St. Michaels, Maryland, is a charming town on the Eastern Shore. With its beautiful waterfront, historic buildings, and friendly atmosphere, it offers plenty of fun activities for everyone. Whether you love outdoor adventures, arts, or delicious food, there’s something for you here. St. Michaels is known for its sailing, unique shops, and tasty seafood, making it a perfect spot for a day trip or a weekend getaway.
Today, we will share some of the best things to do in St. Michaels. From boating on the Chesapeake Bay to visiting interesting museums, you’ll find lots of great options to keep you entertained. Get ready to enjoy all the wonderful experiences this lovely town has to offer!
Things To Do In St Michaels Md
1. Stroll through the quaint streets of Historic St. Michaels
Walking through the streets of Historic St. Michaels feels like stepping into a storybook. The charming architecture and well-preserved buildings tell tales of history. You can wander at your own pace, taking in the beautiful coastal scenery.
As you stroll, keep an eye out for colorful boutiques and local shops. They offer unique gifts and handmade crafts that showcase the local artistry. Don’t forget to snap a few photos of the picturesque waterfront views along the way!
The streets are lined with old trees and gardens, adding to the natural beauty of the area. You may also find benches where you can sit and relax. Enjoy the fresh air and watch the world go by in this serene environment.
The heart of the town often has local events, so check the schedule for any festivities. There might be live music or farmers’ markets to explore, adding excitement to your visit.
St. Michaels invites you to explore its history and charm. It’s a perfect spot for a leisurely day filled with exploration and discovery.
Address: Historic St. Michaels, MD 21663.
2. Visit the Chesapeake Bay Maritime Museum for local maritime history
The Chesapeake Bay Maritime Museum is a treasure trove for anyone interested in local maritime heritage. This museum showcases the rich history of the Chesapeake Bay and its significance to the community. Exhibits feature artifacts, photographs, and stories that bring the area’s maritime past to life.
One highlight is the range of historic boats on display, including skipjacks and other traditional vessels. You can even climb aboard some of these boats for a more immersive experience. The museum also offers interactive exhibits that engage visitors of all ages.
Throughout the year, the museum hosts workshops and events, making it a vibrant part of the community. You can learn skills like boat building or watch traditional craft demonstrations. It’s a chance to appreciate the craftsmanship and culture of the Bay’s heritage.
Don’t miss the chance to explore the museum’s surrounding waterfront. Beautiful views of the water complement the learning experience and create great photo opportunities. A visit here is not just educational, it’s truly enjoyable.
The Chesapeake Bay Maritime Museum serves as a cultural landmark. It deepens understanding of the maritime world and its importance to life in the Bay area.
Address: 213 N Talbot St, St. Michaels, MD 21663.
3. Take a scenic bike ride along the picturesque St. Michaels to Oxford trail
Grab your bike and hit the St. Michaels to Oxford trail for an unforgettable ride. This scenic path stretches about 10 miles, winding through beautiful landscapes. As you pedal along, you’ll be surrounded by lush fields, charming farms, and shimmering waters.
The easy terrain makes it accessible for all skill levels. You can ride at your own pace while taking in the peaceful surroundings. Along the way, there are plenty of spots to stop and rest, making it ideal for family outings.
The trail is also perfect for birdwatching. Keep your eyes peeled for local wildlife as you enjoy a ride through nature. The tranquil setting offers a great escape from everyday hustle and bustle.
Don’t forget to pack a picnic! There are lovely spots along the route where you can stop, relax, and enjoy your meal. Sharing good food with friends or family under a shady tree adds to the experience.
Cycling the St. Michaels to Oxford trail is a perfect day-out option for outdoor lovers. It combines exercise, nature, and adventure all in one delightful ride.
Address: St. Michaels to Oxford Trail, St. Michaels, MD 21663.
4. Enjoy fresh seafood at Gatsby’s Restaurant and Bar
Dine at Gatsby’s Restaurant and Bar for an exceptional culinary experience. Known for its fresh seafood, this local favorite delights diners with a menu full of flavorful options. The chefs use locally sourced ingredients, ensuring quality and freshness in every dish.
Settle into the inviting atmosphere, where the decor reflects the coastal charm of St. Michaels. You can sit inside or enjoy the outdoor patio for a scenic dining experience in warmer months. The views of the surrounding area add a special touch to your meal.
The menu features everything from crab cakes to lobster rolls, satisfying your seafood cravings. Don’t miss their signature dishes paired with seasonal sides for a true taste of the region. There’s also a great selection of cocktails and wines to complement your meal.
