Join us in Greece for Fall 2027!

Join Penny for a 2-week sailing vacation in Greece! We will sail and explore the beautiful Cyclades Islands of Greece!

One of the world’s oldest cities, Athens’ location in Southern Greece made it an important gateway to Europe, Asia, and Africa. Today, Athens remains beloved of sailors for much the same reason. Our base in Athens’ Zea Marina offers rewarding conditions for experienced sailors, with strong winds and exhilarating blue water crossings between the Saronic and Cycladic islands satisfying your taste for adventure.

Two Sailing Options

  • Option 1: 44+ monohaul sailboat with skipper
  • Cabin Cost*: $6,300 USD
  • Deposit: $3,100 USD
  • Maximum of 8 passengers (6 + skipper & spouse)
  • Boat: Sunsail 44.4 – 4 Cabin Boat
  • Option 2: 42+ catamaran sailboat with skipper
  • Cabin Cost*: $9,300 USD
  • Deposit: $4,600 USD
  • Maximum of 8 passengers (6 + skipper & spouse)
  • Boat: Sunsail 424 – 4 Cabin Catamaran

* Each cabin sleeps two people.

Each cabin comfortably sleeps two people, so bring your partner or friend! Alternatively, you can keep the entire cabin to yourself! This is a great opportunity for those wanting to explore Greece in a unique way, or those wanting to get some sailing vacation experience. Our Basic Cruising students will enjoy this mileage-building experience! You are definitely going to brush up your skills with Captain Penny onboard! Participate as much or as little as you’d like. It’s your vacation!

We anticipate having several boats for this trip with several experienced and knowledgeable bareboat captains for you, however if you would like to organize your own boat we can assist with that as well!

Tentative Dates: September 11-25, 2027 (based on boat availability)

Please download our information package for more info!

If you’re ready to secure your spot, please email me at learntosail[at]sailnelson.com!

If you’d like to listen to some chats about our previous trip to Croatia, check out these podcast episodes: