Chesapeake Bay Outfitters
No trip to St. Michaels is complete without a visit to Chesapeake Bay Outfitters, catering to the casual Eastern Shore lifestyle and serving visitors and locals alike for over 30 years. You'll find an outstanding selection of family footwear, men's and women's sportswear and resort wear, fun accessories and St. Michaels Tees & Sweatshirts. Featured casual apparel brands include Fresh Produce, Tommy Bahama, Columbia Sportswear, Woolrich, Royal Robbins, and the area's largest collection of Life Is Good.
Come By Chance
A coastal inspired lifestyle store. Catering to the casual sophisticate, offering unique gifts, one of a kind pieces and complete design services for your home.
Stop in to see their Unique Collection of Designer Jewelry featuring One-of-a-kind Creations set in Gold or Platinum, with Precious Gemstones. The Fine Jewelers of St. Michaels.
Premium EVOO, Aged Balsamic, Chocolate, Honey, Tea and Coffee. Tasting room.
Rings & Things
Rings and Things offers over 100 rings, troll beads, fabulous fakes, sterling silver and gold jewelry, charms, kids clothing and accessories and great purses!
Love Italy? You will love Simpatico! Wines, food and beautiful cermaics. Food and wine tastings daily.
St. Michaels Candy and Gifts
The secret of life’s sweetest pleasures can be found right in the heart of St. Michaels. At the St. Michaels Candy and Gifts village store, display cases are filled with handmade truffles and other world-class confectionaries. Displays of pottery, cookbooks, napkins, gourmet foods and home accents invite you to explore their unique gift opportunities.
The Christmas Shop
The Christmas Shop in St. Michaels is a Christmas Shop for All Seasons. They offer the charms of the Eastern Shore and specially selected gifts from around the world.
Carpenter Street Saloon
Carpenter Street Saloon is a staple of St. Michaels. They've entertained dignitaries, celebrities, politicians… You name it! C-Street, as they are affectionately called by the locals, prides itself in being the best dive bar ... well, anywhere! Enjoy a beer and some food as you listen to great live, local music!
Eastern Shore Brewery
Offering beers for every taste including: St. Michaels Blonde Ale, St. Michaels LT, Not So Pale Ale and seasonal beers...Ameri-Hefe & Ameri-Wheat. Stop by the tasting room and sample a few beers.
Sail Selina II
Very upscale & exclusive, the Selina II limits her passengers to just 6 guests for an intimate taste of the history of sail. You will be treated to an unforgettable boating experience with Captain Iris Clarke, granddaughter of the original owners.
You can arrange for two-hour, 1/2 day, full day, champagne sunset sails, private charters, overnight excursions, birthdays,
anniversarys, and engagements.
Sail aboard the oldest working skipjack on the Chesapeake Bay and Tilghman Island's pride, the Rebecca T. Ruark. Offering flexible times for 2-hour year-round sails. Longer charters are also available and reservations are welcome. Ask about fishing and crabbing charters aboard the working crab boat, Miss Kim.
St. Michaels Winery
The icon of St. Michaels Winery is the Chesapeake Bay Log Canoe sailboat. The historic Old Mill complex where St. Michaels Winery is located is owned and managed by notable log canoe owner and skipper Mr. Tad DuPont, who sails Island Lark. Call the St. Michaels Winery anytime for a private tour of their winemaking space.
The Chesapeake Bay Maritime Museum
The place where stories of the Bay and its people come alive! Nine exhibit buildings on 18 waterfront acres, fun-filled festivals, engaging special exhibitions, hands-on boatbuilding classes, and outdoor summer concerts-come for the day, stay for the weekend.
208 Talbot serves innovative gourmet cuisine with frequently changing menus taking advantage of the area's abundance of fresh seafood and local produce. 208 Talbot has been mentioned in Travel and Leisure, Gourmet and Mid-Atlantic Country magazines, and has been favourably reviewed by many restaurant critics. It is a local favorite.
Bistro St. Michaels
This charming re-creation of a classic French bistro is conveniently located in the heart of historic St. Michaels, Maryland. Warm atmosphere and menu prepared with local, sustainable products.
Foxy’s Marina Bar
Meet your friends for a 10 oz martini, have a fresh-cooked seafood dinner, or pass the time watching the boats float by while you enjoy fantastic frozen concoctions. Foxy's is friendly, inexpensive, relaxing and convenient! Located right on the harbor next to Town Dock restaurant, you can't miss it. Foxy’s is open for lunch and dinner seasonally
The Crab Claw
The Crab Claw Restaurant evolved from a clam shucking and crab business in the 1950s to a seafood eatery in June, 1965. Delectable fresh seafood has always been their hallmark and customers seek out the relaxed, causal setting within a stone's throw of the water.