top of page

Tampa Neighborhood Spotlight: Gulfport

Gulfport, Florida | The Urban Dog Group Tampa real estate

In this month’s neighborhood spotlight, we want to focus on Gulfport, a cute and eclectic waterfront town near Tampa in Pinellas County. Many residents and visitors even dub it the friendliest town in the Sunshine State.

Let’s look at six things to do on your next visit to Gulfport. 

1. Plan your stay!

Want to visit Gulfport before you decide to put down roots? Stay at the historic Peninsula Bed & Cocktails, located within walking distance of the beach, the Village Courtyard, and more. This boutique hotel delivers a unique experience to its guests with the art of cocktails adding to the fun of their stay.

Another notable spot is the Sea Breeze Manor Inn. Built in 1923, this charming home offers its guests a courtyard as well as private, beach-front patios. Enjoy breakfast or brunch at the Breeze Cafe as you overlook Boca Ciera Bay. Your pup can even join you in one of the two pet-friendly cottages on the property. 

2. Grab food at a local hotspot.

Stella’s is the go-to place for breakfast and brunch, located right in the heart of Gulfport. Grab a seat outside as you sip on a Bloody Mary. For lunch, head to Caddy’s Gulfport. Thanks to its prime location near the beach, the rooftop offers beautiful views of the bay, while the kitchen whips up fresh seafood meals and tropical drinks. For date night, Pia’s Trattoria is a popular choice. Enjoy standard Italian options like gnocchi, lasagna, or chicken parmesan. 

3. Stroll around the farmer’s market.

If you’re lucky enough to visit Gulfport on a Tuesday, don’t miss the Gulfport Tuesday Fresh Market, one of the longest-running farmer’s markets in the country. It’s open year-round from 9 a.m. to 2 p.m. (or until vendors pack up). 

4. Take a walk.

Heading to Gulfport with your furry friend in tow? Williams Pier and the Veteran’s Park, located next to each other on 54th Street South and Shore Boulevard, are both great places for exploring by foot. Clymer Park is another fun spot where visitors can enjoy the sculptures along the Clymer Park Art Walk. 

Be sure to check out the Clam Bayou Nature Preserve too! This 8.8-acre area includes walking trails and boardwalks, a canoe or kayak launch, and fishing piers with cleaning stations. It connects to the Skyway Trail and Pinellas Trail, which goes from South St. Petersburg to Tarpon Springs. 

5. Visit the Village Courtyard on Beach Boulevard.

Here, you can head to the beach, explore nature preserves, listen to live music, and dine at delicious hot spots. The walkable downtown includes storefronts filled by artists, writers, musicians, and small business owners, making it the perfect place to stroll and shop. Known for its pet-friendly attitude, the restaurants and shops often have water bowls out for dogs.

6. Check out a local event.

Gulfport is known for their unique events, especially the annual Geckofest. This end-of-summer celebration honors the town’s unofficial reptile mascot and includes over 200 vendors for a variety of activities for both adults and kids. Better yet, the friendly community is a haven for the LGBTQ+ community and celebrates this connection throughout the year. All parking in town is free with a first-come, first-served approach. 

Let The Urban Dog Group help you with your real estate needs. Contact Christine Elias at


bottom of page