25 Best & Fun Things To Do In St Michaels Md

Address: Hooper Strait Lighthouse, St Michaels, MD 21663.

3. Take a Scenic Boat Tour with Patriot Cruises

Patriot Cruises offers unforgettable scenic boat tours on the Miles River. These adventures allow you to explore the beauty of the Chesapeake Bay from the water. As you glide along the river, the expert crew provides entertaining narration about local history and wildlife.

Be on the lookout for various birds and marine life as you cruise. You might spot herons, eagles, and even playful dolphins in the distance. The tours often vary in length, allowing you to choose the experience that suits your schedule best.

The comfortable seating and open-air design make for a relaxing outing. Taking in the fresh air and natural beauty while onboard is a delightful experience. Some cruises even offer sunset sails, which showcase vibrant colors illuminating the sky.

It’s a perfect way to unwind and take beautiful photos. Don’t forget to bring your camera to capture the picturesque views and memories. Many visitors find that being on the water is a highlight of their trip to St. Michaels.

Consider booking your tickets ahead of time, especially during busy seasons. A scenic boat tour with Patriot Cruises is an exciting addition to any St. Michaels itinerary.

Address: 317 Thames St, St Michaels, MD 21663.

4. Go Kayaking or Paddleboarding

St. Michaels offers excellent opportunities for kayaking and paddleboarding. Exploring the local creeks and rivers is a fantastic way to connect with nature. The calm waters make it perfect for beginners and experienced paddlers alike.

Rentals are available at multiple locations, providing you with all the necessary gear. You can choose between guided tours or venturing out on your own. Kayaking allows for a close look at the beautiful scenery, including lush shorelines and vibrant wildlife.

Be on the lookout for local birds and marine life as you paddle along. The quiet environment lets you enjoy the soothing sounds of nature, creating a peaceful experience. Many find this to be a fantastic way to relax and unwind.

As you navigate through the waterways, you may also discover hidden gems like secluded beaches. Some areas provide picnic spots for you to enjoy a well-deserved snack after your adventure. It’s a great way to spend the day with family or friends.

Whether you’re floating peacefully or seeking an adrenaline rush, kayaking or paddleboarding in St. Michaels is sure to be a fun activity.

Address: Various rental locations in St. Michaels.

5. Stroll Through Historic Downtown St. Michaels

Taking a stroll through historic downtown St. Michaels is like stepping back in time. The charming streets are lined with unique shops, galleries, and cafes. Each building has its own character, adding to the quaint atmosphere of the town.

As you explore, make sure to stop by the local boutiques. You’ll find everything from hand-crafted jewelry to specialty foods. Many shops showcase works by local artisans, making it a great place to find memorable souvenirs.

Don’t forget to check out the art galleries scattered throughout the area. They feature works from the St. Michaels Art League and other talented artists. It’s a wonderful opportunity to appreciate the local art scene.

While wandering, you can also enjoy delightful coffee shops and restaurants. These venues are perfect for a quick snack or sitting down for a leisurely meal. The waterfront views from some of these establishments enhance your dining experience.

Historic downtown St. Michaels is vibrant and welcoming, making it fun for visitors of all ages. So take your time and soak in all the sights and sounds during your visit.

Address: Main Street, St Michaels, MD 21663.

6. Wine Tasting at Saint Michaels Winery

Visit Saint Michaels Winery for an enjoyable wine tasting experience. Located in the heart of St. Michaels, this charming winery produces a variety of local wines. The peaceful setting makes it an ideal spot for relaxing with friends or loved ones.

During your visit, you can sample a selection of wines that showcase the unique flavors of Maryland’s Eastern Shore. The staff is knowledgeable and eager to share the story behind each bottle. They will guide you through the tasting process, making it a fun and educational experience.

In addition to wine tastings, the winery often hosts events and live music. Keeping an eye on their schedule is a great way to enjoy special gatherings. Check out their outdoor space, where guests can soak in the beautiful surroundings while sipping their wine.

Whether you’re a wine enthusiast or a casual taster, Saint Michaels Winery offers something for everyone. You may even discover your new favorite wine to take home.

Make it a point to visit during your trip to St. Michaels. It’s a delightful stop that adds a sophisticated touch to your adventure.

