Visit The H.M. Krentz in St. Michaels for Sailing adventures, business meetings, boat trips, sailing chartersREAD MORE

Point Breeze Bed and Breakfast in St. Michaels, Maryland provides the perfect waterfront setting in a gracious family home set on the harbor side with spectacular views. Here traditional Southern hospitality awaits and charming first floor bedrooms afford privacy, comfort, elegance and charm. After a delicious breakfast, go sea kayaking or cycling with complimentary bicycles and kayaks available. Point Breeze Bed and Breakfast also has a dock perfect for fishing and crabbing or simply relaxing and enjoying a glass of wine, watching the boats coming and going. Guests are welcome to enjoy relaxing in the Great Room, reading or playing the piano, or out on the lawns reading, the choice is all yours.READ MORE

The Five Gables Inn and Spa in St. Michaels, Maryland offers a delightful bed and breakfast stay in one of the three charming 19th century homes with twenty well-appointed rooms available. The Aveda Spa at the inn offers therapies for rejuvenation and relaxation with hot stone massages, Aveda facials, sea salt body polishes, mint body wraps, Caribbean body treatments and more, come relax and surrender yourself to the pleasures. The Five Gables Inn and Spa also offers and indoor pool, sauna and steam room and is home to B's stitches a fine needlepoint shop and Flying Fred's an upscale pet boutique, plus there are dog friendly suites here.READ MORE

The Snuggery Bed and Breakfast in St. Michaels, Maryland is the town's oldest residence, fully modernised but with wonderful American primitive antique furnishings that are showcased. The Snuggery Bed and Breakfast rooms feature unique upscale decor, WIFI, air conditioning and even a refrigerator filled with complimentary beverages. After an excellent rest enjoy a gourmet breakfast in the morning served in the dining room, from the freshest local ingredients around, it's always an event. After a great day out exploring, return to Snuggery Bed and Breakfast and relax on the front porch, it's a perfect stay that awaits here.READ MORE

The Key Lime Cafe in St. Michaels, Maryland is a cottage style restaurant that offers a main dining room with booths and combined tables, and the Burgee bar room is cozy and perfect for private parties and functions. The Key Lime Cafe offers breakfast, lunch and Sunday fare with great breakfast and lunch items, bloody mary's beer, ale and wine. The Key Lime Cafe also offers excellent catering services for parties of any size, and can do anything from specialty meals for two, to private boating parties or a wedding reception, and events can be tailored to suit your tastes.READ MORE

The Cherry Street Inn St. Michaels, Maryland welcome you to a stay in beautifully appointed guest suites with antique furnishings and modern comforts, in a delightful 1800's Victorian home. A refrigerator with complimentary beverages and snacks awaits, as does relaxing on the front verandas, or the secluded garden, and there's a front parlor with small reading library, music and a cozy fire, tranquility and peace beckons. The Cherry Street Inn also has an antique shop and the two glorious suites offer lavish linens, private baths a sitting area and more, come enjoy.READ MORE

The St. Michaels Harbour Inn, Marina and Spa is a luxurious resort with excellent features, amenities and service and a stunning location right on the Miles River Harbor. Here you will find an on-site day spa retreat, 26 waterfront guestrooms and suites that are spacious, luxurious and welcoming, a full service transient marina with 52 slips, a harbour side seasonal pool and so much more. The St. Michaels Harbour Inn, Marina and Spa is the perfect venue and setting for meetings, weddings, events and banquets with state of the art facilities and a wonderful backdrop. There are a variety of dining choices too including the Bistro St. Michaels providing signture dishes and a sublime experience, The Club Room with delicious cocktails and beautiful views, and the Harbour Lights and River Deck, which is a charming setting for private events, it's simply all here.READ MORE

Patriot Cruises in St. Michaels, Maryland are berthed next to the Chesapeake Bay Maritime Museum and offer narrated cruises for all ages, and groups are welcome for chartered events. Patriot Cruises have a climate controlled main deck, a full bar and even serve hot dogs, and other menus include a box lunch, lunch buffet, cocktail party and dinner buffet. Come see the fabulous sights, cruising upon the beautiful Miles River, part of the Chesapeake Bay Estuary, view historic homes and wildlife, watermen at work and so much more, a wonderful charter is guaranteed. Patriot Cruises offer boat charters for weddings, rehearsal dinners, pre-wedding parties, theme parties, corporate events, family reunions and more, and can accommodate up to 149 guests.READ MORE

Foxy's Harbor Grille in St. Michaels, Maryland has it all here for your, from the best steamed seafood, homemade crabcakes, and the best grilled burgers in town served with huge martini's and exciting frozen drinks. Enjoy traditional American cuisine, a touch of the Caribbean and the freshest seafood, live entertainment, a great bar and really good times at Foxy's Harbor Grille, where there is something for everyone. Foxy's Harbor Grille offers starters and cold plates, steamed shellfish including wild caught gulf shrimp, great grill items, salads and sides, come live on island time with them as they say.READ MORE

The Eastern Shore Brewing Company brews all their beers at the brewery on the premises in St. Michaels, Maryland, and they are hand crafted using only the finest ingredients. Tours of the brewery are available on request, and there are tastings too, so take one of your favourite brews home with you. The Eastern Shore Brewing Company distributes throughout Maryland's entire Eastern Shore as well as Delaware and beers include the year round St. Michael's Ale and Knot so Pale Ale, the seasonals of Duck duck Goose Porter and Megic hefeweizen, and there's a brewer's reserve series available as well.READ MORE