Private Charters on Alyosha
Book early for the 2025 Summer Season, prime Saturdays/Sundays tend to book months in advance...
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.
(and sure, for the right kind of group, Alyosha is perfect for Bachelorette and Bachelor parties!)
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.
There are two ways to schedule private charters on Sail Alyosha…
- ONLINE: Any of our listed experiences can be made private by booking all 12 spots on the boat- in fact, you will immediately receive a 10% discount overall if you book all of the seats on any experience we offer! (Look for the clickable link as you book your trip. As a private charter you can dictate the itinerary, whether we go sailing or cruising behind Assateague Island.
- 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 a weekend morning and we will build a special outing just for your group- cost is $425/hour with a 2 hour minimum. (Trips can start as early as 9am…) If you are looking for a Saturday or Sunday afternoon trip, the cost is $525/hour with gratuity not included. There is a 3 hour minimum on the weekend. 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 (4 hours) we can do a combo adventure.
Special Days in OC… Yes, Alyosha is a fantastic platform for veiwing the Air Show or checking out the 4th of July fireworks (you can pretty much see 4-5 different shows!). And if the conditions allow, then Alyosha can be a very cool party platform to take in the multiple concerts Ocean City hosts each year. All of these events can be customized for your group with pricing @ $550/hour (gratuity not included) for special events…