Book Your Experience

Ocean Sailing

Sail the boat that sailed the world! 

Join Captain Steve Butz and prepare yourself for a very different Ocean City attraction! This is not the Sea Rocket! Sailing on the Atlantic Ocean is sometimes very exciting and often very relaxing, depending on the conditions. Don’t worry, you will have a great time either way…

The adventure will begin promptly at the scheduled start time and Alyosha will head out for an unforgettable sail on the Atlantic Ocean. Watch OC fade into the horizon as the crystal clear Atlantic Ocean waters surround the boat. The fun really begins when the diesel engines cut off and the boat moves along effortlessly under only sail power. Yes, this trip is about sailing! Pods of dolphins often playfully swim right off the bow of the boat, making a once in a lifetime natural experience! There is plenty of room aboard Alyosha for you to spread out and enjoy yourself- we encourage guests to utilize the wide trampolines in front of the boat for lounging.

Birthdays, Anniversaries and Special Events:

One of the great surprises of our first year of operations was how many people decided to celebrate their anniversaries and/or birthdays with us! (We have had weddings, first dates, and proposals as well...) Let us know if you are celebrating something with your cruise: We now have anniversary, birthday and special event flags- complete with a nautical number set- that we hope you will consider raising during the sail.

There is always a four person minimum for all Ocean Sailing trips.

Trips on Alyosha depart promptly at the scheduled time from the berth alongside of Pier 23 restaurant/bar in Ocean City Harbor. (Actual address is 12817 Harbor Road Ocean City, 21842)  Sailing day trips will generally last a bit longer than 2 ½ hours. We will go through the OC Inlet (often the roughest part of the entire journey) and then let the wind dictate the triangular shape we will sail. 

Keep in mind that this experience is real open ocean sailing! The Captain and Crew have yet to be able to control the wind and seas...although there is no lack of effort on that account! 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 could be 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. (If you get sick, it is too late!) We recommend "Bonine" or "Dramamine". If you are on the fence after reading this: Please take a look at our “Seasickness Guide!”

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. Feel free to bring any food or drinks you would like onboard. Pier 23 will be featuring special “sailaway snacks” for Alyosha customers- plan to order your food there about 20 minutes prior to departure.

In terms of seating and spacing: There is plenty of room for everyone! Trampolines built for lounging and, new in 2022, cushioned seating for an additional 6 people!

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

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.

Ocean Sailing is something that can be a once in a lifetime experience and even a gateway into the sport of sailing. Join us and experience an incredible way to see "the other side" of Ocean City. 

There is a 4 person minimum for afternoon sails. Don’t let this discourage you! Book the trip if you want to sail and if we don’t get enough people- we almost always do- we will find another time/date for you.

Aligned with the goal of ensuring all Sail Alyosha customers have a great experience, we will only run trips that are deemed safe by our Captains. Generally, the weather on the coast of the Ocean City area is very pleasant but sometimes storms and thunderstorms do occur.

In the event that your trip is cancelled, you will receive a full refund. Sometimes, the weather conditions, particularly high winds causing choppy seas, will allow us to run a safe trip that is a bit unpleasant.

Our captains will always strive to let people know when conditions will be less than ideal and if conditions warrant a possible refund you may choose to not take the trip. (But sometimes those rough passages make for the best experiences!)

$125

How Many Seats?

You can make this trip a Private Charter -- a trip that is exclusvely for you and your group.

By booking all 12 seats on this trip, you'll get a discount and be able to set the itinerary: whether we go sailing, cruising along Assateague, or anchor for a bit and go swimming!

$125

Any Children? (under 12 years old)