Sail Alyosha

Alyosha is a 50’ sailing catamaran that spends the summer months in Ocean City, MD offering daily sailing excursions offshore or behind Assateague Island. At the end of the summer, Alyosha heads south and becomes available to prior customers for multi-day charters in the Caribbean and beyond!

The Sail Alyosha App allows users access to their “Alyosha Passport” a place to review all of their past sailing experiences and look at Captain and Crew pictures…

Complete your “profile” in the app to get alerts on discounted sailing opportunities or special trips only available through the app (example: heavy wind sailing offshore)


“Captain Steve’s Logbook” is your entry point into all of the planning, scheming and dreaming that goes into a planned circumnavigation- many have inquired about the planning necessary for such a journey, and now you can get a glimpse into what it takes…