Address: 605 S Talbot St, St Michaels, MD 21663.

7. Visit LYON Rum Distillery

Experience the local distillery culture at LYON Rum Distillery. This family-owned establishment specializes in crafting high-quality rum using traditional methods. Guests are welcome for tours and tastings, making it a fun outing for adults.

During your visit, you can learn about the rum-making process from the experts. The guided tours offer insights into the ingredients and techniques used to create their unique flavors. You may even see the production process in action!

After the tour, indulge in a tasting session. Sample a variety of rums and discover their distinct profiles. Each spirit is thoughtfully crafted to enhance your experience. The knowledgeable staff will happily share pairing suggestions and cocktail recipes.

LYON Rum Distillery also has a cozy tasting room. It’s a great space to relax with friends while enjoying your favorite rum. Don’t forget to check out their merchandise; you might want to take home a bottle or two.

A visit to the distillery is a unique way to taste local craft spirits while learning about the art of distilling. It’s an enjoyable addition to any trip to St. Michaels.

Address: 20630 Wye River Rd, Wye Mills, MD 21679.

8. Dine at Foxy’s Harbor Grille

Foxy’s Harbor Grille is the perfect place to enjoy a delicious meal with waterfront views. This lively restaurant specializes in fresh seafood and classic American dishes. The inviting atmosphere makes it an ideal spot for family dinners or casual outings with friends.

As you settle in, take a moment to peruse the menu. You’ll find a variety of tasty options, from crab cakes to juicy burgers. The daily specials add an exciting twist to the dining experience.

Dining outdoors on the deck is a must during warm weather months. Enjoy the gentle breeze while watching boats sail by on the river. This outdoor space creates a picturesque backdrop for enjoying your meal.

The friendly staff enhances the overall experience. They are attentive, ensuring you have everything you need for a delightful dining experience. Don’t forget to order a drink from their extensive bar menu to complement your meal.

A visit to Foxy’s Harbor Grille is not just about the food; it’s about the atmosphere and community vibe as well. It’s a wonderful addition to your St. Michaels itinerary.

Address: 213 N Talbot St, St Michaels, MD 21663.

9. Savor a Meal at The Crab Claw Restaurant

The Crab Claw Restaurant is another iconic dining spot in St. Michaels. Known for its famous crab dishes, this waterfront eatery invites you to indulge in delicious seafood! Their crabs are fresh from the bay, caught daily to ensure the best quality.

While dining, enjoy scenic views of the harbor from your table. The charming décor creates a relaxed and welcoming environment, perfect for enjoying a meal. You can choose to sit in the comfortable inside dining area or outside on the patio.

Start your meal with their popular crab soup or crab cakes, highly recommended by visitors. For the main course, you can select from a range of crab-centric options, including steamed crabs. You can pair your dish with a selection from their extensive wine list.

The restaurant also serves a variety of other seafood and chicken dishes to satisfy everyone’s appetite. The friendly service will make your dining experience even more enjoyable.

If you’re looking for a quintessential Maryland seafood experience, The Crab Claw Restaurant should be on your list. Enjoy the flavors of the Chesapeake Bay while savoring the beautiful views.

Address: 304 Mill St, St Michaels, MD 21663.

10. Check Out the Local Art Scene

St. Michaels has a thriving local art scene that is waiting to be explored. Art enthusiasts will find galleries showcasing the works of talented regional artists. Whether you prefer paintings, sculptures, or mixed media, there’s something to interest everyone.

Wander through the various galleries and studios in the area. Each location presents a unique atmosphere and selection of art. You’ll have the chance to meet local artists and learn more about their creative processes. Many galleries also host special events and exhibitions throughout the year, further enriching the community art culture.

Some venues even offer art classes and workshops. This is a fun opportunity to explore your creative side. Look for promotional events that help foster a sense of community and appreciation for the arts.

If you’re interested in purchasing a unique piece to take home, many artists sell their work. Supporting local artisans helps sustain the art community in St. Michaels.

Taking time to explore the local art scene is a delightful way to experience the culture of St. Michaels. You’ll leave with unique insights, stories, and maybe even a piece of art to remember your visit by.

