• Go

    Pages

      Members

        Categories

          Quicklinks

            Events

            • St Michaels things to do

            • Play

            • St. Michaels offers everything for its visitors, from self-guided historical walking tours, unique shopping in our boutiques and galleries, exploring our museums, kayaking and biking along the many Bay Hundred scenic byways, charter a fishing trip or just relaxing along the water’s edge, you’ll find St. Michaels, Tilghman and the Bay Hundred area has something for everyone.  

              The Bay Hundred area is surrounded by water, so you’ll want to get out on the water during your visit and experience our beautiful harbor town and Chesapeake Bay tributaries.   There are so many options, from chartered fishing excursions, a cruise around the harbor, sailing on a sunset cruise, and our kayak and paddleboard rentals will take you exploring on our peaceful rivers, creeks and marshes bustling with aquatic and wildlife.

              Cycling enthusiasts flock to the region, offering experienced cyclists scenic bike tour trails around the Bay Hundred network of scenic byways.  For those wanting a more leisurely bike cruise along paved trails or just around town.   

              St. Michaels is steeped in rich history and hands-on museums, including the Chesapeake Bay Maritime Museum and St. Michaels Museum in St. Michaels and Phillips Wharf Environmental Center on Tilghman Island.  With loads of fun things to do, you’ll find all this and more.

            • CBMM Skipjack Rosie Parks under sail on the Miles River

            • Upcoming Events

            • Find Accommodations Find Accommodations

              Stay Your Way: Dreamy Stays in St. Michaels & Beyond

              Whether you’re planning a romantic retreat, a girls’ getaway, or a solo escape, St. Michaels, Tilghman, and the Bay Hundred area offer a chic and cozy mix of lodging options for every style and budget.

              From boutique inns and charming B&Bs to waterfront resorts and private cottage rentals, you’ll find the perfect place to relax, recharge, and wake up to stunning Chesapeake Bay views.

              Your dream getaway starts here—book your perfect stay today!

              Find the perfect place to fit your needs here.

            • Local Eats & Drinks Local Eats & Drinks

              Savor the Flavors of St. Michaels: A Foodie’s Paradise

              Nothing says Chesapeake Bay vibes like cracking into a steaming pile of locally caught Maryland blue crabs, but that’s just the beginning! St. Michaels is home to an incredible culinary scene that goes beyond seafood—offering something delicious for every craving.

              Seafood & Chesapeake Classics
              From perfectly seasoned steamed crabs and golden, lump-filled crab cakes to sweet soft-shell clams and fresh rockfish, our waterfront town is a seafood lover’s dream.

              A World of Flavor
              Craving something else? We’ve got it! St. Michaels serves up an eclectic mix of dining options, including:
              Steakhouses for the ultimate indulgence
              Authentic Mexican bursting with bold flavors
              Classic Italian with homemade pasta & rich sauces
              Greek & Mediterranean favorites like gyros, fresh seafood, and vibrant mezze plates

              Find Your Perfect Spot
              Whether you’re looking for a romantic waterfront dinner, a lively crab feast, or a cozy spot for cocktails & small plates, St. Michaels has a table waiting for you. Explore our incredible restaurants here! 

              Find the perfect restaurant here.

            • Shopping in Town Shopping in Town

              Shop, Sip & Stroll: A Boutique Lover’s Dream in St. Michaels

              Calling all trendsetters, treasure hunters, and boutique lovers—St. Michaels is your ultimate shopping destination! Wander through our charming, walkable streets and explore a carefully curated mix of stylish fashion, artisan jewelry, home décor, and unique finds you won’t see anywhere else.

              Chic Boutiques & One-of-a-Kind Finds
              From boho-inspired clothing and handcrafted accessories to coastal home décor and locally made art, our shops are full of pieces that tell a story—just like your next adventure.

              Sip While You Shop
              Take a break at one of our local tasting rooms, where you can indulge in small-batch wines, craft cocktails, and gourmet bites—the perfect pairing for a girls’ getaway or a solo shopping spree.

              Ready to Discover Your Next Favorite Spot?
              Explore our unique shops and boutiques right here in St. Michaels—where every corner holds something special. Come shop, sip, and stay a while! 

               Find our unique shops here.

            • On the Water On the Water

              Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors!  Find your boating options here.

            • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

            St. Michaels Maryland Business Association
             PO Box 1221, St. Michaels, MD 21663

             smbamd@gmail.com

            © Copyright 2025 St. Michaels Maryland Business Association. All Rights Reserved. Site provided by GrowthZone - powered by ChamberMaster software.