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Lighted Garland

Things To Do

The Hemingway Home and Museum

907 Whitehead Street, Key West, FL 33040

This is a must visit - Sam and Sean loved the tour of the home and gardens. Look out for the five toed cats that live on the grounds!

Truman Little White House

111 Front Street, Naval Air Station Key West, FL 33040

Beautiful grounds and a fun tour for history lovers!

Mallory Square

Key West, FL 33040

A must visit at sunset - people gather in the square to watch the sunset, and there are street performers and food and drink vendors.

Fury Water Adventures Key West

0 Duval Street, Key West, FL 33040

We love to book water excursions through Fury Watersports! Sean's recommendation is the jetski tour, and Sam's recommendation is the rum and snorkel cruise!

Southernmost Point of the Continental U.S.A.

1400 Whitehead Street, Key West, FL 33040

This is the southernmost point in the continental United States!

Key West Lighthouse

938 Whitehead Street, Key West, FL 33040

You can climb to the top of the lighthouse for a view of the island!

First Flight Island Restaurant & Brewery

301 Whitehead Street, Key West, FL 33040

Great food, beer, and often live music, this is a fun place to check out for dinner or mid-day for drinks! The building is the birthplace of Pan American World Airways. Sam and Sean recommend coming for Happy Hour!

Kermit's Key West Key Lime Shoppe

200 Elizabeth Street, Key West, FL 33040

Make sure you try Key West's specialty - Key Lime pie!

Papa's Pilar Distillery

201 Simonton Street, Key West, FL 33040

A distillery named after Hemingway's boat, and a super fun place to visit and tour, tastes of light and dark rum included!

Duval Street

Duval Street, Key West, FL 33040

The infamous party street of Key West that starts at the Atlantic Ocean and ends at the Guld of Mexico, home to over 180 liquor licenses! If you have a free night, walk down Duval, bar hop, and check out the live music! Sam and Sean recommend grabbing a late night hotdog from the stands along Duval before heading back to the hotel.

Capt Tony’s Saloon

428 Greene Street, Key West, FL 33040

Sean and Sam's favorite bar in Key West - you have to experience it! The bar is always featured on the ghost tours, and there is often live music. The saloon’s namesake, fishing boat captain gunrunner, gambling casino operator and Mayor of Key West the late Captain Tony, was a larger than life character who was often described as a dropout from a Hemingway novel. Originally built in 1851 as an icehouse that doubled as a morgue, Captain Tony’s Saloon is steeped in history.

Smallest Bar

124 Duval Street, Key West, FL 33040

Sam loves grabbing a rum punch from this bar!