Boat Bayside invites you aboard our award-winning 2023 Axopar 28 Cabin—a sleek Scandinavian masterpiece designed for first-class comfort and high-performance thrills.
"Our two hour sunset cruise on Ocean City Bay aboard the Axopar 28 Cabin was one of the coolest experiences our family has ever had." — Nicholas,
Discover Ocean City from a whole new perspective with 5 STAR Charters Tours & Taxi! This spacious 24 ft USCG-inspected Carolina Skiff can comfortably accommodate up to 13 guests, making it perfect for families, friends, or group outings.
"Not sure ehat to expect, the Sand Bar trip with Capt. Brandon was the highlight of the week." — Chris,
Welcome aboard "Saltwater Adventures" with your host Capt. Tony Battista. The boat is a custom 25' center console that was built right here in West Ocean City and was launched in 2017.
"We had a wonderful day in OC! We visited a local sandbar and saw sea birds, horseshoe crabs, and other sea life." — Jessica,
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories.
"I normally don’t leave reviews unless an experience is either exceptionally good or exceptionally bad, and thankfully this one falls into the first category." — Kennedi,
Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City.
"Captain Dennis was early and assisted me in getting to the marina." — Jeff,
Step aboard the “Wedgie²”, a 2007 Panga Marine Marquesas based in Ocean City, captained by Chris Tilghman.
"Captain Chris was informative ahead of the trip and during the trip." — Annette,
Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you're looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore
"We could not have asked for a better experience. This was our first time using BoatBooker and our captain was incredible." — Maureen,
Experience the thrill of the open waters aboard Just a Toy, a 2020 Century 3000 Center Console, expertly restored in 2024, and based out of Ocean City.
"This was a Memorial trip. Every thing went very well. Thank you Captain Anderson." — Charles,
Magic Bowfishing is a rugged and versatile 2020 Long Beach Custom Boats 2480 Aluminium Fishing vessel, perfectly designed for action-packed days on the water in Ocean Pines.
Assawoman Bay is a calm, shallow lagoon tucked behind the barrier island of Ocean City and Fenwick Island, offering protected waters and miles of marsh-lined channels that are perfect for relaxed cruising. With light chop and well-marked back-bay routes, it’s a natural fit for families, first-time captains, and anyone who wants a smooth day on the water without heading offshore.
Book Assawoman Bay boating charters to explore quiet coves, tidal creeks, and wide-open flats where birdlife is everywhere—keep an eye out for ospreys, egrets, and herons working the shoreline. The bay’s intricate network of channels invites slow, scenic rides, island picnics, and sun-drenched sandbar stops, while its long stretches of protected water are ideal for pontoon lounging, tubing, and watersports.
Anglers love these back bays for warm-season action, with classic inshore targets in the channels and along marsh edges. Crabbing and clamming are long-standing bay traditions, and charters can guide you to productive areas and handle the gear so you can focus on the fun. Sunset and wildlife cruises are equally popular—golden-hour light over the marshes makes for unforgettable photos and a relaxing end to the day.
Convenient ramps and marinas around Ocean City provide easy access, and experienced local captains know the tides, flats, and no‑wake zones like their home waters. Whether you’re planning a family outing, a laid-back beach-week escape, or a quick nature tour, Assawoman Bay boating charters deliver a smooth, scenic experience that captures the best of the Mid-Atlantic’s back-bay boating.
