It’s a busy month with a lot going on. To help you decide what to do, we picked one event for each day this month to take the guesswork out of how to make the most of your October.

Tuesday, October 1

Guns N’ Roses

Don’t miss your chance to see this iconic rock band in the flesh as they bring back their Not In This Lifetime…Tour stateside. (VyStar Veterans Memorial Arena // 7:30 p.m. // $104)

Wednesday, October 2

October ArtWalk: Nightmare on Laura St.

Come walk through Laura St. for this spooky edition of ArtWalk featuring live DJs and music, local art to browse and purchase, food trucks, beer tents and much more. (Hemming Park // 5-9 p.m. // FREE)

Thursday, October 3

2019 Seabee OktoBEEfest Jacksonville

Enjoy a festive craft beer celebration and support a veteran-owned business as you get into the fall Oktoberfest spirit. (Veterans United Craft Brewery // 4-9 p.m. // $10+)

Friday, October 4

Thomas Rhett: Very Hot Summer Tour 2019

It may be October, but that’s not stopping country star Thomas Rhett from bringing his Very Hot Summer tour to Jacksonville. It is still hot here, after all. (VyStar Veterans Memorial Arena // 7 p.m. // $50+)

Saturday, October 5 

Pumpkin Festival + Fall Market

Shop local vendors, partake in activities, listen to live music, and enjoy some special beer releases as you get fully in the fall spirit. Don’t forget to visit the pumpkin patch, benefitting Atlantic Coast High School’s Autism Support Fund. (Wicked Barley Brewing // 11 a.m. – 11 p.m. // FREE)

Sunday, October 6

River City Pride

Support the local LGBTQ+ community and Equality Florida as they champion equal rights in the Jacksonville area and beyond. (Willowbranch Park and Riverside Artists Square // various times)

Monday, October 7

Paint Nite: Bright Autumn Falls

Create your own beautiful and crisp fall scene at this hands-on class where you’ll be given access to materials and an artist guiding you through the process. (Crispys Springfield // 7 p.m. // $35)

Tuesday, October 8

Jax Beach Art Walk

Take a peaceful stroll on the beach and browse the works of local artists as they showcase and sell the best of their collections. (Jacksonville Beach // 5-9 p.m. // FREE)

Wednesday, October 9

Boy Band Trivia at Lola’s Burrito & Burger Joint

Are you a not-so-secret fan of Backstreet, *N Sync, 98 Degrees, New Kids on the Block and more? Showcase your love and knowledge of the greatest groups of the 90s and today in a safe – and competitive – space. (Lola’s Burrito & Burger Joint // 7:30-9:30 p.m. // FREE)

Thursday, October 10

Chris Stapleton’s All American Road Show

Country fans won’t want to miss this star-studded event, as Chris Stapleton brings Kendell Marvel and Brothers Osborne to the stage along with him. (VyStar Veterans Memorial Arena // 7 p.m. // $67+)

Friday, October 11

Maggie Rogers

Breakout songstress Maggie Rogers was selling out venues before her album was even released. Don’t miss your chance to see her live, as she’s guaranteed to rise to an even higher level of star power with her incredible voice in tow. (St. Augustine Ampitheatre // 6 p.m. // $34+)

Saturday, October 12

2019 Beaches Oktoberfest

Florida’s largest Oktoberfest celebration features live music from The Expendables, The Hip Abduction, and many more. Plus, food, drink and plenty of festive fun. (Seawalk Pavilion // 12 p.m. // Free admission, $20+ to enjoy music)

Sunday, October 13

Jax Arts Market – Fall O Ween Festival

Love to treasure hunt, not just shop? Don’t miss the fall edition of this art market, spanning two local shops, for the opportunity to find one of a kind pieces. (Jax Antique Market // 11 a.m. – 3 p.m. // FREE) 

Monday, October 14

The Smog of the Sea- Movie Screening and Discussion

It’s always beneficial to learn more about our environment and ways we can protect it. Join in this documentary screening and discussion centered around a unique journey to the remote Sargasso Sea to assess the impact that plastic has had on our ocean and overall ecosystem. (University of North Florida // 7 p.m. // FREE)

Tuesday, October 15

Speed Dating at Ruby Beach Brewing

Put down your phone and look up! The love of your life (or maybe your new BFF) could be right in front of you at Fray’s latest speed dating event, plus enjoy exclusive food and drink specials. This is a 21+ event. (Ruby Beach Brewing // 6 p.m. // $15)

