Enjoy a sunset cruise on the stunning Chesapeake Bay! Choose from a relaxing 2-hour, 3-hour, or leisurely 4-hour cruise, departing from Deale, MD and cruising the Bay. Unwind, indulge, and soak in the beauty of the water.
Bask in the golden glow of a Chesapeake Bay sunset as you set sail from Deale, MD to the charming shores of Chesapeake Bay. Whether you opt for a breezy 2-hour escape, 3-hour unwind, 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.
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 Bay. A serene, unforgettable way to honor what matters most.
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.
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 Eastern shore, 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.
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.
Embark on a captivating eastward voyage across the Chesapeake Bay to the serene shores of Poplar Island, then cruise back to the charming harbor of Deale—an unforgettable roundtrip steeped in coastal beauty and adventure.
Set sail eastward across the shimmering Chesapeake Bay to the storied Knapps Narrows Bridge on Tilghman Island—where maritime history meets island charm—then glide back to the welcoming harbor of Deale. A roundtrip voyage rich with scenic beauty, coastal character, and unforgettable moments.
Embark on a breathtaking eastward journey across the Chesapeake Bay, gliding beneath the iconic Knapps Narrows Bridge into the heart of Tilghman Island. Cruise along the island’s scenic southern edge, circle the historic Sharp Island Lighthouse, and return to the welcoming harbor of Deale. A roundtrip rich with maritime charm, sweeping views, and unforgettable moments on the water.
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.
We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.