
Enjoy included drinks while a captain and bartender guide a 90-minute tiki boat cruise
Cruise Ocean City waters on a private tiki bar boat with captain, bartender, and included drinks
Experience a thrilling 10-minute flight up to 800 feet above the coast under expert guidance
Enjoy a personalized 1-hour cruise through Assateague's back bays to spot wild horses with up to five friends
Savor a 1.25-hour private cruise for up to five as the sun sets over Assateague Bay.
Enjoy a BYOB evening sail with up to five friends on Ocean City’s scenic bays.
Experience a 45-minute Ocean City speedboat adventure with the chance to spot playful dolphins
Cruise offshore for Thursday fireworks views from the Sea Rocket
Watch Sunday night fireworks on a private bay skiff for up to 5 guests
Private bay cruise for downtown Ocean City fireworks (up to 5 passengers)
Paddle Assateague’s backwaters with a naturalist guide
Rent a kayak, paddleboard, or canoe and explore Assateague’s back bays at your own pace
Rent a kayak, paddleboard, or canoe from open to close near Assateague Island
Rent a kayak, canoe, or paddleboard for 4 hours at the Bayside stand
Cruise Ocean City on a 26-ft tiki boat with bar options, restroom, and Bluetooth stereo
Cruise toward Assateague Island at sunset with a tiki-themed bar onboard
Cruise the bay with up to 12 passengers on a 70 HP pontoon with easy-to-use onboard features

Cruise Ocean City’s bay with a 12-passenger pontoon and boating lesson included
Rent a 3-seat jet ski for an hour with gas and safety gear included
Cruise Rehoboth Bay on your own schedule with a quick on-site orientation before you depart
Enjoy bay cruising on a shaded pontoon plus jet ski thrills in one easy package
Master the basics of windsurfing in a fun 2-hour lesson with expert instruction and all gear provided.
Explore wildlife-rich Rehoboth Back Bay on a beginner-friendly 60-minute paddle with an ACA-certified guide.
Experience easy-to-learn windsurfing with quality gear and safety equipment provided.
Enjoy a guided sunset paddle on Rehoboth Bay with an ACA-certified instructor
Rent stable SUPs with paddle and life jacket; choose hourly or multi-day with optional local delivery
Enjoy private instruction tailored to your group—ideal for families with kids
Rent a single kayak with high back support, plus free Dewey Beach delivery
Rent an XS paddleboard built for paddlers up to 100 lbs
Rent a kayakable paddleboard with back support, with local delivery available
Rent a kayak or paddleboard on-site at Bay Resort Motel for one or two hours
Paddle an XL board for extra stability and higher weight capacity
Bundle a craft beverage tour, watersports session, and creative workshop for an effortless beach girls getaway
Fish calm, sheltered bay waters with crew support and more time with lines in than riding
Book a private 2-hour cruise and bring your own food and drinks for a relaxed evening on the water
Rent the whole boat for your group and cruise the bay day or night

Cruise Ocean City on a tiki boat with included drinks, guided by a captain and bartender

Enjoy Ocean City waters with a captain and bartender, drinks included on a 90-minute cruise
Charter the Sea Rocket for a customizable hour of high-speed coastal cruising
Explore Assawoman Bay at your own pace with hourly kayak or paddleboard rentals.
Experience a thrilling 20-minute inflatable tow behind a skiff, perfect for families and groups.
Enjoy a BYOB cruise with a captain and views of Assateague Bay
See Ocean City fireworks from the water with music and a professional crew
Savor a 75-minute sunset on Assateague Bay with your group of up to 12
Catch an Ocean City sunset with music and local insights on a one-hour cruise
Explore Sunset Marina and spot White Marlin Open yachts with a captain at the helm
Race over the waves on a 12-person banana boat and enjoy photos, free parking, and an experienced local crew.
Enjoy a customizable 2.5-hour cruise or fishing outing on a comfortable pontoon catamaran.
Speed across calm bay waters on premium Sea-Doo skis with immediate access to the riding area.
Enjoy a 2.5-hour family-friendly bay fishing experience with tackle and bait included
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
Rent a SUP or kayak and paddle the bay away from crowded beaches
Learn stand-up paddle boarding with certified instructors while exploring Dewey Beach’s calm back bay waters