Gatsby’s brings a welcoming vibe, making it suitable for family gatherings or romantic dinners. The attentive staff ensures you have a delightful dining experience from start to finish.
Savoring a meal at Gatsby’s is a must among your St. Michaels adventures. It’s a perfect blend of delicious food and great atmosphere.
Address: 610 N Talbot St, St. Michaels, MD 21663.
5. Explore the stunning gardens at the St. Michaels Museum
Visit the St. Michaels Museum to experience its beautiful gardens and learn more about local history. Nestled in a charming setting, the museum features several themed gardens that showcase various plants and flowers native to the area. Each garden tells a story about the region’s natural beauty and biodiversity.
As you walk through the gardens, take the time to appreciate the beautiful landscaping and serene atmosphere. The museum’s dedication to preserving history is reflected not only in the exhibits inside but also in the lush green spaces outside.
The gardens often attract butterflies and birds, making it a delightful spot for nature lovers. Bring along your camera to capture the vibrant colors and serene landscape. It’s a great place for families and individuals to relax and unwind.
The museum also hosts seasonal events and workshops, providing visitors with an opportunity to engage with nature and history. Check their schedule for special programs focusing on gardening, history, and local lore.
Exploring the St. Michaels Museum gardens offers a peaceful experience that complements your visit to this historic town. It’s a beautiful escape into nature while learning about the past.
Address: 201 E. Chestnut St, St. Michaels, MD 21663.
6. Go on a leisurely boat tour of the Miles River
Embark on a leisurely boat tour of the Miles River for a different perspective of St. Michaels. This scenic river is known for its calm waters and stunning views. Climbing aboard a tour boat allows you to discover hidden gems you can only see from the water.
The experienced captains often share interesting stories about the area’s history and ecology. You’ll learn about local wildlife, the importance of the river, and fascinating anecdotes about the region. This adds great value to your experience while providing entertainment for both kids and adults.
The gentle breeze and the rhythm of the water make for a relaxing outing. Keep an eye out for wildlife, including various bird species, as you glide along the river. Nature lovers will find joy in the picturesque surroundings.
Many tour operators offer different types of boat tours, including sunset cruises, which are especially beautiful. The sight of the sun setting over the water creates a magical atmosphere that you won’t forget.
A boat tour on the Miles River offers a refreshing way to connect with nature and enjoy the charm of St. Michaels from a unique vantage point.
Address: Various operators available in St. Michaels, MD 21663.
7. Visit the local boutiques and shops in the charming downtown area
A trip to St. Michaels wouldn’t be complete without exploring its charming downtown area filled with local boutiques and shops. This vibrant hub features a mix of coffee shops, gift stores, and art galleries. Each shop offers something unique, making it fun to browse.
You can find anything from handmade crafts and beautiful home decor to local produce and gourmet foods. Many stores showcase the work of local artisans, providing you with the chance to take home a piece of St. Michaels’ creativity.
As you wander through the streets, enjoy the friendly atmosphere and welcoming smiles from shop owners. Many boutiques have lovely outdoor displays and comfortable spaces to explore. You’ll feel the community spirit as you shop and explore.
Consider picking up a souvenir to remember your trip or a gift for someone special. The local boutiques often have one-of-a-kind items that you won’t find anywhere else.
The charming downtown area of St. Michaels is perfect for a leisurely afternoon. Shopping here offers a delightful way to experience the local culture and creativity.
Address: Talbot St, St. Michaels, MD 21663.
8. Sample wines at the St. Michaels Winery
Visit the St. Michaels Winery for a delightful afternoon of wine tasting. This local winery specializes in producing a variety of handcrafted wines. The tasting room provides a warm and welcoming atmosphere, perfect for guests to explore the unique flavors of local wines.
You can sample a selection of whites, reds, and sweet wines. The knowledgeable staff is eager to share information about the winemaking process and the different varietals produced. You’ll gain insight into what makes St. Michaels Winery unique.
The winery also hosts seasonal events, live music, and food pairings. Enjoying a glass of wine while listening to music creates a memorable experience to cherish. Consider attending one of their events, as it adds fun to your visit.
Don’t forget to take home a bottle or two! The wines make excellent gifts or a nice treat for yourself. The winery’s picturesque setting adds to the overall charm of your visit.
Sampling wines at St. Michaels Winery is more than just a tasting—it’s a delightful experience that reflects the local grape-growing culture. Cheers to a perfect visit!
