On Maryland’s Eastern Shore, the charming town of St. Michaels is a haven of things to do in St. Michaels MD. With waterfront views, maritime history and warm hospitality, it’s the Chesapeake Bay in a nutshell. From art galleries to boat tours, fresh seafood to antique shops, there’s something for everyone here. Whether you’re here for a weekend or a week, you’ll find St. Michaels Maryland is the perfect place to unwind and get out.

Begin Here at the Chesapeake Bay Maritime Museum

The Chesapeake Bay Maritime Museum is the first stop for anyone visiting St. Michaels. Located on the peaceful Miles River, this museum gets you up close and personal with the area’s maritime history. Here you can see a vast collection of Chesapeake Bay artifacts – historic boats, ship models and exhibits that tell the stories of the Bay’s watermen. The museum is spread over several buildings, each one a window into the culture and history of Maryland’s Eastern Shore. Visitors love taking boat tours from the museum to see more of the Bay.

Walk the Historic Streets

Talbot Street is the main street of St. Michaels MD, lined with quirky shops, cozy restaurants and art galleries. This is the heart of the historic town where you’ll hear the church bells from Mary’s Square as you stroll. The antique shops are full of treasures so it’s a paradise for those looking for one-of-a-kind finds. Don’t miss the Chesapeake Trading Company where you can find gifts and local goods that celebrate the Eastern Shore lifestyle.

Eat by the Water

No trip to St. Michaels Maryland is complete without eating the local seafood. Right on the water, The Crab Claw is a must stop for anyone looking for the freshest crabs and other seafood. Sitting on the deck with views of St. Michaels Harbor you’ll enjoy every bite while taking in the serenity of the creeks. If you’re in the mood for something different head to one of the Italian restaurants or the tasting rooms to sample local wines. Whatever you choose you’ll have a great meal.

Get Outside: Boat Tours and Nature Trails

Being a waterfront town St. Michaels has endless ways to get on the bay. Book a boat tour and cruise the waterways where you’ll glide past quiet shorelines and see local wildlife. For landlubbers take a walk or bike the nature trail which runs along the San Domingo Creek and offers views of the Eastern Shore’s natural beauty. The flat roads and easy paths make it perfect for a leisurely walk or bike ride.

If you’re looking for some sport head to the Hog Neck Golf Course. This challenging but beautiful course is known for its lush fairways and views of the surrounding eastern shore. Many golfers come to St. Michaels MD to play at Hog Neck Golf for a day of outdoor fun.

Visit the Town’s Historic Sites

As one of the most historic towns on the Eastern Shore St. Michaels is full of historic sites to visit. The Classic Motor Museum is a must see for car buffs with a fascinating collection of vintage vehicles that will transport you back in time. Just steps away is Perry Cabin, a historic inn famous for its luxurious rooms and waterfront views. If you want to relax and relive scenes from the movie Wedding Crashers which was filmed here.

History enthusiasts will also want to visit the St. Michaels Museum to learn more about the town’s colonial past and its role in the War of 1812. With great exhibits and friendly staff the museum is a treasure trove of stories that will give you a sense of St. Michaels Maryland’s history.

Local Entertainment and Live Music

On Saturday mornings St. Michaels comes alive with local markets and live music. Spend your morning strolling through the historic town where you’ll find everything from fresh baked goods to handmade jewelry. As you walk the sounds of live music fill the air and it’s the perfect soundtrack for your shopping and exploring. The local pubs have live music in the evenings so it’s a great place to end your day with a perfect pint of local beer.

Tilghman Island for More Bay Fun

Just a short drive from St. Michaels MD Tilghman Island has even more adventure. Located on the western shore of the Chesapeake Bay it’s a quiet retreat for those looking to get away from it all. You can spend the day fishing, sailing or just taking in the beauty of the Bay. Boat tours are also available here where you can experience the Bay’s waters and learn about the area’s fishing heritage.

Stay at Local Inns

Whether you’re staying for a night or a week in St. Michaels the town has a range of charming places to stay. From luxurious waterfront resorts like Perry Cabin to cozy bed-and-breakfasts in the heart of town you’ll find the perfect place to rest your head after a day of fun. Many of the inns have waterfront views, comfortable rooms and local touches that will give you a true Eastern Shore experience. After a day of adventure there’s no better than to retreat to a comfy room.

Bay Perfect

With historic sites, waterfront views and a relaxed vibe St. Michaels Maryland is the perfect place to unwind and take in the Chesapeake Bay. Whether you’re trying the local cuisine, strolling through the town’s shops or taking a peaceful boat tour on the Tred Avon River or Miles River you’ll find plenty of ways to soak up the charm of this historic town.

History, culture and nature. Come visit today!