Things To Do In St. Michaels Maryland

St. Michaels Maryland is a quaint and charming small town on the Eastern Shore of Maryland. From its vibrant waterfront and award-winning restaurants to its unique art galleries and eclectic shops, St. Michaels provides a perfect destination for a relaxing weekend getaway.

The picturesque harbor is the centerpiece of the town, and boating is one of the most popular activities in St. Michaels. Take a leisurely cruise along the Miles River or explore the many creeks and inlets of the Chesapeake Bay. Unwind on a sunset sail or join a group of kayakers for a paddle around the harbor. St. Michaels also offers a variety of fishing and crabbing charters.

Visit the Chesapeake Bay Maritime Museum

Visitors to the Chesapeake Bay Maritime Museum in St. Michaels can explore exhibits that will take them through the miles of rivers that make up the Chesapeake Bay. Learn about the local history of the region and the many people that have lived in and around the bay for centuries. See a real boatbuilding workshop and get a hands-on experience of what it takes to make a boat. Learn about the maritime heritage of the area and how it has shaped the culture and lifestyles of the people. Finally, book a harbor cruise and experience the beauty of the Chesapeake Bay from the water.

Explore the Exhibits

Transitioning to a new adventure, visitors can explore the exhibits at the Chesapeake Bay Maritime Museum in St. Michaels, Maryland. With over 18 miles of shoreline along the Chesapeake Bay, the museum offers an array of interactive exhibits and hands-on activities that capture the diverse history of the area.

The museum provides an immersive experience of the life, heritage, and culture of the Chesapeake Bay area, allowing visitors to explore the maritime culture of a variety of different people, places, and events. There are a variety of exhibits highlighting the maritime heritage of the region including the works of artisans, boaters, and fishermen, as well as the history of the Bay.

Learn About Local History

Ready for a journey back in time? The Chesapeake Bay Maritime Museum in St. Michael’s, Maryland, is the perfect destination to learn about the region’s history. Spanning over eighteen acres and nine buildings, the museum is a great way to explore the area’s rich maritime heritage. In particular, visitors can delve into the history of the miles-long river that is the Chesapeake Bay. With interactive exhibits, historic artifacts, and educational programs, this museum gives an interesting insight into the area.

The museum is a great place to discover the stories of the past, from the earliest inhabitants over 11,000 years ago to the present day.

See the Boatbuilding Workshop

Stepping away from the museum exhibits, visitors can explore the boatbuilding workshop, located within the grounds of the Chesapeake Bay Maritime Museum in St. Michaels. Here, they can watch skilled craftsmen build boats from scratch using traditional tools and techniques. The workshop is a representation of the boatbuilding industry that has played an important role in the miles of river and the Chesapeake Bay that surrounds the Chesapeake Bay Maritime Museum.

The boatbuilding workshop has been in operation since 1998 and is open to the public. Visitors can see the craftsmen at work, breathing life into beautiful wooden vessels. From the early stages of the boatbuilding process to the last stages, visitors will experience the various processes and tools used to create these boats.

Enjoy the Outdoor Activities

For those looking to enjoy the great outdoors, there are plenty of activities to choose from. Go kayaking down a river and marvel at the nature around you. Hike the nature trails and experience a natural wonderland. Take a boat tour and explore the shoreline, discovering new sites. Biking is a great way to explore your surroundings, and hiking is an excellent way to get some exercise and find serenity. No matter what activity you choose, you’re sure to have a great time enjoying the outdoors!

Go Kayaking

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After taking in the sights at the Chesapeake Bay Maritime Museum, it’s time to get out on the water and explore the area. A great way to do this is to go kayaking. With a kayak, you can paddle your way through the calm waters of the bay, taking in the natural beauty that surrounds you. The sun sparkling on the surface of the water and the smell of salt in the air make this experience truly unforgettable.

Kayaking is not only a great way to take in the sights of the bay, but also to spot wildlife. Keep an eye out for bald eagles, ospreys, herons, and other aquatic birds. If you’re lucky, you may even spot some of the local dolphins and seals.

Hike the Nature Trails

After exploring the unique features of the Chesapeake Bay Maritime Museum, take the next step and explore the great outdoors! One of the best outdoor activities to enjoy in the area is hiking the nature trails. These trails provide an easy yet thrilling experience for all levels of hikers. Enjoy a leisurely stroll through the serene environment, marked with lush greenery and a variety of wildlife. The trails are well-maintained and offer clear instructions along the way. Whether you’re a beginner or an experienced hiker, you’ll be able to appreciate the beauty of nature. Along the trails, you’ll get an opportunity to spot several birds and animals, including bald eagles, foxes, and ospreys.

Boat Tours

After exploring the museum, why not take a boat tour of the Chesapeake Bay? Boat tours offer a unique perspective of the bay’s beauty, and provide an opportunity to discover its wildlife, many of which are not visible from land.