Address: Various galleries in St. Michaels.

11. Attend the Annual Seaglass Festival

The Annual Seaglass Festival is a delightful event held in St. Michaels every May. This unique celebration focuses on seaglass and beachcombing, attracting enthusiasts from near and far. The festival usually features local artisans showcasing their creations made from beautiful pieces of seaglass.

Visitors can enjoy demos and workshops throughout the event. Learning how to craft jewelry or other art pieces from seaglass is a fun way to get involved. Activities cater to all ages, making it a perfect family outing.

Additionally, there are tents filled with local vendors selling various goods. You can find everything from handmade crafts to delicious treats. Local food trucks often join the festival, providing tasty snacks to munch on while exploring.

Live music and entertainment create a lively atmosphere for festival-goers. It’s a great way to enjoy the beautiful spring weather while connecting with the community.

Participating in the Annual Seaglass Festival is a memorable way to experience the charm of St. Michaels. It celebrates creativity and community while highlighting the beauty of seaglass.

Address: 300 E Chew Ave, St Michaels, MD 21663.

12. Visit the St. Michaels Museum

The St. Michaels Museum offers a deep dive into the town’s history and culture. Situated in the heart of St. Michaels, this museum showcases the rich maritime heritage of the area. It features various exhibits displaying local artifacts, photographs, and stories from the past.

Explore the preserved buildings on-site to see how life was lived in the region decades ago. The museum includes a schoolhouse, a blacksmith shop, and a waterman’s shack. These structures provide interactive elements that help visitors understand the history of St. Michaels better.

Guided tours are often available, offering insightful narratives about the exhibits. The knowledgeable staff is enthusiastic about sharing fascinating stories that bring history to life. The museum also hosts special events throughout the year that further celebrate local culture and heritage.

Make sure to allow time for browsing the gift shop. You can find local crafts, books, and souvenirs that represent the rich history of St. Michaels. Purchasing items from the gift shop helps support the museum’s mission.

A visit to the St. Michaels Museum is both educational and enjoyable, making it a must-see during your trip.

Address: 201 E. Chestnut St, St Michaels, MD 21663.

13. Relax at the St. Michaels Community Center

The St. Michaels Community Center is a hub for local events and activities. Located centrally in town, it offers a welcoming space for families and individuals. The center hosts various programs that cater to different interests and age groups.

Check their event calendar for classes, workshops, and community gatherings. You may find yoga sessions, fitness classes, or art workshops to participate in. These activities are designed to be both fun and engaging, bringing residents and visitors together.

The community center often hosts seasonal events, such as holiday parties or summer picnics. It’s a great place to connect with locals and make new friends during your visit. Families can enjoy a range of activities suitable for children and adults alike.

Equipped with meeting rooms and recreational areas, the center enables people to enjoy a variety of activities. Consider attending a local gathering or simply relaxing in the common areas. It’s a friendly environment where everyone feels welcome.

Spending time at the St. Michaels Community Center is a wonderful way to immerse yourself in the local culture and community spirit. Don’t miss out on everything it has to offer!

Address: 103 E Chestnut St, St Michaels, MD 21663.

14. Take a Walking Tour of Local Historic Homes

Exploring St. Michaels by taking a walking tour of its historic homes is a delightful experience. Many of these charming houses date back to the 18th and 19th centuries. Each home features distinct architectural details that reflect the town’s rich history.

Guided tours are available to help you discover the stories behind these historic homes. Knowledgeable guides share interesting anecdotes about the people who lived there and their contributions to the community. Groups of friends or family can stroll together and enjoy learning more about the area.

As you walk, take time to admire the beautiful gardens and landscaping surrounding the homes. The lush greenery adds character to the historical charm of St. Michaels. Don’t forget your camera; the picturesque streets provide fantastic photo opportunities!

Touring on your own is also possible, as maps are available to help you navigate. This allows for a leisurely pace and the chance to explore at your own convenience. You can stop for snacks or coffee along the way at one of the local shops.

A walking tour of local historic homes is a unique and enriching way to connect with St. Michaels’ past while enjoying its lovely, scenic environment.

Address: Various locations in St. Michaels.

