Every country, and the places worth the trip 26,398 places across 240 countries Guess the country
Meridiela.

Antigua Sailing Week

The Caribbean's classic regatta - a week of racing out of English Harbour each spring, with Lay Day parties and a harbour full of serious sail.

Updated 7 August 2026

Antigua Sailing Week

AI illustration

WhereEnglish Harbour
Nearest cityEnglish Harbour
Best seasonLate April to early May
Time to allowA few days to the week
Getting thereEnglish Harbour and Falmouth Harbour host the fleet
EntryShoreside free; race entry for crews

Antigua closes its winter season the way it opened sailing in the Caribbean: with a week of racing that has run since 1967 and still ranks among the sport's classic regattas. The fleet - racing thoroughbreds, cruising yachts, classics - works the trade-wind courses off the south coast by day and packs English and Falmouth Harbours by night, with prize-givings, bands and the famous mid-week Lay Day antics at Pigeon Beach. Spectating is free and easy: Shirley Heights and the harbour walls give grandstand views of starts and finishes, and crew-finding boards occasionally turn watchers into participants.

What's there

  • The racing fleets - starts and beats viewed from Shirley Heights and the Pillars.
  • English Harbour at regatta pitch - the dockyard packed with serious sail.
  • Lay Day at Pigeon Beach - the mid-week party and dinghy silliness.
  • The Classic Regatta - the wooden-boat gathering that precedes the Week.

When to go

Late April into early May, straight after the Classic Yacht Regatta - the pair make a fortnight of sail. Book harbour-area rooms months out; the south coast fills completely. The trade winds oblige almost every year.

Practical notes

Regatta week doubles prices and fills every bed and restaurant around the harbours - budget and book accordingly, or day-trip from elsewhere on the island. Crewing spots exist but favour experience. For pure spectacle without the crowds, the Classic Regatta's wooden boats are the connoisseur's choice.

Nearby

Nelson's Dockyard, Shirley Heights and Falmouth Harbour.

What to pack for Antigua Sailing Week

Chosen from what this place is for. Tap a kit for the full checklist.

  • Comfortable walking shoes - Sightseeing means kilometres of pavement and cobbles daily. Find on Amazon
  • A slim anti-theft daypack - Zips that close properly; keep it in front in crowds and on transit. Find on Amazon
  • A refillable water bottle - Many cities have public fountains; save money and plastic. Find on Amazon
  • A light layer + compact umbrella - For museum air-con and a sudden shower. Find on Amazon

Some links on this page are Amazon affiliate links - if you buy through them we may earn a small commission at no extra cost to you.

All packing kits

Plan your trip

Where to start if Antigua Sailing Week is going on the list.

Booking links on this page are affiliate links - if you book through them we may earn a small commission at no extra cost to you. It never changes what we write about a place.

Opening times, ticket prices and seasonal closures change - check the official source before you go: official site.

← More museums & culture in Antigua and Barbuda

One place a week.

A short Friday email about one place worth knowing.