The tours are led by knowledgeable guides who can answer any questions and provide useful information. As you journey through the bay, you will experience a captivating view of the shoreline, and get a glimpse of the area’s rich history.

On a boat tour, you never know what you’re going to see. From majestic bald eagles and graceful osprey to playful seals and other aquatic creatures, the bay offers a delightful wildlife show that is sure to thrill and excite.

Explore the Shops and Restaurants

Explore the shops and restaurants of St. Michaels, and you will find something for everyone. Browse the quaint boutiques for Eastern Shore antiques, find a fresh Maryland Blue Crab at the seafood market, and be surrounded by the artwork of local artists. For the wine connoisseur, a visit to St. Michaels Winery is a must, where a variety of fine wines await. And for a delicious Sunday brunch, Ava’s Pizzeria & Wine Bar has delicious new American fare, including the freshest seafood.

Browse the Boutiques

From the outdoor activities to the quaint shops and restaurants, St. Michaels offers something for everyone. A perfect place to start is to browse the boutiques. From traditional Eastern Shore antiques to unique souvenirs, shoppers can find something to remind them of their time in St. Michaels. Delight in the fresh Maryland Blue Crab, as well as other delicious seafood, offered at the market. Enjoy a relaxing afternoon of fine wine tasting at St. Michaels Winery. Sample some of their award-winning reds, whites, and fruit wines. After a day of shopping, head over to Ava’s Pizzeria & Wine Bar for a delicious new American fare Sunday brunch.

Taste the Delicious Seafood

If you’re looking for something delicious to devour while exploring the Eastern Shore, look no further than the local seafood. From fresh Maryland blue crab to creamy oysters, the delicious seafood will tantalize your taste buds and leave you feeling satisfied. Whether you’re looking for a romantic dinner with a glass of fine wine or a casual lunch of fish tacos, you’ll find plenty of options to satisfy your cravings. Make sure to try the popular fried oyster sandwich; it’s a local favorite! Enjoy fresh seafood prepared in a variety of ways, from classic steamed crabs to mouthwatering seafood tacos. There’s something for everyone to enjoy! Plus, you can take home some of fresh Maryland blue crab to cook up at home.

Enjoy the Local Artwork

In addition to the outdoor activities and local shops and restaurants, St. Michaels offers art lovers the chance to explore and appreciate its local artwork. From contemporary pieces to eastern shore antiques, there is something for everyone to enjoy. Take a stroll down Talbot Street and you’ll be delighted by the many galleries and artisans. Plus, you can find unique pieces at the renowned Poplar Gallery, located in the heart of the town.

Stop by The Candleberry Gallery to find a unique selection of hand-crafted items, including jewelry, woodwork, and textiles. Or visit the Mason Bay Framing Gallery to explore fresh works of art from local artists.

Attend a Special Event

The Eastern Shore of Maryland is alive with special events throughout the year. From The Waterfowl Festival in November to The Midsummer Festival in June, there is something for everyone. Each event features a wide variety of activities, from live music to art exhibits. During The St. Michaels Beer and Wine Festival, sample local brews and wines, attend seminars on the brewing process, and savor delicious food trucks. Enjoy a day of fun at The Waterfowl Festival, which features a variety of outdoor activities such as hunting demonstrations, boat rides, and live wildlife shows.

The Waterfowl Festival

Transitioning to the topic of special events, The Waterfowl Festival in Easton is one of the most popular annual events in the area. Held in early November, it is a three-day celebration of the region’s waterfowl, wildlife, and culture, and is attended by thousands of people. Visitors can participate in a variety of activities such as watching wildlife demonstrations, attending workshops, exploring the exhibits, and participating in contests. There are also boat rides, music, and other entertainment.

The festival offers something for all ages, from children’s activities to seminars on wildlife conservation. The Waterfowl Festival also includes outdoor sporting events such as fly-fishing and kayaking.

The Midsummer Festival

Continuing to explore the area, the next experience to have is to attend one of the many special events taking place throughout the year. One of the highlights of the town is the Midsummer Festival. This annual event takes place in the middle of summer and celebrates the start of the vacation season. During this magical time, the town is filled with vibrant colors, music, art and joyous celebrations. The streets come alive with vendors selling handmade goods and artisans displaying their wares. Visitors can also enjoy a variety of live performances, food trucks, and local vendors. The atmosphere is energetic and fun, with people of all ages enjoying the festive atmosphere. It’s a chance to try new foods and drinks, explore the local culture, and make some wonderful memories.

The St. Michaels Beer and Wine Festival

From the quaint shops and restaurants of St. Michaels, visitors can also plan to attend one of the town’s special events. One of the most popular events is the St. Michaels Beer and Wine Festival, which is held annually on the first Saturday of August. The festival is a day of celebration, with live music, local food, and of course, beer and wine tastings. The festival is held at the St. Michaels harbor, where attendees can marvel at the beautiful view of the harbor and the classic boats that line the docks.

