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Things To Do

Terrapin Nature Park

191 Log Canoe Circle, Stevensville, MD 21666

Features a 3.25-mile oyster chaff walking trail, which meanders through meadows, wetlands, tidal ponds and sandy shoreline, with sweeping Bay Bridge views - ideal for photos or a relaxing walk.

Queenstown Harbor Golf

310 Links Lane, Queenstown, MD 21658

For golf lovers, Queenstown Harbor is a public golf course with two great courses.

The Point at Pintail

511 Pintail Point Farm Lane, Queenstown, MD 21658

Enjoy some skeet shooting! Pintail is roughly a 15 minute drive from Kent Island (anticipate some beach traffic).

Annapolis

Main St, Annapolis, MD

Main Street is a lively strip in Downtown Annapolis that offers an assortment of everything. There are plenty of shops, bars, ice cream parlors, restaurants, and art galleries to check out!

Sandy Point State Park

1100 East College Parkway, Annapolis, MD 21409

Sandy Point's beaches and picnic areas are well-known for their breathtaking water views that overlook the Chesapeake Bay.

Naval Academy

121 Blake Rd, Annapolis, MD

The United States Naval Academy is home to thousands of midshipmen training to become officers in the U.S. Navy and second lieutenants in the Marine Corps. Filled with immense history and architectural beauty, visitors can tour The Yard by walking or hopping on a five-passenger electric vehicle. The USNA museum is also on-site at Preble Hall, offering two floors of exhibits about the history of seapower and the U.S. Navy.

Saint Michaels

301 Mill St, Saint Michaels, MD 21663

Take a trip to Downtown St. Michael’s! There are plenty of cute shops and restaurants.

Fisherman's Crab Deck

3032 Kent Narrow Way South, Grasonville, MD 21638

Classic Maryland seafood with a lively atmosphere.

Cult Classic Brewing

1169 Shopping Center Road, Stevensville, MD 21666

Great local beers, casual bites, and live music on weekends.

The Narrows Restaurant

3023 Kent Narrow Way South, Grasonville, MD 21638

A local favorite for fresh Maryland crab cakes and waterfront views.

Love Point Vineyards and Winery

305 River Shore Lane, Stevensville, MD 21666

Enjoy expansive views of the Chester River while enjoying award winning wines!

Cascia Vineyards & Winery

1200 Thompson Creek Road, Stevensville, MD 21666

A family-run vineyard with wine tastings and Chesapeake Bay views.

The Jetty

201 Wells Cove Road, Grasonville, MD 21638

A Kent Island staple and crowd favorite as well as the after-party location! The Jetty is a waterfront restaurant & dock bar serving the best the land & sea have to offer. They offer live entertainment, steamed crabs, delicious cocktails, and an extensive menu full of local favorites.

Dessert First Dockside Coffee and Dessert Bar

433 Kent Narrow Way North, Grasonville, MD 21638

Good organic coffee and great baked goods from a local bakery. You can walk here from the hotels on Kent Island.

Amalfi Coast Italian + Wine Bar

401 Love Point Road, Stevensville, MD 21666

Come here for great Italian food and excellent wine!

The Big Owl

3015 Kent Narrow Way South, Grasonville, MD 21638

Fun dive bar right on the Chesapeake Bay! Conveniently located near the hotels on Kent Island.