Golden hour over a calm Leeward Coast bay, with gentle waves along the beach
PLAN YOUR TRIP

The Island

Swim the clear, calm water of the leeward coast, wander a working harbour town, hike the rainforest trails up Mount Vela, and cross to the quiet sister island.

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The Island

From Everyangle

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Shaped by the trade winds, the Island is a place of vivid contrasts — Windmere harbour on the leeward side, a wild windward coast, a green volcanic interior, and ferry mornings across The Narrows to Aria. Whether you’re hiking Mount Vela through The Cloudline or savouring a harbour dinner at The Trade Winds Kitchen, every angle of this Island begins with a place you can name.

Love the Journey.

Do Not Disturb

Let the world drift quietly out of frame while the Island writes a slower, more romantic rhythm. Morning swims in secluded coves, rainforest walks hand in hand, and sunset dinners by the sea turn every day into a private chapter.

Book By: Feb 28, 2026

Palm fronds arching over a bright Leeward Coast shoreline with aquamarine water
A couple walking along the surf at golden hour on Sailmaker's Cove

Featured Story

On the Island, every plate starts with Windmere harbour, volcanic soil, and generations of island craft. From dockside grill huts to elevated tasting menus, flavours arrive bold, fresh, and deeply rooted in place.

An Island chef plating a vibrant seafood dish in warm evening light
Feed your Soul

Events

Open-water swimmers crossing clear Caribbean water during a long-distance island challenge

March 28, 2026

Windward Regatta

A spring sailing regatta across The Narrows, with shoreside music at Windmere and crews crossing between the main island and Aria.

Crowd gathering for a night festival on Aria at sunset

June 2026

Harvest and Rum Festival

Estate harvest, rum tastings, and food bring Halcyon Estate to life through autumn evenings in the Highlands.

Colorful Caribbean festival costumes and dancers moving through a street parade

July – August 2026

Aria Sea Fire

Aria's summer night festival gathers fire dancers, drummers, and a beach procession along the sister island shore.

Adventure Begins

Sailboat gliding through bright Caribbean waters under a blue sky
By Water
Hiker walking The Cloudline trail on Mount Vela
On Land
Couple embracing on a tropical beach shoreline at golden hour
Romance
Panoramic mountain vista above the Caribbean coast with dramatic clouds
Can't Miss

Accommodation

WHERE TO STAY

From Reef Cove Villas to Halcyon Bay Resort, Windmere harbour inns, and quiet retreats on Aria, the Island offers stays for every mood and pace.

Boutique tropical villa with palm trees, private pool, and warm Caribbean evening light

GETTING HERE

Four hours from the East Coast.

DIRECT FLIGHTS FROM

New York · Miami · Atlanta · Charlotte

Zephyr International Airport (AER)

FLIGHT TIME

~3.5 HRS

From New York. Under 3 from Miami.

ENTRY

Many visitors enter visa-free; travellers should check their own requirements.

A valid passport and onward ticket are required.

IN WINDMERE, THE DAY STARTS AT THE HARBOUR AND FINISHES WHERE THE LIGHT IS SOFTEST.

— Dominic

Local Islander

Warm sunset light over a Caribbean beach with gentle waves along the shoreline
Sailing boat gliding across bright turquoise Caribbean water under open skies
Elegant island-inspired plated meal with fresh ingredients and refined presentation
Aerial view of tropical coastline with vivid blue ocean meeting lush island terrain
Dense tropical greenery with layered palms and sunlit leaves in the Caribbean
Swimmer moving through clear open Caribbean water near the coast

Begin your journey

Plan your perfect Island trip

Let us guide the flow of your days, from sunrise sails to intimate island dinners.

Start Planning