The St. Michaels Beer and Wine Festival offers visitors the chance to sample over 30 beers and 20 wines from local brewers and winemakers.

Visit the Wineries

Visiting the wineries is a wonderful way to experience the local culture. From tasting the aromatic wines to learning about the winemaking process, every aspect of the experience is unique and captivating.

The vineyard views are breathtaking, and the tastings are educational and enjoyable. Live music adds to the ambiance, making the evening even more special. Guests can enjoy the wines while strolling through the vineyards and listening to the melodies.

If you’re looking for a unique experience, then visit the wineries.

Taste the Local Wines

Moving beyond the special events, a visit to the wineries is an experience well worth exploring. To taste the local wines is a truly sublime experience, where one can sample the range of wines on offer in the region. From a crisp and summery white to a full-bodied and bold red, each sip can transport the taster to a paradise of flavor and aroma.

It is also a great chance to learn about the winemaking process and discover the secrets behind the making of a great wine. With guided tours of the vineyards and tastings led by experts, one can be sure of gaining an insight into the fascinating world of winemaking.

The views of the vineyards are also something to behold.

Learn About the Winemaking Process

Exploring the wineries is an educational and entertaining experience. Venture into the vineyards to delve into the intricate details of the winemaking process. Talk to the sommeliers and find out the grape varieties used and the different wine styles. Learn about the fermentation process, the barrel aging techniques, and how they come together to produce the unique and delicious flavors of the region.

For the connoisseur, the winemaking process is a captivating topic. Learn about the grape types and the soil the grapes are grown in and how that affects the taste. You can also find out about the different blends and how they are created.

Enjoy the Vineyard Views

Uncovering the beauty of vineyards, the next adventure on the list is to visit the wineries. Gazing out over the sprawling hills of grapevines, the vineyard views are something to be seen. Whether you’re looking out over the vastness of the countryside, or admiring the intricate designs of the vines, the sights of the vineyards are always breathtaking.

The sun shone on the vines with its golden rays, creating a gorgeous iridescence on the leaves. Every turn of the path reveals more of the vineyard’s beauty, from the perfectly pruned rows of vines to the rolling hills in the distance. The sights of the vineyards are truly one of a kind.

Take a Tour

Discover the hidden beauty of Brampton Inn and its surroundings with a tour. Explore its Historic Tour, uncover the secrets of its Boatbuilding Tour, and observe the natural wonders of its Wildlife Tour. Enjoy Wildlife Watching while admiring the picturesque views of the area. Experience a taste of the local lifestyle with Fishing, a fun activity that combines relaxation and adventure. So come and take a tour with Brampton Inn and create lasting memories.

The Historic Tour

After taking in the beauty of Maryland’s wineries, why not get an up-close look at some of its history? The Historic Tour of Brampton Inn offers an immersive experience, taking visitors back to the 18th century. Guests can explore the grounds of the Brampton Inn and become part of the living history of the area. A guide will lead the tour, sharing stories of the inn’s past, and describing the many artifacts and features that make the inn so unique. From the beautiful gardens to the historic buildings, visitors will be able to get a true sense of what life was like in the colonial era. This tour provides a chance to understand the area’s culture and heritage and will be an unforgettable experience that no one will soon forget.

The Boatbuilding Tour

After visiting the wineries, why not take a tour of the area? There are many tours available, including the Historic Tour, The Boatbuilding Tour, and The Wildlife Tour. One of the most popular tours is the Boatbuilding Tour. This tour takes you to the Brampton Inn, where visitors can watch experienced craftsmen build a wooden boat. The tour guides provide a detailed explanation of the boatbuilding process, from the selection of the wood to the design of the boat. Guests can watch as the craftsmen assemble the boat from start to finish. As the tour progresses, visitors learn the art of boatbuilding and the importance of the Brampton Inn in the local boatbuilding industry.

The Wildlife Tour

After indulging in the delightful tastes of the local wineries, why not take some time to explore the breathtaking nature that surrounds Brampton Inn? There’s no better place to start than with a guided wildlife tour of the area.

The wildlife tour takes guests on a journey through the forests of the surrounding area, giving them the opportunity to observe and learn about the local wildlife. Led by experienced guides, this tour is an excellent way to explore the region and discover its unique flora and fauna.

The tour starts with a visit to a local wildlife reservation, where guests can observe and learn about the animals and plants that call this area home.

