What to Wear at Antigua Sailing Week — The PP Regatta Wardrobe

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What to Wear at Antigua Sailing Week — The PP Regatta Wardrobe

What to Wear at Antigua Sailing Week — The PP Regatta Wardrobe

Pieter Petros August 2026 5 min read

Antigua Sailing Week is the most important sailing regatta in the Caribbean — held in late April and early May in English Harbour and Falmouth Harbour. The event combines serious offshore racing with the most concentrated social programme in the Caribbean sailing calendar: the beach parties at Shirley Heights, the prize-givings at the Antigua Yacht Club, and the superyacht charter circuit that surrounds the event.

The racing and the spectator context. Natural swim shorts and a white PP linen shirt for the spectator boat; leather deck shoes. The trade winds in late April are reliable and can produce a lively sea state — natural swim shorts without exception for the offshore context.

“Antigua Sailing Week is the most important sailing regatta in the Caribbean — held each April/May in English Harbour and Falmouth Harbour, the most historically significant sailing anchorage in the Caribbean.”

— Pieter Petros, founder

For English Harbour and the marina. The historic British naval dockyard — Nelson's Dockyard — now the most atmospheric marina in the Caribbean. The cobblestone streets of the dockyard, the restored Georgian buildings, the superyachts moored against the old capstan house. A PP linen shirt in white or a warm natural with linen trousers and leather shoes for the dockyard promenade during Antigua Sailing Week.

For Shirley Heights. The clifftop above English Harbour — the site of the famous Sunday-evening beach party during Sailing Week, with the steel pan bands and the view over the harbour below. White PP linen with linen shorts and leather sandals for the Shirley Heights occasion.

For the prize-giving at the Antigua Yacht Club. The most formally observed social occasion of Antigua Sailing Week. A navy PP linen shirt with linen trousers and leather shoes for the prize-giving; the PP Monte Carlo Blazer in natural silk for the most formally observed post-regatta dinner.

What to Wear in Antigua  ·  Linen Shirt Sailing Regatta

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