Join us in Greece for Fall 2027!

Join Penny for a 2-week sailing vacation in Greece! We will sail and explore the beautiful Dodecanes Islands of Greece! We will begin and end our adventure in Athens and explore many of the Greek islands over our 14-day cruise. You will enjoy a 44′ sailboat with four luxury cabins with private ensuite bathrooms. There will be a maximum of 8 guests per boat, so lots of room to move around.

  • Dates: Anticipated September 2027
  • Boats: 44′-50′ sailboat or catamaran
  • Cabin Cost*: $6,300 USD
  • Deposit: $2,500 USD

* 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!

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: