Weekend Guide 10+ Things to do in Jax this Weekend

  • by Catherine Tortorici
  • October 18, 2021

This week brings many exciting events! Halloween is right around the corner and there is plenty to do for spooky season.  There are sporting events coming up, concerts to see, and places to eat! Plan for this week and beyond with our guide.

Live Music at the Markets at Town Center 

Live Music at the Markets at Town Center are back on Thursdays starting October 14 – November 4. There will be food tents including Prati Italia, beverage stations, seating, and more! Admission is free and the event is family friendly! Live music runs from 6:30 – 9:30 pm and activities will be located adjacent to Palmetto Moon & Kirkland’s

October 21 –Honey Hounds

Honey Hounds Duo is an upbeat Booty Shakin’ Blues pair! Get ready for an experience that takes you back to when Blues Rock ruled the airwaves with funk and soul vibes.

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Engel & Völkers 

Are you searching for your dream home? Check out Engel & Völkers and their incredible website to help you find what you are looking for. Engel & Völkers is one of the world’s leading service companies specialized in the brokerage of premium residential property, commercial real estate, yachts and aircrafts. Based in over 800 locations in total, Engel & Völkers offers both private and institutional clients a professionally tailored range of services. Consultancy, sales and leasing form the core competences of the staff of more than 10,000 people. The company is currently operating in over 30 countries on five continents.

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St. Augustine Songwriter’s Festival

When: 10/22-24

The festival includes outstanding songwriters, ranging from legendary artists to current hit makers and budding stars, including Halfway to Hazard, Bobby Pinson, Kylie Sackley, Taylor Austin Dye, Styles Haury, AJ Kross, Striking Matches and Mark Irwin.

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St. Benedict Blues Festival

When: 10/22 4-10PM

Come enjoy the St. Benedict the moor Blues Festival! Admission is $5 and includes great music at the historical site. Don’t forget your lawn chair!

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One Night Taco Stand

Where: 1861 Wells Road and 9703 San Jose Blvd

Craving tacos? Every Tuesday, @onenighttacostandjax has $2.99 specialty tacos (13 different tacos to choose from) plus drink specials all day!  They have other specials on other days and a food truck too!

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Shipley’s Do-nuts

Where: 12667 Beach Blvd

Back by popular demand, @shipleyjacksonville has brought back their apple cider & pumpkin cake donuts + the “Spooky Bullseye”. If you didn’t know, Bullseyes are a classic Shipley specialty - They come with a chocolate donut hole in the center and their marshmallow cream topping.

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Setlan Coffee Shop

One of Jax’s newest coffee spots is nestled into the courtyard at San Marco’s Union Hall (the perfect spot to take enjoy and explore some great local art). Visit the coffee trailer and grab your favorite brew & a quick bite! 


The Expendables & Ballyhoo! with special guest Tunnel Vision

Where: St. Augustine Ampitheatre

When: 10/24 6:45 PM

The Expendables enjoyed a laid-back lifestyle growing up in Santa Cruz, CA; surfing, skating, partying, and playing music were commonplace. Since 1997, The Expendables have staked their claim in the California surf/rock genre by headlining venues from coast to coast. Blending Reggae, Punk Rock, and 80s style dueling guitar solos, The Expendables have made heads turn and floors shake for years. The band consists of four longtime friends: Geoff Weers (Guitar and Vocals), Adam Patterson (Drums and Vocals), Raul Bianchi (Lead Guitar) and Ryan DeMars (Bass).  The first seven years of their career was fueled with three full-length, completely independent releases.  No Time To Worry (2000), Open Container(2001), and Gettin’ Filthy (2004), would bring in a combined total of over 40,000 units sold with no physical distribution and no record label.

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Kevin Costner & Modern West 'Tales from Yellowstone Tour 2021

Where: St. Augustine Ampitheatre

When: 10/25 7PM

Kevin Costner & Modern West is an Americana and rock band founded by actor Kevin Costner in 2007. Since their inception, Kevin Costner & Modern West have toured the globe sharing their music with fans. Four studio albums later, the band is on the road again with the Tales from Yellowstone 2021 Tour.

