October 2026 Events on St. Croix
The last month of slow season is hardly sleepy, with plenty of opportunities to get out, get spooky for Halloween, and maybe try something new!
Friday, October 2
Purple Carpet Bash: Fashion With Purpose, 4PM-midnight
Fundraising event for H.O.P.E. (Helping Ordinary People Every Day), benefiting survivors of domestic violence.
Saturday, October 3
Indoor Movie Night at Leatherback Brewery
BYO comfy seating to the Brewery to enjoy the Tim Curry classic, “Clue.”
Sunday, October 4
Saturn Viewing Party at the Deep End, 7:30PM
BYO telescope, or some will be provided.
Saturday and Sunday, October 3-4
Guys & Girls Fishing Tournament by Golden Hook Fishing Club
Two-day battle of the sexes fishing competition.
Thursday, October 8 to Sunday, October 12
VI-PR Friendship Day events at Agriculture Fairgrounds
Various evening activities to celebrate the holiday.
Saturday, October 10
2nd Annual Ruff Island Adventure, 1-5PM
West End scavenger hunt benefiting the animal rescue organization.
Annual Pumpkin Painting Party at Leatherback Brewery, 3-6PM
Get crafty for Halloween for $20 per pumpkin, with supplies included.
USVI Boxing Tournament, 4PM
Support St. Croix boxers as they compete against fighters from Puerto Rico, Antigua, and Dominica.
Sunday, October 11
Butler Bay Seasonal Waterfall with the St. Croix Hiking Association, 7AM
A moderate, shaded hike on the West End with the reward of a waterfall at the end.
America’s Paradise Challenge Road Race at Canegata Ballpark, 7AM
A multi-level cycling race event hosted by US Virgin Islands Cycling Federation.
Puppy Yoga and Brunch at Sion Farm Distillery, 9AM-2PM
Come for yoga at 9AM, stay for brunch. Proceeds support the Animal Welfare Center.
VI-PR Friendship Day Sunday Funday at Hotel on the Cay, 1-7PM
A holiday celebration featuring DJs, food, and great vibes all afternoon.
Monday, October 12 to Sunday, October 18
Bush Cook Chef Cook at Sejah Farm, various events
Annual agricultural event culminating in a cooking competition and a farm-to-table dinner.
Friday, October 16
Moonlight Fest Fall Fest at Queen Mary & Paradise Flea Market, 6-10PM
Family-friendly evening of music, bounce houses, and vendors with free admission.
Caribbean Show at Deep End, 6PM
The seasonal return of the weekly event featuring fire dancers and moko jumbies.
Sunday, October 18
West End Aquathon at Rainbow Beach, 7AM
Swim + Run race event hosted by Virgin Islands Triathlon
Tuesday, October 20
Book Club at Undercover Books, 6PM
This month’s book selection to be discussed: “Mad Mabel” by Sally Hepworth.
Saturday, October 24
Jumbies at the Museum at the Children’s Museum of St. Croix, 11AM-4PM
Annual kids’ event featuring a costume parade, moko jumbies, and more.
Kickin’ for a Cure Kickball Tournament sponsored by Department of Sports, Parks & Recreation
Fundraiser and awareness event for breast cancer prevention. Teams must be registered by October 9 to play.
Thursday, October 29
Fright Fest VI at Blue Bambou Soccer Field, 7PM
The “scariest haunted house ever” plus carnival games, bounce house, scavenger hunt, costume contest, and more.
Saturday, October 31
Boo at the Beach at Louie & Nachos, 6-8PM
Kids’ party featuring trick or treat, games and prizes, and a hay ride.
Halloween Night: The Headless Horseman at Action Pack Arena, 6-10PM
Family-friendly event featuring a haunted maze, carnival games, bounce houses, best family costume, and more.
Mutiny Island Vodka’s Night of Spooky Spirits at Sion Farm Distillery, 6-10PM
Halloween party with music, food, and a costume contest.
Halloween Dance Party & Adult Costume Contest at The Deep End, 7PM
First place prize for best dressed is $500!
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