Address: 605 E. Cherry St, St. Michaels, MD 21663.
9. Discover local art at the Newell Design Gallery
Art enthusiasts will love a visit to the Newell Design Gallery in St. Michaels. This gallery showcases exceptional work from local artists in various mediums, including paintings, sculptures, and photography. Each piece reflects the beauty of the area and the creativity of the artists.
Browsing the gallery allows you to appreciate the talent and imagination of local creators. The friendly staff is always available to provide insights into the artwork and the artists behind them. You can even find unique pieces to take home as a memory of your visit.
The gallery often holds special events and exhibitions, making it a vibrant part of the artistic community. Check their schedule for openings or artist talks that might coincide with your visit.
Every corner of the gallery presents another opportunity for discovery. The variety of styles and themes means there’s something for everyone, whether you’re an art lover or just exploring.
A visit to the Newell Design Gallery nurtures your creativity and appreciation for local art. It embodies the cultural essence of St. Michaels, making it a must-see destination.
Address: 207 S. Talbot St, St. Michaels, MD 21663.
10. Experience nature at the Pickering Creek Audubon Center
Experience the beauty of the outdoors at the Pickering Creek Audubon Center. This nature preserve offers various trails for hiking and exploring. You’ll find scenic routes that wind through beautiful landscapes and wetlands, perfect for birdwatching and observing wildlife.
The center is dedicated to conservation and education. You can learn about local ecosystems and the importance of protecting them. Visit the center’s exhibits to gain insights into the flora and fauna of the area.
Birdwatchers will delight in spotting various species that call this area home. The peaceful ambiance and stunning views provide a retreat into nature away from daily life.
The center also offers programs and activities throughout the year. From guided walks to workshops, there’s something for nature lovers of all ages. Engaging with nature fosters a deeper understanding and appreciation for the environment.
At Pickering Creek, you can immerse yourself in the natural world while enjoying quality time with family or friends. It’s a perfect spot for outdoor enthusiasts and a great place to connect with nature.
Address: 11450 Audubon Ln, Easton, MD 21601.
11. Attend a performance at the humor-filled St. Michaels Playhouse
The St. Michaels Playhouse is a delightful venue for entertainment. Known for its humor-filled performances, this theater promises a night full of laughter and enjoyment. You can catch various plays and shows throughout the season, featuring local talent.
The intimate setting allows you to feel connected to the performance. Each production offers a blend of comedy and drama, ensuring there’s something for everyone. Be prepared for a night filled with charm and laughter.
Purchase tickets in advance, as popular shows can sell out quickly. The theater atmosphere is warm and inviting, setting the stage for a memorable evening.
While attending a performance, consider exploring the surrounding area for dining options. Many nearby restaurants offer pre-show dining experiences, allowing you to make a full night out of your visit.
St. Michaels Playhouse is more than just a theater; it’s a community hub for creativity and expression. Make it part of your St. Michaels itinerary for an entertaining experience.
Address: 209 N. Talbot St, St. Michaels, MD 21663.
12. Relish in homemade ice cream at the local ice cream parlor, DQ Grill & Chill
No visit to St. Michaels is complete without a trip to the local ice cream parlor, DQ Grill & Chill. Known for its creamy, homemade ice cream, you’ll find a variety of delicious flavors to choose from. Whether you prefer classic vanilla or adventurous options, there’s something for every palate.
The parlor has a delightful atmosphere, making it an enjoyable stop for families and friends. Grab your ice cream and enjoy it outside, soaking in the charming sights of St. Michaels. Plus, DQ offers savory food options for those looking to satisfy a full meal, making it a great stop before or after your fun day.
Don’t forget to try their seasonal flavors and special treats, which change throughout the year. Each visit brings new flavors to explore and enjoy. It’s a sweet way to end your day in this lovely town.
Besides the delicious offerings, the friendly staff adds to the overall experience, ensuring you leave with a smile. Treat yourself to a scoop or two for a delightful treat after a busy day of exploring.
Relishing ice cream at DQ Grill & Chill is a fun and tasty way to connect with the local vibe of St. Michaels. It’s a must-visit destination for ice cream lovers!
Address: 103 S. Talbot St, St. Michaels, MD 21663.
13. Spend a day at the Beaches of St. Michaels, perfect for picnicking and relaxation
Spend a day at the Beaches of St. Michaels for some sun and relaxation! These sandy shores provide a perfect getaway where families and friends can enjoy the outdoors. Pack a picnic to enjoy on the beach; there are plenty of shaded areas to sit and savor your meal.
