PARTY Trips and Experiences

Click an experience to view a description of the experience and see the scheduled trips.

VIP Viewing, check! An exclusive opportunity to enjoy OC's kick off to the summer season, check! Come out to sea with Captain Steve and view the Ocean City 2023 Air Show from the water. If conditions allow, we will anchor Alyosha approximately 2.2 miles offshore- just outside the exclusion zone- (in about 35 feet of water) and enjoy the Air Show with all of the trimmings of a 50' catamaran! If conditions don't allow, then we will find a spot near Assateague Island on the bayside. Restrooms are available and feel free to bring your own food and beverages. There is also a coldbox and refrigerator available onboard.

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Enjoy the sights and sounds of the Oceans Calling Music Festival while relaxing comfortably aboard Alyosha! 

If conditions allow, we will anchor the boat as close as possible- in the Ocean!- to the main stage of the Oceans Calling Music Festival with all of the trimmings of a 50' catamaran! Restrooms are available and feel free to bring your own food and beverages. There is also a coldbox and refrigerator available onboard. The plan would be to stay out for between 3 and 3.5 hours and listen to the music, returning to West OC after the main act finishes up each night of the festival. But the conditions will have to be JUST PERFECT.

If there is wind or choppy seas and we cannot anchor off the coast, then we will refund your money.

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Join Frannie, Solomon, brother Dave and Sara for a chill, Jamaican-themed tour behind Assateague Island with food and beverages included! We will provide the boat, the scenery, the food and the soundtrack: You bring the sense of adventure!

Alyosha will stay behind Assateague Island for the entirety of this two hour tour but we will hopefully put the sails up and kill the engines to enhance the party vibe! This trip is only for adults over 21 years old. Plenty of other options for kids on Alyosha.

The spread of food- provided by local favorites One Love Cafe- will include the option of a Chicken or Tuna salad sandwich with Caribbean Slaw chips and a pickle all served on toasted Brioche bun.

And Solomon promises to put everyone in the right mood with his Jamaican- inspired playlist!

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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.

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Are you a craft beer lover? Do you like spending time on large, luxurious catamarans sipping craft beer as the sun sets over the marsh on Sinepuxent Bay? Then this trip is for you! Join us as we partner with Shorecraft Beer staff and sample a wide variety of beers brewed right here on the Eastern Shore. This two hour trip is only available to Shorecraft Beer members (must have the app downloaded).

Depending on the conditions, we will strive to make sure Alyosha stays in calm waters so that all of your focus can be on great conversations, excellent craft beers, and the miraculous setting of coastal Ocean City.

This trip is very different than our regular sunset cruise, and we look forward to having you aboard!

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Imagine the sensation of cruising along beautiful Assateague Island on a 50' catamaran that has literally "sailed the world." Now picture an assortment of wines to taste, along with some tasty hors d'oeuvres provided by The Buzzed Word... Could things be any better? Well, what if I told you this magical, two hour cruise took place at sunset, ensuring you the most spectacular views and pictures...

This is The Buzzed Word Wine Cruise on Alyosha!

Join us for a two hour celebration of wine, Assateague and local business in Ocean City. 

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