Anguilla Regatta

View on map
Sports & AdventureRoad Bay/Sandy Ground
DatesDates TBA · Usually JuneCheck locally before booking
Duration2 daysListed event span
Crowd-Public scale varies
Best forCompetition, enduranceThe Anguilla Regatta's direct historical
LanguageLocal language; English access variesCurrency: XCD
CategorySports & AdventureFestival type
The story

Anguilla Regatta in Road Bay/Sandy Ground

A May sailing regatta out of Road Bay and Sandy Ground with 15 to 22 mile offshore courses, rooted in the informal fishing-boat races that began Anguilla's entire sailing tradition in the salt-trade era, formalized by North Hill residents on an August Monday generations before today's modern May date.

The Anguilla Regatta traces its lineage back to the island's salt-trading era, when Sandy Ground, the strip of sand separating the Road Salt Pond from Road Bay, served as the loading point for schooners carrying Anguillian salt north to Canada.
Your trip starts here
What is special

The part that makes it specific.

01

The place changes

The Anguilla Regatta's direct historical link to Sandy Ground's salt-trading past, born from fishermen racing home to sell their catch fresh, gives it a depth of local history rare among Caribbean sailing events

02

The mystery stays covered

Its longer, offshore-style courses of fifteen to twenty-two miles also set it apart from the shorter inshore A Class races of the island's traditional August boat-racing season, offering visitors a genuinely different style of sailing spectacle to watch from the shore

Traditions & symbols

The language of the festival.

What moves first

Living ritual

The regatta's roots trace to informal races between fishing boats returning to sell their catch

Water and renewal

Living ritual

a tradition formalized by North Hill residents Melrose MacArthur Owen and William Elliot Carty into what grew into today's organized May regatta

Before you go

Essential information

When to go

Dates TBA · Usually June

Getting around

Base the route around Road Bay/Sandy Ground, then leave extra time for temporary streets, queues or late return traffic.

What to wear

Beachfront casual: swimwear, sandals and sun protection are ideal for watching from Sandy Ground's waterfront bars.

Safety

For Anguilla Regatta, choose safe viewing points, watch weather and leave extra time around starts, finishes or releases.

Where to stay

For peak dates, book flexible lodging near reliable routes into and out of Road Bay/Sandy Ground.

Tickets/cost

Check official or local sources for ticketed areas, paid stands, and same-year access rules.

Language/currency

XCD

Family friendly

unknown

Interactive map18.22 N, 63.06 WOpen in Google Maps

Road Bay/Sandy Ground, National, Anguilla

Nearest airportSXM — Princess Juliana
TransportBase the route around Road Bay/Sandy Ground, then leave extra time for temporary streets, queues or late return traffic.
Stay areaFor peak dates, book flexible lodging near reliable routes into and out of Road Bay/Sandy Ground.

Your Trip Starts Here

External travel services to turn the plan into a trip — each opens in a new tab.

How to get thereRoutes, times and prices to Road Bay/Sandy Ground via local transport.Search routesFind a place to stayStays near Road Bay/Sandy Ground, close enough for the event-day route.Browse staysFind flightsCompare fares into the nearest practical airport for June.Compare faresFestival gearBeachfront casual: swimwear, sandals and sun protection are ideal for watching from Sandy Ground's waterfront bars.Shop the kitCheck visa requirementsSee whether you need a visa for Anguilla and apply online.Check entry rulesTravel insuranceCover for trip hiccups, gear and health on the road.Get covered

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FAQ

Quick answers.

When is Anguilla Regatta?

Anguilla Regatta is listed for Past edition: 21–22 June 2025. Always re-check the official or local source close to travel.

Where does Anguilla Regatta take place?

The festival is listed in Road Bay/Sandy Ground, Anguilla. The map coordinate is a planning reference, not a guarantee of a ticket gate or exact venue.

How long should I plan for?

2 days is the listed festival span. Add time for arrival, local transport, queues, and any route changes during the event.

Is a source linked?

Needs editorial review. Eventisimus separates source confidence from travel suggestions, so check final details before booking.

Where exactly is it?

Road Bay/Sandy Ground, National, Anguilla

Is it family friendly?

unknown

Sources and editorial review

About this guide

This guide is independently written by Eventisimus using publicly available information, official event and organiser sources where available, local tourism references, and additional editorial research. Eventisimus is not the official organiser of this festival and is not affiliated with it unless explicitly stated.

Festival dates, schedules, ticket conditions, access rules, and local arrangements can change. We aim to present useful and accurate information, but travelers should confirm important details with the official event source before booking transport, accommodation, or tickets.

Found something inaccurate or outdated? Email hello@eventisimus.com with the festival page link and the correction.

Official URLAwaiting confirmation
Organizer accessAre you the organizer? Claim this listing →
Listed datesDates TBA · Usually June
Source statusNeeds editorial review
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