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LANY "gg bb xx Tour"

Where: St. Augustine Ampitheatre

When: 10/26 6:30PM

Pop trio LANY announce a North American tour to support their upcoming album, gg bb xx this fall. gg bb xx, the fourth album from LANY, is out September 3 via Interscope Records. Thus far, they have shared three offerings from the album—“up to me,” “dna [demo]” and “dancing in the the kitchen”—which Uproxx says “showcases the group’s knack for penning relatable pop tunes, emphasizing the importance of enjoying life’s little moments over a joyous beat.” These new songs follow LANY’s first new music of 2021, “I Quit Drinking,” a duet with country superstar Kelsea Ballerini which debuted with a live performance at this year’s CMT Awards last month.

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Ghost Stories at the Beach

​​Where: 370a A1A Beach Blvd

When: 10/23 6:30-9PM

Tale Tellers of St. Augustine present spooky ghost tales at twilight at the beach. 

Featured Ghost Storytellers include Chris Kastle, author of Icy Fingers of the Deep, Natalie Beltrami, Margaret Kaler, and a Surprise Special Guest. 

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2021 Fall Fun

Fall is finally here! It's time to sip on pumpkin flavored drinks, break out the cardigans, take a trip on a hay ride, get lost in a corn maze and of course, enjoy the cooler weather. One of the best things about fall is picking out the perfect pumpkin! But, it can be a challenge to know where the best pumpkins are- so we've compiled a list of the top places to get your fall fun on! Check them out below.

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Spookiest Home Contest

Jacksonville’s Spookiest Homes Contest is back! We’re searching for homes in the 904 with outrageous Halloween decorations (excessive tombstones, cobwebs, pumpkins, etc..)

 We’re giving away $1,000 in cash + prizes + a “scary big” trophy to the best decorated homes in the 904!  Know someone that’s gone over the top this year? Send an email to [email protected], subject line “Spookiest House Contest” and include the address and a photo! Contest winners will be chosen on 11/5/21. As submissions are sent in, we will validate authenticity and then publish to our newest guide “Spookiest Homes In The 904”. Good luck and happy haunting! 


Chophouse 13

ChopHouse Thirteen has been a tradition of excellence in Jacksonville under the name The Tree Steakhouse since 1969. After 50 years, ChopHouse Thirteen changed its name and received a new modern look in May of 2019 to take their dining experience to the next level.

The restaurant serves 100% certified black angus cuts of beef, fresh seafood, in-house prepared sides, and have a conditioned wine room with a diverse selection of wine for any palate.

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Friday Night Picnic

Where: The Cummer

When: Fridays 5-9PM

Wind down and decompress as you relish in the beauty of the historic Cummer Gardens. Guests will enjoy al fresco dining with a picnic, and access to seating throughout the Museum’s 1.45 acre property or bring your own blanket.

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St. Johns River Taxi Tours

St Johns River and Taxi Tours is a great way to spend your day or night. They have cruises for happy hour, dolphin lovers, and more. They even offer cruises for transportation to Jags games and Daily’s Place.

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Young Frankenstein

Where: 12000 Beach Blvd, Jacksonville, FL 32246

When: September 30 - November 7, 2021

Based on the 1974 film, this musical adaption of the classic comedy follows the story of Dr. Frederick Frankenstein (Fron-kin-steen) trying to follow the footsteps of his famous grandfather, Victor Frankenstein.

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Riverside Arts Market

When: Saturdays 10-3

Where: 715 Riverside Ave

Enjoy local makers, artists, and farmers under the bridge. It’s free and pet friendly. Bring some friends and enjoy the market rain or shine.

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Little Big Town: Nightfall Tour

When: October 23 8PM

Where: Daily’s Place

Little Big Town has earned more than 45 award show nominations and has taken home nearly 20 awards, including multiple GRAMMY, AMA, People’s Choice, CMA, ACM awards, and an Emmy award.

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Mercy Me Inhale(exhale) Tour

When: October 22 7PM

Where: Vystar Veterans Memorial Arena

MercyMe is an American contemporary Christian music band founded in Edmond, Oklahoma. They have been nominated for many Grammys and have 8 dove awards. Come see them live at Vystar Veterans Memorial Arena!

