Discover Athens & the Cyclades - 8 Days

Day 1: Arrive in Athens

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: Athens to Mykonos

You'll start your tour of the Cyclades on Mykonos, one of the larger islands in this 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.
• Take a short ferry over to the archaeological site at Delos for a day-trip. This entire island is full of ancient ruins and is one of the most important in the country for its history as both a sanctuary and the mythological birthplace of Apollo and Artemis.
• 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 3: Explore Authentic Mykonos

Today, you'll sneak away from the cosmopolitan side of this island to discover Mykonos' authentic heart, touring charming villages, little harbors, and remote beaches with your expert guide. You'll start with a panoramic viewpoint of Mykonos Town to capture the perfect 360 shot. Head to the port of Agios Ioannis, a protected harbor where fishing boats now launch. Hear the stories of its namesake saint, including a church dedicated to him and the cell he was held in that are now home to an annual festival. 

Next, you'll go through the island's agricultural and livestock country, past cultivated fields and animals grazing. At Ano Mera village, you'll explore a farm with its superintendent and even have the opportunity to help out with some farm work or say hi to the animals. You'll also sample a light snack lunch with products grown right there in the fields. After lunch, the colorful village square awaits, including a monastery tour and stroll through the open-air market.

From there, the shores of Kalo Livadi, Kalafati, and Aghia Anna all await your camera lens as you pass them on your way to learn about the island's history at the site of former mines. The now-abandoned structures used to mine lignite from the island's soil. Wrap your tour up on the picturesque narrow streets of Mau, home to the Mykonos dam.

The evening is yours to spend as you will, whether you want to relax by the sea, wind away the hours with a sundowner in Little Venice, or dance the night away on the boardwalk of Paradise Beach.

Day 4: Mykonos South Beaches Cruise

Sleep in before you board your noon cruise at Agios Ioannis beach. The boat will take you past some of the country's popular coastlines, known for both the beach views and beachgoers. You'll visit Ornos Beach, Psarou, Super Paradise, Platys Gialos, Elia, and more, depending on your day. Take in the sun and scene; and of course, no Mykonos tour would be complete without onboard drinks and dancing for those so inclined.

You'll return to the shore once the sun starts to set, giving you plenty of time to keep the celebration going or wind down with a romantic stroll along the beach. The restaurants here are well worth trying, or if you head back to Mykonos town don't forget to stop by the windmills on your way to (or from) dinner to catch them in the evening light.

Day 5: Mykonos to Santorini

After breakfast at your hotel, you'll get an early ferry to Santorini. Nothing says "good morning" like watching the sun coming up over the island's iconic cubic architecture. Upon arrival, you'll take in the island's central caldera—the site of one of the largest volcanic eruptions in history—rising above you. 

The island's volcanic history has led to the formation of some of the more unique beaches in the Greek islands, along with the dramatic cliff views on the island's caldera side. Spend your day relaxing at the beach or catching some exercise—and even more views—from one of Santorini’s more than 12 scenic walking routes, ranging from between two to eight miles each.  At dinner, sample the island's signature cherry tomatoes and white eggplants as guest stars in seafood dishes or the main event.

Day 6: Santorini Catamaran Cruise

Enjoy a leisurely morning breakfast with time to stroll through town and scope out the small shops and boutiques. Head over to Fira, the capital of the island, which offers plenty to explore. History buffs will be delighted by proximity to the Archaeological Museum of Santorini, the Museum of Prehistoric Thera, the Folklore Museum of Emmanuel Lignos, and the church of Hypapante.

As the late afternoon unfolds, you'll head toward Vlychada Port to board your semi-private catamaran cruise around the island. Your first stop will be at the Red Beach to swim and sun, followed by a second stop at the White Beach to take in all the distinctive-colored sands of Santorini.

Barbecue will be served on board while you sail past landmarks at Aspronisi, the Ancient Lighthouse, Indian Rock, and the prehistoric 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 BC. Top it off with a jump into the hot springs at Nea Kameni, where the mineral-rich volcanic waters are believed to have therapeutic properties.

Day 7: Wine Tasting Tour

Raise your glasses to your last full day in the islands with a vineyard tour. Visit three of the island's ancient wineries, where you'll learn about some of the award-winning volcanic vintages of Santorini. With twelve varietals, all accompanied by local cheese and other snacks, the history of the island will be right at the tip of your tongue. 

Don't miss one more sunset before you go. You can visit the smaller town of Firostefani or stay on the other side of the caldera rim out in Oia. The furthest town along the rim of the caldera, Oia's arty streets are the perfect spot for sunset views. Stake out your viewing platform over the panorama, then stick around to wander the alleys and linger in the town's tavernas into the evening.

Day 8: Santorini to Athens and Depart

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.