Sailing the Greek Isles Aboard the Sea Cloud Fleet

Explore the beautiful Cyclades as the ancients did, sailing from isle to isle under the power of the wind. The three-masted barque Sea Cloud II offers the chance to stand on deck and watch the orchestrated frenzy of crew members climbing aloft in the rigging to handset 23 sails. Our expedition visits iconic landmarks as well as hidden gems that are largely unknown to all but locals and discerning travelers. Visit small harbors and go on guided walks to learn firsthand about the history and contemporary life along these sun-drenched shores.

Highlights

The Sea Cloud II at full sail, gracefully cutting through the Adriatic waters off the coast of Croatia—an awe-inspiring sight of nautical elegance and adventure.

Experience the Cyclades while under full sail aboard a romantic tall ship
On UNESCO World Heritage-listed Delos, the mythological birthplace of twin gods Artemis and Apollo, visit the Temple of Apollo, an important archaeological site
At Tinos, see the active pilgrimage site of Panagia Evangelistria and terraced hillsides
Explore the cliffside Panagia Hozoviótissa monastery in Amorgós and ride a cable car down from a clifftop in beautiful Santorini
Explore Athens on a two-day pre-voyage extension or Crete on a three-day post-voyage extension

dates

No Dates Available

duration

8 Days

starts at

Piraeus (Athens), Greece

ends at

Piraeus (Athens), Greece

View our brochures for more details

Mediterranean: Food & Wine 2025-26

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View online

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Talk to an Expedition Specialist1.800.397.3348

dates

No Dates Available

duration

8 Days

starts at

Piraeus (Athens), Greece

ends at

Piraeus (Athens), Greece

View our brochures for more details

Mediterranean: Food & Wine 2025-26

Request copy View online

dates

duration

8 Days

starts at

Piraeus (Athens), Greece

ends at

Piraeus (Athens), Greece

View our brochures for more details

Mediterranean: Food & Wine 2025-26

Request copy View online

View online

Request copy

See More Brochures

Expedition Team

Our captains, crew, staff and guides make up the most experienced team in the industry—committed to making every voyage unforgettable. Veteran captains, with decades at sea, are experts at navigating in all conditions, while seasoned naturalists bring advanced knowledge in fields such as geology, wildlife biology and climate science. Many of these professionals have been with us for decades, and their insights bring each destination to life in ways that profoundly enrich your journey. Their expertise is the foundation for the meaningful and transformative experiences we offer in the world’s most extraordinary places.