Photos: The Costumes of Wynwood’s Hallowyn Block Party

We spotted Hugh Hefner with a Playboy Bunny, Yoshi with Birdo, Morticia with Gomez, and even a resurrected Hulk Hogan.

By Michele Eve SandbergNovember 2, 2025

Photo of two people in costume: A man dressed like the Joker and a woman dressed as Harley Quinn from Suicide Squad

Joker and Harley made an appearance at Hallowyn.

Photo by Michele Eve Sandberg

Audio By Carbonatix

Choosing a Halloween party in Miami is no easy task. Each year brings an endless list of options, especially when the holiday falls on a weekend, as it did this year.

This weekend, many opted for Wynwood’s Hallowyn Block Party, now in its 12th year and one of the biggest celebrations in the city. They came dressed in couples’ costumes, and even as trios and foursomes.

We spotted Hugh Hefner with a Playboy Bunny, Yoshi with Birdo, Morticia with Gomez, and even a resurrected Hulk Hogan. Here are some of the best costumes we saw at Hallowyn 2025.

photo of a man dressed as Hugh Hefner and a woman in a Playboy bunny costume — This couple’s costume could’ve used more bunnies.

Photo by Michele Eve Sandberg

photo of two people dressed as Hulk Hogan for Halloween — The late Hulk Hogan briefly returned for Halloween.

Photo by Michele Eve Sandberg

photo of two people dressed as Gomez and Morticia Addams for Halloween — Addams Family costumes are back in vogue.

Photo by Michele Eve Sandberg

photo of people in Halloween costumes walk on the street in front of Coyo Taco in Miami's Wynwood neighborhood — Costumed revelers took to the streets in Wynwood.

Photo by Michele Eve Sandberg

photo of a man in a Haloween costume holding a petition for marijuana legalization — This dude can multitask.

Photo by Michele Eve Sandberg

a girl wearing a black outfit and red devil horns holds up a book of tattoo designs inside a booth with a sign reading, "Malloween Tattoo Shop" — Drinking and tattooing: Always a good idea.

Photo by Michele Eve Sandberg

photo of a person dressed as Michael Myers and another dressed as a gorilla sitting on a park bench — Average day in Wynwood.

Photo by Michele Eve Sandberg

photo of a woman in a clown costume nuzzling with a person wearing a Pennywise costume — Send in the clowns.

Photo by Michele Eve Sandberg

photo of five people dressed as hippies for Halloween — Dig it.

Photo by Michele Eve Sandberg

photo of a couple dressed as Nintendo characters Yoshi and Birdo for Halloween — Birdo and Yoshi also made an appearance.

Photo by Michele Eve Sandberg

photo of three young women wearing corsets, garters, and tights for Halloween — Three’s company.

Photo by Michele Eve Sandberg

Photo of three people walking down the street in Scream masks on Halloween. One of the masks is rhinestoned red — This trio put their own spin on the Scream mask.

Photo by Michele Eve Sandberg

photo of a man dressed like a priest and a woman drssed like the devil on Halloween — This couple’s costume was an unholy union.

Photo by Michele Eve Sandberg

photo of a man in a white t-shirt and another in overalls at a party — Some costumes are more complex than others.

Photo by Michele Eve Sandberg

photo of a man dressed like a priest and a woman dressed like an angel in all black with a black halo — Anyone else in the mood to watch Fleabag?

Photo by Michele Eve Sandberg

photo of three people dressed in multicolored velvet capes for Halloween — Couples’ costumes are common, but trio costumes were out in full force this year.

Photo by Michele Eve Sandberg

Photo of people dressed up for Halloween. A person in a hairy monster costume talks to a woman in a red cape — Average night out in Wynwood.

Photo by Michele Eve Sandberg

Photo of a man wearing a cop costume for Halloween. He holds a sign reading, "Wanted: Miami Baddies & Mamacitas" — Mommy? Mamacita?

Photo by Michele Eve Sandberg

Photo of people waiting at in line at a bar at a Halloween party. The back of the t-shirt of the main person in the photo reads, "This is my costume now give me beer" — Low effort and to the point.

Photo by Michele Eve Sandberg

photo of three people dressed as clowns for Halloween — Hallowyn was a clown show.

Photo by Michele Eve Sandberg

photo of a woman in a corset and mouse ears and a man in a chef's costume — Another creative couples’ costume.

Photo by Michele Eve Sandberg

photo of a couple dressed as Daphne Blake and Fred Jones for Halloween — Daphne Blake and Fred Jones enjoyed a night out.

Photo by Michele Eve Sandberg

Photo of two people behind a DJ booth on Halloween. The woman is dressed as a nurse — Hello, nurse.

Photo by Michele Eve Sandberg

photo of three people dressed in cow print outfits — Moo.

Photo by Michele Eve Sandberg

photo of three people dressed in Pokemon costumed for Halloween — Gotta catch ’em all.

Photo by Michele Eve Sandberg

photo of a group of friends posing in Halloween costumes on the street — Hallowyn was a horror show.

Photo by Michele Eve Sandberg

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Michele Eve Sandberg is a nationally published event photographer and storyteller based in South Florida. Her eclectic coverage includes Art Basel events, SOBEWFF, the Miami Open, concerts, and more. She has also worked with celebrities and Grammy-winning artists in and outside of Florida.

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Photos: The Costumes of Wynwood’s Hallowyn Block Party

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