Things to Do in St. Michaels, Maryland

St. Michaels is a quaint historic town offering plenty of things to do and see from exploring the St. Michaels Museum at St. Mary's Square, to fun events, and annual festivals. Take a stroll through downtown, where you will find the best restaurants and boutique shopping spots.

Explore the 18-acre waterfront campus that is home to the nation's most complete collection of Chesapeake Bay artifacts, visual arts, books, and indigenous watercraft. Visit Hooper Strait Lighthouse and get a chance to see a working boatyard and visit Waterman's Wharf.

In St. Michaels, Md., you can tour our waterways in a variety of ways. Whether you're looking for a relaxing scenic river cruise, or something more active like sailing or kayaking, there are options for everyone.

Patriot Cruise 

Sail Selina 

St Michaels Harbor Shuttle

Love and Dreams Bay Cruises

Skipjack HM Krentz

Winnie Estelle at CBMM

You will love the beauty of Talbot County on a bike. The ever changing seasonal views, the ever present sights of the Chesapeake Bay, and the miles of flat roads are all there for you to discover. This guide can help you discover where to ride on your bike and enjoy all that this glorious area has to offer. There are many options for all levels of riders. Click here for the bike route guide on where to ride, and other hints to get you on your way!

Planning your next sports adventure, fishing, or boating excursion in Maryland? Experience the world-class on and off-shore fishing along the east coast of Maryland, perfect for a memorable and much-needed getaway.

 St. Michaels is a great place to visit for anyone who wants to enjoy the beautiful maritime environment and quiet or active pursuits. We are located close to many points on the Miles River and San Domingo Creek, as well as many other tributaries of the Chesapeake Bay. Kayaks and Paddle Boards can be rented at Shore Pedal & Paddle.
 

St Michaels Water Trails 

Tilghman Island & Bay Hundred Water Trails