Our Top Picks for U.S.V.I. Holiday Fun — 2025 Edition

Island Luxury
28 minutes ago
2 min read

There’s nothing quite like Christmas in the Caribbean—think gorgeous sunny days and festive evenings packed with music, fun and great food. We’ve rounded up our favorite events happening in the U.S. Virgin Islands this holiday season. Just let us know if you have questions or need help with last-minute holiday accommodations!

Miracle on Main Street

Friday, December 12, 2025

Stroll historic Main Street in Charlotte Amalie and enjoy holiday décor, food booths, handmade crafts, artisan shopping, and family-friendly entertainment. Keep an eye out—Santa always makes an appearance!

Celebrate Hanukkah with The Hebrew Congregation of St. Thomas

Beginning Sunday, December 14, 2025

Founded in 1796, the St. Thomas Synagogue is the second-oldest continuously operating synagogue in the Western Hemisphere and one of only five in the world with a sand floor. Visitors can attend Hanukkah services beginning December 14. See the calendar for information about menorah lighting and other services open to the public.

Coral Bay Christmas Eve Boat Parade

Wednesday, December 24, 2025

Head over to St. John for this festive boat parade—complete with holiday lights, caroling, food, drinks, a visit from Santa, and even a tropical “snowball” fight. Contact our concierge for transportation assistance and check here for updated times and schedules.

Challenge of the Carols

Thursday, December 25, 2025

A cherished St. Thomas tradition for nearly five decades, this Christmas-morning gathering at Emancipation Garden brings together choirs, soloists, and performing groups from all over the island to sing beloved holiday carols.

St. Croix Crucian Christmas Festival

December 26, 2025 – January 5, 2026

For one of the Caribbean’s largest and liveliest holiday celebrations, head to St. Croix. Enjoy nearly two weeks of music, moko jumbies, cultural parades, J’ouvert, food fairs, village nights, and fireworks.

Island Luxury guests can contact us to help plan transportation to St. Croix via ferry, seaplane, or private charter.

New Year’s Eve at Sapphire Beach Bar

Wednesday, December 31, 2025

Ring in 2026 right on the beach! Sapphire Beach Bar hosts a family-friendly New Year’s celebration with live music, dancing, great food, and a midnight fireworks show.

Three Kings Day

Tuesday, January 6, 2026

Three Kings Day marks the arrival of the biblical Wise Men and remains an important holiday in the Caribbean. Expect gift-giving traditions, festive foods and the iconic King’s Cake, complete with the hidden figurine. Choose your slice wisely…the finder hosts the Feb. 2 Candlemas celebration!