For decades, families have been drawn to the sun, sand, and signature charm of Ocean City, Maryland. But beyond the boardwalk and beach lies a timeless tradition that has defined summer fun for generations: Jolly Roger Amusement Park. As a real estate professional serving this vibrant coastal region, it’s important to highlight not just the homes and neighborhoods but the lifestyle and legacy that make this place special. Jolly Roger is a prime example of that legacy.

A Vision Born on the Bay

The story of Jolly Roger begins in 1964 with local entrepreneur Charles “Buddy” Jenkins. At the time, the bayside land at 30th Street was little more than an open stretch on the edge of town. But Jenkins saw potential where others saw emptiness. Inspired by a meeting with golf legend Arnold Palmer’s team, he established the Arnold Palmer Putting Course and Driving Range on the site—Ocean City's first miniature golf course.

The property’s popularity quickly grew, prompting Jenkins to introduce a few family rides like a train and carousel. That humble beginning gave rise to what would become a full-fledged amusement park, officially launching the Jolly Roger brand. From the start, the park was designed not just to entertain, but to bring families together and enrich Ocean City’s cultural fabric.

Expanding the Adventure: Splash Mountain and SpeedWorld

As the years passed, Jolly Roger evolved to meet growing demand. One of the park’s most popular additions was Splash Mountain Water Park. What started with a single concrete slide—built from repurposed soil and gravel—blossomed into a sprawling water attraction with high-thrill slides, a lazy river, and a wave pool. The Aqua Loop, Master Blaster, and Rainforest Play Area have become must-visit attractions for visitors of all ages.

Alongside the water park came another crowd favorite: SpeedWorld. Beginning in the 1970s with just two go-kart tracks, the area now boasts over 10 tracks and 400 cars. Highlights include the Cyclone Cart Coaster—a one-of-a-kind hybrid ride that blends roller coaster elevation with go-kart action—and an aerial zip-line course for thrill-seekers.

The Pier: Ocean City's Iconic Extension

In 1974, Jolly Roger expanded its footprint to the historic Ocean City Pier at the southern end of the boardwalk. Here, families enjoy a more classic seaside amusement experience, complete with thrill rides, a giant Ferris wheel, midway games, and panoramic views of the Atlantic Ocean. It’s a place where nostalgia and excitement meet, cementing the park's status as a year-after-year destination.

Buddy Jenkins' Guiding Philosophy

The key to Jolly Roger’s success has always been Buddy Jenkins’ simple, yet profound approach: “Listen to the public.” Jenkins never saw himself as building an empire—he was creating memories. His ability to observe, adapt, and respond to guests' needs helped shape the park’s continual growth and relevance over more than 50 years.

Even as trends changed and Ocean City grew into a major resort destination, Jolly Roger remained grounded in community, creativity, and family-first values.

Why This Matters in Real Estate

For prospective homeowners, especially those with young families or a desire for a vibrant coastal lifestyle, proximity to attractions like Jolly Roger can be a major draw. A home near the 30th Street location or the Ocean City Pier offers more than convenience—it offers connection. Summers are filled with laughter, outings are easier to plan, and visiting relatives have ready-made entertainment nearby.

Furthermore, owning property near a beloved local landmark adds long-term value, both emotionally and financially. These homes aren’t just close to fun—they’re connected to a legacy.

Final Thoughts

Jolly Roger Amusement Park is more than a place to ride roller coasters or float down a lazy river. It’s a cornerstone of Ocean City’s story—built on vision, sustained by joy, and defined by community. For real estate clients searching for more than just a house, this park serves as a symbol of the unique lifestyle they can embrace.

If you're helping buyers or sellers in the Ocean City area, don’t forget to mention Jolly Roger—not just as an amenity, but as a memory-maker that continues to bring joy to generations.

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Need help finding a home near Ocean City's best family attractions? Let’s connect and explore what this area has to offer.