Friday through Sunday, October 23 to 25, Halloween season takes over Greater Boca Raton: an '80s rock tribute at Boca Black Box, a full street festival in downtown Delray Beach, a dog costume contest in the park, a black-tie ball at The Boca Raton, and the Sunday farmers market at BRiC. This roundup gathers the weekend's highlights across Boca Raton, Delray Beach, and the nearby coastal villages, each with its date, time, and location, so you can build a weekend that matches your own rhythm, whether you are a longtime resident or a relocating buyer on a first visit.
The weekend at a glance
Halloween is the running theme from Friday to Sunday. The City of Boca Raton's Boo-ca Boo Days series keeps family-friendly programming going all weekend, Friday night belongs to an '80s rock tribute at Boca Black Box, Saturday brings Halloween Town to downtown Delray Beach and the Mayors Ball to The Boca Raton, and Sunday closes on the farmers market at BRiC.
Friday, October 23
Legends of Rock: A Tribute to the '80s
Friday, October 23 · 8:00 to 10:00 PM
Boca Black Box Center for the Arts on Glades Road turns back the clock with a high-energy celebration of 1980s arena rock, from Bon Jovi and Def Leppard to Journey and Van Halen, exactly the way a Friday night should feel, as highlighted in the Boca Raton Tribune roundup. Tickets go through the Boca Black Box ticket page.
What a Night! with Néstor Torres
Friday, October 23 · 8:00 to 10:00 PM
In Delray Beach, Arts Garage hosts Latin Grammy-winning flutist Néstor Torres for an intimate evening of original songs and Great American Songbook favorites, with tickets from $60.50 to $65.50 including fees, on the Arts Garage event page and the Discover The Palm Beaches weekend roundup.
Sunset Beach Volleyball at Delray Beach Courts
Friday, October 23 · 5:30 PM
The casual weekly sunset gathering returns to the Delray Beach Volleyball Courts at 351 S. Ocean Blvd., a friendly game on the sand as the coast turns golden, listed in the Boca Raton Tribune Palm Beach roundup.
Live Music at Meat Market Boca Raton
Friday and Saturday, October 23 to 24 · Evenings
The Palm Beaches' weekend guide highlights live music at Meat Market Boca Raton on Friday and Saturday nights, a polished steakhouse room to pair with an evening out, per the Discover The Palm Beaches roundup.
Saturday, October 24
Halloween in Downtown Delray Beach, Halloween Town
Saturday, October 24 · 8:00 AM to 3:00 PM
Atlantic Avenue turns into a free, family-friendly Halloween street festival: the Witches of Delray Bike Ride leaves City Hall at 8:00 AM benefiting the Achievement Centers for Children and Families, trick-or-treating on the avenue runs 11:00 AM to 1:00 PM, and KidsFest of Delray fills Old School Square with food, vendors, crafts, and entertainment until 3:00 PM, on the LivingFLA event page and the Downtown Delray Beach guide.
Howl-O-Ween at Countess de Hoernle Park
Saturday, October 24 · 9:00 AM to 12:00 PM
Dogs take the lead at Spanish River Athletic Park: the Muttville Comix dog show around 9:30, the Howl-O-Weener dog race contest, a costume contest, and a Boca Raton Police Services bomb-team robot demo, all free, on the City of Boca Raton news flash.
The 14th Colony at The Schmidt Boca Raton History Museum
Saturday, October 24 · 10:00 AM to 4:00 PM
The Schmidt Boca Raton History Museum keeps its gallery open all afternoon for The 14th Colony, the latest exhibition in its fall lineup, alongside the ongoing Life's a Beach display, as listed on the LivingFLA series page.
Pumpkin Palooza at The Shops at Boca Center
Saturday, October 24 · 2:00 to 5:00 PM
A pumpkin patch, a kids' decorating station, cookie decorating, photo ops, and glitter tattoos take over The Shops at Boca Center in the afternoon, with proceeds benefiting Cason Cottage Museum, listed in the Boca Raton Tribune roundup.
