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Tell me more, I’ll get better.
Sign up and I'll remember your taste, your people & your saves.
© 2026 Go Playfully Inc
🗽"a part of NY you'd never know was there"
🍷Bring your own drinks and snacks
⛵Ask about hands-on sailing lessons during your cruise
Sail Jamaica Bay on a classic 39-foot schooner and watch the Manhattan skyline glow at sunset. Captain Jarad offers leisurely cruises and hands-on sailing lessons, with the occasional dolphin sighting as a bonus.
Sunset sailing cruises
BYOB friendly
Hands-on sailing lessons
Captain-led storytelling
They recommend it:
Google
(29)
4.9
🗽"a part of NY you'd never know was there"
🍷Bring your own drinks and snacks
⛵Ask about hands-on sailing lessons during your cruise
Sail Jamaica Bay on a classic 39-foot schooner and watch the Manhattan skyline glow at sunset. Captain Jarad offers leisurely cruises and hands-on sailing lessons, with the occasional dolphin sighting as a bonus.
Sunset sailing cruises
BYOB friendly
Hands-on sailing lessons
Captain-led storytelling
They recommend it:
Google
(29)
4.9