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Explore our cruises

Brunch Cruise

Enjoy a sunset cruise on the stunning Chesapeake Bay! Choose from a relaxing 2-hour or leisurely 4-hour cruise, departing from Deale, MD and cruising to scenic Chesapeake Beach. Unwind, indulge, and soak in the beauty of the water.

Sunset Cruise

Bask in the golden glow of a Chesapeake Bay sunset as you set sail from Deale, MD to the charming shores of Chesapeake Beach. Whether you opt for a breezy 2-hour escape or a leisurely 4-hour voyage, let the tranquil waters, pastel skies, and gentle sea breeze transport you. It’s more than a cruise—it’s an unforgettable experience on the bay.

Special Event Cruise

Special Event Cruise

Mark life's meaningful moments with a celebration on the water. From birthdays to anniversaries or just-because gatherings, set sail from Deale, MD and toast beneath the open sky as you cruise toward charming Chesapeake Beach. A serene, unforgettable way to honor what matters most.

Week Night Cruise

Across the Bay Cruise

Special Event Cruise

Unwind after the day’s hustle with a peaceful weeknight cruise on the Chesapeake Bay. Departing from Deale, MD, set sail into the evening calm toward Chesapeake Beach. Whether it's a spontaneous escape or a relaxing way to connect, let the midweek waters reset your rhythm.

Across the Bay Cruise

Across the Bay Cruise

Across the Bay Cruise

Embark on a captivating cruise across the Chesapeake Bay, where every moment on the water offers sweeping views and salty breezes. Departing from Deale, MD to Kentmorr, this voyage is all about soaking in the horizon, watching the shoreline drift by, and letting the bay's beauty refresh your senses. A visual feast and peaceful escape, all in one.

Over Night Cruise

Across the Bay Cruise

Across the Bay Cruise

Drift into a Chesapeake night on an overnight cruise from Deale, MD to the inviting harbor town of Solomons. Watch the sun melt into the water as stars begin to glow above, then settle in for a peaceful evening onboard. Wake to calm waters and a sunrise over Solomons Island—where charming marinas, waterfront dining, and laid-back coastal vibes await. A journey that combines serenity, scenery, and the soul of the bay.

Add ons

DJ

300

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Photographer

275

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2 light bites

35

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4 light bites

60

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2 small plates

47

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4 small plates

80

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2 Mocktail pairing

30

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4 Mocktail pairings

55

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Discover the Chesapeake Bay with us!

Welcome aboard Wilson Cove Charters—your gateway to unforgettable experiences on the stunning Chesapeake Bay. Whether you're celebrating a milestone, savoring a romantic sunset, or simply exploring with family and friends, we offer tailored cruises to suit every occasion. Our experienced captains and crew are dedicated to your safety and comfort, ensuring every moment is as smooth as the waters we sail. Book your adventure today and let us make your time on the bay truly unforgettable.

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