Book a private 2-hour cruise and bring your own food and drinks for a relaxed evening on the water
Canopy-covered river cruising with drinks, snacks, and friends
Cruise marshes to Milton with time to explore ashore
Slide into Rehoboth Bay and unwind on your own floating hangout
Gather your crew for a canopy-covered cruise on the Wicomico River
Explore Assateague Island and its coastal wildlife by boat
Tiki-style sunset sailing with Ocean City bay views
Set sail for pirate games, water-cannon battles, and family fun
Customize a shaded private outing on the Upper Choptank River
Charter the Calico Jack for a private bay cruise with space for up to 32 guests
Join a pirate cruise with buccaneer battles and sunken treasure
Cruise Delaware Bay with narration and step inside a historic 1885 lighthouse
A private golden-hour cruise with canal views, waterfront homes, and a swim option
Cruise the bay with island beats, sun-and-shade seating, and an onboard bar
Cruise Ocean City’s bays and look for wild ponies near Assateague Island
Start the day on the bay with music, mimosas, and open-water views
Step inside East End Lighthouse and take in Delaware Bay sunset views
Family-friendly tiki boat fun with bay views, music, and sun or shade seating
Bay views, tropical vibes, and a full-service bar to start your Ocean City evening