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  • Arriving by Boat

  • St. Michaels and Tilghman Island have been rated the top waterfront destinations in the country and making the journey by boat is how many of our visitor's arrive.  
    If you're thinking about arriving by boat from Maryland's Western Shore or beyond, you'll find plenty of marina's to tie up for the day or to visit for an extended stay. 

    St. Michaels is located Latitude/Longitude: 38.7836° N, 76.2222° W on the Miles River, east of the Chesapeake Bay and Tilghman Island is located directly on the Chesapeake Bay, with water surrounding both areas, making it a boater's dream.

    If you make arrangements in advance with one of the many marina's or the Chesapeake Bay Maritime Museum in advance, your slip will be ready and waiting for you. 

    Or, you can drop anchor in the Miles River or St. Michaels harbor and catch the Harbor Shuttle water taxi into town, call VHF Channel 71.  

    St Michaels has several area public boat launches, and the surrounding Bay Hundred Area has over 20 additional boat or recreational boat and paddle board launch sites, making our area a aquatic playground.

    Visit the Department of Natural Resources website for a more complete listing of Talbot County launch sites for recreational boaters.

    The Chesapeake Boater's Guide introduces paddlers and boaters to the best places to access America's first national water trail, the Captain John Smith Chesapeake National Historic Trail.  Once you're here, there is water all around, and you might be inclined to check out the rivers and creeks in a kayak, canoe or paddleboard, check out the St. Michaels Water Trail brochure or the Tilghman Island Water Trail brochure to help guide your way.

    Finally, before your trip, be sure to check out NOAA's St. Michaels marine and weather forecast and the Department of Natural Resources Tide Chart.  

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  • Upcoming Events

  • 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.

  • 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.

  • 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.

  • 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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