Charter Fleet

Charter Fleet

Charter Fleet

Second Sensation – Classic Chris*Craft 251 Catalina Cruiser
Enjoy a Captained Charter on the Bay, whether cruising to a favorite anchorage for swimming or cruising to St Michaels, Rockhall or Chestertown for lunch; your captain will help make you day relaxing and memorable.
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Lady Lyn – 36' Jeanneau Prestige Luxury Double Cabin Motor Yacht
Is perfect for a Cruising Family; a couple of couples or for a day on the water with a few extra friends (parties up to 10).
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Carefree – 36' Carver Double Cabin Motor Yacht
A little smaller than the larger Carver, but has plenty of room for Cruising on the Bay with family and friends while you cruise to St Michaels or Kent Narrows. Consider spending a night at Piney Narrows Marina.
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Lady Louise II – 41' Carver Double Cabin Motor Yacht
Has more room for a Cruising Family or Cruising with a few friends. For a great day on the Bay entertaining family or friends; swimming or a cruise to lunch at one of the many restaurants on the water (parties up to 10).
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50' Long Range Double Cabin Trawler – Plenty of Luxury Onboard
Consider a Luxury Yacht Charter – provides unadulterated pleasure for your absolute yachting experience on the Chesapeake Bay. Our Luxury Yacht Charters division will make the arrangements for you, allowing you to make loads of memories, not loads of phone calls and countless travel arrangements. Indulge in the vacation of your dreams from the Chesapeake Bay down to the Caribbean with a luxury yachting trip customized to your unique interests, pleasures and tastes. Our luxury yacht charter offers you a rich array of refreshing experiences which await you in pristine waters of your choice. Please call for further details.
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Sailing Sensations – 40' Hunter Legend Double Cabin
Imagine reaching across the bay at 8.5 knots on your way to Annapolis or Georgetown on the Sassafras River.
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Whitefin – 41' Classic Morgan-Catalina Double Cabin Center Cockpit Sloop
The OUT ISLAND 41 CLASSIC appeared after Morgan Yachts was purchased by Catalina. The venerable OUT ISLAND 41 design was revamped with a new deck and updated keel to a 5’ deep fin keel and revamped rudder to improve sailing characteristics. With a fully enclosable Bimini, cruising in any type of weather will be comfortable for a family or a few friends.
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