13 Mile Fishing Charter

​Captain Josh Cooper provides a number of fishing experiences which range from trolling and live lining to…

St. Michaels Harbour Inn, Marina & Spa

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

Lady Patty Classic Yacht Charters

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

Spa at Harbour Inn

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

Harrison's Harbour Lights

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

St. Michaels Sailing Charters

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

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…

Love and dreams bay cruises

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

Skipjack H.M. Krentz

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

The Crab Claw

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

St Michaels Museum

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

Patriot Cruises

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

Nauti Hideaway

Chalet-Style Home Nestled In A Wooded SurroundingThe house is a short walk to historic downtown St. Michael…

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…

LYON RUM // Windon Distilling Company

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

Port of Call Cigars

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

Muskrat Park

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

Log Canoe Inn

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

A Historic St Michaels Vacation

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

Professional Guide Service, Inc.

Professional Guide Service Inc. is one of the oldest and most successful outfitters offering guided waterfo…

St. Michaels Winery

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

Gina's Cafe

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

Eastern Shore Brewing

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

Village Shoppe

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

Hollis Park

Located on town harbor near the Chesapeake Bay Maritime Museum, this park has benches, picnic tables, and a…

Higgins Yacht Yard, Inc.

Located in the historic St. Michaels Harbor on the Chesapeake Bay, our boat yard and marina has been the or…

Bordeleau Winery at St. Michaels

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

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…

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

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

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…

Shore Pedal & Paddle

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

Tidewater Vacations

Offering an inventory of waterfront and stylish vacation rental homes.

Charmer Charters

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

Two Swan Cottages

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

VIP Vacation Rentals

Find your perfect vacation rental through VIP Properties.

Captain W. Shannon Pickens

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

Ferry Cove Fishing Charters

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