Eastern Shore Brewing

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

Port of Call Cigars

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

LYON RUM // Windon Distilling Company

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

Gina's Cafe

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

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…

Bordeleau Winery at St. Michaels

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

Village Shoppe

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

Blue Heron Coffee

Experience the inviting aroma of freshly ground beans and the warm ambiance of Blue Heron Coffee. Step insi…

St Michaels Museum

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

Higgins & Spencer Inc

An Eastern Shore IconCelebrating 80 years of BusinessLocated at 902 S. Talbot Street in quaint St. Michaels…

Silva Wear Boutique

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

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…

The Bench

Customized clothing store in St. Michaels, Maryland.

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…

Old Brick Inn

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

DBS Fine Jewelers

DBS Fine Jewelers is a premier destination for exquisite jewelry in St Michaels, MD. Located at 308 S Talbo…

The Galley Restaurant & Bar

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

13 Mile Fishing Charter

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

St. Michaels Sailing Charters

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

The Christmas Shop

Christmas and nautical-themed decorations and holiday gifts.​

Olde Town Candy Company

Old fashioned candy store featuring hand made candies, imagination driven toys and area gifts.

St. Michaels Harbor Shuttle & Tours

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

Lu's at the Marina

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…

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,…

AH Home

AH HOME serves as a response to the many visitors that have said, "I could live here!" Occupying nearly 5,0…

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…

Muskrat Park

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

American Holiday

Curated furniture, art, décor, and gifts for the home.

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…

Shore Pedal & Paddle

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

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.

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.