St. Michaels, Maryland, is a charming waterfront town located on the Eastern Shore of the Chesapeake Bay. Known for its scenic harbor, historic buildings, and laid-back atmosphere, St. Michaels offers a peaceful retreat for those seeking relaxation and outdoor activities. The town is rich in maritime history, with the Chesapeake Bay Maritime Museum showcasing the area’s fishing and boating heritage.
Visitors can explore the town’s boutique shops, art galleries, and delicious seafood restaurants. St. Michaels is also a great destination for boating and water sports, offering easy access to the bay and nearby rivers. Whether you’re interested in history, nature, or just enjoying a leisurely day by the water, St. Michaels offers a perfect blend of charm and relaxation.
Looking for what to do here? Check out the best and fun things to do when you visit.
Things To Do In St Michaels, MD
1. Explore the Chesapeake Bay Maritime Museum
Chesapeake Bay Maritime Museum
The Chesapeake Bay Maritime Museum is a must-visit for anyone in St. Michaels. This extensive museum showcases the rich maritime history of the Chesapeake Bay. Here, you can discover various exhibits that highlight boatbuilding, navigation, and the natural ecosystems of the area.
You can explore historic boats and listen to tales told by knowledgeable guides. With over 18 acres, this museum offers outdoor exhibits, including a working boatyard. Don’t forget to visit the museum’s gift shop, where you can find unique maritime-themed souvenirs.
Families will enjoy the interactive displays, making this a fun and educational experience for all ages. The museum also hosts events throughout the year, such as boat shows and musical performances on the waterfront.
Plan to spend a few hours soaking in the history and beauty of this remarkable museum. It’s a wonderful way to appreciate the area’s rich culture and heritage.
A visit to the Chesapeake Bay Maritime Museum ensures an unforgettable journey into maritime history.
Address: 213 N Talbot St, St Michaels, MD 21663.
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2. Visit the St. Michaels Museum at St. Mary’s Square
The St. Michaels Museum at St. Mary’s Square offers a unique insight into the history of this charming town. Housed in a historic structure, the museum showcases artifacts, photographs, and exhibits that narrate the story of St. Michaels from its early days to the present.
You can learn about the town’s development, the local shipbuilding industry, and the impact of the bay on the community. The friendly staff often share fascinating stories and insights about the town’s past, enhancing your visit.
The museum also features a beautiful garden area, perfect for a quiet stroll. It’s an ideal spot for relaxation after soaking in history. The museum hosts various events and workshops throughout the year, making each visit unique.
If you love history, this museum should be at the top of your St. Michaels itinerary. It provides a rich perspective on the local culture and heritage.
Address: 100 N Talbot St, St. Michaels, MD 21663.
3. Take a cruise on the Miles River
Taking a cruise on the Miles River is a fantastic way to appreciate the beautiful landscapes of St. Michaels. Numerous charter companies offer boat tours, ranging from relaxing afternoon trips to sunset cruises.
As you glide through the waters, keep your eyes peeled for local wildlife, including osprey and blue herons. Some cruises may also include dining options, allowing you to savor delicious food while enjoying the scenic views.
The gentle waves and peaceful ambiance make this experience truly memorable. Families, couples, and friends can all create lasting memories aboard a river cruise. Evening cruises often feature stunning sunsets that can’t be missed.
A river cruise is a perfect balance of adventure and tranquility, ideal for any St. Michaels visit.
Address: Various departures near the waterfront in St. Michaels, MD.
4. Enjoy a leisurely bike ride along the St. Michaels Nature Trail
The St. Michaels Nature Trail offers a serene experience for biking enthusiasts and nature lovers alike. This well-maintained trail winds through picturesque landscapes, including wetlands, forests, and beautiful waterways.
Riding along the trail is a delightful way to explore the area’s natural beauty. You can rent bikes from local shops or bring your own. The trail also caters to walkers, providing options for everyone to immerse themselves in nature.
Along the way, don’t forget to pause and appreciate the local flora and fauna. Bring a camera to capture the stunning views and wildlife sightings. The trail is suitable for all skill levels, making it a great option for families and individuals.
Biking on the St. Michaels Nature Trail is a refreshing way to enjoy the outdoors and get some exercise. It’s a peaceful escape into nature.
Address: Trailheads located at various points in St. Michaels, MD.
