We are currently taking deposits for our bucket-list adventure to Greece Fall 2024.

Our adventure begins on 50 foot luxury sailboats which will whisk us away to the beautiful Cyclades of Greece.

Sail through the Aegean Sea and visit remote islands where tourists are few and tranquil beaches, spectacular view and fabulous food are abundant. This perfectly balanced all-inclusive journey will allow you to disconnect from the world, be one with the sea and immerse into the beautiful Greek culture.

Why is this adventure like no other?

This 7night/8 day adventure will take place throughout the Cycladic Isles of Greece. We will sail to these remote islands as a flotilla, a group of small ships sailing together. Each day we will explore a new location as well as do yoga in a variety of breathtaking destinations. We will hike, snorkel, paddle board, dive deep into the culture and take time to simply relax on the beaches and sailboats.

Best part…No sailing knowledge is required. Experienced and specialized staff take care of all the sailing logistics! Simply sit back and join your time on the water!

Destination: The Cycladic Islands

Rugged, sun-drenched outcrops of rock, anchored in azure seas and liberally peppered with snow-white villages and blue-domed churches with stellar archaeological sites and dozens of postcard-worthy beaches, this is Greece. Throw in a blossoming food scene, some renowned party destinations and a good dose of sophistication, and you really do have the best of Greece’s ample charms. Among the 223 tiny islands, the most popular are Mykonos & Santorini.

This journey will take you far from the heralds of tourism.

Kythnos, Sifnos, Serifos & Kea, the gems of the western Cyclades will take your breath away.

The Sailboats

Each 50ft sailboat will have a maximum of 8 guests with 5 cabins: 2 double bed cabins with ensuite bathroom and 2 double bed cabins and 1 bunk bed cabin with shared bathroom.The sailboats will travel as a flotilla, a group of small ships sailing together. You will sail with your group and then we will unite and gather for yoga, excursions and meals.

Click HERE for details about the sailboats.

What’s Included:

Step off the plane and everything is taken care of from there!

  • Expert guides for land and sea provided by our host, Get Lost.
  • Experienced and specialized staff take care of all the sailing logistics!
  • Group transportation to/from Athens Airport.
  • Visit 3-4 Greek Islands: Kea, Kythnos, Serifos, Sifnos. (Possibly alternate islands depending on the winds.)
  • 6 nights accommodations on 50ft Sailboat fully equipped to maximize comfort. Private and shared rooms are available.
  • Final night accommodation at hotel in Athens & farewell dinner.
  • Guided hiking adventures.
  • Use of snorkel gear, subwings and paddleboards throughout the entire journey.
  • Daily breakfast.
  • Snacks, coffee, tea and water always available on the boat.
  • Two meals a day in hand-picked restaurants, taverns or on board when mooring away from a marina.
  • All meals on board are prepared from organic ingredients
  • All fitness equipment & Yoga mats provided.
  • Linen and shower towels provided.
  • On-board internet.
  • Pre-departure manual providing extensive details on what to pack and how to plan
  • All excursions and more!

What’s Not Included:

Not much!!

  • Flight to Athens
  • Alcoholic beverages
  • Souvenirs
  • Trip insurance and Travel Health Insurance is NOT included, but they are HIGHLY recommended; World Nomads has a lot of options. Take a look at Travel Insurance 101, a resourceful page that will help you get the coverage you need. Please also review the booking terms.
  • Any additional evenings in Greece before or after. However, great recommendations can be provided!

Room Options and Per Person Rates

$1000 NON- REFUNDABLE and NON-TRANSFERABLE Deposit secures your spot.

Further payment instructions provided at registration; however, please note all payments are NON-REFUNDABLE and NON-TRANSFERABLE. If you are concerned for any reason about your ability to travel in the future, please obtain travel insurance. See above in What is NOT INCLUDED for suggestions and guidance on travel insurance.


Cabin with Ensuite Bathroom

Single Occupancy: $5235

Double Occupancy: $3610

Cabin with Shared Bathroom

Single Occupancy: $4985

Double Occupancy: $3480

Please contact Judy at 609-884-3001 to secure your spot.

We are accepting PayPal, Venmo, Checks, & Zelle for payment.