Twin Brooks Golf Course

15 Best Things to Do in Gulfport (FL)

Imagine a place where the sun always shines, the art flows freely, and a warm, welcoming community embraces you like an old friend. Welcome to Gulfport, Florida – a vibrant, quirky, and utterly charming coastal town nestled on the shores of Boca Ciega Bay, just a stone’s throw from the bustling beaches of St. Pete. Unlike its more tourist-heavy neighbors, Gulfport offers a refreshingly authentic Florida experience, brimming with bohemian spirit, colorful bungalows, and a palpable sense of creative energy.

You’ll discover a laid-back lifestyle here, where golf carts are a common mode of transport and sunsets over the bay are a daily ritual. This isn’t just a destination; it’s a feeling, a place to unwind, explore, and connect with local culture. To truly savor Gulfport’s magic, consider visiting during the cooler, drier months from October to May, when the weather is perfect for strolling and outdoor events. While parking can be tight on event days, the friendly atmosphere and unique discoveries are well worth any minor inconvenience. Get ready to uncover the best of this Gulf Coast gem!

πŸ’° Travel Cost Overview

Category Budget Mid-range Luxury
Accommodation (per night) $80-120 $150-250 $300+
Food & Dining (per day) $30-50 $60-100 $120+
Transportation (per day) $5-15 (local bus/rideshare) $40-70 (car rental) $70+ (premium rideshare/car rental)
Activities & Attractions (avg. per day) $0-10 (free events, parks) $15-30 (golf, theater ticket) $35-60+ (special tours, upscale events)
Total Daily Budget (Estimate) $115-195 $250-450 $525+
Weekly Budget Estimates $805-1365 $1750-3150 $3675+

Gulfport Art Walk

Gulfport Art Walk

Step into the heart of Gulfport’s artistic soul at the Gulfport Art Walk, a monthly celebration that transforms the charming downtown streets into a vibrant open-air gallery. What makes this event truly unique is its authentic, grassroots feel; you’re not just browsing art, you’re interacting directly with the talented local artists who pour their passion into every piece. As you stroll along Beach Boulevard and its side streets, you’ll discover an eclectic array of paintings, sculptures, pottery, jewelry, photography, and handmade crafts, all showcased against the backdrop of the bay.

Live music drifts from various corners, adding to the festive atmosphere, and local restaurants and cafes spill out onto the sidewalks, offering delicious bites and refreshing drinks. This isn’t just a market; it’s a community gathering, a chance to soak in the bohemian spirit that defines Gulfport. It’s perfect for art enthusiasts, couples seeking a romantic evening, solo travelers looking for inspiration, and families with older children who appreciate creative expression. The Art Walk truly embodies Gulfport’s commitment to fostering a thriving arts scene, making it a cultural cornerstone of the town.

πŸ’° Quick Cost Guide

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Entry
Free

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Parking
Free street parking, but expect to search for a spot.

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Dining
$15-40 per person for casual to mid-range restaurants in the downtown area.

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Payment
Cash for some smaller vendors, credit/debit cards widely accepted by most artists and establishments.

πŸ“ Visitor Information

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Peak Hours
6 PM – 9 PM on the second Saturday of each month.

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Cost
Free to attend and browse.

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Duration
2-4 hours to fully explore.

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Best Time to Visit
Second Saturday evening, particularly from October to May for pleasant weather.

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What to Expect
Lively outdoor art market, diverse local art, live music, bustling downtown.

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Insider Tip
Arrive a little before 6 PM to find the best street parking, then grab dinner at one of the waterfront restaurants before the crowds build up.

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Parking
Free street parking is available but fills up very quickly. Be prepared to walk a few blocks.

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Accessibility
Mostly flat sidewalks, generally accessible for wheelchairs and strollers.

Gulfport Tuesday Fresh Market

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For a taste of authentic local life and the freshest produce, make your way to the Gulfport Tuesday Fresh Market. This weekly market is more than just a place to buy groceries; it’s a vibrant community hub where locals and visitors alike gather to connect, share, and discover. What sets this market apart is its emphasis on local, sustainable goods, fostering a direct connection between producers and consumers. You can expect to find an abundant selection of seasonal fruits and vegetables, artisanal baked goods, fragrant herbs, local honey, handcrafted soaps, and unique culinary delights.

The atmosphere is always friendly and inviting, often accompanied by the sounds of live acoustic music. It’s a wonderful way to start your Tuesday morning, whether you’re looking to stock up on healthy ingredients for your vacation rental or simply enjoy a leisurely stroll while soaking in the local flavor. Foodies, families, and anyone interested in supporting local businesses will absolutely love the market’s charm and offerings. It’s a true reflection of Gulfport’s commitment to community and healthy living.

πŸ’° Quick Cost Guide

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Entry
Free

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Parking
Free street parking.

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Dining
$10-25 per person for casual cafes and market food vendors.

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Payment
Cash preferred by some smaller vendors, credit/debit cards accepted by many larger stalls and nearby establishments.

πŸ“ Visitor Information

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Peak Hours
9 AM – 11 AM, especially busy during cooler months.

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Cost
Free to enter and browse.

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Duration
1-2 hours, depending on your shopping list.

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Best Time to Visit
Tuesday mornings, year-round. Arrive closer to 9 AM for the best selection of goods.

