Gulfport, FL: Things to Do and Vacation Guide
Are you planning an escape to Gulfport, Florida? You’re in for a treat! This coastal city has plenty of secrets waiting to be uncovered. Whether you’re seeking adventure with your family or a relaxing weekend retreat, I’ve got the inside scoop on the best experiences Gulfport has to offer. From exploring the area’s hidden gems to discovering top-notch restaurants and accommodations, this comprehensive guide will give you the lowdown on what to do and see in Gulfport.
And don’t worry about relying on generic travel guides – I’ve spent time exploring the city myself and can provide personalized insights that’ll make your trip truly unforgettable. Ready to dive in? Let’s start with the essentials: what are the must-see attractions and activities in Gulfport?
What is Gulfport, FL Like?
Gulfport, Florida is often described as a sleepy coastal town, particularly among retirees who call it home. However, beneath its laid-back exterior lies an eclectic arts scene and a vibrant cultural landscape. The city’s music scene is one of its most notable features, with free concerts taking place almost every night of the week. As someone in their 30s, I have developed a deep affection for Gulfport, which feels like a hidden gem waiting to be discovered.
21 Best Things to Do in Gulfport, FL with the Family (or Your Mom!)
While many of the tasks listed below can be completed within a half hour time frame, it’s worth noting that Gulfport, FL is a relatively small city. However, one of its greatest advantages is its proximity to downtown Saint Petersburg, which can be reached by car in just 15 minutes once all these tasks have been accomplished. Now let’s get started!
Check Out the Gulfport Market on Tuesdays
Every Tuesday, the bustling Beach Boulevard transforms into a vibrant marketplace, welcoming locals and visitors alike to explore its eclectic offerings. From 9 am to 2 pm, the Gulfport Fresh Market sets up shop, showcasing a diverse array of goods and services, every week of the year, without exception.
Eat at O’Maddy’s and Enjoy the View
As soon as I step into O’Maddy’s, I’m captivated by the stunning waterfront views and the inviting atmosphere that makes me wish I could stay forever. The seating area is particularly impressive, with its unobstructed view of the pier and the Gulfport coastline. But what truly sets my heart racing is their exceptional Halie’s Blackened Salmon Salad – a culinary masterpiece that has earned a permanent spot on my list of favorite dishes.
Enjoy a Book on a Bench
Step into Gulfport, Florida, and get ready to unwind in style! The city’s public spaces are designed with relaxation in mind, featuring uniquely designed ‘swingin’ benches that offer breathtaking views of the waterfront. Take a seat, breathe in the salty air, and let the stresses of everyday life drift away as you take in the tranquil atmosphere.
Shop on Beach Blvd.
If you’re ever in Gulfport, Florida, make sure to check out the charming collection of quirky shops that line its streets. This compact strip of retail therapy is just a short distance from end to end, boasting around 5-7 unique stores that won’t keep you shopping for hours on end. So, husbands, don’t worry – it’s an expedition you can easily survive!
Drive to Clam Bayou Nature Park and Play Disk Golf
If you’re not familiar with Disk Golf, don’t worry – it’s a recreational activity that’s perfect for families to enjoy together. In fact, I recently discovered that the Clam Bayou Nature Park has its very own disk golf course, and the best part? It’s completely free! To get started, all you need are your own disks – which can be easily purchased online or at outdoor gear stores. One popular option is Amazon, where you can find a wide selection of high-quality disks.
Just keep in mind that the park’s map may not be entirely accurate, so don’t stress if you start or stop at an unexpected location. The real fun lies in exploring and playing with your family!
Take a $10 Dance Lesson at the Casino
If you’re looking for a regular dose of fun and movement, look no further than the Gulfport Casino! This vibrant venue offers a variety of dance lessons almost every night of the week, covering styles from classic swing to sultry flamenco and energetic line dancing. While there’s always something happening, I particularly recommend taking advantage of the swing dance lessons on Wednesdays.
Not only will you be able to perfect your moves, but it also sets the stage for a fantastic Monday night out at Blue Parrot, where you can put those new skills to the test and enjoy some lively swing dancing with friends!
Go Swing Dancing at The Blue Parrot on Mondays
Gulfport, FL offers a unique blend of relaxation and excitement on Mondays. You can stay in and indulge in a night of board games or cards with friends, creating lasting memories around your home. Alternatively, get ready to hit the dance floor at The Blue Parrot, a popular hotspot located just 12 minutes away from St. Pete Beach. On Mondays, this lively venue is abuzz with live music, attracting visitors who come together to swing dance and let loose.
