
Restaurants on Tilghman Island
Local Ingredients, Seasonal Menus, and Waterfront Views
Tucked between the serene waters of the Chesapeake Bay and the quaint charm of Maryland’s Eastern Shore, Tilghman Island is more than a destination, it’s a feast for the senses. Whether you’re day-tripping from nearby St. Michaels or planning a weekend getaway, this hidden gem serves up unforgettable dining experiences with dockside views, hyper-local ingredients, and that unmistakable coastal soul.
Discover why Tickler’s Crab Shack & Restaurant at Wylder Hotel Tilghman Island should be your first stop.

Tickler’s Crab Shack & Restaurant: A Chesapeake Bay Classic
Location: At Wylder Hotel Tilghman Island
Best For: Waterfront dining on Tilghman Island, steamed crabs, local oysters, family dinners, and date nights at sunset
If you’re craving a true Chesapeake Bay seafood experience, Tickler’s is the crown jewel of Tilghman Island dining. This laid-back, open-air crab shack blends rustic charm with culinary craftsmanship, serving up the freshest catches of the day, often pulled straight from the water by local watermen.
What sets Tickler’s apart?
— Daily fresh catches like soft-shell crabs and sweet Maryland blue crabs
— Seasonal menus crafted around what’s local and in peak flavor
— An unbeatable dockside atmosphere with sweeping views of Choptank River and Dogwood Harbor
— Signature cocktails and local craft brews perfect for golden hour toasts
Come for the crabs. Stay for the vibes. Tickler’s is where unforgettable meals and waterfront memories are made.

Local Ingredients, Straight from the Source
Dining on Tilghman Island isn’t just about the meal — it’s about the story behind the food. From just-caught Chesapeake oysters to vine-ripened heirloom tomatoes from nearby farms, local sourcing is at the heart of every great plate.
Tickler’s proudly partners with area purveyors and watermen to bring the region’s flavors to life:
— Eastern Shore crab meat
— Wild-caught striped bass
— Farm-fresh corn, tomatoes, and greens
— Tickler’s Famous Cream of Crab soup
Every bite connects you to the land and the water, honoring traditions that go back generations.

Waterfront Views and Laidback Luxury
There’s something magical about eating with a salty breeze in your hair and boats bobbing in the harbor. Many Tilghman Island restaurants offer water views, but none match the dockside charm of Tickler’s.
Guests of Wylder Hotel Tilghman Island can stroll from their room to the restaurant in seconds, enjoying:
— Outdoor dining decks
— Live music on weekends
— Fire pits for evening cocktails
— And even a marina bar for post-sailing sips
It’s a dining experience where the pace slows, the conversation flows, and every meal feels like a celebration. It’s not just a restaurant, it’s a taste of Tilghman itself.

Plan Your Culinary Getaway
Whether you’re on a romantic retreat, a family vacation, or a friends’ weekend, Tilghman Island delivers bold flavors, unspoiled views, and unforgettable moments.
Book your stay at Wylder Hotel Tilghman Island and make Tickler’s Crab Shack your first (and last) stop.
Because here, the best seat in the house is always dockside.