DJ Pool Parties
Feel the music poolside every Friday and Saturday from noon to 4pm.
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Play
Relax And Indulge At Our Key West Tropical Resort
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The Itinerary
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Poolside Lounging
Dine, drink and escape around our outdoor pool pavilion day and night with our signature cocktails & cuisine.
Vespa & Bicycle Rentals
Explore Key West on two wheels! Rent a bike or a classic scooter from us, and wind your way through the city’s storied streets.
on site games
Challenge your friends or family to a game of (rubber) axe throwing, giant jenga, ping pong and more under our covered Tiki activity space!
jell-o shots at the pool
Bottoms up! Join us for Jell-O shots at the resort pool daily at 2pm.
Shuttle Transportation
Our complimentary shuttle makes one stop at the historic Seaport in downtown Key West. Climb aboard and set off on your adventure.
Fitness Center
Guests will be able to use an off-site facility with complimentary transportation.
Key West’s Largest Pool
The pool at Havana Cabana is the heart of our resort. It’s the largest pool in Key West – a destination unto itself, and a place that manages to be both a tranquil oasis and a hub of activity. Take a dip, play games, or simply relax at Key West’s largest and most happening pool!
Complimentary Perks:
- Chaise lounges with service
- Poolside food and drink service
DAY PASSES
Not a resort guest but want to experience the magic of this Cuban-inspired paradise? Reserve a day pass and visit Havana Cabana for the day.
You can also reserve a poolside cabana that seats up to 8 guests and indulge in the ultimate resort experience.
What To Do In Key West
There’s always something exciting happening in Key West – no matter what time of year you visit. The city’s event calendar is packed with festivals, celebrations, tournaments and other one-of-a-kind occasions. Our concierge staff can make recommendations or help you plan your activities.
Barbary Beach House Key West
2001 South Roosevelt Boulevard, Key West, Florida 33040 USA
Somewhere between the southern edge of the Continental U.S. and ordinary, that’s where you’ll find our stunning Key West Resort. On an island whose story unfolds like the greatest adventure ever written.
Learn MoreKey West Golf Club
6450 College Rd, Key West, FL 33040, United States
Spanning 200 acres and designed by famed architect Rees Jones, this 18-hole golf course provides challenging and rewarding play for golfers of every skill and experience level. Tee off among breathtaking views of tropical mangroves here at the “Gateway to the Caribbean”.
Smathers Beach
2601 S Roosevelt Blvd, Key West, FL 33040, United States
Framed by coconut trees and located just a short bike ride away from Havana Cabana, Smathers Beach embodies the tropical splendor of Key West. Enjoy a picnic with your family and take a leisurely swim here on Key West’s largest public beach.
Southernmost Point
Whitehead St &, South St, Key West, FL 33040, United States
The legendary Southernmost Point buoy is one of the most visited landmarks in Key West. Be sure to have your photograph taken next to it!
Ernest Hemingway House
907 Whitehead St, Key West, FL 33040, United States
Arguably one of Key West’s most renowned residents, Ernest Hemingway resided at 907 Whitehead Street throughout most of the 1930s. Today, his house is a U.S. National Historic Landmark, and is listed on the U.S. Register of Historic Places; take a guided tour and catch a glimpse of the dozens of cats that live on the property.
Rodriguez Cigars
113 Fitzpatrick St, Key West, FL 33040, United States
In 1947, the Rodriguez Family began the masterful art of cultivating tobacco on their private plantation in the town of Siguaney. The tobacco plantation was called La Finca de Carmencita. Located in the Las Villas province of Cuba, La Finca de Carmencita specialized in growing, aging, and curing filler tobacco leaves for numerous manufacturers throughout Cuba.
Key West Butterfly and Nature Conservatory
1316 Duval St, Key West, FL 33040, United States
Witness the beauty of over 50 different species of butterflies at this glass-enclosed observatory, which also features several species of birds and an on-site learning center.
Mallory Square
400 Wall St, Key West, FL 33040, United States
There’s no better place to catch the sunset in Key West than at this waterfront plaza; indeed, Mallory Square’s “Sunset Celebration” is one of the city’s most beloved tourist attractions. The square also includes a sculpture garden, live performers and plenty of great shopping and dining.
KINO Sandals
107 Fitzpatrick St, Key West, FL 33040, United States
Kino sandals are made on location in Key West, Florida. Being only 90 miles from Cuba keeps them close to their ancestors homeland where they have been worn for decades. Kino’s Plaza is located in the heart of old town on the corner of Green Street and Fitzpatrick Street, where traditional methods are used to make these unique sandals to this day! Stop by and check us out and see how our Kino’s sandals are made and why they are so popular. We bet you won’t leave without a pair!
Papa’s Pilar Rum Distillery
201 Simonton St, Key West, FL 33040, United States
Inspired by Ernest Hemingway’s spirit of adventure, Papa’s Pilar is crafted for those with a restless spirit who seek exploits of epic proportions, much like Papa himself. Papa was a man of many things – an author, storyteller, sportsman, adventurer – but one thing he was not was a spectator. Papa’s Pilar is an homage to Hemingway’s adventures, and an inspiration for yours.
Santiago’s Bodega
7305, 207 Petronia St #101, Key West, FL 33040, United States
La Trattoria Venezia
524 Duval St, Key West, FL 33040, United States
Prime Steakhouse
951 Caroline St, Key West, FL 33040, United States
7 Fish
921 Truman Ave, Key West, FL 33040, United States
Cuban Coffee Queen
284 Margaret St, Key West, FL 33040, United States
El Meson De Pepe
Mallory Square, 410 Wall St, Key West, FL 33040, United States
Origami Sushi Bar
1075 Duval St STE C3, Key West, FL 33040, United States
El Siboney
900 Catherine St, Key West, FL 33040, United States