The beautiful views of the Chesapeake Bay create a picturesque setting. You can bring along games, such as beach volleyball or frisbee, for some fun in the sun. There’s enough room for everyone to find a spot to unwind or play.
As you relax on the beach, take a moment to enjoy the gentle sound of the waves and the fresh, salty air. The beach is an excellent place for swimming or simply dipping your toes in the water to cool off.
Children will enjoy building sandcastles while adults can take in the scenery. Bring along a book or some beach chairs to lounge in comfort. This beach day provides a great opportunity to disconnect and enjoy each other’s company.
Spending time at the Beaches of St. Michaels is a fabulous way to enjoy a beautiful day outdoors while creating lasting memories with your loved ones.
Address: Beaches of St. Michaels, MD 21663.
14. Take a guided kayak tour to observe local wildlife
Experience the beauty of St. Michaels from the water by taking a guided kayak tour. This adventure provides a unique opportunity to explore the local waterways while observing diverse wildlife in their natural habitats. You may spot herons, ospreys, and other birds as you paddle along.
The tours are guided by skilled professionals who know the area well. They share fascinating insights about the ecosystem and wildlife that inhabit these waters. This keeps you informed and enhances your appreciation for the natural world.
The calm waters make kayaking suitable for beginners. Most tours include all necessary equipment, so you can simply show up and get ready for a great time. Feel the thrill of gliding across the water while soaking in the beautiful landscapes around you.
These tours also provide an excellent chance to connect with friends or family while enjoying the great outdoors. Whether you’re a seasoned paddler or trying it for the first time, it’s an enjoyable experience.
Taking a guided kayak tour is an extraordinary way to appreciate the local wildlife and tranquility of St. Michaels from a unique perspective. Don’t miss this chance for adventure!
Address: Various operators available in St. Michaels, MD 21663.
15. Visit the Bay Hundred Community Center for local events and activities
The Bay Hundred Community Center is the heartbeat of local activities in St. Michaels. This community hub hosts various events and programs aimed at bringing people together. Whether you’re a resident or a visitor, there’s likely something happening during your stay.
Check out the schedule for events ranging from art shows to farmer markets. You may also find fitness classes or workshops focused on crafts and hobbies that interest you. It’s a great way to meet locals and immerse yourself in the community culture.
The center also offers facilities for gatherings, providing a welcoming space for various events. Regular community meetings take place, fostering connectivity and collaboration among residents.
Families with children will appreciate the variety of activities designed for all ages. Watch for seasonal festivals that take place in the community, bringing special celebrations to life.
A visit to the Bay Hundred Community Center adds a unique dimension to your St. Michaels experience. Engaging in local events enriches your understanding of the town’s culture and community spirit.
Address: 407 W. Chew Ave St. Michaels, MD 21663.
16. Explore the unique exhibits at the St. Michaels Historic Museum
The St. Michaels Historic Museum invites you to dive into the rich history of the area. This charming museum features unique exhibits showcasing various facets of local life, including maritime history and cultural heritage. It’s a perfect stop for history buffs and curious visitors alike.
As you walk through the museum, you’ll see artifacts, photographs, and documents that tell the story of St. Michaels. The displays are thoughtfully arranged to provide context and insight into the town’s past. The locals’ stories shared through exhibits add a personal touch to the history.
Guided tours are often available, allowing visitors to learn from knowledgeable staff. They can offer interesting anecdotes and answer any questions you may have along the way. This makes your visit more engaging and informative.
Families can enjoy specific activities designed for kids, making it a great stop for visitors of all ages. The educational experience fosters a deeper connection to the area and its community.
Exploring the St. Michaels Historic Museum is a fantastic way to appreciate the heritage and history of this charming town. It highlights the spirit of St. Michaels at its best.
Address: 201 E. Chestnut St, St. Michaels, MD 21663.
17. Enjoy a sunset cruise on the Chesapeake Bay
Indulge in a magical experience by booking a sunset cruise on the Chesapeake Bay. Watching the sun dip below the horizon is something special, and you can do just that while enjoying the serene waters. The vibrant colors reflecting on the water create a breathtaking scene.
Many operators offer sunset cruises that provide a relaxing atmosphere. You can sit back, enjoy the gentle breeze, and take in the beauty surrounding you. Thoughtful narration by the crew adds insights about the Bay’s ecology and history.