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Taylor Tomlinson: Deal With It Tour

Where: Florida Theatre

When:  October 22 7PM

Taylor Tomlinson has been featured on Netflix, The Tonight Show with Jimmy Fallon, Conan, MTV’s Safe Word, Comedy Central's Adam Devine's House Party, was a top ten finalist on season 9 of NBC's Last Comic Standing, and was recently honored by Variety Magazine at the Montreal Just for Laughs Comedy Festival as a Top 10 Comic to Watch. Taylor started doing stand-up at just 16 years old and has been letting stand-up slowly ruin her life ever since. She is one of the country’s youngest touring headliners, delighting audiences coast-tocoast with her sharp crowd-work, biting wit, and wonderfully self-deprecating point of view. Tomlinson co-hosts The Self-Helpless Podcast and can currently be seen on the first season of Netflix's stand-up series The Lineup.

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MasterChef Live

Where: Florida Theatre

When: October 21 7PM

This high-energy, interactive stage production brings the culinary hit TV shows MasterChef & MasterChef Junior directly to fans and foodies alike...LIVE on stage! The family-friendly show will feature head-to-head cooking demonstrations and fun (sometimes messy!) challenges with past MasterChef & MasterChef Junior contestants, and an overall immersive audience experience fun for all ages.  It’s a recipe guaranteed for a good time!

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UNF Sporting Events

Check out the home sporting events UNF has going on this week.

UNF Softball vs FSCJ October 22  4 and 6:30 PM 

UNF Volleyball vs Bellarmine October 22 7PM

UNF Women’s Soccer vs Jacksonville University October 23 1PM

UNF Volleyball vs Eastern Kentucky October 23 7PM

UNF Men’s Soccer vs FGCU October 23 7PM

UNF Volleyball vs Lipscomb October 24 7PM

UNF Men’s Soccer vs FAU October 26 7PM

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Raya and the Last Dragon

When:October 23 6PM

Where: 121 Financial Ballpark

The Jacksonville Jumbo Shrimp season may be over, but you can still enjoy a movie in the ballpark! 

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Florida Black Expo 2021 

When: 10/21-10/23

African-American owned businesses will showcase their talented enterprises at the Prime F. Osborn Convention Center (1000 W. St. – 32204). This 3-day event will have every participant, consumer, young adult, local small business, community organization and international corporation alike leaving better than they came. Please visit Florida Black Expo for details.



Community Impact Day Family Fall Festival 

When: 10/23

The Mayor’s Community Based Crime Reduction Program is hosting a Fall Festival from 10 a.m. to 1 p.m. at the New Town Success Zone (1401 Grunthal St. – 32209). There will be a variety of health screenings, music, entertainment, food, fun activities and giveaways for the entire family. Children must be accompanied by an adult parent or guardian.



Pints & Frights: M/6 Halloween Party!

When: October 23 7-11PM

Dust off those fan favorite costumes, or go out and grab something new, but dress up to impress! We are having our annual Halloween costume party and plenty of special release beers to go with it!

Shubachi Asian Food truck will be out front, serving up some killer food that evening!

We will be doing a costume contest and raffling off fun prizes all night, including a 2020 WMD bottle variant!

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Arf Barket

Where: Riverside Arts Market

This Halloween, Arf Barket is back on October 30 with a twist. This year’s theme will be a Spooktacular and feature a lot of new and returning activities that everyone can enjoy. On the River Stage, the popular dog costume contest returns for contestants where prizes are awarded for the best dressed. Pet owners are also encouraged to dress up alongside their pups and pre-registration is available online.

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Michael Bublé Concert

Where: Vystar Veterans Memorial Arena

When: October 28 8PM

On October 28th Michael Bublé  will be returning to Jax with his hugely successful “An Evening With Michael Bublé” Tour performing at the VyStar Veterans Memorial Arena!

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LUKE COMBS: What You See Is What You Get Tour: In The Round

When: October 29 7PM

Where: Vystar Veterans Arena

ACM, CMA, and CMT Award-winning artist Luke Combs will bring his extensive “What You See Is What You Get Tour” to VyStar Veterans Memorial Arena on October 29, 2021.  The newly confirmed dates will feature Combs performing with a new in-the-round stage design and include special guests Ashley McBryde and Drew Parker.

