Gulfport, Florida


2013 Best Small Towns in America

Contest ends:  September 3, 2013

18 Votes - "Best For Food"
4 Votes - "Friendliest"
2 Votes - "Most Fun"
1 Votes - "Best for Geocaching"


Gulfport, FL is a small beach community full of parks, piers, culture, and delicious dining. The colorful town is buzzing with activity from Fresh Markets every Tuesday showcasing fresh produce, breads, seafood, and condiments to Art Walks the first Friday and third Saturday of every month featuring musicians, artists, and food vendors.

Gulfport celebrates several annual festivals including Get Rescued supporting pet rescues in February, SpringFest highlighting local artists in March, a 4th of July parade, and a Labor Day street fair called Gecko Fest.

Visitors can mosey through the Clam Bayou Nature Preserve, take in the view from Williams Pier, or explore the historic Waterfront District’s varied shops and restaurants. Reviewers rave about Isabelle’s, O’Maddy’s, Tangelo’s and Neptune Grill to name a few.

Locals enjoy recreation at Skyway Fishing Pier and Egmont Key State Parks, let loose at the local Casino, and celebrate the arts in galleries along Beach Blvd. Be sure to visit the All Veterans Memorial Park, which pays tribute to veterans from each branch of the military.

Tell us a bit about this town. Why do you like it? What are the best places in town? Why are you voting for it?Gulfport is off the beaten path and the town certainly has character. It is better to come and check it out rather than try and explain what the town has to offer. It seems each restaurant has a specialty,Though my addictions are the Hot Pastrami at Stella's (Shaved thin on marble rye) and the Steak Sandwich at O'Maddy's,( Tenderloin with Gouda cheese on a Panini)... Bet you will come back like I do!
Reviewed by Boomer
on September 17, 2012
Gulfport is the Town that time forgot!! It's old Florida, electic yet up-to-date!! All our restaurants are wonderful!!!
Reviewed by jerryanne
on September 17, 2012
Great local food all within 1 mile. You can walk to everything and experiance great food.
Reviewed by mikemccue
on September 17, 2012
Gulfport is a small city of only 2.8 square miles with a truly small town atmosphere. All but one of its 11 restaurants are locally owned and operated. Four restaurants feature beachfront dining, three of which have outside seating. Given the variety and quality of Gulfport's restaurants it is impossible to adequately review them here. The best bet is to visit the city on the first Friday and third Saturday evenings of the month for their famous Art Walks. Try one or more restaurants on your first trip. You'll come back. Gulfport is just minutes from Downtown St. Petersburg and I-275.
Reviewed by BigDog
on September 17, 2012
I live and work in the city of Gulfport. I moved here from South Carolina and tried Clearwater, Indian Rocks Beach and the Pink Street areas. I've been in Gulfport now for four years and have finally found my roots. I own a top notch nail salon and am currently serving on the Gulfport Chamber of Commerce. I eat out locally at all of our eating establishments and can honestly say they are ALL good for what they present. Come and see for yourselves and enjoy a bit of Key West without the drive.
Reviewed by lindacraig60
on September 17, 2012
Showing 16 through 20 of 186 reviews



Add a Photo

You must be logged in to add photos.

Write a Review

Close ×

Vote for

You can only vote once for each town every 24 hours. You can vote again in

Vote for 2013 Best Small Town


Are you a DMO or CVB?
Explore "Best Town Travels" – Rand McNally’s new map-based digital travel guides for your website plus an iPhone and Facebook app! Learn More


Thank you for Voting!

Promote , by sharing your vote or writing a review.

Share to Facebook Share to Twitter or Write a Review