Over Yonder Cay

Over yonder cay is a luxury private island with four unique villas, private beaches in an eco-friendly barefoot luxury haven powered by renewable energy.

Choini Cay

Come relax on our beautiful beaches, let
our staff pamper you, and explore what this
incredible island has to offer.

Wax Cay

Explore its numerous beaches, hike along its nature trail, swim and snorkel in the warm surrounding waters, collect shells or play a game of billiards in the pavilion.

Gladden Caye

This island jewel harbors your own private sanctuary, a casually elegant villa designed for just one couple, with the all-inclusive service of a luxury resort.

Lake Kora

Set amid the spectacular New York Adirondacks, this historic Great Camp features charming luxury lodges set on a thousand-acre private wilderness escape.

Moskito Island

This island jewel harbors your own private sanctuary, a casually elegant villa designed for just one couple, with the all-inclusive service of a luxury resort.

Casa Fiesta

The rustic beauty of the home is accentuated by the use of natural materials in its unique design which blends contemporary ideals with native architecture. 

Necker Island

This is barefoot luxury in a setting that’s just about as exclusive as it gets. Necker Island is located in the Caribbean in the beautiful and unspoiled British Virgin Islands.

Simca Island

Isla Simca encompasses seclusion like no other. Your own private island and, a short kayak ride away, 10,000 additional, private acres on Panama’s Pacific coast. 


Star Island

S.T.A.R. stands for Sustainable Terrain And Resources. It is a private destination using off-grid technology to power the entire island.



Three Bees Villa

Located in the Bahamas, and overlooking a beach often referred to as one of the world’s finest, Three Bees is an extraordinarily fine rental property for families or groups of up to 26.



Located on the Pacific shores of the Bay of Banderas. This unique location provides the opportunity to experience the finest of Mexico—architecture and decor rooted in pre-Columbian and regional styles married with the highest levels of modern luxury. 


Long Bay Beach Club

A contemporary, open design that offers tropical living at its best. Created for today’s modern family who seeks a playful, comfortable and fun vacation home in Turks and Caicos. 

La Palmeraie

This oceanfront villa is the newest and most luxurious beachfront property in Harbour Island. It lies on a stretch of pink sand beach and is set amidst a lush tropical landscape, creating an ambiance of luxury and elegance.

Calivigny Island

The ultimate private island destination, Calivigny Island combines opulent accommodation and unparalleled service set in the exotic Caribbean.

Cabo Velas

On the North Pacific coast of Costa Rica, in the dry and breezy Guanacaste region sits a beautiful estate: The Hacienda. It comprises 1700 acres of woodlands, open fields and hills on a peninsula with over four miles of beaches.

Isolé Villas

Isolé Villas provides the five-star luxury travel experience and services of a boutique hotel within an exclusive, 25,000-square-foot private setting.


Bell Island
Bakers Bay
Bock Cay
Bonefish Cay
Calivigny Island
Cat Cay
Childrens Bay
Chub Cay
Flamingo Cay
Fowl Cay
Goat Cay

Indigo Island
Kamalame Cay
Little Halls Pond Cay
Little Pipe Cay
Little Whale Cay
Normans Cay
Nygard Cay
Little Sampson Cay
Soldier Cay
White Bay Cay
Musha Cay


Contact us for information on how to charter an exclusive property. Leeward has a property partner or preferred vendor to suit all of your needs.