Walk Around the Neighborhoods
The quaint city of Gulfport, Florida, is characterized by its compact size and pedestrian-friendly atmosphere. As you stroll through the neighborhoods, you’ll be captivated by the vibrant colors and endearing charm of the homes, each with its own unique character and history. One entertaining challenge is to estimate the original purchase price of a property and compare it to its current estimated value.
For instance, many homes in Gulfport that were valued at $50,000 in 2015 now boast an impressive worth exceeding $750,000. The sheer magnitude of appreciation is a testament to the city’s growing appeal and the desirability of its real estate.
Take the Kids to the Playground
In Gulfport, Florida, families are spoiled with an exceptional outdoor space designed specifically for children’s playtime. Located adjacent to the Gulfport Recreation Center, this expansive playground is a haven where kids can freely explore and socialize without the distractions of crowds. With its unique design and abundance of play structures, it’s a perfect spot for young ones to burn off energy and develop their motor skills.
Enjoy the Christmas Lights (in December)
When venturing to Gulfport, Florida during the holiday season, specifically in December, one must-visit attraction is the iconic winter wonderland at 2829 57th Street South. This spectacular display of Christmas lights and decorations transforms the ordinary into an extraordinary experience that will leave you feeling merry and bright.
Watch the Sunset
As the day unwinds, the sky transforms into a canvas of warm hues and vibrant colors, a breathtaking sight that embodies the essence of relaxation. In Gulfport, Florida, this serene experience can be savored with a glass of wine in hand, as the golden sun dips below the horizon, painting the beach with an unforgettable masterpiece.
Find Your Next Husband
While I may have been joking initially, my experience at Town Shores of Gulfport, a massive retirement community in Gulfport, Florida, was anything but humorous. This sprawling complex boasts an impressive 18 buildings, each one a testament to the thriving community that calls it home. As I strolled through the grounds, I couldn’t help but notice the abundance of single men in their 50s and 60s, many of whom were sporting physique that belied their age.
It’s worth noting that Gulfport has a notable reputation for its gay and lesbian community, and many of these older gentlemen seemed to be embracing their golden years with gusto. The overall atmosphere was one of warmth, camaraderie, and an undeniable sense of freedom.
Take a Morning Stroll Along Shore Blvd.
Embark on a serene stroll along Shore Blvd., where the breathtaking beauty of dawn unfolds. With its picturesque views, this 6-block stretch invites you to start your day on an inspiring note. Afterward, meander down the Pier, allowing the gentle ocean breeze and soothing sounds of the waves to further rejuvenate your senses.
Get the Beach to Yourself
A stark contrast exists between Gulfport’s beach and those of Clearwater Beach or St. Pete Beach. The former is often a serene and peaceful oasis, devoid of the crowds that typically flock to its more famous counterparts. While it may not be ideal for swimming due to local advisories against doing so, the empty beach in Gulfport presents an opportunity for kids to unleash their creativity through building sandcastles or for individuals to unwind with a good book and some quiet contemplation.
Sit at a Bar and Have a Beer
Gulfport, Florida, often surprises visitors with its laid-back atmosphere, welcoming bars, and breathtaking views. One such gem is Caddy’s, which boasts an upstairs area offering a panoramic view that’s perfect for sipping on a drink or cheering on your favorite Sunday football team.
Play Pickleball at the JW Cate Rec Center
For those looking for some recreational fun with a paddle in hand, consider heading to the JW Cate Recreation Center, where pickleball enthusiasts often gather during weekdays, particularly on Thursday and Friday mornings. Try arriving around 8:30 am when the atmosphere is lively with players of all skill levels.
Go Thrift Store Shopping
If you’re a car owner, you’re in luck! There are several thrift stores within a 10-15 minute drive from Gulfport. Among them, St. Vincent’s Thrift Shop, Sunshine Thrift Store, and Out of the Closet stand out as top recommendations. In my opinion, Out of the Closet is the standout store in this area, boasting not only an excellent selection but also its proximity to Gulfport – just a 7-minute drive away. What sets Out of the Closet apart is its commitment to providing free HIV testing on site.
As if that weren’t enough, know that the funds generated from sales support vital prevention and treatment services for those affected by HIV, allowing you to shop with a clear conscience.