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 The Haunted 904 Pop Up: Seawalk Pavilion

Where: Seawalk Pavillion

When: 10/31 11-7PM

Costume Contest! Dog Costume Contest! Food Truck Decoration Contest! Halloween Installations! Trick or Treat with over 200 Local Vendors! 

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Hubbard House 45th Anniversary Party

When: October 31 12-4 PM

Where: Klutho Park

Hubbard House invites you to a Sweet Celebration, a free, family-friendly 45th anniversary party happening Sunday, October 31, 12-4pm at Klutho Park. We’ll dance, enjoy fun activities and eat delicious sweet treats in the Springfield neighborhood where it all started. Sweet costumes welcome. Let’s celebrate the life-saving, life-changing work we’ve accomplished together, 

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Wicked Barley's Annual Halloween Party- WICKEDWEEN! Join us on Friday, October 29th for a family friendly event celebrating Halloween! LIVE MUSIC, BEER RELEASES, FACE PAINTING AND MORE!


6-10pm | Flo-J

Enjoy Halloween inspired beer releases including:

Peanut Butter Cup Brown Ale

Raspberry Infused Cider

Halloween Slushy

and more coming soon!

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The Rocky Horror Picture Show

When: 10/30 8PM

Where: The Florida Theatre

 The ultimate Halloween movie, Rocky Horror is now a cult classic, preserved by the Library of Congress! The 1975 musical is a tribute to the science fiction “B Movies” of the 40’s and 50’s. Its amazing cast included then young actors Tim Curry as mad scientist Dr. Frank N. Furter, Susan Sarandon and Barry Bostwick as our heroine and hero, Meat Loaf, Jonathan Adams, and Charles Gray. Bring your costumes, bring your props (no meat, please), and come early for the live music by 4Play. Hosted by Karrissa Wade.

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Chelsea Handler: Vaccinated and Horny Tour

When: 10/30 7PM

Where: Times-Union Center

Chelsea Handler is a comedian, television host, best-selling author and advocate whose humor and candor have established her as one of the most celebrated voices in entertainment and pop culture. After a strong seven-year run as the host of E!’s top-rated Chelsea Lately, a tenure in which Handler was the only female late-night talk show host on-air, she then launched her documentary series Chelsea Does followed by her talk show Chelsea on Netflix in 2016. She has penned six best-selling books, five of which have reached #1 on the New York Times Bestseller list, including 2019’s Life Will Be the Death of Me. 

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Gory Stories

Where: 70 Turin Terrace

When: 10/30 3:30-5PM

Four nationally acclaimed storytellers, Drew Sappington, Uncle Eddie & Robin, and Natalie Beltrami, will make their outdoor debut at Flagler Health Village Murabella, 70 Turin Terrace, for an afternoon performance of Halloween tales. The program begins at 3:30 p.m. with stories for all ages. This is outdoors and it is suggested to bring chairs or blankets for seating. Masks required.

General Admission: Single $5; Family: $10.

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Florida-Georgia Football Game

Where: TIAA Bank Field

When: 10/30 3:30 PM

It is time for the rivalry to come to Jacksonville! The Florida Gators and Georgia Bulldogs will be playing in town.

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Florida vs Georgia All-Inclusive Tailgate Experience

Where: 1906 E. Beaver St, 


Enjoy Unlimited Food and a 4 Hour Open Bar with hundreds of fans! Food, Beverages, Tented Seating Areas, Live Music & Entertainment, Celebrity Host Meet and Greets, Family Friendly Tailgating Games and Amenities, TVs, Bathrooms, and more are all included with your ticket! Tailgate with former Players and Celebrities!

The tailgate will take place in a 40,000+ sq. ft. grass parking lot just 4 blocks away from TIAA Bank Stadium (5-10 min walk to stadium). Every guest must show a valid I.D. at check in to obtain their General Admission (21+)/ VIP wristband.

