OCTOBER
Through October 19
St Pete Pier Pumpkin Patch
Stroll through a magical field of vibrant, plump
pumpkins, then snap some special memories amidst the golden haystacks, a rustic
truck and scenic fall displays in this beach-front pumpkin patch. Free. Takes
place Oct. 11 & 12: 11am-8pm; Oct. 13-17: 5-9pm; Oct. 18: 11am-9p, Oct 19:
11am-6pm at 800 2nd Avenue NE. Info: www.stpetefallfest.com
October 26
Halloween on Central
Only treats are allowed along this 22-block open street costume crawl featuring
glass blowing, scavenger hunts, scary street performers, candy stations, the
Boo-Levard of Play family fun zone, Voodoo Village marketplace, wiener dog
races, food trucks and more. Free. Takes place 12-5pm from 900-3100 Central Ave. St. Info: https://halloweenoncentral.com
October
31
Halloween Trunk or Treat
St Pete Beach: Trick or treat from delightfully costumed characters haunting
Corey Ave. and enjoy family photo ops in the festive fall atmosphere. Don’t
miss this spook-tacular evening of Halloween spirit! Free. Takes place 5-6:30pm at 7305 Gulf Blvd.
Info: https://coreyave.com
NOVEMBER
November 1
History in a Bottle: Uncorked
St Pete: From humble beginnings to world-class wines, does the West do it best?
Indulge in a celebration of premier US wines perfectly paired with gourmet
delights along with unique tales of whiskey’s origins and find out! Tickets.
Takes place 6-8pm at 335 2nd Ave NE. Info: https://spmoh.com
November
1 & 2
Savor St Pete
Discover the Bay Area’s longest-running food & wine festival featuring
flavor-packed bites handcrafted by local chefs in the Grand Tasting Village,
fine wines and microbrews, mixology demos, and live music set against stunning
180-degree waterfront views. Tickets. Takes
place 12pm at 701 Dr NE. Info: https://savortheburg.com/
November 7-16
SHINE Mural Festival
Discover the vibrant citywide landscape of stunning larger-than-life murals
from local,
regional, national artists while learning the stories behind their art during
10 days of special community art events that recognize the
transformative power of public art. Free. Takes place various times/locations. Info: https://stpeteartsalliance.org
November
8
Historic Baseball Trolley Tour
St Pete: Explore the history of the original Spring Training destination --St
Pete’s training fields and facilities enticing prices, mingle with friends, and
tap your toes to live music while enjoying the beautiful waterfront. Free/food
tix onsite. Takes place 12-3pm at 1055 Boulevard of the Arts. Info: www.eatlikealocal.com
November 12
Ghostly Haunted Trolley Tour
St Pete: Journey into the dark and creepy side of the Sunshine City with a
visit to some of the lesser-known downtown haunts, including the spooky Roser
Park and Old Northeast neighborhoods. Tickets. Takes place 6:30-8:30pm at 335 2nd
Avenue NE. Info: https://spmoh.com
November
14
PeliPaws Dog Walk/Run
St Pete: Leash up your favorite pooch for this half-mile run/walk along the sparkling
downtown waterfront to help VEG Cares make lifesaving care possible for pets in
need! Dogs should be people/dog friendly and enjoy walking on a non-retractable
leash. $25 registration. Takes place 6pm at 480 Bayshore Dr SE. Info: https://stpeterunfest.org
November
15 & 16
St Pete Run Fest
St Pete: Discover one of the best running events of the decade with scenic downtown,
waterfront and surrounding neighborhood views! Post-race, cool off in the beer
garden or shop for new race. Register. Various start times/locations take place
on Bayshore Dr near the Dali Museum. Info: https://stpeterunfest.org
November
22 & 23
Tampa Bay Holiday Market
Welcome the holidays at the premier shopping event of the season featuring 100+
local vendors offering home essentials, unique handmade gifts, cosmetics,
holiday decor, apparel, accessories, delicious food and more! Free. Takes place
10am-5pm at 535 4th Ave N. Info: www.tampabayholidaymarket.com
November 28 - January 2
Illuminated Holiday Displays
Take a stroll through a sparkling fairyland of twinkling lights, decorations
and giant greeting cards across four downtown waterfront parks and test your
skill with festive interactive games at each stop! Free. Takes place dusk -10
pm from 701 Bayshore Dr NE to 8 Central Ave. Info: www.stpeteparksrec.org
November
30 & December 1
Shopapalooza
St Pete: Discover an epic celebration of Small Business Saturday (and Sunday!)
shopping featuring 350+ local makers and small businesses offering unique,
handcrafted jewelry, art, candles, soaps, coffee, tea, rubs and more. Free.
