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- This Weekends Events: June 27-29, 2025
This Weekends Events: June 27-29, 2025
SWFL Weekender Presents


THIS WEEKS SPONSOR: XV POWERSPORTS
XV Powersports sells new and used Golf Carts, UTV’s, ATV’s and Tractors. Now offering remodeled EZGO Golf Carts starting at $6,899!! Call or Text them today to get started at 239-426-7966.

CALL OR TEXT 239-426-7966
MAIN EVENTS:

CARS ON 1ST (DOWNTOWN FORT MYERS)
Event by CarMeets SWFL
First St, Fort Myers, FL 33902
Start your engines, Fort Myers! The ultimate car show is taking over First Street on June 28th, 2025 from 10AM to 7PM — and it’s going to be WILD!
Cars on 1st brings: Live Performances | DJ Sets | Food | Raffles | Awards | Family Fun | Boxing Exhibition From classics to exotics, we’re shutting down the street from end to end!
This one-day experience showcases a curated lineup of 300 Plus Classic, Muscle, Exotic, and Modified cars displayed along historic First Street, bringing together automotive enthusiasts, local businesses, families, and philanthropists. Attendees enjoy live entertainment, vendor booths, food trucks, VIP experiences, and live boxing demonstrations—creating a unique blend of lifestyle, culture, and community engagement. Cars on First is more than just a car show—it’s a platform to invest in the future of Southwest Florida’s youth.

ARABIAN NIGHTS BAZAAR
Event by Backyard Social
16371 Corporate Commerce Way, Fort Myers, FL, United States, Florida 33913
Shop our outdoor Mystical Night Market
Our curated outdoor market supporting local artisans.
Find boutiques, plants, snacks, coffee, wares & more!
Alfi Eyeware
Montgomerie Gray
Spirit Glow Home
FJ Designs by Ange
Chasing Bliss Boutique
Who Gives A Shirt?
Aruba Organics Chimes by Design
Charm Bar
Crusty Cravings
Clothing Bar
Charm Bar
Sanibel Braids and hair wraps
Paws and Pups Boutique
D1 Craft Room
Drink Specials available! 6 unique food trucks inside. Outdoor games.

COUNTRY NIGHT AT WHISKEY PARK: BULL RIDING + LIVE MUSIC
Event by Whiskey Park
3380 Mercantile Ave, Naples, FL, United States, Florida 34104
Hold my whiskey 🤠
Bull riding. Big Cypress Band. Ten bucks at the door. Country Night goes hard Friday, June 27 from 9 PM-12 AM.

Cape Coral Farmers Market
Event by Chamber of Commerce of Cape Coral
EVERY Saturday 8:00am - 1:00pm
Club Square SE 47th Terrace and SE 10th Place, South Cape
Voted Best of the Cape for Farmers Markets the last 6 years!

Third Street South Farmers Market
Event by City of Naples
245 13th Ave S, Naples, FL 34102
Find the Market in the Neapolitan parking lot between Third Street South and Gordon Drive. Year-round, the Third Street Farmer’s Market is open every Saturday morning from 7:30 until 11:30 a.m!

GROUPER FEST @ Fort Myers Brewing Company
Event by: Fort Myers Brewing Company and Rock Republic
12811 Commerce Lakes Dr, 28, Fort Myers, FL, United States, Florida
Friday, June 27 (2pm-11pm)
Food Trucks: Don’t Give Up, Mambo!, South Pizza Co, The One Stop Food Truck, Wicked Streatery (2pm start for all)
Live Music: No Wrong Turn (3pm), Ben Allen Band (7pm)
Saturday, June 28 (Noon-11pm)
Food Trucks: Blades of Glory, Detour Diner, Let’s Get Nood, Pansardo Italian Deli, Wicked Streatery (12pm start for all)
Live Music: Briz & Lady (12pm), DJ Bigs (3pm) and Rock Republic (7pm)
Sunday, June 29 (Noon-8pm) – Kick the Keg Party/Hangover Party
Food Trucks: Yo Samara’s and Don’t Give Up (12pm start for all)
Live Music: Orlando Phillips (Steel Drums 12pm) and Jenny Ve (3pm)
Plus, FIBB will be on site with a DRIPP IV THERAPY station to get you back on your game! Try the “Myers Cocktail” during the event from 1-5pm on Sunday, June 29th.

FLORIDA GULF COAST TATTOO EXPO 2025
Event by Florida Gulf Coast Tattoo Expo, Inferno Rock Radio, and Country Hits Now
Caloosa Sound Convention Center
The Florida Gulf Coast Tattoo Expo will take place at the 30,000 square foot, recently renovated, Caloosa Sound Convention Center in the Historic River District of Downtown Fort Myers, Florida.
The convention center is perfectly situated next door to the newly built, waterfront host hotel . . . The Luminary. Our official MC, Joey Tattoo, will navigate you through, and to, all the excitement we have to offer up that weekend.
The expo will feature over 250 local, national and international artists tattooing ON-SITE (by walk-up OR by appointment), industry specific vendors, as well as vendors offering jewelry, fashion, oddities, local goods and more!
We will also host daily tattoo contests, headed up by Yall Quinones "Yallzee", along with Alwin Perez and Funhouse Tattoo Owner, Chris Pitre "Casper", LIVE music and entertainment, before hitting downtown and all it has to offer!
Come catch the latest tattoo designs and trends, watch the industry's top artists put in the work, and best yet - get yourself a jaw-dropping, bangin' tattoo!
General admission pricing: Friday $20 - in advance / $25 at the door Saturday $25 - in advance / $30 at the door Sunday $20 - in advance / $25 at the door Weekend Pass $40 - in advance / $45 at the door
Children 12 and Under are Free

SUNDAY NIGHT TRIVIA- 5 O’CLOCK SOMEWHERE BAR AND GRILL
Event by Compass Hotel Naples FL
4805 Tamiami Trail N, Naples, FL, United States, Florida 34103
Join Us for Trivia Night at 5 o’Clock Somewhere Bar & Grill! Test your knowledge and enjoy some friendly competition every Sunday at 5:30 PM! Hosted by Spotlight Entertainment SWFL, our weekly trivia night is the perfect way to cap off your weekend. 🎉 What to Expect:
• Fun and engaging trivia questions
• Exciting prizes for the winners
• Delicious food and drinks from our menu Bring your friends, form a team, and see if you have what it takes to claim the top spot!
No reservations needed—just show up ready for a great time.
📍 Location: 5 o’Clock Somewhere Bar & Grill Compass Hotel Naples
We can’t wait to see you there! 🌴✨
