St. Michaels Sailing Charters

St. Michaels Sailing Charters offers relaxing and scenic sailing experiences on the Chesapeake Bay aboard t…

Spa at Harbour Inn

Located on the third floor of the Harbour Inn, this unique sanctuary is the perfect place to put the world…

Lady Patty Classic Yacht Charters

Step aboard the historic 1935 ketch Lady Patty and experience the Chesapeake Bay in a way that feels truly…

St. Michaels Harbour Inn, Marina & Spa

Full-service inn and marina, with pool, spa, and waterside restaurant.  Located on the harbor in…

Harrison's Harbour Lights

An Authentic Eastern Shore Restaurant on the HarborProud to be a family-owned business, the Harrisons have…

St. Michaels Marina LLC

Located right on the “Town Side” of the harbor in St. Michaels. We are just footsteps to the center of town…

St. Michaels Harbor Shuttle & Tours

Water taxi service and harbor tours of the St. Michaels area.

Lu's at the Marina

Foxy's Harbor Grille

Join us at Foxy's Harbor Grille, conveniently situated at 125 Mulberry Street in the heart of Saint Michael…

St Michaels Museum

The St. Michaels Museum is an integral part of the community of St. Michaels, a delightful walking village…

Love and dreams bay cruises

Embark on a romantic journey with Love and Dreams Bay Cruises located at 125 Mulberry St. in St. Michaels,…

Long Lane Lodge

Located in the historic neighborhood of St. Michaels, this home is yards from the Miles River and St Michae…

Muskrat Park

A 0.5-acre waterfront park, offering scenic views of the harbor. The park features landscaped beds, a gazeb…

LYON RUM // Windon Distilling Company

Embark on a rum-lover's journey at Lyon Rum // Windon Distilling Company in St. Michaels, MD. This distille…

The Crab Claw

Known as Navy Point, the area where The Crab Claw Restaurant stands, was originally a marsh that was filled…

A Historic St Michaels Vacation

The vacation rental properties of A Historic St. Michaels Vacation are a group of five fully restored histo…

Classic Motor Museum of St. Michaels

Welcome to the Classic Motor Museum of St. Michaels, a treasure trove of vintage cars located at 102 E Mare…

Port of Call Cigars

The cigar selection at Port of Call Cigars offers something for all palates, and the friendly staff can ass…

Village Shoppe

Gourmet grocer of quality meats, cheeses, and produce, plus a sophisticated selection of beer, wine, and li…

Log Canoe Inn

The Log Canoe Inn is located on the edge of Carpenter Street, offering an easy walk from Talbot Street. The…

Skipjack H.M. Krentz

Enjoy a relaxing, educational, and unforgettable sailing tour on Chesapeake Bay waters on the historic skip…

Patriot Cruises

Embark on a nautical adventure with Patriot Cruises in St Michaels, Maryland. Cruise along the picturesque…

Ava's Pizzeria & Wine Bar – St. Michaels

Experience the perfect blend of Italian flavors and fine wines at Ava's Pizzeria & Wine Bar in St. Mich…

Gina's Cafe

Gina’s Cafe features fabulous fish and shrimp tacos, Shore nachos, and a deep love for the avocado that mak…

Theo's Steaks, Sides & Spirits – St. Michaels

Theo's offers a classic steakhouse experience, serving high-quality, hand-carved steaks with a warm, i…

Bistro St. Michaels

Nestled in the historic town of Saint Michaels, Bistro St. Michaels at 403 South Talbot Street is a hidden…

Bordeleau Winery at St. Michaels

Experience the allure of Bordeleau Winery, a hidden gem in St. Michaels that showcases the rich viticultura…

Old Brick Inn

Charming & luxurious, the Old Brick Inn combines old-world ambiance & modern amenities in historic…

St. Michaels Winery

Step into the world of St. Michaels Winery, where tradition meets innovation to create exceptional wines th…

Eastern Shore Brewing

Eastern Shore Brewing, the longest-running brewery on Maryland’s Eastern Shore, offers its ales, lagers, an…

Silva Wear Boutique

Silva Wear, owned and operated by local artist Jeannette Silva, features unique handcrafted jewelry, stylis…

Laura's Focus Photography

I am a photographer, storyteller, and sailor here to capture your moments of life and love with a mix of do…

Charmer Charters

With Charmer Charters, you'll create memories on the water, while giving back to our heroes aboard a classi…

Shore Pedal & Paddle

Welcome to Shore Pedal & Paddle, your ultimate destination for outdoor adventures in St Michaels, Maryland!…

VIP Vacation Rentals

Find your perfect vacation rental through VIP Properties.

Two Swan Cottages

The Two Swan Cottages are historic restored waterman's cottages located in the heart of historic St. Michae…

Ferry Cove Fishing Charters

Your Chesapeake Bay experience begins here! Offering fishing parties, sunset cruises, and destination cruises.

Captain W. Shannon Pickens

Sport fishing, cruises, and tournaments, Captain Shannon is guiding year round on the Chesapeake Bay and co…

Tidewater Vacations

Offering an inventory of waterfront and stylish vacation rental homes.

Talbot County Outfitters

Owned and operated by men passionate about life in the outdoors; a premier destination for fair-chase hunti…