5. Stroll through the charming downtown area of St. Michaels
Strolling through the downtown area of St. Michaels is an absolute treat. The picturesque streets are lined with quaint shops, restaurants, and historic buildings, creating a charming and inviting atmosphere.
You can wander into unique boutiques to find local crafts and art or grab a bite at one of the delightful eateries. The waterfront views add to the charm, and you can find benches to sit and soak in the ambiance.
Don’t miss the opportunity to discover local art galleries featuring works by local artists. The vibrant colors and creativity truly embody the spirit of St. Michaels.
As you explore, keep an eye out for special events happening in the downtown area. The vibrant community spirit is palpable, making every visit unique and enjoyable.
A visit to the downtown area provides a dynamic blend of shopping, dining, and cultural experiences, perfect for a leisurely day.
Address: Downtown St. Michaels, MD 21663.
6. Dine at one of the waterfront restaurants
Dining at a waterfront restaurant in St. Michaels is a delightful experience. You can savor fresh seafood dishes while enjoying stunning views of the Chesapeake Bay. Many restaurants feature outdoor seating, allowing you to fully immerse yourself in the coastal atmosphere.
Popular local specialties include crab cakes and oysters, which reflect the region’s rich culinary heritage. Some establishments even offer live entertainment during dinner, enhancing your dining experience.
Whether you’re looking for a casual lunch or a romantic dinner, St. Michaels has a variety of options to fit your mood. The friendly service and cozy ambiance make it a perfect spot to relax after a day of exploring.
Indulging in the local cuisine while watching boats glide by is a perfect way to embrace the charm of St. Michaels.
Address: Various waterfront restaurants along St. Michaels Harbor, MD.
7. Relax at the Third Haven Friends Meeting House
The Third Haven Friends Meeting House is a serene retreat located in St. Michaels. This historic Quaker meeting house dates back to 1684 and is surrounded by peaceful gardens and beautiful trees.
You can take a moment to relax amidst the tranquility of this sacred space. The architecture is simple yet beautiful, reflecting the Quaker principles of peace and simplicity.
Visitors are welcome to attend the meetings or simply enjoy the lovely grounds. The atmosphere is calming, making it ideal for meditation and reflection.
For history enthusiasts, exploring the building and hearing the stories of its past adds depth to the visit. It’s a unique gem that provides a break from the hustle and bustle of daily life.
A visit to Third Haven Friends Meeting House allows you to connect with the area’s spiritual heritage and scenic beauty.
Address: 405 S Talbot St, St. Michaels, MD 21663.
8. Discover local art at galleries such as the Ava Grace Art Gallery
Ava Grace Art Gallery is a local gem in St. Michaels, showcasing a wonderful collection of contemporary and traditional art. It features works by local artists and offers a diverse range of themes and mediums.
Visitors can find stunning paintings, photography, sculpture, and handcrafted jewelry, making it a perfect stop for art enthusiasts. The gallery often hosts exhibitions and events, providing an engaging atmosphere for art lovers.
Taking the time to browse the art on display adds a cultural touch to your visit. Many pieces are inspired by the stunning natural beauty of the Chesapeake Bay area.
The friendly staff is always available to share insights about the artists and the works they represent. Purchasing a piece of local art can serve as a memorable keepsake from your time in St. Michaels.
Discovering local art at Ava Grace Gallery enriches your visit, allowing you to appreciate the creativity and talent within the community.
Address: 103 S. Talbot St, St. Michaels, MD 21663.
9. Go kayaking or paddleboarding in the bay
Kayaking or paddleboarding in the Chesapeake Bay is an exhilarating way to connect with nature. St. Michaels offers several rental options, making it easy for beginners and experienced adventurers alike to get out on the water.
The calm waters of the bay provide an ideal environment for paddling. You can explore the shoreline, where you might spot wildlife such as herons and ducks. Many rental companies also provide guided tours for those looking for a more immersive experience.
Paddling during sunset offers a breathtaking view, as the sky transforms into brilliant hues of orange and pink. It’s a peaceful way to unwind while embracing the beauty of the outdoors.
Don’t forget to pack a waterproof camera to capture the scenic moments along the way. Getting out on the water allows you to see St. Michaels from a unique perspective.
Address: Various kayak and paddleboard rental locations in St. Michaels, MD.
