Private Charters

Trip Summary

Book Alyosha for your next event or group outing! Private charters for up to 12 people are available on request.  There are TWO WAYS to book a Private Charter on Alyosha. The first is very straightforward: There is a link under the "How Many Seats?" question that will allow you to indicate that you want to book the entire boat for a selected timeframe, if you do this, the price will recalculate and you will have Alyosha to yourself! You can also try to arrange a private charter for a time when we have nothing booked (like mornings, etc...) or when you want to combine two time slots for a longer adventure. You will need to contact Captain Steve ( to see if something can be arranged. You can learn more about Private Charters by clicking here.. Please note, the list below is for Private Charters that have already been set up, and are not available to the public.

Trips on Alyosha depart promptly at the scheduled time for your Private Charter  from the berth alongside of Pier 23 Bar & Restaurant in Ocean City Harbor. (The actual address is 12817 Harbor Road, Ocean City, Maryland 21842.

Whether we go out on the Atlantic Ocean for a sail or whether we stay behind Assateague Island for a swim is entirely up to you and your group.

What to expect:

If your Private Charter decides to sail: Keep in mind that this experience is real open ocean sailing! Typically June, July and August on the Atlantic Coast features gentle, rolling swells as a "seabreeze" builds throughout the day. But not everyday is "typical."

Alyosha is a big, stable sailing catamaran, and she sails flat. But there is plenty of motion in ocean sailing and if you are prone to seasickness then you should plan to take some preventative medicine BEFORE we leave the dock. (Once you get sick, it is too late!) We recommend "Bonine" or "Dramamine".

This trip is, of course, weather dependent. If the captain feels that there is any risk given the conditions of a particular day, including a forecast that doesn't look promising, then the trip will be cancelled. You will receive a full refund in the event of any cancellation.

What to bring:

Alyosha has plenty of bottled water for customers. Unless you are specifically choosing the "catered" option, feel free to bring any food or drinks you would like onboard. There is plenty of room for everyone.

There are restrooms ("heads") aboard Alyosha for use by customers. Keep in mind that the toilets on a sailboat are a little bit bit more sensitive than land based toilets...

Protection from the elements: Although Alyosha has a roomy salon area and cabins that our guests may use, the real action is outside, on deck! Therefore, we highly recommend plenty of sunscreen and sunglasses.

Alyosha is big, wide and the absolute perfect activity for families and friends looking to do something different while vacationing in Ocean City, Maryland.

  • There are 10 "Private Charters" trips available this season. Select a date from the calendar to view the specific time, price, and seats available.
    0 seats left
    $1200 per person
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