Ever since he was a child, Ocean City native Tyler Barnes cruised the waters around his nautical town on his parents' boat. His nautical knowledge culminated in a three-year stint as a mate for a parasail company. As he fell in love with the craft, he realized he wanted to start his own adventure company. By blending his skills in watery sports with training as a marketing major, he founded Paradise Watersports. Ten years later, his company now owns a fleet of four 12-passenger parasailing boats and 30 Sea-Doo jet skis, which they buy new each year to ensure high-quality performance.
Tyler leads a team of U.S. Coast Guard–licensed captains and crew, who also all hold certifications in CPR and first aid and boast a thorough knowledge of the area as well as a near-compulsive need for year-round water-bound activity. They put this knowledge to use teaching boater-safety courses on the bay and guiding jet-ski rentals and beach-hugging parasailing tours. On tours, they pilot U.S. Coast Guard–inspected boats custom-built to accommodate parasailing gear and equipped with hydraulic winches and towlines to enable slow takeoffs, steady ascents, and undisturbed conversations with seagulls. For many trips, they grant visitors waterproof Canon cameras, letting riders snap their own photos from the boat or above it.
Affiliates of the American Sailing Association, the instructors at Chesapeake Sailing School strive to keep the Chesapeake's seafaring heritage alive through classes spanning one-day sailing courses to five-day live-aboard cruises. The training fleet ranges from 22-foot boats for basic and intermediate instruction to 38-foot vessels for advanced cruise training. The school's team also assists students obtain their ASA certifications in preparation for careers as Popeye impersonators.
Beyond instruction facilities, Chesapeake Sailing School houses The Tiller Club, which grants members privileges such as unlimited daily use of the school's Tanzer 22 ships. The school’s team also coordinates charter excursions to give vacationers a from-the-water view of the Inner Harbor, St. Michael's the Archangel Church, and the bay's abundant wildlife.
Annapolis Bay Charters is the oldest, largest and most respected boat charter company on the East Coast. We have sailboats from 34' to 54' both monohulls and catamarans. Each boat is meticulously maintained and set up for your total enjoyment, skippers and cooks available for extra safety and luxury!
Chesapeake Bay is 200 miles long, but that’s not the only reason it’s the United States’ largest estuary. The Bay also serpentines off into hundreds of rivers and creeks, accessible with South River Boat Rentals’ vessels. Seafarers explore the estuary’s fringes in the powerboats and sailboats, cruising past historic sites, such as Jamestown and Tangier Island. Alternatively, fishing parties set sail for piscatorial hot spots, casting from the boats’ decks. To teach newbies the ropes before they hit the water, the company’s team hosts sessions on boating basics, from steering to stopping at fish crossings.
Operating since 1903, Beaver Dam Boat Rentals provides access to the quiet waters and plentiful wildlife of Oranokin Creek. Initially prized by the Lenape Indians for its abundance of crabs, the creek offers crabbing enthusiasts a chance to snag up to a bushel of prized blue claws. Staff can tow guests to one of the four salt ponds where the crabs are hiding and help lure them out with free subscriptions to People magazine. Beaver Dam will stop by throughout the day to tow boats to a more attractive location, and can provide all necessary supplies.
Sightseeers can also test out Oranokin Creek in an old-fashioned rowboat, or rent fiberglass boats ($50–$60) that hold five passengers or party boats that hold up to six ($70). Beaver Dam Boat Rentals also offers guided kayak tours suited to participants' experience and fitness levels, and operates a boat ramp for the start of duck-hunting season.:m]]
On the tree-lined shores of Sue Creek, the adventurous can ride stand-up paddleboards to explore the creek's calm waters. From the Baltimore Boating Center, the seafaring staff pairs its clients on boards suited to their skill levels. Paddlers launch from a newly constructed floating pier, meaning no one will have to mount their boards from a low-flying helicopter.