Can you believe it’s already the last week of October?! 🎃
Between Halloween parties, fall festivals, football, and some truly perfect weather (well… aside from Hurricane Melissa trying to steal the spotlight), there’s a lot happening around Jacksonville this week.
Whether you’re chasing spooky cocktails or brews, live music under the stars, or just want to stroll historic streets with your little trick-or-treaters — we got you. Here’s the real-deal hand-picked guide to the best stuff happening this week. Let’s go! 👇
This week’s highlights:
🖼️ Amplified Avondale — live music, art walk & trick-or-treat fun
🍸 Grey Matter Distillery — themed Halloween bar nights & creepy cocktails
🔑 Zillow Find of the Week — Fernandina dream home vibes
🍺 Brewery Halloween Events — spooky sips across Jax
🎉 Weekend Events Roundup — from whale festivals to masquerade balls
🎶 Amplified Avondale – Halloween Live Music & Art Festival
Jax friends — you’re officially invited to one of the best Halloween celebrations of the season! Expect live music, local art, and a community-wide trick-or-treat stroll.
📍 Historic Avondale, St. Johns Ave
🗓️ Friday, Oct 31st
💲 Free!
Highlights:
🎨 Community Art Walk at Southern Grounds
🍬 Trick-or-Treating along St. Johns River (4–6pm)
🎸 Live Music Jam: Funk, Bluegrass, Rock, Jazz (6–9:30pm)
✨ THEMED HALLOWEEN BAR ALERT!
Okay, STOP SCROLLING—Grey Matter Distillery in Atlantic Beach is straight-up throwing the Halloween party of our dreams this week!! 🍸👻 They’ve got tons of creepy-cocktails like Sour Bones (so tart it bites back) and Pumpkin on the Beach (yes, it’s fall in a glass), plus events that’ll have you screaming with fun. Come thirsty, come in costume, come with your people—21+ only, let’s haunt this place together!
Wed, Oct 29 – Ladies Night: $2 off all cocktails for witches 🧙
Thu, Oct 30 @ 7:30pm – Hocus Pocus Trivia 💀
Fri, Oct 31 @ 7:30pm – Costume Contest + Name That Tune 🎃👻
Sat, Nov 1, 4pm–1:30am – Dark Matter Disco 🪩 DJs all day and night!
🔑 Zillow Find of the Week (Just for Fun!)
You know I can’t resist a little Zillow scroll now and then 👀 — and this one totally stopped me mid-scroll.
Tucked away in Fernandina Beach on Amelia Island, this historic beauty mixes coastal charm with old Florida character.
📍 327 S 7th St, Fernandina Beach, FL 32034
Built in 1858: All the vintage feels with timeless style.
6 bed · 4 bath · 5,000+ sq ft on nearly half an acre.
Perks: Bright sunroom, brick patio, and a cozy carriage house.
Location: Just minutes from downtown and the beach.
🔗 View on Zillow
🍺Brewery Halloween Events Around Jacksonville
Jacksonville breweries are not holding back this week — here’s your quick list of the best sips and spooky fun 👇
🎃 Mayport Brewing Oct | 31 Free entry + FREE welcome drink Live DJ all night Costume contest with $100 gift card prize
👻 2nd Bay Brewing Free | Oct 31 “Hoppy Halloween Party” Pumpkin beer, treats & 12-ft skeleton “Patch” 🦴 Costume contest for kids, dogs & adults
🍔 Bold City Brewery Free entry Wed: Trivia + BOGO wine Thu: Bingo + $9 burgers Fri: Live music in the taproom 🎶
🍫 Grace Note Brewing Free and Halloween beer release: coconut-ginger nitro stout (sounds spooky!) Costumes = discounted beers 👻
🎧 Wicked Barley Brewing Company Oct | 31 💲Ticketed event Halloween Silent Disco Glow gear + themed brews all night
💀 Voodoo Brewing 💲 Free entry Oct 28: Spooky Trivia Oct 31: Boos & Brews Party Themed cocktails & chill taproom vibes
🎉 Weekend Events Around Jacksonville
🐳 Right Whale Festival – Fernandina Beach
📅 Sat & Sun, Nov 1–2
📍 Main Beach Park, Fernandina Beach
Celebrate the return of endangered right whales with live music, beach walks, food trucks, and local art vendors. It’s free, family-friendly, and perfect for a relaxed day by the ocean.
🔗 rightwhalefestival.com
🎭 Masquerade Ball with Crescendo Amelia Big Band
📅 Sat, Nov 1 | 6:00–9:30 PM
📍 Woman’s Club of Fernandina Beach
Put on your evening wear and dance to a live 12-piece big band! Enjoy cocktails, great music, and a classy night out that feels straight out of the 1940s.
🔗 crescendoamelia.com/masqueradeball
🎨 Cummer Museum – Free First Saturday
📅 Sat, Nov 1 | 10:00 AM–2:00 PM
📍 Cummer Museum of Art & Gardens, Riverside
Stroll through the museum’s riverfront gardens and enjoy a free guided tour at 1:15 PM. Pair it with brunch or coffee in Riverside afterward.
🔗 cummermuseum.org
🍽️ Alhambra Dinner Theatre – “The Mystery of Edwin Drood”
📅 Now through Nov 16 | Evening & matinee shows
📍 Alhambra Theatre & Dining, Southside
Enjoy dinner and a show! This musical comedy whodunnit serves up laughs, great food, and a cozy theater vibe.
🔗 alhambrajax.com
📅 Sat, Nov 1 | 2:00–4:00 PM
📍 Story & Song Bookstore Bistro, Fernandina Beach
Chat with local authors, grab a latte, and browse the latest reads at this charming book fair.
🔗 storyandsongarts.org
🎨 Bonus: Halifax Art Festival – Daytona Beach
📅 Sat & Sun, Nov 1–2
📍 Downtown Daytona Beach
If you don’t mind the drive, this long-running art festival features 150+ artists, food, and live music — one of Florida’s best!
🔗 halifaxartfestival.org
Thanks for checking out this week’s happenings around Jacksonville! We hope you find something fun to do, whether it’s sipping spooky brews, exploring the outdoors, or enjoying a little Halloween magic. 🎃 Have an amazing week, soak up the fall vibes, and make the most of all the seasonal fun. Most importantly, stay safe and take care while celebrating. We can’t wait to share more events with you!