Take in a Sunset on a spacious, 50' sailing catamaran!

Newly revamped in 2025, our "Sunset Cruise on Alyosha" is one of our most popular trips and is the perfect cap to your adventurous day in OC - or the start of your date night! Cruise on Alyosha, a 50ft sailing Catamaran, out into either the Atlantic Ocean for a beautiful view of the sun setting on Ocean City or take in the fantastic scenery behind Assateague Island and watch the sun melt into the marshland. Either way, your pictures will be brilliant and you will have great time!

Each night, our captain will make the decision about whether the ocean or bay will make for the better voyage, keeping your comfort "top-of-mind." On the morning of your trip, you can check our website to see which way we are leaning (Ocean or Bay) weather-wise. Sunset cruises are an opportunity to unwind, and enjoy our natural surroundings. And whether your sunset is on the perfectly flat bay or a calm and gentle ocean, you are in for a treat! Additionally this year, the sunset cruise will be extended to offer a bit more time on Alyosha, generally ending with sunset and lasting 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!

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.

More Information