May 2026 Events Around Island
May might be the month when the weather begins to heat up, but St. Croix event organizers show no signs of cooling down! What’s on your schedule, St. Croix? Let us know in the comments.
Friday, May 1, 5-8pm
Illusionist Johnny Daemon at Ruff Night Hair of the Dog Bar
Friday, May 1, 6pm-until
Full Moon Party at Serenity Nest
Saturday, May 2, 12pm-until
8th Anniversary Party + Kentucky Derby Party at Leatherback Brewing Company
Saturday, May 2, 5:30pm
Wine Pairing Dinner for Charity to benefit Imala Academy at Sion Farm Distillery
Monday, May 4, 6pm
Intergalactic Cinema Under the Stars: The Empire Strikes Back on Frederiksted Beach
Tuesday, May 5, 5-9pm
Cinco de Mayo Party + Chihuahua Races at Maria’s Cantina
Tuesday, May 5, 6-9pm
Cinco de Mayo Party at the Deep End Bar and Grill
Friday, May 8, 7-10pm
Crucian Corks for Petals, Pour & Bingo at The Grange Estate
Saturday, May 9, 4pm
Mother’s Day Paint-a-Cake Workshop at Bleu Chocolate
Wednesday, May 13, 6pm
Grapetree Wine Club at Grapetree Bay Hotel
Saturday May 16 and Sunday May 17 at 4pm
Imagine a Dragon: A New Musical at Caribbean Community Theatre
Saturday, May 16, 6am-2pm
St. Croix Lionfish Derby hosted by USVI Core Foundation
Sunday, May 17, 7am
Mt. Washington West Historic Walk with the St. Croix Hiking Association
Sunday, May 17, 8am
14th Annual Mermaid Mixer Women-Only Swim/Run Event hosted by VI Triathlon Association at Cane Bay
Thursday, May 21, 4-8pm
FINAL Art Thursday of the Season in Downtown Christiansted
Thursday, May 21, 4-10pm
Wine Club at St. Croix Cellars
Friday, May 29, 6-10pm
Jump-Up in downtown Christiansted
Friday, May 29, 6pm-until
Moonlight Fest Night Market at Queen Mary & Paradise Flea Market
Saturday, May 30, 4-8pm
When the Walls Answer: Built Heritage Art Exhibition Opening at Fort Frederik
Sunday, May 31, 9am
Tee Off for Tails: The Tim Johnston Golf Classic to Benefit the Animal Welfare Center at the Buccaneer Golf Course
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