Dock and Dine: 4 Restaurants to Visit by Boat in St. Michael's, Maryland

Jonathan Timianko

Jun 5, 2023 — 3 min read

The Chesapeake Bay town of St. Michaels, Maryland is home to dock and dine restaurants that offer a unique culinary experience combined with convenient boat access. Situated along the Miles River, it lies southeast of Annapolis near Kent Island. We’ve collected a list of several that you can motor to or sail to from a private boat dock rental, marina or resort.

Carpenter Street Saloon

Photo: Carpenter Street Saloon (Facebook)

Located in the heart of St. Michaels, Carpenter Street Saloon is a beloved waterfront restaurant with a dock. Boaters can dock their vessels right outside the restaurant and savor items like fresh seafood, juicy burgers, Philly cheese steaks and hearty sandwiches. The relaxed atmosphere and friendly staff make it a popular spot for locals and visitors. For entertainment, check out the pool tables, video games and live music.

The Crab Claw Restaurant

Photo: TripAdvisor

For a taste of authentic Maryland seafood, head to the Crab Claw Restaurant after a day on the water or from private boat slips for rent. Situated along the Miles River in an area known as Navy Point, it’s been family-owned and operated since 1965. It offers dockside dining where you can enjoy stunning waterfront views while feasting on mouthwatering crabs, shrimp and other local seafood. The restaurant's spacious deck and outdoor seating provide an ideal setting for a memorable dining experience.

Foxy's Harbor Grille

Photo: Foxy's Harbor Grille (Facebook)

Looking for a fun spot for a meal and drinks from private boat lifts for rent? Foxy's Harbor Grille, near St. Michael’s Marina, is a casual dockside restaurant popular with locals and visitors. Boaters can easily dock their boats and enjoy a meal at this family-friendly eatery. The menu features a variety of options, including fresh steamed seafood, burgers, crab cakes, salads and sandwiches as well as a large selection of craft beer and cocktails. Sit indoors or dine outside on the patio. With its laid-back attitude and waterfront views, Foxy’s is the place to go for live music and relaxation after a day on the Bay.

The Inn at Perry Cabin

Photo: The Inn at Perry Cabin (Facebook)

Nestled on the banks of the Miles River, The Inn at Perry Cabin boasts a luxurious waterfront setting and features a dock for visiting boaters. The inn has a couple of restaurants, including Stars, Pursers Pub and the Courtyard. Enjoy upscale dining while indulging in creative dishes crafted from locally sourced ingredients. Stunning views, an elegant ambiance and impeccable service make it a perfect choice for a special occasion or a romantic evening by boat.

The next time you’re out cruising about in the Bay, check out some of these dock and dine restaurants for a terrific meal from a private boat dock for rent. Let us know if we missed any.

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