Wednesday, October 16

Plant Nite: Halloween Tree

Is your space still in need of some spooky season decor? Make your own one of a kind and slightly creepy painting to add just the right amount of festivity to your home. (Red Lobster // 7 p.m. // $35)

Thursday, October 17

An Orchestration of Food, Wine & Music

This community benefit for the Civic Orchestra of Jacksonville will further their mission to “create symphonic music for everyone” with a lively evening of food, wine, and music. (The Garden Club of Jacksonville, Inc. // 6 p.m. // $100+)

Friday, October 18

JAxe Throwing

Let’s be real, who doesn’t want to throw an axe? Get your fix and see if you can hit your mark with this unique and fun sport. (Autobahn Jacksonville // 7 p.m. // $35)

Saturday, October 19

Seafood Soul Festival 2019

Get your seafood fix at this annual feast and festival benefitting the Edith Marie Foundation, which helps Jacksonville locals fighting breast cancer to feel empowered. Plus, shop vendors selling art, jewelry, homewares and more. (Morocco Shrine Center // 12-5 p.m. // FREE-$90)

Sunday, October 20

CHS presents Caring Chefs

At this event to benefit Children’s Home Society of Florida, you’ll sample from over 50 food, wine and beer stations showcasing the best food and drink of the area for a great cause. (The Avenues // 7 p.m. // $75)

Monday, October 21

Rumours of Fleetwood Mac

Miss your chance to see Fleetwood Mac when they toured last year? While it’s not quite the same, you can still dance the night away to their hits with this incredible cover band – endorsed by Mick Fleetwood himself. (Florida Theatre // 8 p.m. // $35+)

Tuesday, October 22

Port & Chocolate Tasting

Partake in port tastings and chocolate pairings set to complement this type of wine. You’ll also enjoy a welcome cocktail and other bites. (Texas de Brazil // 6:30 p.m. // $50)

Wednesday, October 23

Cemeteries as Outdoor Museums

Just in time for the spookiest season, learn how cemeteries serve as valuable lenses into history, archaeology, and so much more in this unique talk and tour. (Old St. Andrew’s Event Venue // 6:30-8:30 p.m. // FREE)

Thursday, October 24

Game Night At Tasty Dog

Don’t miss Tasty Dog’s first-ever game night, where you’ll find friendly competition in games like Dungeons and Dragons, Magic the Gathering, Yu-Gi-Oh and more. The full menu and beer will be available for you to enjoy, too. (Tasty Dog // 7-11 p.m. // FREE)

Friday, October 25

Post Malone: Runaway Tour

Posty, maker of hits like “Sunflower” and “Rockstar,” brings his unique energy and brand of rap to town this Friday. (VyStar Veterans Arena // 8 p.m. // $90.84+)

Saturday, October 26

Bastille and Joywave

British indie act Bastille joins forces with Joywave on the Doom Days Tour Part 1, for a Saturday night that’s bound to be filled with great music and plenty of dancing. (Daily’s Place // 7:30 p.m. // $45.75+)

Sunday, October 27

Terrain Race

Challenge yourself with 3 miles of mud, ropes, monkey bars, and other terrain-based challenges in this unique competition. Your ticket also includes a finisher’s medal and an event t-shirt. (Jacksonville Equestrian Center // various times // FREE)

Monday, October 28

Steve Hofstetter in Jacksonville! 

Comedian and YouTube star Steve Hofstetter comes to Jacksonville to bring some much-needed laughs to your Monday. (Jack Rabbits  // 8 p.m. // $22)

Tuesday, October 29

Duuuval’s Bold City Bash 2019

This inaugural event is a can’t miss celebration for any SEC football fan, especially for Florida-Georgia fans. But really, anyone who loves a good rivalry will find something to enjoy. (Baseball Grounds of Jacksonville // 8 a.m. // various tickets)

Wednesday, October 30

Spook-A-Thon

This marathon of spooky movies and pumpkin carving contest is the perfect way to get into the Halloween spirit – and get a little spooked in the process! (UNF Coxwell Amphitheater // 5 p.m. // FREE)

Thursday, October 31

Candied Fest 2019

Acts on their way to THE FEST, one of the best celebrations of emo and post-punk music in the country, as well as some local favorites,  provide a night of fun live music. Celebrating Halloween with great music is sure to be a treat. (Nighthawks // 5 p.m. // various tickets) 

What on this list has you most fired up for fall in Jax? Don’t forget to tag #FrayLife #JaxFray on social when you’re out doing these (or any other) fun things this month!

Need something fun to do with your pup this October? Hit up one of the best dog parks around the city!