Sailboat in Mykonos, Greece

Greece Sailing Adventure: 8-Day Island Explorer

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Athens, Poros, Kythnos, Mykonos...

See all

Suggested Duration

8 Days

This 8-day Greece cruise through the stunning paradise of islands has been handcrafted for those in search of a laid-back approach to travel through the use of a comfortable sailing boat equipped with all the modern luxuries. The Greek archipelago has long attracted visitors with its historical legacy and pristine beaches. From Athens to Santorini, enjoy the breathtaking views and ancient ruins that make this location so unique.

Customizable Itinerary

Expand All

Trip Highlights

  • Stand in the shadows of the ancient ruins on Agia Marina, where visitors are greeted by the rustic ruins and scenic beauty of one of the island's best-preserved archaeological sites
  • Enjoy the quiet beauty of Hydra and explore its principal village where cars and motorized vehicles are forbidden
  • Witness the ample evidence of the oldest known Mesolithic settlement on the island of Kythnos, which time seems to have forgotten
  • Stroll along the picturesque paths of Mykonos and pay a visit to the beautiful balconies of the neighborhood known as Little Venice
  • Pay a visit to the original source of utility power on the Island of the Winds as you enjoy the historical perspective of Mykonos' iconic windmills
  • Visit the sacred ruins at Delos, which many still consider to be a spiritual center in addition to being one of the Mediterranean world's best-preserved archaeological sites
  • Survey the sights of a semi-submerged caldera from the slopes of Santorini, where, in the 16th-century BC, a massive eruption created the current island chain

Starting Price

$6,235 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of this Travel Agency

5 stars based on 15 reviews.

Luxury Greece Group Trip Review: Athens, Santorini, Mykonos,...
"The entire trip was fantastic!"

Reviewed By RoseMary C.

Luxury Greece Vacation Review: 9-Day Tour
"Nancy helped us plan a wonderful, first trip to Greece."

Reviewed By Gina f.

Travel Review: Luxury Greece Tour, Athens, Mykonos, Santorini,...
"All the guides and drivers were very efficient and knowledgeable."

Reviewed By Diane L.

Travel Review: Luxury Greece Tour, Athens, Santorini, Oia,...
"The guides, drivers and choice of hotels were wonderful."

Reviewed By alicia c.

Travel Review: Luxury Greece Vacation, Athens, Crete, Santorini,...
"Our travel planner listened to all of my requests and the...

Reviewed By Julie J.

Travel Review: Luxury Greece Vacation, Santorini, 10-Day...
"The hotels were amazing, our drivers ran like clockwork...

Reviewed By Marisa S.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required