$500 million TradeWinds Resort expansion moves forward on St. Pete Beach
/TradeWinds Island Resort is one step closer to starting work on a $500 million transformation of its 25-acre St. Pete Beach property.
After a nearly six-hour-long St. Pete Beach Planning Committee, the members unanimously approved a development agreement and conditional use permit (CUP) for the redevelopment of the beachfront resort at 5500 Gulf Boulevard that will bring three new hotels and amenities to the property.
TradeWinds, which operates the Island Grand and RumFish Beach Resorts, currently has 967 hotel keys, and 102,373 square feet of retail and restaurant space.
Read More










For generations of St. Pete residents, The Chattaway has been the kind of place people do not simply visit. They return to it.
They come back for the cheeseburgers, the beer, the photos and plaques crowding the walls, and the leafy courtyard that feels tucked away from the city around it.
Some remember riding bikes there as kids. Others had first dates beneath its trees. Nearly everyone has a story.
Today, that story enters a new chapter.
The Chattaway has reopened at 358 22nd Avenue South after Cullen Mahoney, Ferg’s Sports Bar owner Mark Ferguson, and Shrimpy’s Waterfront owner John John Delladonna purchased both the restaurant and the 0.70-acre property beneath it.
Customers returning today will find the familiar restaurant, with several practical upgrades designed to make it work better day to day.