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The top boating charters in Assawoman Bay

Assawoman Bay

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Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! 

Lost Sailor Guide Service LLC

Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City. 

A Dare Inshore

Fish Bound Charters LLC offers an unforgettable cruising experience aboard a 2007 Evans 40 Pilothouse, departing from Ocean City. 

Fish Bound Charters LLC

Join us for an unforgettable day on the water, where every moment is designed to create lasting memories. 

Day on the Bay Charters

Fish Finder Adventures LLC invites you to an unforgettable day on the water aboard a classic 1986 Gary Davis Custom Pilothouse. 

Ocean and Bay Tour and Nature Cruise

Magic Bowfishing is a 2020 Long Beach Custom Boats 2480 Aluminum fishing based out of Ocean Pines. 

Magic Bowfishing

Welcome Aboard Boat Bayside – A Luxury Experience on the Water

Step into the world of upscale intercoastal cruising aboard Boat Bayside, a 2023 Axopar 28 Cabin—your private gateway to the stunning waters of Fenwick Island, Delaware, and Ocean City, Maryland.


LUX SUV of the Seas - Fenwick & OCMD

Set sail on a memorable adventure aboard the Coastal Guide Service LLC Bay Cruising, a 2001 Dusky 28 Center Console based out of Ocean City. 

Coastal Guide Service LLC Bay Cruising

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. 

Just a toy charter

Discover the ultimate Ocean City adventure aboard the Saltwater Adventures custom-built ESB 251 Center Console. 

Assawoman Bay: 15 boats available

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