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Home > Ocean City

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” in the evening. Occasionally we depart as early as 10am! Alyosha can take up to 12 people and has a men’s and women’s restroom for your use throughout the trip.

All 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 minimum of a 6 person booking). Additionally, feel free to bring beverages of your choice aboard. There are plenty of options to keep things cold. 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! 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!)

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.

Cruise on Alyosha, a 50ft sailing Catamaran, out into the Atlantic for a beautiful view of the Sunset. If you are worried about your comfort during our longer “Ocean Sailing” and “Hands On” trips, then this shorter trip out into the Atlantic might be something to consider. Generally, the sunset cruise will depart about 45 minutes before sunset and will return at dusk. (about 75-80 minutes) Watch the sun set on Ocean City from the Atlantic Ocean as you glide along the coastline under sail. Lounge on the trampoline or enjoy any of the other excellent seating options that this 50′ boat has available. This is a “must do” experience in Ocean City!

Offered only during a full moon on 6 selective nights throughout the summer! This is a chance to sail the Atlantic under moon light as the sailors have been doing for centuries! You will not believe how different of an experience this can be. Trips last 2 hours later in the evening.

Join us for a hands on sailing adventure that will include some very basic lessons on the basics of sailing. Captain Steve Butz has over 35 years of sailing experience and recently completed a circumnavigation on Alyosha. He has logged over 40,000 nautical miles on the boat. Expect to participate in raising, lowering and adjusting the sails as Alyosha gracefully glides under wind power! No question is off limits as Steve is happy to pursue whatever topics interest sailors looking to boost their knowledge or stoke the interest of newbys to the sport. This trip- which is our longest experience at 3 1/2 hours- is for those wanting more than just a ride in the Atlantic Ocean. You will leave with a deeper appreciation of the sport of sailing and the physics behind it.

Throughout the summer there are occasionally events that can best seen from the water, including the Ocean City Air Show, 4th of July fireworks, and select music concerts. There is also a chance to accompany the Captain as Alyosha transits between Baltimore and Ocean City. 

Book Alyosha for your next event or group outing! Private charters for up to 12 people are available on request. Private charters are generally reserved by contacting us directly and may not be joined by others.

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.