Welcome to Your Island Paradise


Island Sky St. John
Residence Club

Island Sky St. John is an equity residence club located in the heart of Cruz Bay, St. John USVI. Here, like-minded families share ownership of modern and luxurious, private residences and enjoy abundant, flexible, and pampered island escapes throughout the year. Your professional Club hospitality staff attends to every need and takes care of all ownership responsibilities. Each residence boasts stunning, contemporary architecture, and is fully furnished and accessorized. The spacious club residences feature gourmet kitchens and inviting outdoor balconies with full access to the rooftop pool and lounge to enjoy sweeping sunset views over neighboring St. Thomas.


2 Residence Types.
10 Ownership Shares Per Residence.

Residence Clubs combine the benefits of vacation home ownership with the services and lifestyle of a luxury resort. Island Sky St. John Residence Club provides a unique and flexible ownership opportunity by eliminating the typical concerns and responsibilities of owning a traditional vacation home. Owners at the Island Sky St. John share an equal opportunity to enjoy Club Residences within their ownership category throughout the year.


“The brand-new, upscale property, the Founders Owner offer, and the connection to Elite Alliance are all very promising! Fractional ownership is new to us, but since we knew we would be visiting the USVI many more times over the coming years, it gave us comfort knowing we would own a piece of the real estate. We honestly can not wait until our very first visit sitting on the rooftop pool LIMIN’ with new friends and watching the sunset!”

by Michael & Nicole Fox

Explore Island Sky St. John Ownership

Register to view our 6-minute virtual, self-guided presentation for all the details on usage, ownership benefits, pricing, and more!


Act now to secure your piece of paradise!

Love City Background

St. John is one of three United States Virgin Islands (USVI), which also includes St. Thomas and St. Croix. The smallest of the trio, it covers 19.6 square miles with a population of fewer than 5,000 residents. Affectionately nicknamed “Love City,” St. John has long been known as a friendly and generous community. Approximately 7,000 of the 12,500 total acres of the island are protected by the Virgin Islands National Park. The land was donated in 1956 by Lawrence Rockefeller’s foundation, the Jackson Hole Preserve, guaranteeing it will always remain pristine and mostly undeveloped.

The Spirit
of the Caribbean

Small and easygoing, St. John is the answer for those seeking a tropical paradise on American soil. But don’t mistake the small stature of the island for a place that goes unnoticed. It’s been a desirable destination for those wanting an escape from “the real world” since the early 1900s. Love City attracts adventurers, wandering sailors, families, honeymooners, artists, musicians, and travelers from all walks of life. Visitors return year after year to the allure of the island for its soft white-sand beaches, lush green hillsides, tall swaying coconut trees, gin-clear bays, and an endless supply of the carefree Caribbean spirit.

Development Team

Island Sky Residence Club St. John is the brainchild of Jason Caraway, Founder and CEO of Island Sky Investments. Guided by his vision, Island Sky has assembled a team of industry-leading experts in fractional real estate ownership, architecture, design, marketing, and luxury hospitality. Together, they are redefining luxury living in St. John, aiming to deliver an extraordinary vacation lifestyle experience that blends convenience, comfort, and exclusivity.

Island Sky Investments

Sales & Marketing

Elite Alliance will handle the sales and long-term management of the property. They bring 30 years of expertise and success in the residence club shared-ownership sales space. In addition, Elite Alliance Exchange manages a portfolio of luxury properties that gives owners at Island Sky St. John the ability to spend time in destinations other than the property originally purchased.

Elite Alliance


Welcome to Your Island Paradise