CHILL Trips and Experiences

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Join Captain Steve and the crew of Alyosha for a trip that very intentionally skips the Atlantic Ocean and stays in the flat, calm Sinepuxent Bay west of Assateague Island. No need for dramamine on this trip, as Alyosha provides a very stable platform for couples, friends and/or families to enjoy some time on the water. Lounge on the trampolines or one of the many comfortable seating options- there is plenty of room for everyone!

We offer this trip for anyone who is longing to get out on Alyosha- the 50' catamaran sailing out of Ocean City, Maryland during the summer- but is concerned about getting seasick out on the ocean. Alyosha will slowly glide along the channel, potentially affording a view of Assateague's wild ponies, under diesel power for the entirety of this journey. You will watch the sun melt into the marsh along the west bank of the Sinepuxent and then be treated to a magnificent view of OC's night time skyline as we return to port.

Just a reminder: there is no sailing on this type of trip! 

Note on Birthdays and Anniversaries:

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! (There were a few weddings and a proposal as well...)

Let us know if you are celebrating something with your cruise: We now have anniversary and birthday flags- complete with a nautical number set- that we hope you will consider raising during the sail.

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There are only about 5-6 nights over the course of a summer where everything falls into place for a truly magical experience: sailing under the stars and moon in the Atlantic Ocean… If the Atlantic is too rough, we have also had incredible experiences sailing under a full moon behind Assateague Island.

A personal favorite of your captain, sailing under a full moon provides an unforgettable commune with nature that will have you reflecting on all of the sailors who have bravely gone to sea in search of opportunity. This trip will only be conducted if the conditions are perfect: light winds, clear skies, and a gentle sea. If we don't get the right conditions, your trip will be fully refunded, no questions asked! But if we do: prepare yourself for a once in a lifetime experience!

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Sail the boat that sailed the world!

Cruise on Alyosha, a 50ft sailing Catamaran, out into the Atlantic for a beautiful view of the Sunset. If you are worried about your comfort during our longer "Ocean Sailing" and "Hands On" trips, then this shorter trip out into the Atlantic might be something to consider. Generally, the sunset cruise will depart about 45 minutes before sunset and will return at dusk. (about 65-75 minutes) Watch the sun set on Ocean City from the Atlantic Ocean as you glide along the coastline under sail. Lounge on the trampoline or enjoy any of the other excellent seating options that this 50' boat has available. This is a "must do" experience in Ocean City!

Note on Birthdays and Anniversaries:

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! (There were a few weddings and a proposal as well...) Let us know if you are celebrating something with your cruise: We now have anniversary and birthday flags- complete with a nautical number set- that we hope you will consider raising during the sail.

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