Takes place 10am-5pm at 701 Bayshore Drive NE. Info: www.shopapaloozafestival.com
DECEMBER
December 2
Annual Yule Cactus Lighting
Kick off the holiday season with art making for all ages, photos with Cowboy
Santa, and campfire treats before the switch is flipped, lighting the dazzling
10-foot Yule cactus! Free. Takes place 6-8pm at 150 Central Ave. Info: https://thejamesmuseum.org
December 4
Winter Bar Crawl
Bundle up and grab your friends for some seasonal memories with fellow art
lovers at three top Forward Hospitality watering holes. Each stop features lots
of holiday cheer, including a free shot! 21 & up. Tickets. Takes place
6-8pm at 150 Central Ave. Info: https://thejamesmuseum.org
December 6 & 7
St Pete Beach Corey Area Craft Festival
St Pete Beach: Discover stunning works from 200+ talented artists and crafters
offering pottery, jewelry, ceramics, paintings, and one-of-a-kind treasures in
this lively, open-air seasonal marketplace, just steps away from the dazzling
Gulf of Mexico. Free. Takes place 10am-5pm at 415 Corey Ave. Info: www.artfestival.com
December
6
Snowfest
Experience a Florida-style winter wonderland featuring toboggan rides, holiday
inflatables, winter-themed arts and crafts, live music, food trucks and more!
Wristbands required -$5. Takes place 2-9pm at 400 Bayshore Dr NE. Info: www.stpeteparksrec.org
December 6 & 7
St Pete Beach Corey Area Craft
Festival
St Pete Beach: Discover stunning works from 200+ talented artists and crafters
offering pottery, jewelry, ceramics, paintings, and one-of-a-kind treasures in
this lively, open-air seasonal marketplace, just steps away from the dazzling
Gulf of Mexico. Free. Takes place 10am-5pm at 415 Corey Ave. Info: www.artfestival.com
December 9
Winter Wonderland Market
Feel the sparkle as you shop a unique display of fine art, crafts and specialty
items handcrafted by local artists and businesses while your favorite holiday
classics twinkle through the first-floor galleries. Free. Takes place 5-8pm at
150 Central Ave. Info: https://thejamesmuseum.org
December 10
Ghostly Haunted Trolley Tour
St Pete: Journey into the dark and creepy side of the Sunshine City as Dr.
Brandy Stark guides you into some of the lesser-known downtown haunts,
including the spooky Roser Park and Old Northeast neighborhoods. Tickets. Takes
place 6:30-8:30pm at 335 2nd Avenue NE. Info: https://spmoh.com
December 28
Nutcracker!
Celebrate a beloved holiday tradition with an international all-star cast that blends
world-class ballet with enchanting puppetry, extravagant costumes, and
breathtaking acrobatics. Experience the magic of Tchaikovsky’s timeless score
and create cherished memories with friends and family of all ages this season!
