Sail Alyosha

Sail the Boat that Sail the World! Try something completely different and come sailing on our 50’
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06/21/2024

Captain Steve teaching Hands-On Sailing, a fully customer-run charter! Come out and learn the basics of sailing a catamaran! 🧐🌬️⚓️

06/14/2024

Dolphin watching! 🐬 Have you been out on Alyosha before, or on the ocean, and know that 2.5 hours just isn’t enough?! Join us for Advanced Ocean Sailing, a 4-hour sailing extravaganza! ⛵️

06/08/2024

Alyosha is one of the best platforms in Ocean City to get a group of friends together! Happy Birthday Mark! 🎂

06/08/2024

What a sunset! 🌅

05/25/2024

It’s a beautiful day for a private charter and enjoying the ocean! 🌊🦀

05/24/2024

Kicking off the summer with an epic sunset cruise on Alyosha!

05/11/2024

Some more pictures of our most recent wedding onboard www.sailalyosha.com

05/10/2024

What are you waiting for?!? Our sailing season started off with a wedding!

05/01/2024

This morning we departed Baltimore's Inner Harbor and, under police es**rt, traveled under the remaining span of the Key Bridge.

Alyosha will be traveling north up the Chesapeake Bay, then through the Delaware Bay, and finally out into the Atlantic on her way to Ocean City, MD.

Our season will officially begin this Saturday, May 4th! For information, please visit our website at https://sailalyosha.com/

10/28/2023

Our final sailing trips of the season are this weekend!

We lucked out with amazing weather this fall.. and there are seats available on our 2pm Ocean Sailing and 5pm Sunset Cruise!

Book here: https://book.sailalyosha.com/

10/01/2023

Guest cowboy on board hanging with us for the

09/10/2023

Ray and Debbie celebrating their 50th!!! (Been together 56).

08/29/2023

She said YES!!

Congratulations Kevin and Annalise! Our 8th proposal aboard Alyosha!

08/18/2023

Alyosha’s 19th wedding!!! what a beautiful evening

08/17/2023

What can you do for $79? Choosing the $79 sunset cruise on the Alyosha, a 50' catamaran hosted by Shore Craft Beer, is an unparalleled experience that promises to create lasting memories in Ocean City, Maryland. This unique opportunity not only allows you to witness the breathtaking beauty of the se...

08/13/2023

Captain Sara’s last day of the season! We will miss her badly! ⛵️

08/12/2023

Sailing into the sunset behind Assateague Island! 🦀🐴🌊

08/04/2023

We enjoyed having Mickey join us for The Buzzed Word Wine Cruise!! Sampling many wines behind Assateague Island is a great way to spend the evening! 🍷

08/01/2023

Sails behind Assateague Island often include sighting of the wild ponies! 🐴 Come sail with us and try to spot them! www.sailalyosha.com

07/26/2023

Thomasine celebrates her 70th birthday by going sailing for the first time on Sail Alyosha!!!

07/20/2023

Cheese, fruit, and a beautiful view of Ocean City’s beach — What a great way to spend a Thursday afternoon! 🧀🍓🌊

Book your Ocean Sail now!

07/14/2023

Looking for rays and dolphins with Captain Steve on the hands-on sailing cruise! 🐬🪼🦀🦈🐙

07/06/2023

Anju enjoying a beautiful Ocean Sail on Alyosha! 🌊🐬

07/06/2023

UPDATE: SOLD OUT!

Tickets still available for tonight's One Love Smoothie Cruise! Usually $99 ea., we have a special discount for the next 4 customers (See below).

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!

Use Coupon Code "OneLove23" for $20 off your booking for today's cruise.

https://book.sailalyosha.com/Experience/Details/18?eventid=2167

07/01/2023

Beautiful ocean sail today!

06/25/2023

Saturday nights are just the best on Alyosha! 🌅

06/15/2023

Now back in charge: Captain Sara!

06/11/2023

An Incredible day with these incredible ladies celebrating Anne's 50th!!! Happy birthday!

06/09/2023

Sunsets are back in Ocean City (and sailing on Alyosha)!!

06/06/2023

Congratulations graduating Class of 2023! 🎉
If you know a grad who would enjoy a or , we’ve got a special discount: Use coupon code “SENIORS23” for $30 off any cruise (valid through Thursday June 8th).

Address

12817 Harbor Road
Ocean City, MD
21842

Telephone

+14103765454

Website

http://www.SailAlyosha.com/

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Videos

Passing the container ship Dali as Alyosha heads out of Baltimore's Inner Harbor to Ocean City, MD.

Spectacular sunset! Last night's sunset cruise was incredible…

We may not have any waves and wind but we definitely have dolphins! They are magical and always welcome to come play with us!!

Our last Sail in OCMD😭☀️#sailalyosha #catamaransailing #catamaran #oceansailing #sailtheboatthatsailedtheworld Thank you everyone who sailed with us this summer!!! We are so happy that we get to share our sailing passion with others!!! See you next summer OCMD 👋🏻 ☀️⛵️

😍☀️🌅 wow!!! #sailalyosha #catamaran #catamaransailing #sailtheboatthatsailedtheworld #slowmotion On Alyosha, we have captured so many beautiful sunsets 🌅 but last night was something else!!! 😍

AIR SHOW 2020!!! ✈️ #sailalyosha #sailtheboatthatsailedtheworld #catamaransailing #catamaran We have the BEST seat in the house on @sailalyosha ☀️⛵️ Everyone be Safe, Social Distance, and Enjoy the Show✈️🙌🏻

HAPPY FRIDAY!!! Another chance to win a Sailing experience on Alyosha ⛵️☀️ #sailalyosha #sailtheboatthatsailedtheworld This contest represents a final end of Summer celebration!!! You have a chance to win 2 tickets for a Shore Craft Beer Cruise on Alyosha!!! The cruise takes place September 1st and 6:45pm!! What could be better?? Watching the sunset, and cracking open local craft beer, brewed right here on the eastern shore! OH, and your doing all of that while Sailing on our 50’ catamaran @sailalyosha This contest starts now and ends Monday at 5pm!!! For a chance to win, all you have to do is 2 simple things! ⬇️ 1. Like or follow our Sail Alyosha page! AND 2. Share this video/post of Captain Steve! If you do these 2 things, then you have the chance to win an AMAZING experience on Sail Alyosha⛵️🍻 THANK YOU!!! GOOD LUCK 🍀👍🏻

Check this out!!! #sailalyosha #sailtheboatthatsailedtheworld #catamaran #dolphins Nothing better then dolphins coming up to say hello to our guests, while we are sailing! 🐬☀️