Aegean Sea Itineraries

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Top Aegean Sea Experiences

  • Sailing through the Aegean on a yacht, ferry boat, or gullet (traditional Turkish vessel) and island hopping
  • Sitting on the terrace of a café in Santorini gazing at the harbor far below, formed from an ancient volcanic caldera
  • Wandering the narrow streets and harborside of Mykonos to find windmills, tavernas and tucked-away shops
  • Visiting the beautiful medieval center of Rhodes town
  • Discovering lesser-known but fascinating islands such as Naxos, Patmos, and Ios
  • Exploring the ruins of Ephesus, the best preserved classical-era city in the world
  • Touring the ancient ruins of Knossos on Crete
  • Dining on Greek and Turkish cuisine and enjoying Greek wines
  • Learning about ancient mythology and famous classical artists and philosophers
  • Admiring stunning island and coastal landscapes and cliffs

Classic Aegean Sea Itineraries

Aegean Sea 1 Week Cruise

In one week it may be best to stick to one island group, such as the ever-popular Cyclades, which includes Mykonos, Santorini and Naxos.

Day 1, Athens & Naxos: Ferry from Piraeus, the port of Athens, to the island of Naxos, largest of the Cyclades. Have a brief tour and walk around the main town of Chora.

Day 2, Naxos: Hike through traditional villages passing by olive groves and vineyards.

Day 3, Iraklia & Schinousa: Sailing tour to small islands, with snorkeling and kayaking.

Day 4, Naxos & Santorini: Optional horseback ride on Naxos, exploring beaches and snorkeling opportunities. Ferry to Santorini for evening wine tour.

Day 5, Santorini: Visit a monastery and archaeological sites, go snorkeling.

Day 6, Santorini: Hike from Fira, the main town, to the picturesque whitewashed village of Oia following a cliff-side trail with spectacular views of the ancient caldera that now forms the harbor; evening yacht cruise to watch the sunset.  

Day 7, Santorini & Athens: Explore Fira, take ferry back to Athens.

See all One Week Agean Sea Cruises

Aegean Sea Cruise in 2 Weeks

Days 1-2, New York & Athens: Fly from New York to Athens; day at leisure to rest or see the Acropolis and other sights.

Day 3, Athens, Mykonos: Sail from Piraeus, the port of Athens, to Mykonos. Explore the town, relax at a tavern or cafe. Spend night aboard ship.

Day 4, Kusadasi, Turkey & Patmos, Greece: Arrive at Kusadasi, gateway to ancient city of Ephesus. Considered the world’s best-preserved classical city and famous for its Temple of Artemis, one of the wonders of the ancient world, Then set sail for Patmos, known as the site of the apocalyptic revelations of St. John the Divine.

Day 5, Rhodes: In the heart of the port city of Rhodes is the largest inhabited medieval town in Europe, a web of Byzantine, Turkish and Latin ruins. Visit Rhodes’ most picturesque town, Lindos, where whitewashed houses are clustered beneath a soaring castle-capped acropolis dedicated to the goddess Athena.

Day 6, Crete, SantoriniArrive at and explore the island’s bustling capital, Heraklion; optional excursion to see the nearby ruins of the Palace of Knossos. Continue sailing to Santorini, a volcanic crater immersed in the sea and perhaps the most breathtaking of all the Greek Islands. In the town of Fira, whitewashed houses, narrow streets, outdoor cafes and glittering boutiques line the steep cliffs, accessible by foot, cable car or mule. Tour Oia village.

Days 7-11, Athens & Mainland Greece: The remaining part of the tour visits sites on mainland Greece away from the Aegean: Athens, Delphi, Olympia and Mycenae among them.

See all Two Week Aegean Sea Cruises

Aegean Sea High Adventure Tour

Tour the magnificent islands of the Aegean Sea while sailing, swimming, diving, and kayaking in the crystal clear waters of the Cyclades islands on a once-in-a-lifetime sailing adventure!

Day 1-2, Athens – Naxos: Explore the historic Athens by foot and get to know your travel companions over an authentic Greek meal. Upon arriving to Naxos, enjoy a moderate level hike exploring the beautiful olive groves, vineyards, and traditional villages.

Day 3, Sailing to Small Cyclades: Sail to the majestic Iraklia and Schinousa islands, for a day full of unforgettable snorkeling, diving, and kayaking!

Day 4-6, Naxos – Santorini: Travel from the paradise that is Naxos to the iconic Santorini. Here you can enjoy the crystal clear blue waters of the Aegean Sea, hike Fira to Oia, and enjoy a sunset sailing cruise inside the caldera.

Day 7: Santorini – Athens: Take some free time on your last day to explore the town of Fira before heading back to Athens.

See all Aegean Sea High Adventure Tours »

Top Aegean Sea Tours

Aegean Sea Reviews

N

Nancy

Mar 2020

my first trip with Smartours and I couldn't have been happier

I recently returned from a trip of a lifetime - Smartours Spectacular Greece and Greek Island Cruise! This was my first trip with Smartours and I couldn't have been ...

R

Robin

Mar 2020

Great time

Great time, learned a lot- Our 2 Tour Directors Granville and Nina made Greek History come alive. We ha enough down time and enjoyed every minute. The optional tours...

L

Lynn

Mar 2020

I thoroughly enjoyed the spectacular Greece tour

I thoroughly enjoyed the spectacular Greece tour. The guide Granville Lee-Warner was fabulous. He made the tour extra special being personable, knowledgeable and giv...

D

Dean

Mar 2020

exceeded our expectations

With dear friends and veteran travelers, Sue and Pete, and following a long flight over the Atlantic and most of the Mediterranean, our adventure in Greece began in ...

A

Ainsley

Oct 2019

This was my first intrepid experience

This was my first intrepid experience and it was amazing. I loved every minute of it. Exploring this part of the world, I was amazed by how beautiful the surrounds w...

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