Who We Are:
Captain Joy turned her passion for sailing into a business almost 20 years ago. Her mission is to give her customers a peaceful, joyful and harmonious experience with the sea and each other―always with safety in mind.
Sailing trips, open spots, and stories—straight to you.

Freedom Feels Better at Sea


Celebrate America’s 250th birthday aboard a private coastal sail—featuring a welcome toast and stories of Connecticut’s maritime past along the way.
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The Freedom Sail – Simple, private, and entirely your own
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250 Coastal Heritage Sail – A relaxed sail with stories of Connecticut’s maritime past
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Sunset Freedom Sail – End the day on the water with a quiet, celebratory sail
Dates fill quickly for the season. Reach out to reserve your sail and share your preferred style—I’ll take care of the rest.







Book a cabin on a fully crewed yacht.

Book solo with us, enjoy the safety and structure of group travel. Meet a bunch of new BFFs along the way.