Go Dancing at Night
Gulfport’s vibrant nightlife scene thrives with live music almost every evening, excluding Mondays. The city offers a diverse range of venues, each offering an unparalleled experience for music enthusiasts. Among the most popular hotspots are The Tiki Bar and Grill, Neptune Grill, and The North End Tap House, where I personally have a soft spot for due to its hidden gem location behind Stella’s.
For a glimpse into the lively atmosphere, I recommend checking out this YouTube video featuring a night of live music at The Tiki Bar and Grill.
Have Coffee at GulfPerk Coffee Bar
While it may not boast a Starbucks location, Gulfport, FL has its own unique charm when it comes to morning coffee. Locals flock to the quaint GulfPerk Coffee Bar, which has become an integral part of the community’s daily routine. As the sun rises over the city, the aroma of freshly brewed coffee wafts through the air, beckoning residents and visitors alike to start their day off right with a warm cup at this beloved gathering spot.
Give Kava a Try
If you’re looking to venture into the world of kava, there’s no better place to start than a local kava shop like Low Tide Kava Bar. As someone who hasn’t yet had the opportunity to try kava myself, I’m curious about its potential benefits – specifically, whether it can help alleviate anxiety and promote relaxation. If you’re similarly intrigued, Low Tide Kava Bar is definitely worth a visit to see how this ancient plant-based drink makes you feel.
Have Brunch at Stella’s
When it comes to indulging in a delicious brunch, few places can rival the reputation of Stella’s. In fact, this beloved eatery earned a spot on my top 20 list of things to do in Gulfport, FL – and for good reason! Having first experienced Stella’s during a visit to St. Pete with a friend, I was blown away by their impressive brunch offerings. My companion insisted that Stella’s is the best in all of St.
Pete and Gulfport, and after trying out the Nola Omelette, Bana Nut Bread French Toast, and their signature bloody marys, I’m inclined to agree. With its unbeatable combination of flavor, quality, and charm, a visit to Stella’s is an absolute must for anyone who loves a great brunch!
Where to Stay in Gulfport, Florida
Gulfport, Florida, doesn’t have any major hotel chains, but it does offer a charming alternative in the form of The Sea Breeze Manor Inn, a cozy bed and breakfast. For those seeking more spacious accommodations, there are numerous excellent Airbnb and VRBO options to choose from. My personal experience with these services is that they provide a unique and personalized stay. On my most recent trip to Gulfport with my mom, we opted for a VRBO and stayed at the Wine Cellar.
This lovely property features an enclosed backyard, an open-air game room, two bedrooms, one bathroom, a well-equipped kitchen, and a dining area. The best part? It’s dog-friendly, which was a significant plus for us. If you’re interested in booking Jason’s Wine Cellar, simply follow this link to make your reservation. Additionally, there are several top-notch Airbnb options available in Gulfport, offering something for every taste and preference.
What to Wear in Gulfport, FL
Gulfport, Florida, embodies a laid-back atmosphere, where dressing up is a rare occurrence. The vibe is casual, with residents often opting for shorts, t-shirts, or comfortable streetwear. In fact, the town’s demographic skews towards adults over 50, many of whom have already established their careers and now prioritize relaxation and informality. Gulfport is the perfect place to unwind, letting your guard down and embracing a carefree lifestyle.
What to Wear in Gulfport, FL in Spring, Summer, and Fall
When venturing to Gulfport during the warmer months of spring, summer, and fall, it’s essential to prepare for the heat. Packing light, breathable clothing such as flip-flops, shorts, and t-shirts will be crucial in keeping you cool and comfortable. Don’t forget to throw in a versatile hat option like a broad-brimmed hat or a baseball cap to protect your face and neck from the sun’s strong rays.
What to Wear in Gulfport, FL in the Winter (November, December, January, February)
When visiting Gulfport, Florida in the winter, be prepared for a mix of warm and cool temperatures. While it’s likely to be mild during the day, nights can dip into chilliness. As such, packing a versatile wardrobe is essential. Include essentials like shorts and tees for warmer days, as well as layers for cooler evenings – think sneakers, pants, sweatshirts, and a light jacket.
