Private Charters on Alyosha

Planning a Special Day for the Family? Trying to get a Group of Friends Together for a Good Time? Ready to Reward Your Staff?
Consider Booking Alyosha for a Private Charter...

There is no better way to bring families and friends together than hanging out on a 50’ Catamaran and enjoying either the natural beauty of Assateague Island or the excitement of sailing in the Atlantic Ocean.

On Alyosha, Captain Steve and his crew will work tirelessly to make sure your entire group is taken care of and the boat is the perfect platform for these kinds of adventures!

Alyosha can accommodate groups as large as 12 people- for private charters larger than this, consider the OC Bay Hopper.

New in 2024! We now have three specific slots available- Fridays, Saturdays and Tuesday afternoons, where we are offering a 4 to 4.5 hour time slot specifically for potential private charters. If you are interested in gathering a group of family/friends and bringing a spread of food, etc… then these times are best suited to that type of adventure. 

There are two ways to schedule private charters on Sail Alyosha…

  1. ONLINE: Any “Ocean Sailing,” “Assateague Sunset,” or “Sunset Cruise” can be made private by booking all 12 spots on the boat. As a private charter you can dictate the itinerary, whether we go sailing or cruising along Assateague

  2. THROUGH PHONE/EMAIL: Anytime we are not booked with customers,  Alyosha is available to be booked for private charters. Looking for family outing that is a little more “budget friendly?” Choose any weekday or Saturday morning and we will build a special outing just for your group- cost is $450/hour with a 2 hour minimum. (Trips can start as early as 9am…)  If you opt to schedule a private charter directly with us: Please Be Patient! During the summer we are running pretty hard with trips and it may take a day or two to get back to you.

Remember: When you book a private charter, the boat is yours for that period of time… You can bring your own food and drinks with plenty of table space to set up a fantastic spread. Alyosha has a cold box, refrigerator and room for big coolers if that is not enough! There are two bathrooms available on board as well.

Private Charters can be sailing adventures, or casual parties cruising in the Sinepuxent Bay along Assateague Island… and if you book enough time we can do a combo adventure.

(If you are looking to swim, we recommend booking at least 3 hours to allow for us to anchor, etc…)