May in Bermuda is that perfect in-between season: warm, sunny, and full of life, yet still free from peak-season crowds. It’s also one of the best times to experience the island like a local as May is celebrated locally as Heritage Month. With direct flights available, travelers can easily access a vibrant lineup of events throughout the month of May that celebrate Bermudian culture, heritage, and traditions. Events throughout the month include jazz performances, curated historical tours, art exhibitions and more. The celebrations culminate with the official holiday that is Bermuda Day (May 23).
Bermuda Day is a vibrant celebration of national pride and the island’s rich blend of African, British, Native American, Caribbean, and Portuguese cultural influences. On the morning of Bermuda Day, visitors can watch the Bermuda Day-Half Marathon, a 13-mile course that runs along a designated route with many locals coming out to cheer on the runners. In the afternoon, make your way to Hamilton for the vibrant annual Bermuda Day Parade — a highlight of the island’s cultural calendar. Expect a lively showcase of bands, dancers, and dazzling floats. Traditionally crafted with natural materials, the floats now also embrace modern artistic styles, reflecting the evolving creativity of Bermudian designers. With fierce competition and prizes across multiple categories, each entry brings its A-game. This year’s theme, “A Bermudian Renaissance,” promises a stunning celebration of tradition and innovation. No Bermuda Day Parade is complete without the electrifying performance of the Gombey dancers — a true cultural treasure of the island. Instantly recognizable by their vibrant masks, elaborate costumes, and energetic movements, the Gombeys move to the pulse of traditional drums and bone whistles. Their presence is more than just a performance — it’s a celebration of Bermuda’s rich African and Caribbean heritage. As the rhythms echo through the streets, hundreds join in the dancing, swept up in the powerful, joyful energy of the moment.
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