Where to Find the Best Chesapeake Bay Kayaking

two people enjoying some Chesapeake Bay kayaking in Maryland

Though there are plenty of wonderful things to do on the Eastern Shore of Maryland, one thing stands out far above the rest: getting on the waters of the storied Chesapeake Bay. From setting sail to enjoying some Chesapeake Bay kayaking, exploring this scenic waterway is simply the best way to enjoy a summer vacation. 

With water surrounding us here on the Eastern Shore of Maryland, there are plenty of Chesapeake Bay kayaking trips at your fingertips. There are several defined Chesapeake water trails worth exploring, or you can put in right off the dock here at our Eastern Shore Bed and Breakfast and enjoy the quiet backwaters of our little inlet. 

Between the Chesapeake Bay kayaking adventures and exciting trips to Rock Hall, feasts of summer grab, and maybe even a bike trip or two, give yourself plenty of time to relax in our quiet paradise. Our Eastern Shore Bed and Breakfast offers elegant guest rooms with relaxed, service-oriented hospitality. We’re situated on 70 peaceful acres of gardens and grounds, perfect for enjoying the slower pace of life here on the Eastern Shore of Maryland. Book your room at our Eastern Shore Bed and Breakfast today!

A boat sign showing a boat launch for some Chesapeake Bay kayaking in Maryland

Unforgettable Chesapeake Bay Kayaking Adventures

There’s plenty to love about summers on the gorgeous shores of the Chesapeake Bay. From watching sunsets and enjoying lazy days at the beach to chartering sailboats and enjoying Chesapeake Bay kayaking adventures, the waters of the surrounding Bay are an integral part of life here on the Eastern Shore. 

There are more than 20 defined Chesapeake Bay Water Trails to explore, offering unique glimpses into the ecosystems of the Eastern Shore. Of course, you don’t have to follow these water trails – you’re free to drop a boat in the water and set out on your own Chesapeake Bay kayaking adventure! Our Eastern Shore Bed and Breakfast is a great place to start. 

A short 1/4 mile walk from our Eastern Shore Bed and Breakfast down to our dock will lead you to complimentary kayaks and the quiet backwaters of our inlet. It’s the perfect place for beginners to get a feel for Chesapeake Bay kayaking – and with such a great diversity of birds, wildlife, and plants right here, that may be all you need! If you want more adventures, the open waters of the Chesapeake Bay will beckon you beyond our quiet, secluded creek. 

If you’re looking for a great water trail for your Chesapeake Bay kayaking adventure, we love the Blackwater National Wildlife Refuge Padding Trails, a place that has been nicknamed the “Everglades of the North.” Here, there are more than 50 acres of forests, fields, marshes, and open water to explore, and plenty of wildlife to enjoy along the way. There are also several nearby water trails for even more Chesapeake Bay Kayaking, including those in and around the Eastern Neck Island Water Trail.

If you don’t want to go kayaking alone and prefer to travel with a guide, we recommend the local tour company Chester River Kayak Adventures. They offer guided half-day and sunset tours in the area. You can also rent equipment from them by the hour if you’d rather paddle your own adventure, and you can even rent gear from them to use for the entire week on the water. They offer great tours and truly exceptional Chesapeake Bay kayaking adventures!

The dock at our Eastern Shore Bed and Breakfast - a great place to enjoy the best chesapeake Bay Kayaking

A Coastal Retreat at our Eastern Shore Bed and Breakfast

There’s truly no better place to start or end your Chesapeake Bay kayaking adventure than our Eastern Shore Bed and Breakfast. Your tired muscles will delight in our comfortable beds and well-appointed accommodations, and your soul will relish in the quiet oasis that is our grounds. In addition to just being a beautiful place to relax and unwind, a stay at our Eastern Shore Bed and Breakfast comes complete with warm, welcoming hospitality – something you can’t find at traditional hotels or larger properties. 

Our Eastern Shore Bed and Breakfast offers guests a wide range of accommodations to choose from. There are five charming guest rooms in the main house, each outfitted with comfortable king beds, plush linens, and plenty of fantastic amenities. If you’re looking for a more private escape, consider booking one of our private cottages adjacent to our Inn. The cottages also feature king beds, and most, an additional sleeper sofa for added occupancy, and all but one feature outdoor decks, grills, and bistro kitchens, perfect for summer vacations!

Your comfort at our Eastern Shore Bed and Breakfast is our top priority. In addition to fantastic accommodations, we also provide plenty of amenities, like access to our saltwater pool and common areas, not to mention a sensational breakfast and afternoon wine, beer, and cookies, all included with your stay. If you’re ready for an unforgettable summer adventure, book your room at our Eastern Shore Bed and Breakfast!

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