Visit the Churches

A visit to the churches of Boston is a journey through centuries of history and faith. From the Old Trinity Episcopal Church, founded in 1697, to The Christ Church, a National Historic Landmark since 1960, to St. Luke’s Episcopal Church, established in 1872, to St. Peter’s Church, built in 1885, to St. Andrew’s Church, constructed in 1891, each of these churches stands as a testament to the strength of their congregations and the dedication of their members. Each of these churches offers a unique insight into the history and development of the faith in Boston.

The Old Trinity Episcopal Church

Next on your tour of churches is the Old Trinity Episcopal Church. Built-in the mid-18th century, the church stands as a beautiful reminder of the city’s colonial past. As you enter, you are greeted by its stunning neo-classical design. The impressive structure features towering walls, a soaring roof, and intricately designed columns. Inside the church, the décor is just as impressive. The walls are adorned with stunning stained glass windows, and the ceilings feature elaborate moldings and carvings. You can feel the deep religious history of the church, and you can’t help but feel a sense of awe and reverence. The Old Trinity Episcopal Church is truly a sight to behold.

The Christ Church

Continuing your tour, you come upon The Christ Church. Built-in 1712, it is one of the oldest churches in the city. The church is built in a traditional colonial style, with intricate brickwork and sandstone blocks. The roof is painted a deep forest green and lined with weathervanes. As you enter, you are met with a sense of awe. From the ornate stained glass windows to the powerful organ, the church is a sight to behold. The center of the church is dominated by a large marble altar, and the walls are adorned with paintings of religious figures. The atmosphere is calming and respectful. The Christ Church is a beautiful place to spend some time in prayer or contemplation.

The St. Luke’s Episcopal Church

Stepping away from the bustle of the town center, you come across a tranquil oasis; St. Luke’s Episcopal Church. Its gothic beauty is truly a sight to behold. Ivory-colored stone walls form a solid foundation for the exquisite stained glass windows. Towering high above, its spire reaches up to the sky.

Inside the church, the intricate details of its architecture are further revealed. Vaulted ceilings, finely carved wooden pews, and elaborate stone carvings fill the space with a sense of awe.

Enjoy the Nature Preserves

The Eastern Shore of Maryland offers a variety of outdoor adventures in its nature preserves. The St. Michaels Nature Preserve provides a tranquil setting full of wildlife and woodlands, perfect for a relaxing escape from the hustle and bustle of everyday life. The Chesapeake Bay National Estuarine Research Reserve is a perfect spot for hiking, with trails and boardwalks that lead to incredible views of the bay and its wildlife. The Chesapeake Bay Environmental Center has a variety of programs and activities, from bird watching to kayaking, and is an excellent choice for a day of educational exploration.

The St. Michaels Nature Preserve

Away from the hustle and bustle of the city, nature has been preserved in St. Michaels Nature Preserve. This serene nature reserve is home to a variety of wildlife, including red foxes, white-tailed deer, beavers, and river otters. The preserve also boasts a variety of plant life, such as sycamore trees, black walnut trees, and skunk cabbage.

The trails at the nature preserve are perfect for leisurely strolls to enjoy the sights, smells, and sounds of nature. There are also hiking and camping opportunities to explore the area further. The preserve is a great place for visitors to observe wildlife and take in the beauty of the natural world.

The Chesapeake Bay National Estuarine Research Reserve

After visiting the local churches, travelers can continue their tour of the area by exploring the natural wonders of the area. The Chesapeake Bay National Estuarine Research Reserve is a great destination to observe the vibrant life of the Chesapeake Bay region. This Reserve is a collection of protected islands, marshes, beaches, and open waters, all of which have been preserved from development and provides a great opportunity to observe the diverse wildlife of the area.

Visitors can take a kayak tour of the Reserve, learn about the ecology of the region, and spot abundant wildlife, such as bald eagles, osprey, and various species of waterfowl.

The Chesapeake Bay Environmental Center

After marveling at the breathtaking churches, take a break from the hustle and bustle of city life and explore the natural beauty of The St. Michaels Nature Preserve and nearby Chesapeake Bay National Estuarine Research Reserve. For an even more enriching experience, visit The Chesapeake Bay Environmental Center, which is located on a stunning 58-acre property with a ½ mile of waterfront.

The center offers interactive exhibits, programs, and a variety of activities for the whole family, providing an educational haven in the heart of nature. With the help of knowledgeable rangers, visitors can learn about the Chesapeake Bay’s delicate ecosystem and its significant role in our lives.


St. Michaels, Maryland is a beautiful destination filled with activities to keep everyone entertained. From the Chesapeake Bay Maritime Museum to the wineries and nature preserves, there’s something for everyone to enjoy. Whether it’s taking a tour, exploring the shops and restaurants, or attending a special event, it’s sure to be a memorable experience. With its stunning views and vibrant atmosphere, St. Michaels is the perfect place to make lasting memories.

@meta: Explore the picturesque harbor town of St. Michaels, Maryland. Find unique attractions, delicious eateries, and more!