Things to Know Before You Go to Gulfport, FL
For those unfamiliar with the charms of Gulfport, Florida, let me paint a picture of what this coastal city has in store. A visit to Gulfport is like stepping into a serene beachside paradise, where the warm sun-kissed days blend seamlessly with the gentle waves lapping at the shore. As you stroll along the waterfront, the sweet scent of saltwater and the sound of seagulls fill your senses, inviting you to slow down and savor the moment.
It’s not fancy.
Gulfport, Florida embodies a carefree charm, where the laid-back atmosphere makes it unnecessary to worry about dressing up or making an effort to impress others. The city’s relaxed vibe is contagious, encouraging visitors and residents alike to shed their formal attire and simply be themselves.
Gulfport gets going after 10 am.
No Starbucks and no grocery store.
Gulfport, Florida, is a charming coastal city that stands out from the typical urban landscape by its lack of big-box stores and chain coffee shops. However, this quaint town still offers its residents and visitors a delightful alternative in the form of Gulfperk Coffee Bar, where they can indulge in a rich cup of coffee.
Additionally, the Neighborhood Fresh Market provides a welcoming space to stock up on fresh produce and other essentials, offering a refreshing respite from the usual shopping experience.
The main street is Beach Blvd.
Located in the heart of Gulfport, Florida, a single street stands out as the city’s epicenter – Beach Boulevard. Spanning an impressive four-block stretch, this main artery begins its journey at Siri’s Gourmet Burgers & Pizzas and culminates at the iconic Gulfport Casino Ballroom.
It gets HOT in the summer.
When venturing out into Gulfport’s sweltering summer climate, it’s essential to prioritize sun protection. The coastal city can reach scorching temperatures, leaving little respite from the relentless sunshine. To ensure a comfortable and safe outdoor experience, don’t forget to pack a hat – a simple yet effective tool in the battle against the blistering sun.
Mostly people over 50.
In stark contrast to many coastal cities, Gulfport’s demographic profile is decidedly mature. During my week-long stay, I failed to spot even a single child, with the majority of residents appearing to be aged 50 and above. In fact, my observations suggested that people under the age of 45 were scarce, making for a unique and distinct community atmosphere.
Lesbian and gay friendly.
Gulfport’s reputation as a welcoming destination for the LGBTQ+ community is well-deserved, with a visible presence of lesbian and gay individuals. It’s not uncommon to spot same-sex couples enjoying meals at local eateries or see openly gay men strolling through the area, fostering an atmosphere of acceptance and inclusivity.
Lots of parking.
The city of Gulfport, Florida, boasts an abundance of parking options, featuring a generous amount of beachside parking spots, and the best part? It’s all completely free to use.
Not touristy.
While Gulfport, Florida may not be a hub of tourism activity, it’s actually the perfect destination for those seeking a tranquil getaway. With a laid-back atmosphere and limited options for entertainment, this coastal city is ideal for relaxation and unwinding. Instead of being overwhelmed by crowded attractions or high-energy activities, visitors to Gulfport can expect a peaceful retreat that allows them to recharge their batteries.
Only 15 minutes from St. Pete.
While often overlooked, Gulfport, Florida, holds a special charm, and its proximity to downtown St. Petersburg is a significant draw. In fact, the drive between the two cities takes just 12 minutes – a detail I’ve personally verified.
Quiet on Mondays
While weekdays can be a bit more subdued in Gulfport, Florida, Monday evenings present a unique opportunity to unwind and bond with loved ones. Consider hosting a family game night or indulging in some friendly competition with card games – the perfect way to spend a relaxing evening after a day of exploring this charming coastal city.
Summary – Things to Do in Gulfport, FL
Gulfport is a charming town that defies the typical touristy vibe, offering a laid-back artsy atmosphere just 15 minutes west of St. Pete, Florida. The town’s culture and vibes are at the forefront of most activities, making it an ideal destination for those seeking relaxation and entertainment. Take a stroll down Broadway Street to explore unique shops, or walk along Beach Drive to discover local bars and restaurants.
As the sun sets, head to the casino for a dance lesson, followed by a night of live music at one of the many small bars in town. Unlike the hustle and bustle of Tampa and St. Pete, Gulfport is a haven for unwinding, enjoying breathtaking sunrises, sipping wine at sunset, and dancing with locals into the night. This eclectic town is perfect for visitors of all ages, with its kid-friendly and safe atmosphere making it an excellent destination for families.
If you have any questions about Gulfport, feel free to leave a comment below, and I’ll be happy to help.
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