Patriot Cruises

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

Skipjack H.M. Krentz

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

Hollis Park

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

Log Canoe Inn

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

Love and dreams bay cruises

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

Foxy's Harbor Grille

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

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…

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

Harrison's Harbour Lights

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

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…

A Historic St Michaels Vacation

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

Spa at Harbour Inn

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

The Snuggery Inn & Suites

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

Muskrat Park

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

Snuggery Inn & Suites

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

Chesapeake Bay Maritime Museum

Step back in time at the Chesapeake Bay Maritime Museum in St Michaels, MD. Discover the unique stories of…

St. Michaels Sailing Charters

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

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!…

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…

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…

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.

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.

JoJo's Ice Cream

Welcome to JoJo's Ice Cream in the heart of Saint Michaels. Indulge in a wide array of flavors, from classi…

Guilford & Company

Guilford & Company specializes in antique and estate jewelry from the 19th and 20th centuries including…

Diana’s Tilton Hilton at Carpenter Street

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

Corah's Corner

Eclectic menu of Sammies, seafood baskets, noodle bowls, and more.

Carpenter Street Saloon

In the heart of Saint Michaels stands Carpenter Street Saloon, a treasured gem at 113 South Talbot Street t…

Trade Whims Too

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

J.McLaughlin in St. Michaels

Visit for a collection of women`s clothing and accessories reflecting a casual, classic style peppered with…

Silver Linings of St. Michaels

Silver Linings was established in the quaint resort town of St. Michaels, Maryland in early 2000. Owner, Ai…

Flaneur, The Vacation Rental Company

The idea for Flaneur, The Vacation Rental Company, came from observing the vast differences in the guest ex…

Book Hounds

Book Hounds is a warm, inviting space to gather and share a mutual love of books and reading.  Th…