Are you planning a day trip to St Michaels MD? These are the things you need to have on your itinerary so you have an awesome trip that you will remember forever!
Is St. Michaels Maryland Worth Visiting?
The short answer is YES, St. Michaels Maryland is totally worth visiting!
St. Michaels MD is close to several East Coast cities so it is a fantastic day trip to get away for some fun and relaxation.
- Baltimore – 2 hours away
- Washington D.C. – 2 hours away
- Philadelphia – 2.5 hours away
Not only is it a charming town in a beautiful location, but everyone can find something they enjoy. From shopping to dining to water activities and history, everyone can find a passion in St. Michaels. As an added bonus, St. Michaels is very dog-friendly and you will see many people visiting with their dog.
What Is St. Michaels Maryland Known For?
If you are a movie buff, you might recognize St. Michaels from the movie Wedding Crashers, which was filmed in and around the area, including at the Inn at Perry Cabin.
If you are a history buff, you might recognize St. Michaels as a town dating back to the mid-1600s when it was known for shipbuilding or the role it played in the War of 1812.
For everyone else, you might know St. Michaels as a town on Maryland’s Eastern Shore where you can eat, shop, and enjoy time on the water.
Is St. Michaels MD Walkable?
YES, St. Michaels is very walkable, which is something we love about the town. Once you get to St. Michaels, you can park your car and walk to so many attractions.
The town is small and there isn’t much traffic, except on Talbot Street. Even on Talbot Street, drivers are great at stopping and letting pedestrians cross the road.
Make sure you wear comfortable shoes so you can enjoy the town on foot when visiting for your day trip to St Michaels MD!
How Do You Spend A Day In St. Michaels MD?
With so much to do, you can really customize your day trip to St Michaels MD.
Love to shop? Check out the boutique stores with tons of unique finds or the farmer’s market on Saturdays.
Foodies can enjoy the exquisite cuisine and delicious treats at St. Michaels many restaurants. Or enjoy a drink at a brewery or winery.
If you are a nature lover then you can get out on the water to kayak, paddleboard, or take a historical cruise along the Miles River.
We love visiting St. Michaels for the delicious food, charming shops, and variety of activities. We’ve rounded up the top things you need to do on your day trip to St Michael MD so you can make the most of your trip.
What Should You Do For The Best Day Trip To St Michaels MD?
1. Explore The Local History
When in St. Michaels, you must visit the Chesapeake Bay Maritime Museum. The museum is located along St. Michaels Harbor and the Miles River so you can enjoy beautiful waterfront views. There are indoor and outdoor exhibits about the history of the area. In many ways, it feels more like a park than a museum making it one of our favorite museums ever.
For even more history, check out the St. Michaels Museum at St. Mary’s Square. Not only does the museum have exhibits showcasing the town’s history, but it also offers guided tours as well as a self-guided walking tour.
2. Eat Delicious Cuisine For An Unforgettable Foodie Experience
There are so many restaurants in St. Michaels MD to choose from so it can be hard to decide which ones to visit. We’ve got you covered with the best restaurants depending on what you are looking for.
- Best Breakfast – The Galley Restaurant offers scrumptious baked goods, a variety of breakfast staples, and some unique dishes like local handmade crab cakes Benedict. Wash it all down with a Bloody Mary or mimosa!
- Best Pizza – you can’t go wrong with a pizza from Ava’s Pizzeria and Wine Bar. They’ve got brick oven, Detroit style, and several specialty pizzas to choose from. Plus an extensive wine selection so you will be sure to find one to compliment your pizza of choice!
- Best Seafood – Maryland’s Eastern Shore is known for its seafood and you will find the best in St. Michaels at The Crab Claw. They have an extensive menu so you can get your seafood just about any way you want – in a sandwich, on a salad, raw and steamed, or as an entree.
- Best Waterfront Dining – a visit to St. Michaels is not complete without a good meal with a nice view of the water. For the best waterfront dining experience make sure to visit Foxy’s Harbor Grille. You can dine inside or outside and the menu has a variety of seafood and non-seafood items so everyone can find something to enjoy.
- Best Ice Cream – for a sweet treat, be sure to stop by JoJo’s Ice Cream. You can’t go wrong with any of their wide selection of flavors. The farm-fresh, creamy ice cream will have you coming back for another scoop!
3. Discover Some Unique Finds At Charming Shops
Take a stroll along Talbot Street and you will find a variety of stores, each one more charming than the next!
You will find antiques at Antiques On Talbot, jewelry at Silver Linings, and a little bit of everything for you and your home at Ophiuroidea.
And this is just the tip of the iceberg. Whether you are looking for apparel, home decor, jewelry, art, or food, there is a shop in St. Michaels that sells just what you are looking for!
4. Get A View Of St. Michaels From The Water
One of the best ways to enjoy St. Michaels is from the water.
Take a narrated historical cruise with Patriot Cruises or skip the narration and enjoy the scenery with their Island Music Cocktail Cruise. If you’d prefer a sailing trip, then check out Sail Selina II. They offer day sails, sunset sails, beer and wine-tasting sails, as well as private sails.
If you want something more active, then stop by Shore Pedal & Paddle and rent a kayak or paddleboard. They provide everything you need and have launch areas close to their shop. If you have limited time during your day trip to St Michaels MD, no problem. You can rent a kayak or paddleboard by the hour.
5. Grab A Drink Or Two
Check out a brewery or winery and sample some new flavors while in St. Michaels.
Eastern Shore Brewing prides itself on being the oldest brewery on the Eastern Shore. They have a variety of beers on tap to sample, live music on Saturdays, as well as indoor and outdoor seating. It’s a fun place to relax and enjoy a drink after exploring St. Michaels.
If you are more of a wine lover, then head over to St. Michaels Winery. Visit their tasting room to find your next favorite wine. Enjoy it by the glass and grab a bottle, or two, to take with you. They also have an outdoor seating area, which is a great place to unwind and people-watch.
6. Enjoy St. Michaels Natural Beauty By Land
If water activities aren’t your thing, then take in the natural beauty of St. Michaels by land!
You can take a walk along the 1.3 mile St. Michaels Nature Trail. The paved trail crosses over San Domingo Creek and has a parking lot off Talbot Street across from the Bay Hundred Community Pool. You can also park at the other end of the trail at Bradley Park off Railroad Avenue. The serene trail makes it hard to believe the hustle and bustle of Talbot Street is only steps away.
Rent a bike from Shore Pedal & Paddle and ride around St. Michaels and beyond. The town is flat which makes it enjoyable to bike whether for an hour or the day.
7. Venture Over To Tilghman Island
Tilghman Island is a watermen’s village about 20 minutes from St. Michaels by car.
You will cross the Tilghman Island Drawbridge to get to the island. It’s an actual working drawbridge so if you’ve never seen one before it’s fun to watch the bridge rise up and down as boats pass.
Tilghman Island has some great fishing at Black Walnut Point Fishing Area. Or you can check out some of the fishing charters.
You can enjoy some beautiful sunset views from Tilghman Island so it’s a great way to end your day trip to St Michaels MD!
This post was all about the best things to do to have a fun and supercharged day trip to St Michaels MD.
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