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 always a sunset cruise in the evening!

Ocean City, MD

back in Mid-May, 2022

See A Different Side of Ocean City, MD

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.

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! The incredible views, marine life on display, and fun captain and crew, will make this unforgettable.

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 on the ocean and watch the sun set on Ocean City from the water. These trips are typically shorter in duration (approx. 90 minutes) but still provide the thrill of sailing in a romantic setting.

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. (You need to book the whole boat!)

Alyosha is now in Baltimore, MD!

Now Available: Spring Sailing in Baltimore, MD

Beginning on April 27th, Alyosha will be sailing out of Baltimore, MD, offering “spring sailing” and private charters for groups up to 12.

Our Schedule

From late May through early September, Alyosha is available for cruises and charter in Ocean City, MD. We operate out of West Ocean City’s commercial fishing harbor at Pier 23.

In the fall and spring months, Alyosha is available for charter in Baltimore, MD. We operate out of Henderson’s Wharf in the Fells Point area.

Baltimore Ocean City