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Halloween in Avondale

When: 10/29 4-6PM

Trick or Treat along the avenue in Historic Avondale! Wear your favorite costume with family and friends. Come by the store front of your favorite Historic Avondale Shops and grab your treat!Stay around for Music in Avondale starting at 5PM!

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Jax Greek Fest

Where:12760 Beach Blvd

When: 11/5-7

There will be food, fun, and a cultural experience for the entire family. Come enjoy a fun day with live music and dancing and so much more!

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Jacksonville Jaguars vs. Buffalo Bills

Where: TIAA Bank Field

When: 11/7 1PM

Come enjoy a game day experience. Grab some food and drinks and plan a day with friends and family!

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Jacksonville vs Buffalo All-Inclusive Tailgate Experience

When:11/7 9-1PM

Where:Where: 1906 E. Beaver St, 

Join Gameday Tailgate Experience (“GTE”) at a pre-game tailgate for the Buffalo vs Jaguars game on November 7. Tailgate is hosted by former Bills and Jaguars Linebacker Paul Posluszny and Reality TV Star Brody Jenner!

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Red Bull Night Riders

Where: Jacksonville Beach Pier – North Side

When: 11/6 6-10PM

Red Bull Night Riders returns to Jacksonville Beach, Florida on Saturday, November 6th, 2021! This surf competition will take place under unique conditions…the moon and the stars. Each of the six pro surfers competing in this tow-at contest has the opportunity to capture big air, pull off their best trick and push the limits of their sport.

Each of the six riders has 15 minutes to pull off their biggest air and best trick. Time will start as soon as the rider grabs the tow rope. A panel of 3 pro surfers will judge each rider based on their best completed trick. The winner with the highest score (scale 0 to 10.0) will be crowned Red Bull Night Riders champion.

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Jacksonville Icemen vs South Carolina Stingrays

Where:Vystar Veterans Arena

When: 11/6 at 7PM

Hockey is back! Come join the Jacksonville Icemen as they have their home opener against the Stingrays! 

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Live Music at the Markets at Town Center 

Live Music at the Markets at Town Center are back on Thursdays starting October 14 – November 4. There will be food tents including Prati Italia, beverage stations, seating, and more! Admission is free and the event is family friendly! Live music runs from 6:30 – 9:30 pm and activities will be located adjacent to Palmetto Moon & Kirkland’s

October 28 –Boogie Freaks

Halloween Party

Boogie Freaks disco band is a full blown ‘Las Vegas’ style disco music show incorporating outrageous costuming, choreography and character play.  Come in costume and ready to dance all night long!

November 4 –The Band Be Easy

The Band Be Easy Duo is a high-energy, multi-genre pair ready to rock your Thursday night! This sensational powerhouse duo knows how to get any party started and guarantees a good time dancing. From classic hits to current chart-toppers, The Band Be Easy Duo plays it all!

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First Wednesday Art Walk

Where: James Weldon Johnson Park, The Jessie and the Vagabond Flea (located at the Vystar Breezeway)

When: November 6 5-9PM

The Jacksonville Art Walk is back! Come enjoy the first Wednesday of each month and explore art hubs. The event is rain or shine and is a great way to enjoy a night and see some beautiful art by local creators.

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The Millenium Tour: 2021

Where: Vystar Veterans Memorial Arena

When: 11/7 at 7:30PM

The Millennium Tour 2021 will hit the road with Omarion, Bow Wow, Ashanti, Ying Yang Twins, Lloyd, Sammie, Pretty Ricky and Soulja Boy.

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 Moonlight Market happening in St Augustine on Saturday, November 13th

 Everyone knows that part of what makes St. Augustine so unique is its arts and culture scene. From artists, vintage enthusiasts, jewelers, and local eateries, this city wouldn't be the same without them. Now, residents and visitors alike will have the chance to connect in a new way as they shop local goods and meet the people that craft them. The small business duo comprised of Jenna Alexander Studio and Sunday Gathering Table will be kicking off their brand new bi-annual event with a Moonlight Market on Saturday, November 13th, from 5-9pm. The curated event will include dozens of local artisans, food and drink, and DJ: Zach Engh spinning vinyl records, all underneath a twinkle-lit, outdoor space.

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