See why Santorini and Mykonos are two of the most popular Greek islands on this itinerary. After an introduction to Athens, you'll sail through these Cycladic spots, visiting glittering beaches, Classical sanctuaries, and stunning views.

Highlights

  • Hear and tour the mythology of the ancient Acropolis
  • Lounge on the luxury beaches of Mykonos
  • Visit the birthplace of Apollo and Artemis on Delos
  • Watch the sunset over Santorini's volcanic caldera

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Athens Athens
Day 2 Acropolis and Ancient Greek Mythology Tour Athens
Day 3 Athens to Mykonos Mykonos
Day 4 Day Trip to Delos Mykonos
Day 5 Arrive in Santorini, Hidden Gems Tour & Wine Tasting Santorini
Day 6 Sunset Cruise & BBQ Santorini
Day 7 Santorini to Athens and Depart  

Detailed Itinerary

Day 1: Arrive in Athens

Monastiraki Square and the Acropolis
Monastiraki Square and the Acropolis

Welcome to Greece! You'll begin your trip in Athens, home to both the iconic Acropolis and so much more. The mythology of this spectacular city precedes it, with towering temples to Classical deities and the ruins of ancient marketplaces rubbing shoulders with lively nightlife, crowded flea markets, and contemporary cuisine. Make the most of your time in the city at some of these spots:

  • Check out the views of the can't-miss Parthenon. (Pro tip: The Parthenon is the temple, the Acropolis is the hill.) This temple to Athena has enchanted visitors since its construction was completed in 438 BC. It's probably the first thing that comes to your mind when you think of ancient Greece and is visible from many of the city's high points.
  • Stop at the sprawling National Museum for a crash course in ancient iconography. Be sure to seek out the room housing the Antikythera mechanism, essentially an ancient astronomical computer.
  • Visit a smaller archaeological site at the Tower of the Winds, then stroll down neighboring pedestrian Aiolou Street to stop at shops and cafes. 
  • Find your perfect souvenir or sun hat in the busy stalls of the Monastiraki flea market. 

Spend your evening exploring the up-and-coming Pangrati neighborhood or amid the nightlife and mezze of the Psyrri district.

Day 2: Acropolis and Ancient Greek Mythology Tour

Ruins of Ancient Greece
Ruins of Ancient Greece

Experience the ancient stories surrounding you with today's guided mythology tour. You'll meet your guide and storyteller at the Temple of Olympian Zeus, then head to landmarks around the city including the Acropolis, ancient cemetery at Kerameikos, and the Agora. The myths that founded the city and are featured in its retellings for generations will accompany as you go, with stories of Zeus, Athena, Poseidon, Dionysus, and more. Hear both the stories themselves and the historic facts behind them, adding resonance to the archaeological ruins you will visit during this four-hour tour.

Make your way over to explore the Acropolis Museum on your own after your tour (or join a guide if you'd prefer). Named one of the ten best museums in the world by National Geographic, this modern museum houses a multitude of artifacts removed from the hill of the Acropolis for safekeeping to provide insight into ancient religious practices and daily life. Linger for lunch in the museum's cafe, with views of the artifacts' former hilltop home.

As night falls, you may be able to visit the Athens Observatory to learn about the constellations overhead and take a look through the telescope. Its hours vary seasonally and by day of the week.

Day 3: Athens to Mykonos

Bright balconies of Little Venice
Bright balconies of Little Venice

You'll start your time in the islands on Mykonos, one of the most famous islands in the Cyclades chain. Known for its glitzy restaurants and nightlife, art scene, and jet set crowds (it was recently home to a Gucci pop-up boutique), Mykonos will throw you headfirst into your island adventure.

Your first day's itinerary is up to you. You'll receive a personalized list of tips for exploration, but some highlights include:

  • If you need to get your toes in the sand immediately, head to remote Agios Sostis beach to find your own isolated paradise.
  • For a more active experience, Ftelia Beach is known for its excellent windsurfing.
  • Stroll through Little Venice, an 18th-century neighborhood where colorful former captains' mansions and seaside restaurants seem to sprout straight from the sea. It's also right next to the island's famous hillside windmills for great photo ops.

Day 4: Day Trip to Delos

Terrace of the Lions
Terrace of the Lions

Travel back in time after breakfast with a morning boat ride out to the archaeological site at Delos. You'll board a small boat at the old port to cruise for 45 minutes out to one of ancient Greece's most sacred sites. This small island was the center of the Cyclades during the Classical era and the mythological birthplace of twin deities Apollo and Artemis. Pilgrims from around the region were attracted to the mystical site and helped it evolve into one of the largest trade centers of the Mediterranean.

Your guided tour will wind you through the foundations of former traders' mansions, temples, and landmarks such as the Terrace of the Lions. Don't skip the island museum, where many of the smaller artifacts and frescoes have been moved to protect them from the elements.

You'll return to Mykonos in time to catch up on your shopping in your the afternoon as you explore some of the best boutiques in the Aegean, or check out the weathered Faros Armenistis lighthouse perched high above the Aegean on the island's northwestern tip, with views across to the neighboring island of Tinos.

Day 5: Arrive in Santorini, Hidden Gems Tour & Wine Tasting

The approach to Oia
The approach to Oia

Welcome to Santorini! There's nothing like catching your first glimpse of the island's iconic cliffside architecture. Watch for your first views of Santorini's central caldera—the site of one of the largest volcanic eruptions in history—rising up in a crescent. 

Spend some time after you've settled in to wander the streets of Fira or get beachside. Don't wear yourself out too soon, though, as in the afternoon you'll take a guided tour which will show you a side of Santorini that most travelers don't see.

You'll start with a stroll through famous Oia, where your guide will point out hidden treasures, followed by a trip up to the highest peak on the island, with 360-degree views at the top for the perfect souvenir photo (or five). Then head on to the medieval villages at Megalochori and Pyrgos, which feel a world away from the touristy towns along the caldera rim. Finally, you'll stop for a wine tasting at the caldera's edge to sample varietals dating back centuries as you watch the sun sink into the Aegean.

In the evening, head back to Oia, passing the Blue Dome of Firostefani along your way. The furthest town along the rim of the caldera, Oia's arty streets are the most famous spot for sunset views, but the evening after the crowds have died down is one of the best times to wander the alleys and linger in the town's tavernas. When searching for your dinner, seek out tomato keftedes, deep-fried tomato balls that encapsulate the essence of the Mediterranean diet, and the Santorini specialty spelt pie.

Day 6: Sunset Cruise & BBQ

All aboard
All aboard

Santorini is shaped by the volcanic eruptions of its past, and no trip is complete without an exploration of its iconic caldera. The most intense of those was known as the Minoan eruption in the mid 2nd millennium BC, which created the island's current geography and was felt around the ancient world. 

Sail into the center of the caldera to the two small black lava islets in its center. These are the youngest of their kind in the eastern Mediterranean, only forming about 50 years ago. Hike around their rocky red soil with a guide before hopping in the hot spring at Nea Kameni. These yellow-tinted waters are high in sulfur and renowned for their potential therapeutic benefits.

You can also enjoy a traditional Greek barbecue buffet on board as you sail into the sunset. Don't skip the split pureed fava beans, another Santorini specialty, and toast to your time in the islands with local wines.

Day 7: Santorini to Athens and Depart

Take one last look
Take one last look

It's time to say farewell to Greece! Savor one more breakfast in Santorini before your transfer to the airport or your ferry to begin your journey home.