Tickets. Takes place 12pm, 4pm, and 8pm at 400 1st St. S. Info: https://themahaffey.com
December 31
NYE on The Pier
St Pete: ExPIERience a spectacular free dance party featuring live music and
DJs, disco ball and LED light displays, games, food trucks, full bar and champagne
toasts, plus the largest midnight waterfront fireworks show in the area! Rain
or shine. Free. Takes place 8pm – 12:30am at 615 2nd Ave NE. Info: https://stpetepier.org
JANUARY
January 4 & 5
Downtown Dunedin Art Festival
Dunedin: This outdoor festival showcases a stunning variety of artwork from talented local and national artists, including fine paintings and sculptures to unique jewelry, ceramics, and photography, plus live music, interactive art displays, and gourmet food vendors. Free. Takes place 10am-5pm at 271 Main St. Info:www.artfestival.com
January 3 & 4
St Pete Beach Corey Area Craft Festival
St Pete Beach: Discover stunning works from 200+ talented artists and crafters
offering pottery, jewelry, ceramics, paintings, and one-of-a-kind treasures in
this lively, open-air seasonal marketplace, just steps away from the dazzling
Gulf of Mexico. Free. Takes place 10am-5pm at 415
www.artfestival.com
January
16-19
St Petersburg Power & Sailboat Show
St Pete: Set sail with the latest models of power boats, motor yachts, sailboats
and personal watercraft, plus marine gear, electronics, maritime art, savory
seafood, gyros, craft cocktails and more – all at the Gulf Coast’s largest boat
show! Tickets. Takes place Thurs-Sat: 10am–6pm; Sun: 10am-4pm at 400 1st St S. Info: www.stpeteboatshow.com
January 18
MLK Dream Big Band Showcase
Witness the musicians of tomorrow featuring members of the Tuskegee, Savannah
State and Albany State marching bands demonstrating harmonious dedication,
precision and skill musical showcase on the eve of Monday’s MLK Dream Big
Parade. Tickets. Takes place 4pm at 850 34th St. S. Info: https://mlkdreambig.com/
January 19
MLK Dream Big Parade
St Pete: Celebrate unity as city leaders
and members of the community come together, along with colorful floats and lively
music from top college marching bands, to show diversity and inclusivity during
this annual tribute to the legacy of Dr. Martin Luther King, Jr. Free. Takes
place 11am-2pm on 1st Ave. S. Info: https://mlkdreambig.com/
FEBRUARY
February 7 & 8
St Petersburg Fine Arts Festival
Explore stunning original works, including paintings, photography, sculpture,
metalwork, digital art, jewelry, glass, ceramics, fiber, mixed media and more
from 100+ Florida and US artisans in this unique plein air waterfront art
gallery. Free. Takes place 10am-5pm at 198 Bayshore Dr NE. Info:
www.paragonfestivals.com
February 14 & 15
Gulfport Fine Arts Festival
Gulfport: This juried boutique festival features stunning art in a variety of
mediums and fine crafts under the historic Clymer Park oaks and just steps away
from quaint restaurants, coffee shops and the sparkling Gulf. A must-visit on
your festival list! Free. Takes place 10am-5pm at 5350 31st Ave S. Info: https://visitgulfportflorida.com
February
15
Festivals of Speed
St Pete: Sip and savor fine wines and delicious bites, enjoy live music or a
premium blend in the outdoor cigar lounge as the world’s most exotic cars,
motorcycles, and watercraft find prime parking on St Pete’s sparkling
waterfront. Tickets. Takes place
11am-3pm at 701 Bayshore Dr NE. Info: https://festivalsofspeed.com
February
20-22
St Petersburg Seafood & Music Festival
St Pete: Indulge in gourmet deep-sea flavors crafted by top local chefs accompanied
by live music and a vibrant arts marketplace featuring arts, crafts, gourmet
foods, and more! Tickets. Takes place Fri: 4-10pm; Sat-11am-10pm; Sun: 11am-6pm
at 701 Bayshore Dr NE. Info: www.paragonfestivals.com
February 27-March 1
Firestone Grand Prix of St Petersburg
St Pete: Feel the excitement as world-class racers burn rubber along the
downtown waterfront in the 2026 IndyCar season opener! Snag driver autographs,
tour the Speed Zone and Gasoline Alley, experience interactive driving games, exhibits
and more! Takes place 8 am-5 pm daily in downtown St Pete. Info: www.gpstpete.com
February 28
Get Rescued Animal Rescue Festival
Gulfport: The Gateway to the Gulf’s going to the dogs, kitties, skunks and
other feathered and furry friends with animal rescue groups, pet-friendly
vendors, animal training demos, a wiener dog derby, art, crafts, and much more!
Free. Takes place 10am-5pm at 3000 Beach Blvd. S. Info: https://visitgulfportflorida.com
February 28-March 1
St Pete Comic Con
St Pete: Don’t miss the 5th anniversary of this unique event celebrating
comics, anime, pop culture, makeup/SFX, and more while mingling with comic
artists, voice actors, iconic toy designers and a roster of Florida’s top
cosplayers! Tickets. Takes place 10am-5pm at 535 4th Ave N. Info: https://holidaycosplaytb.floridacomiccons.com