Osprey Point Inn is located on the serene and peaceful Swan Creek, which is just minutes away from the Chesapeake Bay.  Enjoy a beautiful sunset cruise or excursion during your stay by the bay! Several local boat charters are offered to take you on a boat tour of the Chesapeake Bay within minutes of Osprey Point Inn and will truly enhance your vacation or getaway. 

The Best Chesapeake Bay Boat Tours

There are plenty of great charters that will take you on a memorable Chesapeake Bay boat tour. Many of them even provide food and drink, or allow you to bring your own! There’s not much better than admitting the beauty of the Chesapeake Bay with your favorite drink in hand. To learn more about the best Chesapeake Bay boat tours, read below.

Blue Crab Chesapeake Charters

Captain Mark and First Mate Suzanne have years of sailing experience under their belts and know some of the best locations for the perfect sunset. Starting at 10 a.m.., these 90-minute cruises go all the way until sunset! At just $35 per person, you’re ready for an unforgettable time on the water as soon as you make your reservation! For just $20 per person, Waterman’s Crab House will cater their award-winning jumbo lump crab cake while you experience the picturesque views of Maryland’s eastern shores from the water. To book, call Blue Crab Chesapeake Charters at 410-708-1803.

Shardana Sailing Charters

Start your adventure aboard the Shardana with stunning views of Eastern Neck Wildlife refuge and the famous Chesapeake Bay Bridge!  Captain Andrew Seligman can design a number of options for you including sailing instructions, corporate bonding, family excursions, and even onboard drinks while you follow the setting sun back to shore. Call (215)238-1635 to book an experience with Shardana! 

Experience Sail

Bring your family and friends to enjoy a day discovering the Bay! Take part in sailing or just relax and enjoy the views. Captain Joe offers a variety of sails from a 3-hour excursion to an 8-hour full-day experience. Celebrate birthdays, anniversaries, and even team building aboard the Sol Searcher! Multiday cruises and custom packages are available upon request.  Each sail accommodates up to 6 guests and you’re welcome to bring your own food and drinks aboard. To contact Captain Joe, please call (302)545-8149. 

Osprey Point Inn

Photo of Osprey Point InnAfter your Chesapeake Bay boat tour, make your way back to the Osprey Point Inn. Our luxurious accommodations and elegant dining will make your vacation one to remember. The Farmhouse, The Main Inn, and The Annex on the Bay each offer a different view and has unique furnishings. No two rooms are the same!  Guests can enjoy the on-site pool, poolside bar and grill, bikes, and kayaks. Come relax and explore the natural beauty of Rock Hall. To make reservations at Osprey Point Inn, please call us at 410-639-2194 or book online.