Things to Do in Middle River

Chesapeake Bay is home to legendary beautiful waters, diverse flora and fauna, and Paddlefest, an annual paddle-sports event organized by the team at Ultimate Watersports. Held on the Gunpowder River, which flows into the bay, the festival shows off the industry's latest toys, allowing attendees to try out brand-new kayaks and paddleboards on the sparkling fresh water. For the rest of the season, Ultimate Watersports brings its know-how to the shores with kayak tours, paddleboard lessons, and sailing trips that have remained a bay fixture for more than 26 years. Waterfront enthusiasts seek out the company's reliably well-maintained and up-to-date watercraft to do everything from gain a windsurfing certification to practice heckling standup paddleboard comics. Additionally, seasonal kids' camps help youngsters to stay active while gaining an appreciation for watersports and the splendor of the outdoors.:m]]

The American Visionary Art Museum devotes its space to original work by self-taught artists who honed their craft—often unintentionally—while operating on the outskirts of the formal art world. As temporary exhibitions explore a particular artist or theme in depth, the permanent collection displays thousands of powerful and often whimsical items, such as Wayne Kusy’s Lusitania, a detailed toothpick replica of the doomed vessel, or the haunting Applewood Figure, an emaciated sculpture said to wince whenever someone eats a piece of fruit. The museum spreads its arresting pieces throughout three historical buildings, including the expansive main building, which boasts a reflective mirrored-mosaic exterior and neighbors the Tall Sculpture Barn, an ex-whiskey warehouse fully equipped with 45-foot ceilings for large-scale projects. A wildflower garden—complete with meditation chapel—and a sculpture plaza featuring a 55-foot whirligig beckon visitors to the museum's outdoor space, where envious clouds shape themselves into crude versions of Pietà. Completing any trip, the museum's Sideshow gift shop stuffs shopping bags with an ever-rotating collection of eclectic artwork, jewelry, toys, and more.

The backstories of most famous pirates are filled with ruthless deeds and dangerous raids. Inspired by their own kids' love for all things pirate-related, two mothers founded Urban Pirates. The swashbuckling crew whisks families on one-hour voyages around the Baltimore Inner Harbor in the 52-foot ship Fearless, regaling them with maritime songs, games, and activities. But the passengers aren't mere spectators—they become real members of the crew, donning pirate costumes complete with drawn tattoos and facial hair and manning water cannons to help protect the ship when it's stormed by rival pirates.

The charismatic buccaneers can also personalize their charters, whether by distributing eye patches and other goodies to birthday-party guests, hosting on-the-water weddings, or guiding corporate groups through team-building exercises, such as teaching a parrot to say "profits are up!" On evening adult cruises, they even encourage patrons to bring their own grog from home. And, though the Fearless stays moored for the winter, the crew hardly abandons their mission to spark young imaginations. Rather than take to the sea, they visit Baltimore libraries and put on free pirate-themed story events that also incorporate games and songs.

The 90-minute narrated tour, led by expert guides who share insider info about the city and the Inner Harbor, shows off the city's prime sights. From the Annapolitan II, a luxury water van, you can spot Federal Hill, Fells Point, and the USS Constellation, and get a glimpse of Fort McHenry. While the open upper deck is ideal for making eye contact with attractions, a climate-controlled lower level, featuring a full-service bar with drinks and snacks available for purchase, provides some respite from potential awkward encounters with socially inept seabirds.

As the treasured sites of the first commercial long-distance track and passenger station in America, the Baltimore & Ohio Railroad Museum and Ellicott City Station harbor some of the oldest and most comprehensive collections of train relics in the world. At B&O, museum goers weave through the 40-acre campus to discover more than 200 pieces of finely preserved locomotive and rolling-stock materials, which are flanked by hundreds of thousands of artifacts such as tools, art, uniforms, and memorabilia. For more train-laden tutelage, visitors can peruse the Ellicott City Station––the oldest surviving railroad station in America––which hosts myriad seasonal exhibits and education programs that trumpet the history of transportation and travel. Both sites' trainy displays expertly lay out a timeline of America's railroad industry, its impact on culture, and the foolhardiness of starry-eyed tycoons.

At Salsa Obsesión, dance students step into an environment that is as diverse as it is energetic. Sprightly instructors lead four different tiers of classes, starting with Beginner 1 sessions, which focus on such skills as counting the beats, basic footwork, and working with a partner. Subsequent class levels ramp up the difficulty, enabling students to advance their technique without having to abandon Salsa Obsesión's welcoming climate.