things to do in Ocean Pines, MD

Build a beach weekend with a tasting tour, watersports, and a creative workshop

Explore Delaware cannabis education with winery tasting stops and private shuttle service

Private midweek tasting tour with two Sussex County stops

Fish calm, sheltered bay waters with crew support and more time with lines in than riding

Parasail above Ocean City for panoramic coastline views

Get instant ride time on a 1-hour Back Bay jet ski rental

Fish Ocean City’s bay with crew help, bait, and tackle included

Rent a kayak or paddleboard on-site at Bay Resort Motel for one or two hours

Choose your flight height: 400, 600, or 800 feet in Ocean City

Rent a bike and ride Assateague’s protected paths

Paddle bay waters and take in marsh scenery as daylight fades

Ride to Ocean City’s free-riding area for guided jet ski fun

Golden-hour ghost stories with bay sunset views

Spend time fishing, crabbing, or relaxing on the water

Choose a 400, 600, or 800 ft parasail flight above Ocean City Bay

A private golden-hour cruise with canal views, waterfront homes, and a swim option

Tube on a 12-seat banana boat pulled by the powerboat Jaws

Fish Ocean City’s bay on a 2.5-hour headboat with free tackle and frozen bait

Explore Assateague Island and its coastal wildlife by boat

Explore wildlife-rich Rehoboth Back Bay on a beginner-friendly 60-minute paddle with an ACA-certified guide.

Choose a 400, 600, or 800 ft parasail flight from Talbot St

Paddle Assateague backwaters with hands-on wildlife discovery

Host your celebration aboard a private tiki-themed bay cruise

Taste your way from bayside to oceanfront on a guided Ocean City walk