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For many Northeast boaters, Connecticut’s coastline has been an easy place to pass by on the way to New York Harbor or Newport. Yet Bridgeport, Connecticut, is quietly being transformed into a compelling boating destination aimed at changing that perception. Located roughly 60 miles from Manhattan and about 120 miles from Newport, Bridgeport sits in an ideal corridor for regional cruisers. The harbor offers a 12-foot approach depth at mean low water and no bridges between Bridgeport Harbor and Long Island Sound, making it accessible for a wide range of vessels.

Developer Robert Christoph Jr. has spent nearly two decades shaping a new waterfront hub at Steel Point, the peninsula just south of Bridgeport’s downtown. The site, long the subject of redevelopment plans dating back to the 1980s, once hosted yacht clubs, an oyster company and a steel plant. Christoph’s company, Bridgeport Landing Development, acquired and redeveloped the 55-acre area through a lengthy planning and reclamation process.

The vision centers on a marina-focused recreational district with dining, shopping, entertainment and marine services. A marina featuring 200 slips that accommodate yachts up to 300 feet is now complete, alongside a 150,000-square-foot Bass Pro Shops and a collection of retail and food tenants including Starbucks, Chipotle and a T-Mobile store. The waterfront also includes a 44,000-square-foot building housing the dockmaster, office space and Boca Oyster Bar.

Last summer roughly a thousand boaters used the new slips and sampled the waterfront dining, according to Christoph. “They enjoyed Bridgeport Harbor in a way they haven’t in a hundred years,” he says. To raise awareness and attract more cruising traffic, the marina plans seasonal events including a yacht and charter show in May and another boat show in September.

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Across the harbor the former Derecktor Shipyard has become Bridgeport Boatworks. The facility offers heavy-duty Travelifts (75- and 200-ton), repair shops, a paint shop and both outdoor and heated indoor winter storage. Future phases of the waterfront program call for residential development and, pending legislative approval, a resort and casino. Christoph notes a partnership with MGM Resorts International to pursue a hotel-entertainment complex, though securing a gaming permit will require time and political support.

The completed marina caters to modern boaters’ needs: seasonal slips with security cameras and access card-controlled gangways; pedestal-mounted power options (30-, 50- and 100-amp), three-phase service for larger yachts, in-slip pump-out, complimentary Wi-Fi and a fuel dock offering diesel and gasoline. Amenities also include air-conditioned restrooms, showers and laundry facilities—features Christoph prioritized based on his own cruising experience with a San Juan 48 powerboat and a J/121 sailboat.

“Many marinas in the Northeast are older facilities that modern boats have outgrown,” Christoph explains. “Today’s boats draw more power and require broader beams. We built Bridgeport Landing for the boats of today and the future.” He adds that the marina will welcome individual cruisers as well as organized events—manufacturer gatherings, rendezvous, fishing tournaments and regattas are planned as the waterfront grows.

Entertainment is a key element of the waterfront experience. The old Ballpark at Harbor Yard, former home of the Bridgeport Bluefish, is being reinvented as a Live Nation amphitheater operating through the spring and summer—prime months for boat traffic. The venue will retain much of the original ballpark seating, add stage-level seating and host performances for roughly 5,500 attendees. While anchoring in the harbor won’t be allowed on concert days because of ferry and marine traffic, boater-friendly access to shows is strong: the amphitheater sits about 200 yards from the water, enabling patrons to dock, dine at the Boca Oyster Bar and walk to concerts.

Christoph emphasizes that safety and convenience have been central throughout the redevelopment. The site is a short, roughly seven- to ten-minute walk from the waterfront to the downtown train station, giving boaters quick rail access to New York City and Stamford. “From our site I walk to lunch every day,” he says. “People are friendly. There have been no issues with any of my tenants. Perceptions linger, but the reality in Bridgeport has changed a lot.”

Local officials view the transformation as catalytic. Tom Gill, Bridgeport’s economic development director, says development momentum is contagious: the amphitheater, marina and downtown housing are visible from I-95 and showcase the city’s renewed waterfront. “I can foresee visitors having a great time going from their docked boat to this restaurant and to a water taxi to a show,” Gill said.

With a modern marina, expanded marine services at Bridgeport Boatworks, new retail and dining, and an entertainment venue tailored to the boating season, Bridgeport is positioning itself as a full-service coastal destination for Northeast boaters. The combination of improved harbor access, contemporary marina infrastructure and year-round attractions aims to keep more cruisers from simply passing by and instead make Bridgeport a place to stop, stay and explore.

This article originally appeared in the March 2020 issue.

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