Caddy’s Expands with New Locations in Bradenton and Indian Shores

JWC FL, owners of MacDinton’s, Caddy’s and Yard of Ale, plans to expand the Caddy’s brand with two new waterfront locations.

Caddy’s to open in Bradenton

The first location, Caddy’s at the Pointe in Bradenton (801 Riverside Drive East), is under renovation and set to open on March 14. The 7,000 sq. ft. indoor/outdoor space will be an anchor restaurant of the marina that is being redeveloped by the City of Bradenton. Caddy’s at the Pointe will feature 50 boat slips and will soon be connected to the city’s scenic Riverwalk.


“When we acquired the original Caddy’s on the Beach in 2015, we kind of got hooked on waterfront locations,” said JWC FL partner Barry O’Connor. “We were fortunate that these two amazing properties became available at around the same time. We’ve been looking to expand the Caddy’s brand. It couldn’t have worked out better.”

JWC purchases Pub from local restaurant developer

The second location, Caddy’s Pub Indian Shores, takes over The Pub Waterfront Restaurant. JWC purchased The Pub from local restaurant developer/operator, Steve Westphal, who owns Parkshore Grill on Beach Drive.

“The time had come when we could not give the Pub all the attention it deserves,” said Westphal, who owned and operated the restaurant for 18 years.  “The search began for someone who could better tend to this special place.  With JWC, we knew we had found the right people to care for The Pub for years to come.”


The ownership group plans to renovate and rebrand the space in the summer of 2017. Caddy’s Pub features 400 seats and 50 boat slips situated on the Intracoastal Waterway.

Ownership group has cultivated quite the portfolio

JWC is made up of Marcus Winters, Barry O’Connor and brothers Sean and Finbarr James. The groups portfolio has expanded wildly since they opened the first MacDinton’s on South Howard Avenue in 2002.

They now own MacDinton’s on the 200 Block of 1st Avenue North in the Burg, two Yard of Ales in Tampa and St. Pete, as well as 260 First and Proof Cocktail Club. In the spring of 2015, the group purchased Caddy’s on Treasure Island from owner Tony Amico and brought the concept to the 200 Block of Central Avenue.


Written by Andrew Harlan

Andrew Harlan is in his third year as Writer/Editor of New York Times bestselling author Andre Dubus III has said of him, “Andrew Harlan has a sharp and discerning eye for detail that deftly captures character and landscape." He has published fiction and poetry in Sabal and Prime Number Literary Magazine. He graduated with honors from Eckerd College in 2013 with a B.A. in Creative Writing and a minor in Literature. He can be reached by phone: (727) 896-3435 or email: