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A colorful waterfront arts district on a Florida bay with murals, palm trees, and a warm evening sky
Gulfport · Boca Ciega Bay

Pinellas County's best-kept secret.

An artsy, walkable waterfront village on Boca Ciega Bay — independent restaurants, a thriving arts district, and a beach the locals keep to themselves.

Golf cart rentals · Gulfport

The art walk, the market, the waterfront.

Gulfport is Pinellas County's most underrated neighborhood — a compact, walkable, genuinely artsy waterfront village on Boca Ciega Bay. It doesn't have a Gulf beach, but what it has instead is better: a real community with independent restaurants, muraled buildings, a Tuesday Fresh Market, and a monthly Art Walk that draws people from across the county.

Beach Boulevard is Gulfport's main strip — two walkable blocks of cafes, galleries, and seafood spots facing the bay. The Gulfport Casino Ballroom sits right on the water and hosts everything from swing dancing to live music. It's the kind of place you discover once and return to every trip.

POP-UP Rent A Cart delivers to the Gulfport area and throughout Pinellas County. Call or text to book.

Book Your Cart
A vivid Gulf Coast sunset over calm water at a wooden dock
Where you'll go

Gulfport, stop by stop.

01

Beach Blvd Arts District

The two-block heart of Gulfport — galleries, murals, a bookshop, vintage clothing, and restaurants ranging from grab-and-go to sit-down seafood. On the first Friday and third Saturday of the month, the Art Walk transforms it into an outdoor festival.

02

Tuesday Fresh Market

Every Tuesday morning, Gulfport's waterfront hosts one of Pinellas County's best local markets — produce, baked goods, food trucks, and crafts, all facing the bay. Easy to park, easy to browse, much better by cart.

03

The Casino Ballroom & Waterfront

The historic Gulfport Casino Ballroom sits on the bay and hosts live music and dancing year-round. The waterfront pier is free to walk, and the bay views at sunset are the equal of anything on the Gulf side.

A couple cruising in an open electric golf cart at golden hour under a bright blue sky
Delivered to your door in Gulfport

The art walk's more fun by cart.

Call or text to book — we deliver charged and ready to your accommodation in the Gulfport area.

727-744-3303 How booking works