15. Go Fishing or Crabbing on the Chesapeake Bay

Fishing or crabbing in the Chesapeake Bay is an exciting adventure. St. Michaels provides an excellent base for these activities. You can fish from the shore, rent a small boat, or join a guided fishing tour.

If you’re crabbing, multi-hour trips are available to show you the best spots to find delicious crabs. Local guides share their knowledge of the best times and methods, ensuring you have a successful outing. The thrill of catching your own crabs is an enjoyable experience.

All necessary equipment can be rented in town, so you don’t need to bring your own gear. The local shops can also provide bait and advice on where to cast your lines. It’s a great way for families to bond while enjoying the outdoors.

Make sure to check local regulations regarding fishing and crabbing limits in the bay. This helps to protect the natural resources and ensure a sustainable environment.

Whether you’re an experienced angler or trying it for the first time, capturing the local wildlife is thrilling. Generating memories while fishing or crabbing adds to your fantastic adventure in St. Michaels.

Address: Various rental and tour locations in St. Michaels.

16. Experience the Annual Oysterfest

The Annual Oysterfest in St. Michaels is a highlight event every fall. This lively festival celebrates the beloved oyster and its significance to the region. Visitors can enjoy various oyster dishes, from raw to fried and everything in between!

Local restaurants set up booths featuring their best oyster recipes. Each vendor shares their culinary talents, ensuring a diverse selection for everyone to enjoy. Besides oysters, there are also non-seafood offerings and plenty of drinks to complement the meals.

Music and entertainment abound at the festival, creating a warm and festive atmosphere. Live bands perform throughout the event, making it a fun outing for friends and families. You can dance, mingle, and soak in the joyful vibes.

In addition to great food and music, the festival promotes local artisans and vendors. You’ll find unique crafts and souvenirs crafted by local artisans. Supporting these vendors helps preserve the community culture and connects you with the region.

The Annual Oysterfest is more than just food; it’s a celebration of community and tradition. Don’t miss this vibrant event during your visit to St. Michaels!

Address: 300 E Chew Ave, St Michaels, MD 21663.

17. Explore the Beauty of the Eastern Shore Bike Trail

The Eastern Shore Bike Trail offers stunning views and a picturesque ride through St. Michaels. This trail is perfect for cyclists of all skill levels. The flat terrain ensures that both beginners and experienced bikers can enjoy the scenery.

Biking along the trail lets you immerse yourself in the lush landscape. You’ll pass through charming neighborhoods, scenic waterways, and thick forests. The fresh air and serene surroundings create a pleasant biking experience.

Make sure to pack your camera to capture the beautiful sights along the way. Each bend in the trail presents new views that showcase the natural beauty of Maryland’s Eastern Shore. You might even spot local wildlife like deer and various bird species!

For those without bikes, rentals are available in town. It’s an easy way to get on the trail and enjoy the beauty of the area. The bike trail is also a fantastic way to enjoy a family day out.

Riding the Eastern Shore Bike Trail is a fun and healthy way to explore St. Michaels. It’s an adventure that showcases the captivating landscape of the region.

Address: Various starting points in St. Michaels.

18. Go Birdwatching at Nearby Blackwater National Wildlife Refuge

If you love nature, Blackwater National Wildlife Refuge is a fantastic destination for birdwatching. Located a short drive from St. Michaels, this refuge is home to numerous bird species throughout the year. It’s a bird lover’s paradise, especially during migration seasons.

The refuge has several trails and observation points that make birdwatching easy and enjoyable. Grab your binoculars and see the variety of birds in their natural habitat. Common sightings include eagles, herons, and ducks, among many others.

Many visitors participate in guided birdwatching tours to enhance their experience. Knowledgeable naturalists lead these tours, sharing interesting facts about the birds and their behaviors. It’s a fun way to connect with nature and learn something new.

In addition to birdwatching, the refuge offers stunning views of wetlands and beautiful landscapes. The peaceful environment encourages relaxation and contemplation. Hiking through the refuge allows you to appreciate the area’s serene beauty.

Whether you are an avid birdwatcher or just love the outdoors, Blackwater National Wildlife Refuge should be on your itinerary when visiting St. Michaels. It’s a delightful escape into nature!

