Visit two Greek classics during this 5-day tour of some of the country's most beautiful and iconic sites. You'll start in Athens, with a day to experience the Acropolis and the capital's buzzing neighborhoods. End the trip in Santorini with its white-topped cliffs and caldera views, complete with island cruising, wine tasting, and stunning sunsets to spare.


  • Explore ancient & modern Athens
  • Discover the stories of the Acropolis & the Agora on a Greek mythology tour
  • Soak up the sun on Santorini's rocky shores
  • Sip local wines at the caldera's edge
  • Sail past the island's landmarks on a catamaran cruise

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Athens Athens
Day 2 The Acropolis & Ancient Greek Mythology & Museum Tour Athens
Day 3 Arrive in Santorini - Sightseeing Tour & Wine Tasting Santorini
Day 4 Catamaran Cruise Santorini
Day 5 Santorini to Athens - Depart Athens  

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 the iconic Acropolis and so much more. The mythology of this spectacular city precedes it, with towering temples 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 CE. It's probably the first thing that comes to 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: The Acropolis & Ancient Greek Mythology & Museum Tour

Sunrise over the Acropolis.
Sunrise over the Acropolis.

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 city's myths will accompany you as you go, with stories of Zeus, Athena, Poseidon, Dionysus, and more. Hear the stories themselves and the historic facts behind them, adding resonance to the archaeological ruins you'll visit during this four-hour tour.

Stick with the supervised experience with another guided tour at the Acropolis Museum in the afternoon. 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.

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Day 3: Arrive in Santorini - Sightseeing Tour & Wine Tasting

Incredible Views of Oia.
Incredible Views of 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 in a crescent. After you've settled into your hotel, spend some time wandering the streets of Fira, or head to the beach.

In the afternoon, take a guided tour to some spots in 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. 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, stop for some wine tasting at the caldera's edge to sample varietals dating back centuries, as you watch the sun sink into the Aegean Sea.

In the evening, head back to Oia, passing the Blue Dome of Firostefani on the way. The furthest town along the rim of the caldera, Oia's arty streets are the most famous spot for sunset views, and evenings, after the crowds have left, are 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, and the Santorini specialty of spelt pie.

Day 4: Catamaran Cruise

Santorini's Red Beach.
Santorini's Red Beach.

Enjoy a leisurely breakfast before taking some time to stroll around and scope out small shops and boutiques. Explore Fira, the capital of the island, with many attractions. History buffs will be delighted by the Archaeological Museum of Santorini, the Museum of Prehistoric Thera, the Folklore Museum of Emmanuel Lignos, and the Church of Hypapante.

In the late afternoon, head to Vlychada Port to board your semi-private catamaran for a cruise around the island. Your first stop will be at Red Beach to swim and enjoy the sun, followed by a second stop at White Beach.

Enjoy a barbecue dinner on board as you sail past landmarks at Aspronisi, the Ancient Lighthouse, Indian Rock, and the ancient city at Akrotiri, hidden away at the southern tip of Santorini. These ruins are the site of some of the Bronze Age’s most advanced settlements, which prospered for centuries before being destroyed by a great volcanic eruption in the mid-second millennium CE. Top off your day with a jump into the hot springs at Nea Kameni, where the mineral-rich volcanic waters are believed to have therapeutic properties.

Day 5: Santorini to Athens - Depart Athens

Bid Santorini's glorious skies farewell.
Bid Santorini's glorious skies farewell.

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


Map of Taste of Athens & Santorini - 5 Days
Map of Taste of Athens & Santorini - 5 Days