11th Annual Mayors Ball: Celebrating Boca's Future
Saturday, October 24 · Reception at 6:30 PM
The Rotary Club Downtown Boca Raton Fund's signature black-tie evening returns to The Boca Raton with a reception, dinner, dancing to the Steve Chase Band, and an awards presentation, with tickets at $595 per person and proceeds supporting local nonprofits, announced on LivingFLA.com and detailed in the Rotary Club Downtown Boca Raton announcement.
Sunday, October 25
Boca Farmers Market at the Boca Raton Innovation Campus
Sunday, October 25 · 9:00 AM to 1:00 PM
The Sunday ritual returns to BRiC with more than 85 local vendors, complimentary community yoga from 9:30 AM, and live music, with free admission and parking, as listed by the Boca Farmers Market and LivingFLA's events page. The most relaxed way to ease into the week.
Monster Mash at The Swim Center
Sunday, October 25 · 12:00 to 2:00 PM
The City of Boca Raton's Boo-ca Boo Days lineup lands at The Swim Center with a pumpkin dive at 1:00 PM, face painting, deck games, and trick-or-treating for the kids, free with no registration, on the City of Boca Raton calendar and the Greater Boca Raton Beach & Park District.
Young Frankenstein at The Wick Theatre
Sunday, October 25 · 2:00 PM matinee
Mel Brooks' musical comedy plays its Sunday matinee at The Wick Theatre on North Federal Highway, part of a run through November 1 that also fills Saturday nights at 7:30, with tickets on the Wick Theatre ticket page.
The Motowners: The Ultimate Tribute to Motown
Sunday, October 25 · 3:00 and 7:00 PM
Boca Black Box closes the weekend with an afternoon and evening of Motown classics, with a 3:00 PM matinee and a 7:00 PM show and tickets around $52, via the Eventbrite listing.
Halloween season, citywide
The City of Boca Raton's Boo-ca Boo Days programming runs through the whole season, with family events sprinkled across parks, community centers, and the waterfront from October through Halloween weekend; the full rundown lives on LivingFLA.com's Boo-ca Boo Days page.
A note for visiting buyers
If you are exploring the area with a move in mind, weekends like this are quiet market research. Watch Halloween Town fill Atlantic Avenue and you will understand why the Delray Beach neighborhood guide draws so much affection, and a walk through downtown Boca's historic streets sits minutes from the museum and the waterfront. Pair any outing with a slow loop through Historic Downtown Boca Raton and dinner on a terrace; the year-round things to do guide keeps the wider picture, and the relocation FAQ answers the practical questions behind a move. If you would like a visit planned around the life you are imagining, the contact page is the fastest way to start.
However you spend the weekend from Friday, October 23 through Sunday, October 25, I hope this corner of Florida feels as welcoming as it does to those of us who call it home.
Weekend roundup questions
Are the events in this weekend roundup free?
Several are. Halloween in Downtown Delray Beach, Howl-O-Ween at Countess de Hoernle Park, Monster Mash at The Swim Center, and the Boca Farmers Market at BRiC are all free to attend, and market parking is free as well. The concert and theater performances are ticketed, and the Mayors Ball is a $595-per-person black-tie fundraiser. Each activity above lists its price and ticket path.
Do I need tickets or reservations in advance?
The ticketed shows sell through the venues' own sites: Arts Garage for Néstor Torres, Boca Black Box for the '80s tribute and the Motown show, and The Wick Theatre for Young Frankenstein. The Witches of Delray Bike Ride asks for advance registration before Saturday morning. The festivals, park events, and the farmers market need no booking at all, so most of the weekend can stay as spontaneous as you like.
What happens if the weather changes?
October afternoons in South Florida can bring quick showers and thunderstorms. Most of these events are outdoors, and the markets and park festivals continue in light rain, though organizers pause activity during lightning. Day-of updates appear on the linked event pages and the venues' social channels.
Where can I find the latest times and prices?
Every card above links straight to the organizer's page, where current times, prices, and entry details are listed. For City of Boca Raton events, the parks and recreation calendar on myboca.us carries the full schedule, and Delray Beach events are posted by the Downtown Development Authority.