This experience is also great for romantic getaways or special celebrations. There’s nothing quite like sharing a sunset with loved ones as the day ends. Bring a picnic or enjoy refreshments offered on board while you relax and take in the views.
Whether you’re a local or a visitor, a sunset cruise allows you to see St. Michaels from a unique perspective. It’s an enjoyable way to appreciate the beauty of the Chesapeake Bay while creating lasting memories.
Don’t miss this chance to conclude your day with a spectacular sunset on the bay. It’s the highlight that wraps your St. Michaels adventure beautifully.
Address: Various operators available in St. Michaels, MD 21663.
18. Check out the local Farmers Market for fresh produce and artisan goods
Visit the local Farmers Market in St. Michaels to experience the charm of community shopping. The market offers fresh produce, locally sourced goods, handmade crafts, and delicious food that bring together the flavors of the region. You’ll find a vibrant selection that reflects the agricultural bounty of the area.
Strolling through the market, you can chat with farmers and artisans, learn about their products, and discover new favorites. Try delicious samples offered by vendors, which adds to the fun of exploring. It’s a great way to spend a morning or afternoon immersing yourself in local culture.
The market often features live music and events, creating a lively atmosphere. Bring your reusable bags and stock up on fresh fruits, vegetables, and other goodies to enjoy through your stay.
Family-friendly activities and children’s zones make it an enjoyable stop for all ages. It’s a perfect opportunity to get young ones excited about healthy eating and support local businesses at the same time.
Attending the Farmers Market is a delightful experience that resonates with the community spirit of St. Michaels. Enjoying the local flavors connects you deeper with the essence of the town.
Address: 300 N. Talbot St, St. Michaels, MD 21663.
19. Participate in a crab-catching expedition on the Bay
Experience the thrill of the Chesapeake Bay by joining a crab-catching expedition. This fun and interactive activity allows you to learn about the art of crabbing while enjoying the beautiful waters. Guided by local experts, you’ll gain insights into the best techniques and practices used for catching these delicious crustaceans.
During the expedition, you’ll head out on the water, dropping crab traps and exploring the bay. It’s a hands-on experience where you can actively participate and understand local marine ecology. It’s entertaining and educational, suitable for families and individuals alike.
Locals often enjoy friendly competition as they race to catch the most crabs. It adds a fun element to the adventure! Whether you’re a beginner or experienced, the guides offer assistance to ensure an enjoyable time.
At the end of your adventure, savor the delicious crabs you’ve caught and perhaps enjoy a meal featuring your catch. Immersing yourself in this unique local tradition is a highlight of your St. Michaels visit.
Joining a crab-catching expedition is an exciting way to explore the waters of the Chesapeake Bay while immersing yourself in local culture. It’s not just about crabbing; it’s about making memories.
Address: Various operators available in St. Michaels, MD 21663.
20. Relax with a spa day at a local wellness center
Indulge in some well-deserved pampering with a spa day at a local wellness center. St. Michaels offers various options where you can unwind and rejuvenate. Enjoy relaxing massages, facials, and body treatments designed to melt away stress and leave you feeling refreshed.
The skilled professionals at local spas focus on using natural and organic products, ensuring a holistic approach to wellness. You can choose from a range of services, including aromatherapy and reflexology, to elevate your relaxation experience.
Many wellness centers provide a serene atmosphere with soothing decor and tranquil music. This peaceful environment encourages you to disconnect and focus on self-care. Take your time to enjoy the amenities, such as saunas or relaxation lounges.
After a day of pampering, you’ll emerge feeling revitalized and ready to continue your St. Michaels journey. A spa day is an ideal way to take care of yourself during your travels.
Relaxing at a local wellness center adds a lovely touch to your trip, marrying relaxation and rejuvenation in this charming coastal town.
Address: Various centers available in St. Michaels, MD 21663.
Final Thoughts
St. Michaels, Maryland, encompasses a blend of charm, adventure, and relaxation. From stunning waterfront views to engaging local activities, there’s something for everyone to enjoy. Whether you are exploring quaint streets, indulging in local cuisine, or reconnecting with nature, every visit brings new memorable experiences. St. Michaels invites you to slow down, explore at your own pace, and soak in the beauty of its surroundings. If you’re looking for more fabulous destinations, check out the delightful things to do in North East, MD or plan a fun-filled trip to explore things to do in Buffalo next weekend. The memories made here will surely draw you back to this delightful coastal town time and time again.