Mix well-known favorites with some smaller spots on this 10-day itinerary.  You'll explore Classical history in Athens and Delphi before heading out to the islands. See the pilgrimage sites on Tinos and ancient sanctuaries on Delos, then continue to Naxos to try out the island's many agricultural products and end your trip cruising through Santorini's volcanic caldera.

Highlights

  • Hear and tour the mythology of the ancient Acropolis
  • Consult the oracle at the sacred site of Delphi
  • See the birthplace of Apollo and Artemis at Delos
  • Sample the local specialties on Naxos
  • Cruise through the caldera of Santorini

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Athens Athens
Day 2 Acropolis and Ancient Greek Mythology Tour Athens
Day 3 Day Trip to Delphi Athens
Day 4 Ferry to Tinos Tinos
Day 5 Day Trip to Delos from Tinos Tinos
Day 6 Ferry to Naxos Naxos
Day 7 Naxos Food Panorama Naxos
Day 8 Arrive in Santorini, Hidden Gems Tour & Wine Tasting Santorini
Day 9 Sunset Cruise & BBQ Santorini
Day 10 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: Day Trip to Delphi

The Treasury of the Athenians at Delphi
The Treasury of the Athenians at Delphi

Today, you'll seek out the oracle during a day trip to the ruins of Delphi, once home to priestesses of Apollo who Ancient Greeks believed could predict the future. After being transferred from your hotel to Delphi (about 2.5 hours from the city), you'll take a guided tour through this sprawling archaeological site, with stops such as the Treasury of the Athenians, the Temple of Apollo, and expansive theater.

Explore the ruins or venture up an ancient footpath once used by worshippers of the god Pan, who started from the temples of Delphi and proceeded to Corycean Grotto for their religious rites, surrounded by the valley of olive trees and views of the Corinthian Gulf and peaks of the Peloponnese on your way. 

Outside of the ruins, you'll head to an old town district that used to serve as the leather tanner's district. One of Greece's last bellmakers keeps his workshop here; if you're lucky, he may be on site for a visit. Lunch will be served under the plane trees in the town square, with cheeses, Amfissa olives, and traditional home cooking.

Head indoors after lunch to the museum, a short downhill walk away. Wander through its halls to find the bronze Charioteer of Delphi, marble Sphinx of Naxos, and what may be the first recorded notation of a melody once inscribed on the walls of the Athenian Treasury.

You'll be transferred back to Athens in the late afternoon to rest up or spend the evening out and about in the city.

Day 4: Ferry to Tinos

Panagia Evangelistria church
Panagia Evangelistria church

Take an early ferry to Tinos, one of the most overlooked islands of the Cyclades. Tinos has remained under the radar for many years, overshadowed by its celebrity neighbor of Mykonos and seen mainly as a religious destination. Those who continue to believe that, however, are missing out on an island with fascinating history and culture, winding streets, great outdoor activities, and glittering beaches.

The imposing Panagia Evangelistria should not be overlooked, as Tinos is also known as the island of the Virgin Mary. Its icon is believed to have healing powers, and the annual August pilgrimage is a key part of the island's identity as churchgoers crawl on their knees toward the temple as a sign of piety.

If pilgrimage isn't quite your scene, there are also nearly 80 windmills to be explored, Venetian ruins, hiking at Exomvourgo mountain, and beaches for any moods. Try the island's craft beer from Nissos brewery or sample the cheeses at the shop belonging to the Cheese Cooperative of Tinos. Keep an eye out for the many painted dovecotes around the island as well, small white pigeon homes dotting the countryside of which there are nearly 1,000.

Day 5: Day Trip to Delos from Tinos

Terrace of the Lions
Terrace of the Lions

Travel back in time after breakfast with a trip out to the archaeological site at Delos. You'll start with a short ferry over to Mykonos, where 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 and then back to Tinos in time to spend the afternoon exploring the island or lounging on the beach.

Day 6: Ferry to Naxos

Out at the Portara
Out at the Portara

Time to ferry over to bustling Naxos after breakfast. With an active main town where you can shop and admire the Venetian architecture, a historic Kastro (castle) area, and expansive beaches, the island offers opportunities for both laidback relaxation, as well as water or land activities. The rest of the day is yours to unwind as you choose. Try out some of these options:

  • Hike up to the summit of Mount Zas, the mythological childhood home of Zeus, the ruler of the gods, and the highest point in the Cyclades.
  • Head inland to the town of Chalki, home to the island's oldest market and a petite, shady square perfect for whiling away the afternoon. Stop at the kitron distillery to sample the local liqueur and learn about its distillation process over the years.
  • Visit the Temple of Demeter at Sangri on your way. Multiple deities of fertility were worshipped here, particularly the goddess Demeter. The temple was constructed in 530 BC, during the tyranny of Lygdamis, and represents a precursor of classical Athenian architecture. 
  • Stroll to the Portara, the entrance to the Temple of Apollo. Construction on the temple began in the sixth century BCE but was never finished, but the still-standing entranceway has become one of the hallmarks of the island. You can find it on the islet of Palatia, just over a causeway from the heart of Naxos Town (Chora).

For dinner, wander up the hill through the streets of the Kastro neighborhood to pick out your favorite of the area's tavernas, where you can sample the island's fresh produce in its best forms.

Day 7: Naxos Food Panorama

Winding local streets
Winding local streets

Taste some of the trademarks of the island known for having some of the best local produce in the Cyclades.  Your guide will take you around the island to towns like Kindaros, Kaloxylos, Chalki, and the marble town of Apeiranthos, as well as the main Naxos town.

You'll meet with local producers to sample and even create some of the island's better-known dishes, such as loukoumades fried donuts, keftedes meatballs with tzatziki sauce and Naxian cheeses, and a cheese or olive pie picnic with coffee, juice, bread, fruit, and yogurt. You'll also sample the local kitron liqueur at a distillery before you top off the afternoon with a tour of the Venetian castle in the main town.

Spend your evening wandering the streets of town in search of your perfect aperitif spot. Or, put your new food-spotting skills to use in the tavernas.

Day 8: 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 9: 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 10: 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.