The home stretch before Halloween! My hot take is that we should all get the week off before Halloween to lock in our decorations. Let’s dive in.

Pinellas County has more art per square mile than anywhere else in Florida, and this fall Creative Pinellas is leaning all the way into it.

Art Everywhere runs November 1 through December 6, with nearly 30 funded arts experiences in museums, galleries, parks, beaches, theaters and places you wouldn't expect. Creative Pinellas awarded $350,000 across the projects, chosen from nearly 140 applications, with funding from Visit St. Pete-Clearwater.

Sign up for the free Art Everywhere Passport, check in at venues to earn points, and you can unlock a limited-edition T-shirt designed by Clearwater artist Patricia Kluwe Derderian or a five-sticker pack by St. Pete artist Clancy Riehm.

Get your Art Everywhere Passport.

The World Series is back in St. Pete for the first time since 2008, and the city expects more than 100,000 people between the games, the watch parties, and local restaurants. Mayor Ken Welch said plans are in place to handle the crowds.

We won’t talk about Game 3, but last night was quite the game! The Rays took Game 4 to extend the series on a walk-off in the 12th inning, which made for quite the late night for me!

Game 5 will be tonight at 8 PM at the Trop. It’s a long road back, but it’s a start!

For a lighter-hearted take on baseball, the Savannah Bananas are playing St. Pete for the first time, May 7 and 8, 2027, at Tropicana Field against the Loco Beach Coconuts.

Tickets are only available through a lottery, and entries close at midnight on October 31. Enter at lottery.fansfirsttickets.com. Getting picked doesn’t obligate you to buy, so there’s no downside to throwing your name in. Game times and prices haven’t been announced.

This has been a long road. A 2025 St. Pete game got moved to Raymond James Stadium in Tampa after hurricane damage to the Trop.

P.S. Don’t talk to my wife about Savannah Bananas star Jackson Olson’s performances on Dancing with the Stars unless you want to hear about #JusticeForGuillermo.

The Lucky Flipper is headed to 915 Central Ave. in the EDGE District, with an early December opening in the works. Owner Matthew Scott, a retired Army veteran who served at MacDill, got the idea after he and his wife started playing a Judge Dredd machine that belonged to her late father.

Expect 16 to 18 pinball machines, mostly modern, including Jaws, Jurassic Park, Godzilla and Stranger Things, plus a refurbished 1993 Judge Dredd and a few classic arcade cabinets. Daily admission is planned at $14 for unlimited play, and you can come and go all day.

There are six beers on draft and learn-to-play nights are planned. The vibe is bright and welcoming rather than a dark arcade. Follow @theluckyflipper for the opening date.

The first St. Pete Cocktail Crawl dates are set for November 15 - December 15!

There are already 11 bars and restaurants already signed on for the month-long crawl that gets you a buy-one-get-one-free cocktail at each stop. Plus, more bars to come! Explore at your own pace, bring a friend, and discover your new favorite spot.

Be sure to follow @cocktail_crawls on Instagram for the initial lineup teaser coming soon!

Want to learn more about the crawl? Check it out and join the waitlist for early access to passes at discounted pricing here: St. Pete Cocktail Crawl.

Will you be spending your Halloween handing candy out? Or heading out to trick-or-treat? We tend to have an earlier crowd in our neighborhood, so sometimes we sneak out after the rush to go check out the sights and sounds of Old Northeast.

If you want to let folks know you’ll be handing out candy, you can mark your house down on the Nextdoor Treat Map. And if you’re on the hunt for a more local flavor and a list of Halloween haunts, check out Fright This Way (or add any fun displays you’ve seen)!

🗳️ Early voting is running through Sunday, Nov 1, from 7 AM - 7 PM at any of Pinellas's seven early voting sites. Mail ballots must be received by 7 PM on Election Day, Nov 3, and a postmark doesn't count. If you plan to wait for election day, find your polling place.

⚓ Council unanimously approved a new master plan for the four-acre Port of St. Pete, which puts $93 million to $163 million in possible improvements on the table over 10 to 20 years.

🤝 Mayor Welch and Milwaukee Mayor Cavalier Johnson have a friendly bet on fundraising the most for charity, with the loser's mayor wearing the other team's jersey. St. Pete is collecting for the St. Pete Free Clinic at stpete.org/give, or you can drop items at 25 city facilities.

Want to spread the word about your business, a project you’re working on, an exciting event, or just want to say hi to 12,000+ neighbors? Partner with us.

