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.

Amazing people, atmosphere, and food. Rare to find such a place nowadays. Must visit O'Maddy's and Bo-tiki!
Reviewed by micheleowen
on September 17, 2012
Small town feel. Great food. Great people.
Reviewed by rbourg
on September 17, 2012
One of Floridas little secrets you have to explore..
Reviewed by funkywtboy
on September 17, 2012
I have read about what Key West was like during the Hemmingway years and this reminds me of what I read. Fun places to hang out, really reasonable good restaurants and lots quirky and not so quirky things to do. There is literally something going on every weekend (and lots and lots of weekdays also). I moved here six years ago because I was looking at houses and everyone I saw looked me in the eyes and said "good Morning" and meant it. It is a great place to live.
Reviewed by UncleBob
on September 17, 2012
Moved to Gulfport from Connecticut within the last year, this town, or village as I like to refer to it, truly is one of Florida's undiscovered towns. The people are so friendly, non judgmental, and truly welcoming. The center of the Art District is quaint, with the Post Office located at the rear of a Consignment Shop. The food here is amazing, and Gulfport has been recognized as one of the 5 best in the country, I say make it number 1! An amazing Inn, The Peninsula, offers lovely rooms at great prices. A spa for massages and other treatments is available in the Inn, and the restaurants within the Inn are truly wonderful places to dine. I can't stress enough that if you have the time, and when visiting Florida, make it a point to stop into Gulfport, relax, enjoy the fantastic food, and welcoming individuals. Every first Friday, and third Saturday, the local vendors set up their stands along Beach Blvd to sell their individual products. Every Tuesday, along Beach Blvd, many produce stands, along with other products line the Blvd for sale. I am so thrilled to live in this gem of a town, and encourage all who can, come visit, say hi, and you will definitely have a great time!
Reviewed by Ritflet1
on September 17, 2012
Showing 131 through 135 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