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What to Expect
Fresh local produce, artisanal foods, handmade crafts, friendly vendors, community vibe.

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Insider Tip
Bring your own reusable shopping bags to carry your treasures, and a mix of small bills and cash for easier transactions with all vendors.

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Parking
Free street parking is available around the downtown area, but it can fill up quickly.

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Accessibility
The market is set up on flat, paved streets, making it generally accessible for wheelchairs and strollers.

Catherine A. Hickman Theater

Twin Brooks Golf Course

The Catherine A. Hickman Theater stands as Gulfport’s premier cultural cornerstone, offering a diverse array of live performances that enrich the community and entertain visitors. This intimate venue, nestled within the Gulfport Casino complex, is unique for its commitment to showcasing both local talent and touring productions, ensuring a vibrant and varied calendar of events. From captivating dramatic plays and lively musicals to engaging concerts, dance performances, and comedy shows, there’s always something to pique your interest.

You can expect a comfortable and welcoming atmosphere, where every seat offers a good view of the stage, creating a truly immersive experience. Checking their online schedule in advance is highly recommended to catch a show that aligns with your interests. This attraction is ideal for culture enthusiasts, couples seeking an evening out, families (depending on the show’s content), and solo travelers looking for enriching entertainment. The theater plays a vital role in Gulfport’s cultural landscape, providing a cherished space for artistic expression and community engagement for decades.

πŸ’° Quick Cost Guide

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Entry
$20-45 per ticket, varies by specific show and seating.

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Parking
Free parking lot directly at the venue.

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Dining
$20-50 per person for pre-show dinner at restaurants in downtown Gulfport, a short walk away.

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Payment
Credit/debit cards are widely accepted for ticket purchases; cash may be accepted at concessions.

πŸ“ Visitor Information

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Peak Hours
Approximately 30 minutes before showtime for seating.

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Cost
Varies per show, typically ranging from $20 to $45 per ticket.

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Duration
2-3 hours, including any intermissions.

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Best Time to Visit
Check their official website for the most up-to-date performance schedule and special events.

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What to Expect
Live theatrical performances, musical concerts, dance shows, and comedy in a comfortable, intimate setting.

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Insider Tip
Purchase your tickets online well in advance, especially for popular or limited-run shows, as the venue is smaller and can sell out quickly.

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Parking
There is a convenient, free parking lot adjacent to the theater building, making access easy.

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Accessibility
The theater offers wheelchair-accessible seating and restrooms, ensuring a comfortable experience for all patrons.

Twin Brooks Golf Course

Twin Brooks Golf Course

For those who love to hit the links, Twin Brooks Golf Course offers a fantastic and accessible golfing experience right in Gulfport. What makes this course stand out is its distinction as an 18-hole public par-3 course, providing a perfect blend of challenge and playability for golfers of all skill levels. Whether you’re a seasoned pro looking to sharpen your short game or a beginner eager to learn without the intimidation of a full-length course, Twin Brooks is an excellent choice. You can expect well-maintained greens, strategic water features, and a friendly, relaxed atmosphere that encourages enjoyment of the game.

Beyond the course, there’s also a driving range and practice areas to hone your swing. This course is ideal for individual golfers, groups of friends, and families seeking a fun, active outing. Its affordability and manageable layout make it a local favorite, embodying the community’s laid-back and welcoming spirit. It’s a great way to enjoy Florida’s beautiful weather and lush landscapes.

πŸ’° Quick Cost Guide

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Entry
$15-25 greens fee for 18 holes; optional cart rental $10-15.

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Parking
Free parking lot on site.

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Dining
$10-20 per person for a snack bar on-site, or casual dining options a short drive away.

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Payment
Credit/debit cards are widely accepted for greens fees and rentals.

πŸ“ Visitor Information

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Peak Hours
Weekend mornings and weekday afternoons are typically the busiest.

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Cost
Greens fees usually range from $15-25 for 18 holes; cart rental is an additional fee.

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Duration
Approximately 2-3 hours to play 18 holes.

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Best Time to Visit
Fall through Spring offers the most comfortable weather. Early mornings or late afternoons are best to avoid crowds and heat.

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What to Expect
A relaxed, well-maintained par-3 golf course suitable for all skill levels, with practice facilities.

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Insider Tip
Call ahead to reserve a tee time, especially on weekends, to ensure availability. Bring plenty of water, especially during warmer months.

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Parking
Ample free parking is available in the dedicated lot at the golf course clubhouse.

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Accessibility
The course itself requires walking or golf cart use. The clubhouse facilities are wheelchair accessible.

Plan Your Visit

Gulfport, Florida, truly is a captivating destination, offering a delightful escape from the ordinary. From the vibrant artistic energy of the Gulfport Art Walk to the fresh, local bounty of the Tuesday Fresh Market, and from the cultural enrichment found at the Catherine A. Hickman Theater to the relaxed greens of Twin Brooks Golf Course, you’ll discover a unique blend of experiences. This charming town invites you to slow down, embrace its bohemian spirit, and connect with its warm community.

Whether you’re an art lover, a foodie, a culture enthusiast, or an avid golfer, Gulfport has something special waiting for you. Start planning your trip today by checking event schedules and booking your accommodation. With options to suit every budget, you can tailor your Gulfport adventure to be as economical or as luxurious as you desire. Prepare to be charmed; your unforgettable Florida getaway awaits!

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