Exclusive Experiences

Let’s make some memories.

We hope to see you soon at one of our exclusive island experiences. We have curated some very special occasions for your enjoyment, and we are excited to share them with you. These one-of-a-kind events are not to be missed.

Couple At The Bar

Harry’s Social Hour

Each evening, we gather in the infamous Monkey Hut for featured cocktails, Chef Richard’s delicious small plate menu, music, conversation, and stunning views. It’s no secret that one of our earliest and famous guests enjoyed a cocktail or two. President Harry Truman would have joined us for this nightly ritual!

Harry’s Social Hour welcomes resort guests and off-island visitors from 5 PM – 7 PM daily. Reservations are required for off-island guests, as well as resort casual attire.
Please email [email protected] or call 305.422.4236 to make your reservation.

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Binoculars

Papa’s Pilar Rum Dinner

September 28, 2024, 5:30 PM
$195 per person

Join us for a rum and food journey featuring Papa’s Pilar Rum in The Dining Room. These super-premium rums are distilled just to our south in Key West, Florida. In fact, the brand is partially owned by the Ernest Hemingway Estate and crafted in the spirit of adventure. Chef Richard Fuentes has curated a vibrant menu for the evening featuring fresh seafood, prime protein cuts, seasonal produce and stimulating spices from the Caribbean. All will be expertly paired with select Pilar Rum. This one-of-a-kind event is essential for passionate epicureans. Be sure to reserve this experience soon!

The nights selections include:

Papa’s Pilar Dark Rum
Award-winning rum with notes of rich maple, chocolate, ripe fig, and candied orange

Papa’s Pilar Blonde Rum
Notes of bright citrus, almond, fresh apricot, and finer butterscotch

Papa’s Pilar Sherry-Finished Rum
Complex flavor profile of decadent hazelnut, toffee, layered spice, and toasted oak

Papa’s Pilar Rye-Finished Rum
Features a long and warm finish with lingering notes of cacao and caramel

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Wine On The Beach

Joseph Phelps Vineyards Dinner

October 19, 2024, 5:30 PM
$195 per person

Join us for a sumptuous wine and food journey in The Dining Room. We are excited to host a dinner featuring the extraordinary wines of Joseph Phelps Vineyards from Napa Valley, California. Chef Richard Fuentes has curated a decadent menu for the evening featuring his highly lauded cuisine. Dishes will incorporate the bounty of our turquoise waters and sub-tropical locale, as well as unique island produce and spices. All will be expertly paired with world-renowned Joseph Phelps vintages. This event is not to be missed. Please reserve your experience soon!

The nights selections include:

Reception
Veuve Clicquot Brut

First Course
Joseph Phelps Napa Valley Sauvignon Blanc

Second Course
Joseph Phelps Freestone Pinot Noir

Third Course
Joseph Phelps Napa Valley Cabernet Sauvignon

Fourth Course
Dual Tasting
Joseph Phelps 2019 & 2021 Insignia

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Wine Bottle

Caymus Vineyards Wine Dinner

November 17, 2024, 5:30 pm
$195 per person

Don’t miss this celebratory evening featuring the wines of Caymus, the wildly popular Napa Valley vineyard. Caymus is 100% family-owned and produces wines with ripe, luxurious, fruit-driven softness. This culinary journey will pair these delectable vintages along with the lauded cuisine from Chef Richard Fuentes. We are excited to host Caymus in The Dining Room for an unforgettable epicurean event. Please confirm your reservation with us soon!

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Wine Cellar

Robert Mondavi Vineyards Wine Dinner

December 13, 2024, 5:30
$195 per person

Join us for a sumptuous wine and food journey in The Dining Room. We are excited to be hosting dinner featuring the extraordinary wines of Robert Mondavi Vineyards from Napa Valley, California. Chef Richard Fuentes has curated a decadent menu for the evening featuring his highly lauded cuisine. Dishes will incorporate the bounty of our turquoise waters and sub-tropical locale, as well as unique island produce and spices. All will be expertly paired with world-renowned Robert Mondavi vintages.

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Island Activities & Adventures

Nestled in the sanctuary of the Florida Keys our unique private island resort features activities and adventures that ensure you enjoy the best of our beautiful destination.

EXPLORE ACTIVITIES

Island Activities & Adventures

Nestled in the sanctuary of the Florida Keys our unique private island resort features activities and adventures that ensure you enjoy the best of our beautiful destination.

EXPLORE ACTIVITIES