Lady Patty Classic Yacht Charters

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

Harrison's Harbour Lights

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

Spa at Harbour Inn

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

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

13 Mile Fishing Charter

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

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…

Patriot Cruises

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

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…

St Michaels Museum

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

Higgins Yacht Yard & Marina

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

Higgins Yacht Yard & Marina

Located along the scenic Miles River in the heart of St. Michaels, Higgins Yacht Yard & Marina has been par…

Hollis Park

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

Talbot County Outfitters

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

Tidewater Vacations

Offering an inventory of waterfront and stylish vacation rental homes.

Shore Pedal & Paddle

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

Charmer Charters

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

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…

Captain W. Shannon Pickens

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

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.

The Snuggery Inn & Suites

​Experience elegance in the heart of historic Saint Michaels, Maryland, where a unique blend of luxury…

Snuggery Inn & Suites

Experience elegance in the heart of historic Saint Michaels, Maryland, where a unique blend of luxury, adve…

Diana’s Tilton Hilton at Carpenter Street

Located next to Carpenter Street Saloon you will find lots of different hot sauces, grilling sauces, salsas…

The Galley Restaurant & Bar

The Galley Restaurant and Bar is located in the heart of Historic St. Michaels and is an escape to paradise…

Trade Whims Too

Trade Whims is a gift, linen, and clothing boutique located in Downtown Easton, Maryland that follows the m…

Old Brick Inn

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

Bistro St. Michaels

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

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

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

The Preppy Redneck

The Preppy Redneck is a unique boutique where you'll find treasures, jewelry, housewares, clothing, hand-cr…

Knotty Living

Knotty St Michaels was created in the spring of 2014 as an extension of the high demand for stylish and aff…

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…

Talbot St. Tavern

In the heart of Saint Michaels, Talbot St. Tavern awaits at 209 South Talbot Street as a premier dining and…