Gulfport
Monday Sacred Pulse
Mon, Oct 26
6:00 PM – 7:00 PM
1301 49th Street South · Gulfport
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Gulfport
Beach Boulevard dining, waterfront sunsets and a calendar with a local rhythm.
About Gulfport
Start around Beach Boulevard and Shore Boulevard for a compact outing with cafes, independent restaurants and Boca Ciega Bay views. The Tuesday Fresh Market and recurring art walks give the waterfront district reasons to return beyond festival weekends. Keep the waterfront as your walking base; destinations along 49th Street are a separate stop, not the next block.
- 2 cocktail bars
- 2 waterfront bars
- 5 brunch spots
Make a plan that fits the area
Walk within one clusterThe compact waterfront has food, public space and recurring community events in the same outing. Trips toward 49th Street can be worthwhile, but should not be presented as part of the same short waterfront loop.
- A practical outing
- Keep a first evening around Beach Boulevard and Shore Boulevard: browse the waterfront district, choose dinner nearby, then finish with a bayfront stroll. Check the event calendar before building the evening around an art walk or market; those are scheduled occasions, not nightly attractions.
- Keep the spend sensible
- For a lighter spend, make the waterfront walk the main activity and choose one cafe or casual meal. A market visit can be browsing rather than a shopping commitment. Check menus and event admission before setting a per-person budget.
- Parking and getting around
- Choose a legal space near the waterfront district and explore that cluster on foot. Read current signs for restrictions and permits; do not assume that beach parking or every nearby lot is unrestricted. Allow extra arrival time on event days.
Planning notes reviewed October 26, 2026. Check current hours, admission and parking signs.
Keep it local
Surprise me in Gulfport
Pick your kind of outing. We’ll put the local stops together.
A food and drinks plan, with a bar stop when it fits your route.
Surprise me nearbyNo saved list needed. Every stop stays in Gulfport.
Planning notes
All starts use Tampa time. The next evening is today if 6 PM is still ahead, otherwise tomorrow. You can choose another date or time in the planner. Budget and walking times are estimates; check hours and crossings before heading out.
Map
Gulfport on the map 22
Browse visible places22 listings
- O'Maddy's Bar & GrilleEat
- Pia's TrattoriaEat
- Stella'sEat
- Neptune GrillEat
- Gulfport Brewery + EateryEat
- O'Maddys Bar & GrilleDrink
- Peninsula Bed & CocktailsDrink
- Gulfport Brewery + EateryDrink
- Hurricane Eddie's GulfportDrink
- Sober BarDrink
- Gulfport Waterfront DistrictDo
- Hoyt FieldPlaces to play
- Childs Park Recreation Center BasketballPlaces to play
- Twin Brooks Golf CoursePlaces to playConfirm access and details
- Clymer ParkParks · opens new tab
- Ted Phillips Wood Ibis ParkParks · opens new tab
- Gulfport Beach ParkParks · opens new tab
- Clam Bayou Nature ParkParks · opens new tab
- Gulfport East Beach Paddlecraft AccessBoat ramps
- Gulfport City MarinaBoat ramps
- Clam Bayou Nature Park - Miriam Street Paddlecraft LaunchBoat ramps
- Clam Bayou Nature Park - 34th Avenue Paddlecraft Launch DockBoat ramps
3 cards
- MarketGulfport Waterfront District
Gulfport Tuesday Fresh Market
Oct 27 to Dec 15 (select dates) · 9:00 AMGulfport Waterfront District, Beach Boulevard SouthGulfport's weekly waterfront market turns Beach Boulevard into a free morning shopping stroll every Tuesday.
View eventPhoto: Luba Glazunova / Unsplash - ArtsDowntown Gulfport
Gulfport Fine Arts Festival 2027
Feb 13 to Feb 14 · 10:00 AMClymer ParkA juried field of fine artists fills oak-shaded Clymer Park for a free two-day Gulfport showcase.
View eventPhoto: C S / Unsplash - ArtsDowntown Gulfport
Gulfport Plein Air Festival 2027
Apr 12 to Apr 17 · Hours vary by dayGulfport Waterfront and DowntownWatch artists paint Gulfport in the open air before the week closes with a downtown collector's sale.
View eventPhoto: C S / Unsplash
This week
Happening in Gulfport 8
All events
8 cards
- Gulfport
Gulfport Tuesday Fresh Market
2026-10-279:00 AMGulfport Waterfront District · Gulfport - Gulfport
Weekly Pub Poll at O'Maddy's Bar & Grille
Wed, Oct 287:00 PM – 9:00 PM5405 Shore Boulevard South · GulfportPowered by Eventbrite
- Gulfport
Ritual Broom
Thu, Oct 296:00 PM – 9:00 PM1301 49th Street South · GulfportPowered by Eventbrite
- Gulfport
Jaie Loren Debuts At Stella's
Fri, Oct 304:00 PM – 7:00 PMStellas of gulfport · Gulfport - Gulfport
Halloween Pet Costume Contest
Fri, Oct 305:30 PM – 6:30 PM2908 1/2 Beach Boulevard South · GulfportPowered by Eventbrite
- Gulfport
Women to Women
Fri, Oct 307:00 PM – 9:00 PM2624 54th Street South · GulfportPowered by Eventbrite
- Gulfport
Happy HalloweenMAGIC at Stormrunners
Sat, Oct 316:00 PM – 11:00 PMStormRunners Tavern · Gulfport
Eat
Where to eat in Gulfport 5
Distances estimate a direct line from this guide’s center, not your location or a route along streets.
All restaurants
5 cards
Drink
Bars and nightlife in Gulfport 5
All bars
5 cards
Do
Things to do in Gulfport 1
Right now
Gulfport neighborhood pulse
Fresh local headlines, nearby public-safety context, and places to play, all in one area guide.
Swipe for news, safety, and sports
Outdoors
Parks and green space in Gulfport 4
Outdoor report
4 cards
Park data: OpenStreetMap contributors
Getting there
Buses and trolleys to Gulfport
Routes with a stop within a half-mile walk of the center.
Nearby
Explore nearby areas
Straight-line distances between guide centers. Travel routes may be longer.
2.9 miSt. Pete Beach & the Gulf Beaches
St. Pete Beach to John’s Pass: boardwalks, beach bars, and big sunsets.
3.3 miGrand Central & the Warehouse Arts District
Central Avenue west of downtown: murals, galleries, breweries, and St. Pete’s creative core.
4.7 miDowntown St. Pete
Murals, museums, and a waterfront pier district that earned the hype.
Swipe for nearby guides