10. Attend the St. Michaels Storytelling Festival
The St. Michaels Storytelling Festival is a captivating event that celebrates the art of storytelling. Renowned storytellers share their tales, engaging audiences of all ages. This annual festival usually takes place in the fall, creating a warm and inviting atmosphere.
Attending this festival offers a unique cultural experience. You can listen to a variety of storytelling styles, from folklore to personal narratives. Workshops and activities provide opportunities for guests to hone their storytelling skills.
The community spirit shines during this festival, making it a wonderful opportunity to connect with locals and fellow visitors. People of all ages are encouraged to participate, adding their voice to the celebration.
Marking your calendar for the St. Michaels Storytelling Festival helps you experience the charm of community, creativity, and connection through stories.
Address: Various venues in St. Michaels, MD, during the festival dates.
11. Check out the local farmers market for fresh produce
The St. Michaels Farmers Market is a fantastic place to experience local flavors and community spirit. Operating seasonally, this market showcases fresh produce, artisanal goods, and delicious baked treats.
You’ll find a variety of fruits, vegetables, flowers, and handcrafted products right from local farms. Engaging with the farmers and vendors adds a personal touch to your shopping experience. Don’t forget to ask for recipe ideas or tips on using the fresh ingredients!
The market often features live music and food vendors, making it a lively event for families and friends. This is a great spot to enjoy the vibrant atmosphere and support local agriculture.
Whether you’re stocking up on groceries for your stay or looking for unique gifts, the farmers market is a delightful stop in St. Michaels.
Address: Various locations in St. Michaels, MD; usually held weekly.
12. Visit the historical Havre de Grace Lighthouse
The Havre de Grace Lighthouse, located just a short drive from St. Michaels, is a beautiful landmark worth visiting. This historic lighthouse dates back to the mid-1800s and stands proudly at the mouth of the Susquehanna River.
You can capture stunning views of the bay and surrounding landscapes from the lighthouse grounds. Although it’s not open for interior tours, the surrounding park provides lovely walking trails and picnic areas.
The lighthouse’s picturesque setting makes it a wonderful photo opportunity. It’s a great spot to learn about the historical significance of lighthouses in the area and their role in maritime navigation.
A visit to the Havre de Grace Lighthouse enhances your St. Michaels experience by adding a bit of local history and breathtaking scenery to your itinerary.
Address: 1000 Lighthouse Rd, Havre de Grace, MD 21078.
13. Explore the local shops and boutiques
St. Michaels boasts a delightful assortment of local shops and boutiques, perfect for a leisurely shopping experience. You can find everything from unique clothing and accessories to home goods and artisan crafts.
Many shops feature items handcrafted by local artisans, ensuring you take home special and one-of-a-kind treasures. The atmosphere is friendly and welcoming, with shop owners often eager to share the stories behind their products.
Don’t forget to stop by galleries featuring local art, giving you a taste of the vibrant arts culture in the town. Strolling through these shops is an enjoyable way to spend a few hours and perhaps find the perfect souvenir.
Shopping in St. Michaels provides a chance to support local businesses while indulging in a bit of retail therapy.
Address: Various shops in downtown St. Michaels, MD 21663.
14. Participate in a local wine tasting at a nearby vineyard
Participating in a wine tasting at a nearby vineyard is a delightful addition to your St. Michaels itinerary. The Eastern Shore of Maryland is home to several lovely vineyards and wineries, each offering a unique selection of wines.
You can tour the vineyards, learn about the winemaking process, and sample a variety of local wines. Many vineyards feature beautiful outdoor seating areas where you can sip your wine while soaking in serene views.
It’s also common for some wineries to host special events, including live music, food pairings, and seasonal festivals. Check in advance for tasting schedule and special events to enhance your visit.
A wine tasting excursion offers a relaxing way to unwind and appreciate the local flavors of the Chesapeake region.
Address: Various vineyards located near St. Michaels, MD.
15. Enjoy a scenic drive along the Eastern Shore
Embarking on a scenic drive along the Eastern Shore is a wonderful way to experience the natural beauty of the region. Stretching along the coast, you’ll encounter charming towns, farms, and breathtaking waterfront views.
Route 33 and Route 50 provide picturesque landscapes, leading you through rural areas, lush forests, and along the shoreline. There are plenty of opportunities to stop at waterfront parks, picnic areas, and marinas along the way.
