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            • Discover the Flavors of St. Michaels at the Taste of St. Michaels Tasting Crawl!

              Mark your calendars for Saturday, March 29th, and get ready to indulge in the finest culinary offerings of St. Michaels during the Taste of St. Michaels Tasting Crawl! From 11:00 AM to 4:00 PM, our charming town transforms into a food lover’s paradise, featuring award-winning restaurants and Chesapeake Bay-inspired creations.

              No Tickets Required
              Enjoy a relaxed and sophisticated culinary journey—purchase tastings directly at each participating venue! With prices ranging from $1 to $5, this event offers an accessible way to sample the best of St. Michaels. Each stop will showcase a curated selection of elevated bites and beverages designed to delight your palate.

              Beyond the Tasting Crawl
              St. Michaels isn’t just about the food—it’s a destination filled with charming shops, boutiques, and galleries where you can find unique treasures and handcrafted goods. Stroll through our historic streets and discover everything from local art and jewelry to specialty items that capture the heart of the Chesapeake.

              Stay the Weekend
              Make your visit unforgettable by staying overnight at one of our quaint bed-and-breakfasts or luxury boutique hotels. With cozy accommodations, exceptional service, and waterfront views, St. Michaels is the perfect place to relax and unwind after a day of delicious tastings.

              Tasting Map
              Plan your adventure with our Tasting Map, which will highlight all the exclusive stops and participating establishments. Stay tuned for updates!

              Rain or Shine
              This unforgettable experience takes place regardless of the weather, so grab your friends and family and prepare to explore the unique flavors and welcoming charm of St. Michaels.

              Join us for a day of exceptional cuisine, coastal inspiration, and small-town hospitality. Whether you’re sampling incredible dishes, shopping for one-of-a-kind finds, or enjoying a cozy stay, the Taste of St. Michaels Tasting Crawl offers a complete experience that celebrates the best of our town.

              We can’t wait to welcome you on March 29th! For more information, check back here or follow us on social media for updates. 


              Follow Taste of St. Michaels on Facebook here.

            • 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

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