DINNER CLUB: Classic all-ages dinner on Nov 19 that still has a few spots open, and we just dropped December 10 (our last dinner club of the year)! Reserve your seat.

SUNNY SAVINGS: Oyster Bar - $5 wines, $6 cocktails, and $1 oysters from 4–5 PM. Tuesday – Sunday | 4 - 6 pm and late night from 9 - 11 pm.

CATCH OF THE DAY: Adopt Linus the dog or Trinity the cat. See them here.

SUNNY CREWNECK: Florida fall is here! Bundle up!

LAST WEEK’S SCRAMBLE: Tropicana

FLIGHT DEAL: St. Pete → Asheville for $84 in mid-November (35% less than usual!) Last call for leaf peeping!

‘BURG ABODES: Bahama Beach Beauty $964,000 | 4 Beds 3 Baths | 3,092 sq ft. Florida vibes inside and out!

A sampling of ten-ish fun things to do this week.

SUBMIT AN EVENT

Join Fit2Run and Pinellas Run Club for the Creatures of the Bay 5K at 3 Daughters Brewing on Thursday, October 29. The chip-timed race starts at 6:30 PM, with bib pickup at 6 PM. Registration is $25, increasing after tonight. Participants receive a free drink and the first 200 get a tote bag to decorate. Enjoy costume awards and a vendor village. Proceeds support PRC Beacon and the Big Bill Foundation.

Register for the Creatures of the Bay 5K

Halloween Plant Bingo | Grand Central Brewhouse | Oct 28, 7 PM | $36.22 🎟️
Plant bingo, costumes, prizes, brewery fun

How to Play Hong Kong Mahjong with Points | Lost & Found | Oct 28, 7 PM | $15 🎟️
Learn competitive Hong Kong mahjong scoring

Beer Garden Movie Nights | Green Bench Brewing Company | Oct 28, 7:30 PM | Free
Outdoor screening of Friday The 13th

Ceramic Hanging Altar Workshop with Hannah Lawson Pottery | Coastal House Vintage | Oct 29, 7 PM | $55 🎟️
Paint handmade ceramic altars with wine

Game Night: St. Pete | Spitfire Comedy House | Oct 29, 7:30 PM | $9.91 🎟️
Audience-guided improvised board game comedy adventure

4th Annual Farm-O-Ween | St Pete Youth Farm | Oct 30, 5:30 PM | Free
Family farm Halloween games, candy, food

Halloween Fest at USF St. Petersburg | University of South Florida St. Petersburg Campus | Oct 30, 5:30-8:30 PM | Free
Tent-or-treats, STEM, animals, and performances

Shuffleween! | St Petersburg Shuffleboard Club | Oct 30, 7 PM | $10 🎟️
Spooky shuffleboard, DJ, costumes, food truck

Spirits After Dark 2026 | The Urban Stillhouse | Oct 30, 7 PM | $99.03 🎟️
Adults-only cocktails, entertainment, costumes, culinary experiences

STrange PETERSBURG | Arts Xchange | Oct 30, 7-11 PM | $15 🎟️
Local creators showcase haunting horror short films

Tampa Bay Rowdies Playoffs Eastern Quarterfinals | Al Lang Stadium | Oct 30, 7:30 PM | $24+ 🎟️
Cheer Rowdies pursuing championship playoff glory

Scrap Shop at Webb's City Cellar | Webb's City Cellar | Oct 31, 12 PM | $50 🎟️
Create a Halloween-themed junk journal spread

Haunted Fest St. Pete 2026 | St. Pete Pier | Oct 30 & 31, 5-10 PM | $60+ 🎟️
Electronic music festival on the Pier

Halloween Dreams Feat. Treavor Moontribe | Coastal Creative | Oct 31, 9 PM | $47.64 🎟️
Deep rhythms, psychedelic soundscapes, art, connection

LocalPalooza 2026 | University of South Florida St. Petersburg Campus | Nov 1, 10 AM - 2 PM | Free
Celebrate local businesses, makers, artists, food

The Florida Orchestra: John Williams @ 95 | Mahaffey Theater | Nov 1, 2 PM | $28+ 🎟️
Orchestra celebrates iconic John Williams movie music

Speed Dating at DeCosmo | DeCosmo Italian Market | Nov 07, 6 PM | $27.90 🎟️
Meet local singles over gelato. Get 40% off for a limited time with code FLASHSALE40.

Full list of events this weekend and in the coming months. Plus, local shows and concerts on the horizon.

Thanks so much for reading! As always, feel free to reply directly to this email to let me know how I did with today’s edition!

Stay Sunny,
Josh