Consider making stops at local landmarks, art galleries, and quaint shops as you explore. The drive offers a perfect blend of relaxation and adventure, showcasing the beauty of nature.
Taking a scenic drive along the Eastern Shore is an unforgettable experience that showcases the unique charm and allure of this beautiful region.
Address: Various scenic routes throughout the Eastern Shore of Maryland.
16. Discover the history at the St. Michaels Railroad Museum
The St. Michaels Railroad Museum offers a fascinating glimpse into the area’s transportation history. This charming museum highlights the significance of the railroad system in the development of St. Michaels and the Eastern Shore.
Inside, you will find vintage railroad memorabilia, photographs, and interesting exhibits detailing the evolution of rail travel in the region. The museum also features a small collection of vintage trains and railcars, perfect for photo opportunities.
Knowledgeable volunteers are available to provide insights into the history of the railroad and its impact on the local community. It’s an engaging experience for visitors of all ages, particularly those inspired by history or engineering.
Stopping by the St. Michaels Railroad Museum provides a unique perspective on the area’s heritage and is perfect for history enthusiasts.
Address: 1914 Talbot St, St. Michaels, MD 21663.
17. Take a sunset cruise on the Chesapeake Bay
Taking a sunset cruise on the Chesapeake Bay is a magical experience that should not be missed. As the sun dips below the horizon, the sky lights up with vibrant colors, creating a breathtaking backdrop against the tranquil waters.
Many local tour companies offer sunset cruises, allowing you to relax as you sip a drink and enjoy the beautiful scenery. This is a wonderful opportunity for couples seeking a romantic evening or families wanting to create lasting memories together.
Some cruises even offer dinner options, making it a delightful dining experience while on the water. The blends of colors during sunset are not only visually stunning but also provide great photo opportunities.
Embarking on a sunset cruise offers a unique perspective of St. Michaels and the Chesapeake Bay, marked by beauty, tranquility, and adventure.
Address: Various departure points in St. Michaels, MD.
18. Experience the Talbot County Arts Council exhibitions
The Talbot County Arts Council hosts numerous exhibitions throughout the year, showcasing local and regional artists. Located in St. Michaels, this arts council provides a platform for creativity, culture, and community connection.
You can explore various art forms, including paintings, sculptures, photography, and crafts. Exhibitions often change, ensuring there is always something new to discover during your visit.
The Arts Council also offers workshops, classes, and events, encouraging community participation and the promotion of local talents. Engaging with the arts cultivates creativity and inspiration, making it an enriching experience.
Attending an exhibition at the Talbot County Arts Council connects you with the local art scene, allowing you to appreciate and celebrate the vibrant culture of St. Michaels.
Address: 100 N. Harrison St, Easton, MD 21601 (near St. Michaels).
19. Visit the local breweries for craft beer tasting
Exploring local breweries in and around St. Michaels is a delightful experience for beer enthusiasts. The region is home to several craft breweries, each offering unique beer styles and flavors.
You can sample a variety of brews, ranging from IPAs to stouts, while learning about the brewing process from knowledgeable staff. Many breweries also feature tasting rooms where you can relax and enjoy your favorites.
Some establishments even have food trucks or onsite eateries to complement your beer tasting with delicious bites. Participating in brewery tours allows you to gain insights into the art of craft brewing.
Sampling local craft beers not only supports regional businesses but also allows you to appreciate the creativity and passion behind each brew.
Address: Various craft breweries located near St. Michaels, MD.
20. Go fishing or crab potting from the docks
Going fishing or crab potting is a quintessential Chesapeake Bay experience. St. Michaels offers plenty of opportunities for both activities with easy access to the bay’s abundant waters.
You can rent a boat or book a charter to cast your lines and try your luck at fishing for rockfish or perch. Alternatively, crabbing is highly popular in the region, with many locals setting crab pots to catch the delicious blue crabs.
Fishing and crabbing provide a thrilling outdoor adventure that allows you to connect with nature and experience the local traditions. Don’t forget to check local regulations regarding fishing licenses and crab pot limits.
Whether you’re a seasoned angler or a first-time crabber, the thrill of catching your own seafood creates a memorable experience!
Address: Local docks and marinas in St. Michaels, MD.
