
This is for the legacy makers

This pristine island has everything the Florida Keys have to offer, with incredible sunrises and sunsets.
LEGACY CAY
This is for the legacy makers
This pristine island has everything the Florida Keys have to offer, with incredible sunrises and sunsets.
LEGACY CAY
A secluded island hideaway nestled into an aquatic preserve and marine sanctuary lies just off the coast of Key West.
Accessible only by boat, helicopter, or seaplane, “The Island,” as it’s known by those who have made it a summer home for decades, is where days are spent fishing for tarpon and snapper, swimming amongst mangroves, and gazing at the waves of the Atlantic from every window. A journey back to simpler days spent disconnected in favor of reconnecting, life on Legacy Cay is where time slows, lore is carefully crafted, and memories are made.
THE OFFER
Once a modest island retreat with slatted shutters and rustic charm, Legacy Cay has recently been renovated into an island escape. Furnished with luxury, resort-style accommodations, fully staffed, and exclusive to a small number of prominent families, Legacy Cay is where you invest in private, sacred moments together.
As a shareholder, for four weeks of the year, this private island will be yours and yours alone. From annual family vacations to corporate retreats, the Great House, Luxury Guest House, and cottages, along with an on-island concierge, will be available for whatever your gathering requires—and anything you desire.
It’s all about the way you feel, from the welcome cocktail upon arrival to the personalized service throughout your stay.
We invite you to create a legacy for your family alongside ours
For more than 40 years, the Spottswood family, known for their prominence in Florida real estate, government, banking, law, conservation efforts, and more, has gathered in the privacy of Legacy Cay. Whether entertaining high-profile guests or simply teaching the grandchildren to fish off the dock, this is where stories began, inside jokes thrived, and the Spottswood family returned each year to reunite.
The family is proud to offer an exclusive, invitation-only opportunity to own a share of this island retreat to families who seek refuge from the brightness of the spotlight, and who crave time simply spent together.
Legacy Cay is nestled in the middle of Coupon Bight, a 5,400-acre protected area boasting a diversity of underwater habitats for seagrass, mangrove wetlands, coral reef patches, wading birds, and more. Whether boating, snorkeling, or diving, those on the island enjoy front-row seats to nature’s charms.
The waters surrounding the entirety of the Florida Keys make up the Florida State National Marine Sanctuary and Preserve, home to more than 6,000 animal species, including the largest documented contiguous seagrass community in the Northern Hemisphere. From Legacy Cay, snorkeling, fishing, kayaking, and unbounded observation will connect you with nature and involve you in conservation.
Unbounded observation will connect you with nature and involve you in conservation
Direct flights from New York, Chicago, Boston, Washington DC, Philadelphia, Atlanta, Charlotte, Miami, Tampa, and more
When you’re here, the island is yours and yours alone
Comfortable, classic, beach-inspired design–perfect for making memories together
Nostalgia is the ultimate design inspiration at Legacy Cay. From the beginning, the Great House was designed for relaxed family gatherings. The house retains this authentic feel with its eight bedrooms - six king suites and two bunkbed rooms - awash in creams, tans and blues with wood accents and modern finishes.
This is where memories will grow and flourish while surrounded by casual atmosphere.
Step onto the island, and we’ll take care of the rest
Furnished with resort-style accommodations, fully staffed, and exclusive to a small number of prominent families, Legacy Cay offers every amenity you and your family need to escape.
• Exclusive private island ownership alongside the Spottswood family
• Accommodations for up to 30 within the Great House, Guest House, and cottages
• Helipad
• Tennis and pickleball
• Resort-style pool
• Sportfishing boat, personal watercraft, kayaks
• On-island concierge
• Easy access to Little Palm Island, Michelin-starred dining, a luxury spa experience, and outer islands
• Location within Florida State National Marine Sanctuary and Preserve
Aboard a kayak or lounging in a chaise by the pool, weave your family’s lore at your own pace
Little Palm Island is where time slows, stillness returns, and the senses awaken
Exclusive enough to be a hideaway for presidents and celebrities, secluded enough to preserve a world of natural beauty, Little Palm Island has long been a destination for true escape.
From Legacy Cay, a five-minute boat ride delivers you to Michelin-star dining with local flavors and ocean breezes or tropical tranquility with globally inspired spa treatments.
Ownership is shared–but the memories are yours alone
For four weeks of the year, this private island will be yours and yours alone. From family reunions and annual vacations to corporate retreats, the Great House, Guest House, and cottage accommodations, along with the helipad, tennis and pickleball courts, resort-style pool, boats, and on-island concierge, will be available for whatever your gathering requires—and anything you desire.
Legacy Cay will welcome its first shareholders to enjoy secluded, private weeks on the island in 2026. Now is the moment to secure a spot for you, your family, and generations to come.
For more information about shared ownership at Legacy Cay, contact our sales team at sales@legacycay.com or XXX-XXX-XXXX.
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