Things to See and Do

St. Michaels, MD, “the town that fooled the British,” has long been a destination for the discerning traveler seeking a blend of historic charm and modern amenities. Shops, museums and fine dining are enjoyed in a relaxed and picturesque setting. Point Breeze B and B, a waterfront bed and breakfast in St. Michaels with its postcard views, offers a quiet retreat amongst all the delights of St. Michaels and its surrounding area. Choose a complimentary bike or kayak, or just start walking as you begin to explore this marvelous area. The quaint neighborhoods which offer glimpses of secret gardens, rich architecture, and charming decorations invite you to go one block further. The slowly stalking blue heron and the graceful swans lure you into one more cove. Take your time, enjoy the journey.

Heading downtown brings you to Talbot Street with its unique shops, art galleries and antique stores. There’s a winery, a brewery, coffee shops and ice cream parlors. St. Michaels is home to two museums. The renowned Chesapeake Bay Maritime Museum, on an 18-acre waterfront campus, features the historic Hooper Strait Lighthouse and many other inter-active exhibits telling the ‘stories of the Bay.’ The St. Michaels Museum at St. Mary’s Square shares with its visitors the rich history of life in St. Michaels in the mid 1800s.

If you would like to get out on the water, there are many choices available. From St. Michaels harbor, climb aboard the Patriot for narrated cruises of the Miles River, or Selina II for an intimate sail aboard a vintage catboat. Venturing out to Tilghman Island you will find a National Historic Landmark vessel, the skipjack Rebecca T. Ruark. Take a short ride across the Tred Avon River aboard the Oxford Bellevue Ferry to the quaint village of Oxford, one of the oldest towns in Maryland.

Of course you will want to eat while you are here – you don’t want to miss the bounty of local specialties. Dining choices offer everything from hard crabs and beer to upscale sophisticated menus. There are waterfront restaurants, street side cafes, a saloon and a street cart. Point Breeze B & B provides a notebook of sample menus for you to look over, can offer suggestions and recommendations, and make your reservations. You can be sure you will find just what you’re looking for. There is live music playing most weekends in several venues. The world is your oyster here in St. Michaels, and oh yes, we have those too!

Talbot County is centrally located on Maryland’s Eastern Shore. The heart of Talbot County is Easton, MD, voted the 8th Best Small Town in America, and only 15 minutes from St. Michaels. It is the arts and cultural center of the area, with the historic Avalon Theater and the Academy Art Museum showcasing local and national talent. There are numerous art galleries, wonderful shops, and superb dining opportunities in Easton and surrounding areas. Another local treasure is the Farmer’s Markets. They can be found in St. Michaels, Easton and Oxford almost all year round.

When should you come? Whenever you like! There are many reasons people visit St. Michaels - to celebrate a special occasion, to explore a new place, or just to relax and unwind. Perhaps you like to join in local festivals and celebrations. Many of these are held here throughout the year to give you plenty of reasons to visit, and visit often! Here are some of our favorites.