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Sail the Boat that Sailed the World!

Try something completely different and come sailing on our 50’ catamaran, Alyosha! We offer several trips each day, usually at 1pm, 4pm and sometimes a “Sunset Cruise” at 7:30pm. Any of our sailing adventures can be catered- we have partnered with OC’s best events company, Taste Events, to provide that option. (Catered trips are offered only with a full, 6 person booking). Additionally, our pickup/dropoff spot for the trip (Mad FIsh) provides an easy opportunity to purchase packaged goods (beer and wine) for your adventure. Choose from one of the following sailing experiences:

Ocean Sailing!

See another side of Ocean City from the Atlantic Ocean. This 3 hour cruise will allow you to experience the pure joy of sailing fast on a 50’ catamaran!

Hands On Sailing

Interested in something more “hands on?” Assist the Captain and Crew of Alyosha and learn some of the basics of blue water sailing. Offered only at specific times during the week.

Sunset Cruise

Enjoy an evening out on the Atlantic Ocean and watch the sun set on Ocean City from the Atlantic Ocean

Private Charters

Interested in a more intimate experience for just close friends and family? Alyosha is available for private charters at times when she is not scheduled to run trips.

Catering Now Available!

We’ve partnered with Off the Hook Restaurant Group’s Taste Events to provide several options to compliment your sailing experience. Click below for more information on our catering options, how to order catering for your cruise, and more!

All Aboard!

Our trips from Ocean City originate from Mad Fish Bar & Grill in West Ocean City.