Sunset Cruises on Alyosha are great. Add in the amazing Oceans Calling Festival atmosphere on the beach and you have a fantastic night out!

Sail the boat that sailed the world!

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 65-75 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!

Note on Birthdays and Anniversaries:

One of the great surprises of our first year of operations was how many people decided to celebrate their anniversaries and/or birthdays with us! (There were a few weddings and a proposal as well...) Let us know if you are celebrating something with your cruise: We now have anniversary and birthday flags- complete with a nautical number set- that we hope you will consider raising during the sail.

Given that we are really combining the sunset with the concert atmosphere, we are going to monitor the weather carefully in case we need to move the Sunset Cruise to behind Assateague (and not out in the Ocean). If this happens, we will allow customers to get a full refund or join us for the scenic cruise along Assateague!

Aligned with the goal of ensuring all Sail Alyosha customers have a great experience, we will only run trips that are deemed safe by our Captains. Generally, the weather on the coast of the Ocean City area is very pleasant but sometimes storms and thunderstorms do occur.

In the event that your trip is cancelled, you will receive a full refund. Sometimes, the weather conditions, particularly high winds causing choppy seas, will allow us to run a safe trip that is a bit unpleasant.

Our captains will always strive to let people know when conditions will be less than ideal and if conditions warrant a possible refund you may choose to not take the trip. (But sometimes those rough passages make for the best experiences!)