Characters Bridge Restaurant

For a truly authentic Chesapeake Bay experience, visit the Tilghman Bridge and try out the local seafood restaurant that offers pleasant views of the iconic bridge connecting Tilghman Island to the rest of the world. It'll transport your taste buds to the salty shores, while giving a front row seat to one of America's most beloved little spans connecting two distinct worlds: land and sea!

Knapp’s Narrows Marian and Inn

Whether it's exploring local lighthouses and catching waves with professional fishing charters, embarking on sunset sailboat cruises aboard a ketch built in 1935 or accessing daily amenities like climate-controlled worksheds, 1000-foot floating docks, gas pumps, swimming pools and more - this marina has everything you need.

Lowes Wharf

Experience breathtaking sunsets, dine or drink with waterfront views, cast off into the horizon on charter fishing or sunset cruises, kayak on the Chesapeake, play some leisurely volleyball - whatever suits your fancy! Or simply end your day relaxing at this private beach paradise beneath an unforgettable sky painting its final masterpiece before saying goodnight.

Tilghman Island Country Store

Tilghman Island Country Store is where you can get your hands on all kinds of deliciously fresh eats. Whether it be seafood straight from local catch or a hot meal made in-house at their full service deli and carryout - they have something that'll keep your taste buds singing! Not to mention stocked shelves holding beer, wine, liquor and groceries for added convenience... this place has it all.

Tilghman Island Marina and Rentals

A great marina to dock your boat, they also offer rentals including jet skis and waverunners, powerboats and pontoon boats, sailboats kayaks or stand-up paddle boards. This is a great place to get your vacation started. And if you want a more relaxed ride around town – why not rent one of their bicycles or take some fishing or crabbing gear out for an afternoon spent along Maryland's gorgeous coastline.

Two if by Sea

Two if By Sea is a cozy time capsule serving up one of the best breakfasts the Eastern Shore has to offer (they also make a great lunch/brunch). From the classics to Chef Henry's original flavor-infused renditions - it makes for a memorable tasting experience led by a Culinary Institute of America-trained chef. Also consider coming for their homemade jams, pastries and muffins during your next rainy day sojourn. Two if by Sea is not to be missed!

Wittman Wharf Market

For seafood aficionados, Wittman Wharf Seafood is the place to go for some of the freshest catch around. They provide top-quality goods by buying their seafood right off watermen's boats in and around Maryland - guaranteeing the best seafood around! Interestingly, they supplied exclusively to some of the best local restaurants in the area, but pivoted during Covid to also offer directly to locals.

Tilghman Watermans Museum

Tilghman Island was once a thriving hub for watermen, whose unique way of life has been captured and preserved in the Tilghman Watermen's Museum through collections of oral history, art, and artifacts.