Address: 2145 Key Wallace Dr, Cambridge, MD 21613.

19. Visit the Local Farmers’ Market

The local farmers’ market in St. Michaels is a delightful way to connect with the community. Typically held weekly from spring to fall, the market features fresh produce, artisan goods, and local crafts. Visiting the farmers’ market is a great way to sample the region’s finest offerings.

As you browse the stalls, you’ll find a variety of fresh fruits and vegetables sourced directly from local farmers. Many vendors also offer homemade items like jams, baked goods, and handcrafted cheeses. Finding unique treats to take home makes your visit even more special!

The vibrant atmosphere is filled with friendly faces. Engaging with local producers gives insight into the community’s agricultural efforts. It’s a great place to learn more about sustainable practices and support local economies.

Live music and entertainment often accompany the market, providing a lively backdrop. Families can enjoy activities while sampling well-prepared foods. Taking part in this community event is a fun way to spend your morning or afternoon.

If your visit coincides with the market’s schedule, don’t miss this opportunity. It’s a delightful way to gather farm-fresh produce and immerse yourself in local culture.

Address: 300 E Chew Ave, St Michaels, MD 21663.

20. Explore St. Michaels’ Historical Shipyards

St. Michaels has a rich maritime history, and exploring its historic shipyards is a wonderful experience. The shipyards reflect the area’s nautical roots and craftsmanship. Guided tours allow visitors to learn about the boat-building processes and techniques used in traditional shipbuilding.

As you wander through the shipyards, you’ll see vessels in various stages of restoration. Watching skilled craftsmen at work is truly fascinating. Many artisans are happy to share their knowledge and stories, making it an enriching experience.

Additionally, the shipyards often host events showcasing their craftsmanship. Various activities celebrate the local boat-building culture, where you can see unique designs and innovations. These events may include demonstrations and workshops, giving visitors a chance to actively engage.

Exploring the historical shipyards allows you to appreciate not just the boats but also the craftsmanship. The stories of shipbuilders connect visitors to the maritime legacy of St. Michaels. The area’s shipyards reflect its historical and cultural significance.

Visiting the shipyards is an enlightening way to understand the heritage of St. Michaels. It’s a must-see for maritime enthusiasts and anyone curious about local craftsmanship.

Address: Various locations in St. Michaels.

21. Enjoy a Sunset Sail on the Selina II

Set sail on the Selina II for a breathtaking sunset experience on the Chesapeake Bay. This classic sailing vessel provides a serene setting for couples, families, and anyone looking to enjoy the beauty of the water as the sun sets. The gentle breeze and calming waves create a relaxing atmosphere.

During your sail, the captain shares interesting details about the local area and its history. As the sun dips below the horizon, the sky transforms into beautiful shades of orange and pink. It’s a perfect moment for photographs, capturing the essence of St. Michaels.

The Selina II offers both private and group sailing opportunities, making it versatile for various occasions. Whether it’s a romantic outing or a fun family adventure, sailing provides a unique perspective of the region.

Bring along snacks and drinks to enhance your experience. Some couples choose to celebrate special occasions aboard, making memories that last a lifetime. An evening sail during a vibrant sunset creates a magical atmosphere.

Experiencing a sunset sail on the Selina II is a highlight of any trip to St. Michaels. It connects you to the natural beauty of the Chesapeake Bay while offering a moment of peace and joy.

Address: 205 N Talbot St, St Michaels, MD 21663.

22. Visit Nearby Tilghman Island

A short trip from St. Michaels leads you to Tilghman Island, a hidden gem of the Eastern Shore. This small island showcases the charming lifestyle of Eastern Shore residents. It’s perfect for a day trip filled with outdoor activities and scenic beauty.

Once you arrive, explore the quaint streets and visit the local shops. You’ll find delightful seafood markets, artisan boutiques, and cozy restaurants. Enjoy fresh seafood dishes prepared with local ingredients at one of the waterfront eateries.

Outdoor enthusiasts can kayak, paddleboard, or fish in the nearby waters. The peaceful environment provides ample opportunities to reconnect with nature. Experiencing the slower pace of island life is refreshing.

