Key West Escape

In Hemingway's Footsteps

April 14–18, 2027

"It is the greatest place in the world, any time, any day."
— Ernest Hemingway

Sunset Key Cottages

Your Private Island Sanctuary

Accessible only by a short ferry from Mallory Square, Sunset Key Cottages offers an unmatched retreat. Your charming cottage — complete with a wrap-around veranda — is shared with one fellow chapter couple of your choosing, with private bedrooms/baths, and a gracious shared living space.

Peaceful white-sand beaches
Waterfront pools & full-service spa
Five-star personalized service

Four nights included in your registration

Sunset Key Cottages at sunset

Legendary Sunsets. Storied Streets.

Gallivant through the architectural, yet bohemian charm of Old Town by bicycle

Stand at the Southernmost Point of the continental United States

Explore the story of Mel Fisher who discovered the famous 1622 shipwreck, Atocha in 1985 — $450 million in gold!

Free afternoons to wander galleries & boutiques of Duval St, catch live music drifting from open-air bars, or ferry back to Sunset Key for some quiet beach luxury.

Required skill: Gracefully avoiding the island's famously wild roaming chickens

Under the Banyan Tree:
A Private Dinner at Hemingway's Home

Our final evening culminates on the leafy lawn of Hemingway's historic home. After a personal tour of his writing studio and home/museum, we join 28 polydactyl descendants of Snow White, Hemingway's beloved six-toed cat, for cocktails and a private, intimate dinner.

Hemingway Home at night

Challenge: Can you find the penny Hemingway pressed into the cement on his property?
…joking that his 2nd wife spent his “last penny” on a $20,000 pool (1937 dollars)!

Three Extraordinary Excursions. One Choice.

Each guest selects one signature adventure

Private Catamaran Cruise

Private Catamaran Cruise

Sail the turquoise waters, swim with dolphins, and snorkel a living coral reef.

Seaplane to Dry Tortugas

Seaplane to the Dry Tortugas

A 40-minute flight over open ocean full of visible sea life, to the historical Fort Jefferson National Park.

Tarpon jumping out of the water in Key West

Tarpon Fishing Charter

A half-day pursuit of the 'Silver King' with a seasoned local captain.

Secure Your Place in Paradise

Fee: $6,500 per person

(Includes 4 nights at Sunset Key Cottages)

Deposit: $2,000 per person at time of registration

Limited to 12 Couples

"The world is a book, and those who do not travel
read only one page."
— Ernest Hemingway
Reserve Your Spot

Key West Escape — April 14–18, 2027  ·  In Hemingway's Footsteps