21. Explore the quaint nearby town of Tilghman Island
Tilghman Island is a charming destination located just a short distance from St. Michaels. This coastal haven offers breathtaking views and a delightful escape from the busyness of everyday life.
You can explore the island by biking or walking along its scenic trails, or take a leisurely stroll along the docks to watch the boats come in. Quaint shops, seafood eateries, and art galleries add to the island’s charm.
Don’t miss the opportunity to savor fresh seafood at one of the local restaurants, often featuring specialties like soft-shell crabs and rockfish. The slower pace and friendly atmosphere make it a lovely place to unwind.
Visiting Tilghman Island offers a wonderful day trip, filled with beautiful landscapes and local delights, perfect for a relaxing getaway.
Address: Tilghman Island, MD.
22. Attend various local festivals throughout the year
St. Michaels hosts numerous festivals and events throughout the year, celebrating everything from food to arts to maritime culture. These festivals often bring the community together, creating a lively and festive atmosphere.
Popular events include the St. Michaels Running Festival, the Watermen’s Appreciation Day, and various art and seafood festivals. You can enjoy live music, local vendors, art displays, and family activities, making these festivals enjoyable for visitors of all ages.
Attending a local festival is a fantastic way to immerse yourself in the culture and traditions of St. Michaels. You’ll also have the chance to taste local cuisine and purchase handmade crafts.
Marking your calendar for these local festivals is a great way to experience the vibrant community spirit and joyful celebrations of St. Michaels.
Address: Various venues in St. Michaels, MD; festival dates vary.
23. Participate in guided nature walks to explore the local flora and fauna
Participating in guided nature walks is an excellent way to connect with the natural beauty of St. Michaels and the surrounding area. Local organizations and parks often offer guided tours, highlighting the diverse ecosystems and wildlife.
Knowledgeable guides share insights about local plants, animals, and the importance of conservation efforts. You can see various habitats, from marshlands to forests, while learning about the area’s unique ecological features.
These guided walks can be both educational and relaxing, allowing you to soak in the beauty of the outdoors while engaging with nature. Bring your camera to capture the stunning scenery and wildlife encounters.
Participating in a guided nature walk provides a wonderful opportunity to appreciate the environment and the stunning landscapes of St. Michaels.
Address: Local parks and nature preserves near St. Michaels, MD.
24. Relax at one of the local bed and breakfasts
Staying at a local bed and breakfast in St. Michaels offers a cozy and intimate experience. These charming accommodations often feature unique decor and personalized service, making you feel right at home.
You can enjoy delicious homemade breakfasts featuring local ingredients and specialties. Many B&Bs have beautiful gardens or waterfront views, providing a perfect setting for relaxation.
The inviting atmosphere of a bed and breakfast allows for a more personal experience, and many hosts are eager to share tips on local attractions and hidden gems.
Choosing a bed and breakfast gives you a wonderful opportunity to unwind and enjoy the enchanting charm of St. Michaels.
Address: Various Bed and Breakfasts in St. Michaels, MD.
25. Photograph the beautiful landscapes and waterfront scenery
St. Michaels offers breathtaking landscapes and scenic waterfront views, making it a paradise for photography enthusiasts. Whether you’re capturing the stunning sunsets, tranquil waters, or vibrant local flora, there are countless photo opportunities.
Take your camera for a stroll along the shoreline, through the downtown area, or near the Chesapeake Bay Maritime Museum. You’ll find charming boats, historic buildings, and picturesque natural surroundings that are perfect for capturing the essence of St. Michaels.
Don’t forget to include local wildlife and colorful gardens in your photography journey. The varied scenery provides a rich tapestry for your photos.
Photographing the beautiful landscapes allows you to remember the charm and beauty of St. Michaels long after your visit.
Address: Various locations throughout St. Michaels and the surrounding area, MD.
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Final Thoughts
St. Michaels, Maryland, is a charming destination that showcases the beauty of the Chesapeake Bay. With a delightful blend of history, culture, and nature, there’s something for everyone to enjoy. Activating your sense of adventure with outdoor activities, indulging in local cuisine, and participating in community events can create memorable experiences.
As you explore, take time to relax and embrace the picturesque surroundings. The warm and welcoming community of St. Michaels ensures that you’ll leave with cherished memories, eager to return and experience the magic of this beautiful town once again.