Don’t forget to visit the local historical sites. The heritage of Tilghman Island is intertwined with the maritime industry, and you can learn about its rich past through small museums and landmarks. Some even offer boat tours to explore the surrounding waters.

Taking a day to visit Tilghman Island is a relaxing escape from the hustle of everyday life. It’s a delightful addition to your itinerary when exploring St. Michaels.

Address: Tilghman Island, MD 21671.

23. Attend the Christmas in St. Michaels Festival

The Christmas in St. Michaels Festival is a cherished holiday celebration in the town. Taking place each December, this festive event transforms St. Michaels into a winter wonderland. Families gather to enjoy the abundant festive spirit and community cheer.

Various activities and events mark the occasion, including tree lighting ceremonies, parades, and holiday markets. Local vendors showcase crafts, unique gifts, and delicious treats, making it a delightful shopping experience.

Families can participate in holiday-themed craft activities, children’s entertainment, and live performances. The excitement builds with holiday music, creating a cozy and merry atmosphere throughout the town. Taking time to enjoy warm beverages adds to the seasonal cheer.

As night falls, beautiful lights illuminate the streets, creating a magical ambiance for everyone. Strolling through decorated areas, you’ll feel the warmth of community and holiday spirit. It’s a perfect opportunity to create lasting memories with loved ones.

Attending the Christmas in St. Michaels Festival is a heartwarming experience that celebrates the true meaning of the season. Embrace the joy and warmth during this wonderful holiday event.

Address: Various locations in St. Michaels.

24. Take a Scenic Drive Along the Chesapeake Bay

A scenic drive along the Chesapeake Bay is an extraordinary experience. St. Michaels serves as a perfect starting point for this beautiful route. The drive offers breathtaking views of the bay, picturesque landscapes, and charming waterfront homes.

As you wind along the roads, take time to stop at overlooks and parks. Many locations provide direct access to the water, offering photo opportunities and tranquil spots to enjoy the view. You may even see boats, kayaks, and wildlife in their natural habitats.

The area is filled with historical sites that you can explore along the way. Learn about the rich maritime history through local landmarks and museums that dot the route. Visiting these sites provides insight into the culture of the Chesapeake Bay region.

During the summer months, the vibrant flora adds to the beauty of the drive. The colorful blooms create a picturesque backdrop. In the fall, the autumn foliage transforms the landscape into a stunning canvas of color.

Taking a scenic drive along the Chesapeake Bay is an enjoyable way to experience the area’s natural beauty. It allows you to appreciate the charm of St. Michaels and the surrounding landscapes.

Address: Scenic routes near St. Michaels.

25. Relax at the St. Michaels Park

St. Michaels Park is a wonderful place to unwind after a busy day of exploring. This peaceful park offers green spaces, picnic areas, and a playground for families. It’s an excellent place to enjoy the outdoors without leaving the town.

You can spread out a blanket for a picnic or simply enjoy a leisurely stroll. The beautifully manicured grounds provide ample space to relax and enjoy the fresh air. Families often gather to play games and engage in outdoor activities.

The park features walking paths that meander through the landscape. Enjoy a quiet moment as you take in the beauty of nature surrounding you. The atmosphere is serene, providing a perfect spot for reflection or relaxation.

Children can have fun on the playground while parents enjoy some downtime. The friendly environment makes it a great place to connect with locals and fellow visitors.

Wrapping up your day at St. Michaels Park allows for a delightful way to unwind and take a breath before heading back to your accommodations. It’s a lovely retreat within the charming town of St. Michaels.

Address: 745 E. Sharp St, St Michaels, MD 21663.

Final Thoughts

St. Michaels, Maryland, offers a diverse selection of attractions and activities for visitors. From exploring maritime history to enjoying local cuisine, there’s something for everyone to enjoy. The scenic beauty of the Chesapeake Bay creates a perfect backdrop for countless adventures.

Whether you prefer relaxing at the park, touring historic sites, or experiencing local festivals, you are sure to make lasting memories. Each experience contributes to the charm and character of this vibrant community, making St. Michaels a must-visit destination. To discover more exciting places to visit, check out other towns in Maryland or explore things to do in Solomons for more nearby adventures.