey will stay in your heart forever.
- Boutique 4-5* accommodation
- All private tours with excellent licensed guides, as described in the itinerary
- All private transfers with professional drivers and luxury vehicles
- All domestic and international flights/trains/ferries
- Skip the line entrance fees at all sites
- All taxes and VAT
- Meals, unless mentioned in the itinerary
- Personal travel insurance
- Personal expenses