Chesapeake Overnight Sail

Cruise Length
1 - 3 days
2 - 13 people
Any day of the week

Are you looking for a longer trip and wanting to experience a night on the water? We can help you “get your feet wet” with an overnight sail. We will depart from our docks and sail to the destination of your choice. Popular options include St. Michaels, downtown Annapolis, and northern Chesapeake Bay.  An overnight cruise is an enjoyable way to experience all the best of sailing, from adventures on the water, shopping on dry ground, sunset cocktails, sleeping under the stars, and waking up to the sounds of nature and the smell of fresh coffee.

Depending on the boat, there will be two or three staterooms with private heads and showers, a family saloon area, and a kitchen.  Boats often have tvs and a variety of board games and cards.


Submit the form below and we'll be happy to answer any questions you may have about sailing with us!

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