May 31ST: The Northeast winds continue… while this weekend looks promising for Ocean Sailing, we are dealing with persistent Northeast wind that have built up the seas. Sailing behind Assateague is the only solution for now, but guests are having a great time on these trips!!!

What kind of adventure are you seeking?

Glide up and down Ocean City’s beautiful Atlantic coastline or back in the coastal bay area behind Assateague Island on Alyosha. The real fun starts when the engines turn off and the only thing powering the boat is the wind.

The Thrill of Sailing

See another side of Ocean City from the Atlantic Ocean. Experience the pure joy of sailing fast on a 50’ catamaran! The incredible views, marine life on display, engaged captain/crew,   and serene movement on the water without engines make these unforgettable experiences…

Chillin' on Alyosha

Sit back (or lay back on the spacious trampolines!) and take in OC’s West Harbor, and the coastal bays adjacent to Assateague Island. We can’t always conjure up those magical Assateague ponies but we can ensure your family/friends and/or significant other will have an incredible platform to experience the beauty of Ocean City. Feel free to bring snacks and beverages of your choosing…

Party on a Catamaran

For many people, catamarans evoke memories of past experiences on catamarans in different environments, and good times with friend and family. On Alyosha, we have a couple of trips specifically dedicated to the party atmosphere large catamarans often are know for. Check out Ocean City’s version of Island Time and feel free to bring adult beverages of your choosing…

Private Charters

Interested in one of our trips, but want the boat all to yourself? No problem! The first group to book a trip has the option of making it an exclusive experience just for them.

We also offer Alyosha for private charters outside of our normally scheduled trips for an hourly fee.

Our Schedule