Sail a Catalina 34 and build practical skills in 2.5 hours
2.5 Hours
Up to 4 people
Sailing instruction, Boat time
Step aboard a Catalina 34' and learn the practical skills you need to sail around New York Harbor—no classroom time. You’ll cover safety, navigation basics, and core sailing maneuvers on the water.
Ages 13+ and up to 4 students. Drinks are available for purchase. A 10–20% tip for the captain is customary but not mandatory.
Full refund or reschedule if the operator cancels for bad weather.
Bring warm clothing for the temperature and wear soft-soled shoes.
No. Drinks are available for purchase, with a menu that includes Champagne, Rosé, white wine, beer, and hard seltzer.
Tipping the captain 10–20% is customary but not mandatory.
The marina by Pier 5 in Brooklyn Bridge Park.
Looking for a peaceful escape from Manhattan's chaos? Captains Ian and Andrew run intimate sailing trips on the Hudson that consistently wow both visitors and locals. Their small six-person capacity keeps things relaxed and personal rather than touristy, and reviewers rave about getting incredibly close to the Statue of Liberty for phenomenal photos. The captains strike that perfect balance of being professional and knowledgeable while letting guests unwind without hovering. Multiple groups mention it's dog-friendly, and the boat itself is clean and comfortable with space to move around. This is the kind of experience that has people coming back year after year. Guests mention using it for everything from romantic engagements to creative brainstorms to simply decompressing after a long week. The sunset sails seem particularly magical, with those city lights reflecting on the water. Even when conditions aren't ideal for full sailing, the captains keep things interesting and educational. It's a standout way to see the skyline that feels special and surprisingly serene.
Great sailing experience . Enjoyed every minute. We had beautiful weather and sat up front almost the entire time. Great views and the best relaxation when coming to NY for a weekend trip! Will do this again someday!
rebecca Edwards
December 23, 2025
Great sailing experience . Enjoyed every minute. We had beautiful weather and sat up front almost the entire time. Great views and the best relaxation when coming to NY for a weekend trip! Will do this again someday!
rebecca Edwards
December 23, 2025