Everything You Need to Know About Chesapeake Bay Kayaking

People kayaking in the lake

Cut through gorgeous, glassy waters on a Chesapeake Bay kayaking adventure. You’ll gain a new perspective while paddling through the most popular water trails in the area, and you’ll fall in love with the beauty of the natural surroundings. Begin your exploration of the bay and learn more about the best things to do both on land and in the water with our Vacation Guide to Rock Hall. View our recommendations on activities, attractions, and excursions to complete your trip to the Eastern Shore.


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Begin Your Chesapeake Bay Kayaking Adventure

Embark on the Eastern Neck Island Water Trail

The Eastern Neck National Wildlife Refuge is home to the Eastern Neck Island Water Trail, which is one of the best destinations in the area for a kayak tour. The 8-mile trek offers a nice workout, encircles the entire refuge, and is dotted with plenty of fascinating points of interest! Use the park map to help you navigate along this Chesapeake Bay trail.

Begin at Bogles Wharf

Launch your kayak from Bogles Wharf, a dock built in 1887 that played a major role in loading local supplies and passengers onto steamboats. Then, start your journey north by keeping the shore to your left.

Discover Ingleside

As you round the peninsula and paddle underneath a quaint, wooden bridge, you’ll approach Ingleside. This is a gorgeous home built in the 1700s that also doubled as a farm. If you need to take a quick rest, pull up to the shore and stretch your legs while exploring the historic grounds. Or, continue your sea kayaking adventure to discover even more sites.

Birding at Peregrine Tower

As you round the opposite side of the Eastern Neck National Wildlife Refuge, you’ll pass by Peregrine Tower. The structure attracts all kinds of birds such as peregrine falcon and local osprey. Occasionally, you may even catch a glimpse of a bald eagle! Birding fanatics should keep an eye out at this popular nesting site.

History at Hail Point

The next destination you’ll come across is Hail Point. This was an extremely important location on the Eastern Shore prior to the Revolutionary War; its vantage point was ideal for hailing vessels entering the Chester River and enforcing shipping regulations. Once you reach this point, you only have one final stretch until you return back to Bogles Wharf!

Consider a Guided Tour

A knowledgeable guide can help you navigate the Chesapeake Bay on a kayak tour with Chester River Kayak Adventures. If you’re excited to explore the waters around the Eastern Neck National Wildlife Refuge, sign up for a tour along this extensive water trail. They also offer other options like the Down River Trip on the Chester River and 3-hour trips that allow you to explore local beaches.

Kayak from Inn at Huntingfield CreekZen Cottage Living Room

While there is plenty of Chesapeake Bay kayaking to explore, we also offer complimentary kayaks at our inn. Step out of your accommodation, walk along our path through the forest, and take off from our onsite dock. We recommend reserving Zen Cottage for easy access to this lovely amenity. You’ll also enjoy in-cottage features such as a large soaking tub, spacious living, dining, and kitchen area, and a secluded, king-size bed. Join us to complete your next adventure on the Eastern Shore.

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