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Popular Island Hopping Charters in Maryland  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Island Hopping in Maryland, MD- BoatBooker

Maryland

Maryland, United States

Discover the enchanting world of Maryland Boat Tours in the United States, a haven for those who love the sea and all its wonders. With its stunning waterways and historic ports, Maryland offers a unique experience for everyone. From the bustling Baltimore Harbor to the picturesque St. Michaels, each destination provides a blend of history, culture, and breathtaking natural beauty.

Enjoy a leisurely day in Annapolis, famous for its historic seaport and the U.S. Naval Academy, or take a sunset cruise around the Chesapeake Bay, known for its serene landscapes and cultural heritage. For a fun twist, consider a floating Tiki Bar experience in St. Michaels, where you can indulge in light snacks and beverages while taking in the Bay views.

Maryland Boat Tours provide various options to fit your interests, whether you're looking for a narrated cruise, a relaxing sail, or an adventurous day on the water. Experience the allure of the Inner Harbor in Baltimore, explore the charm of Chesapeake Bay Maritime Museum, or simply unwind with a sunset sail. With its diverse offerings, Maryland is the perfect place for your next boating adventure.

Price per Day

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

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

Day on the Bay Charters

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

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

Saltwater Adventures Ocean City - Maryland

Sail Escape, LLC is a 2006 Robertson and Caine Leopard 43 Catamaran based out of Galesville. 

ESCAPE on a Luxury Catamaran

Step aboard Fin N’ Feather Chesapeake Bay, a beautifully restored 1998 Webbers Cove Custom Bay boat, and embark on an unforgettable maritime adventure! 

Island Hopping in Maryland

Top Island Hopping in Maryland Destinations

Top Island Hopping in Maryland

Maryland: 6 boats available

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Price per Day

A Dare Inshore

A Dare Inshore

Day on the Bay Charters

Day on the Bay Charters

Coastal Guide Service LLC Bay Cruising

Coastal Guide Service LLC Bay Cruising

Saltwater Adventures Ocean City - Maryland

Saltwater Adventures Ocean City - Maryland

ESCAPE on a Luxury Catamaran

ESCAPE on a Luxury Catamaran

Fin N' Feather Chesapeake Bay

Fin N' Feather Chesapeake Bay

What boaters said about Island Hopping in Maryland