Discover the Charm of St. Michaels, Maryland

Discover the Charm of St. Michaels, Maryland, the heart and soul of the Chesapeake Bay

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St. Michaels: A Coastal Escape with Charm & Adventure

Escape for a relaxing day in one of Maryland's most picturesque waterfront towns. St. Michaels is known for its historic streets, boutique shops, fresh seafood, and beautiful views of the Chesapeake Bay. Whether you're looking for a summer getaway, a fall foliage escape, or a festive holiday outing, each trip offers something unique.

Nestled along the Chesapeake Bay, St. Michaels is a picturesque waterfront town with roots tracing back to the 1600s. This historic harbor community invites you to explore its rich maritime legacy at the Chesapeake Bay Maritime Museum where sweeping bay views meet captivating exhibits. St. Michaels offers the perfect blend of activity and tranquility for every kind of traveler.

Food lovers rejoice! St. Michaels serves up a feast for the senses. From intimate cafes and waterfront eateries to fresh-caught seafood and legendary crab cakes, every bite is a celebration. Sip on artisinal cocktails and savor locally inspired dishes at the town's acclaimed dining spots.

Meander through the town's enchangint streets and discover a delightful mix of boutiques featuring stylish apparel, handcrafted jewelry, home accents, gourmet treats, and vibrant art galleries. It's the perfect place to uncover something truly special.

St. Michaels

Arrival Information: Arrive in St. Michaels, MD at approximately 10:15 am.

Drop Off Location: The bus will drop off near the Chesapeake Bay Maritime Museum.

Departure from St. Michaels, MD: Bus will Depart St. Michaels at 5:00pm from the same location that you were dropped off.

Our 2026 St. Michaels day trips run on July 26, August 15, October 15, and December 13*. Join us for a relaxing getaway on the date that fits your schedule.

*Sunday, December 13, 2026- Christmas in St. Michaels

Ring in the holidays in St. Michaels, as the historic, waterfront town transforms into a magical Christmas village during the holiday season, offering activities, shopping, and waterfront charm to make your festive visit unforgettable.

The Marketplace and Sweet Shoppe offers one-of-a kind, artisan-crafted items and culinary delights. The Sweet Shoppe serves hot mulled cider, hot coffee, popcorn, and a variety of treats graciously baked by the chefs at local inns and restaurants.

One of the highlights of the Christmas in St. Micheals weekend is the Tour of Homes. In one of the longest running home tours in Maryland, historic homes in the village are featured.

Gingerbread "House" Competition and Display - the gingerbread creations on display will delight! Take a tour of all of the entries and vote for your favorite. Many of the creations are available for sale to take home to share with family and friend.

Below is a list of pick-up points available on this tour.

Name	Address	Times
Douglassville	Douglassville - Klein School Bus Lot 1339 Ben Franklin Highway West - Douglassville, PA	Failed View
KOP	King of Prussia - Park & Ride 170 Bill Smith Blvd, Wayne, PA 19087	Failed View
Wyomissing	Wyomissing- JoAnn Fabrics/Old Navy Parking Lot 1065 Woodland Road, Reading, PA 19610	Failed View