Book a spacious private bay trip with gear included and plenty of room for your crew
Charter the Calico Jack for a private bay cruise with space for up to 32 guests
Taste Ocean City classics while strolling historic waterfront sites with a local guide.
Bar-hop to dock bars and dives with a lively local guide and discover local food and drink spots
Sample 5–7 tastings on a 3-hour guided walk through Salisbury
Eat and sip your way through Ocean City’s Midtown dining district with 6 tasting stops
Cruise to 3 waterfront restaurants for tastings, cocktails, and dessert
Cruise one-way to the concert with a bar and onboard bathroom
Rent a SUP or kayak and paddle the bay away from crowded beaches
Cruise Rehoboth Bay at sunset with a USCG-licensed captain
Learn stand-up paddle boarding with certified instructors while exploring Dewey Beach’s calm back bay waters
Glide across Rehoboth Bay at sunset and watch the full moon rise
Two adventures with tastings, transport, and gear included for an easy bachelor weekend