The Ultimate Key West Getaway at Havana Cabana

Q: Is Key West good for a long weekend getaway?

Yes. A Key West long weekend getaway gives you more time to balance sightseeing and island experiences with slower pool days and downtime at the hotel.

Q: Is Key West good for a weekend getaway?

Yes. A Key West weekend getaway gives you enough time to enjoy the island atmosphere, spend time by the water, explore downtown and still leave room to relax.

The Ultimate Key West Getaway at Havana Cabana

Key West has everything you want from a getaway and none of the pressure to do it all.

Sunshine, turquoise water, colorful streets, famous sunsets and an easygoing island rhythm make it feel a world away. Spend the day doing something new or do very little at all. Both work here.

At Havana Cabana, that escape starts the moment you arrive.

Plan Your Key West Getaway

Why Key West Is Made for a Getaway

The Pool at Havana Cabana surrounded by palm trees

Island Time Comes Easily

Palm trees, warm weather and water in every direction make switching off feel almost automatic.

There Is Always Something Happening

Food, music, history, watersports and nightlife mean you can change the pace whenever you feel like it.

Sunsets Are Part of the Plan

From waterfront spots to sunset sails, Key West knows how to end a day.

You Can Make the Trip Your Own

Come for a quick weekend, stay a little longer or turn a few days away into exactly the kind of escape you need.

Stay Somewhere That Feels Like Part of the Getaway

Havana Cabana is not just somewhere to come back to after a day in Key West.

Cuban-inspired character, tropical surroundings, mojitos, music and Key West’s largest pool bring the vacation feeling right to the hotel.

Settle in, slow down and let Havana Cabana become part of the reason you came.

Find Your Perfect Room

A woman sitting on a bedside, wearing a straw hat and reading a book

Do Not Leave Your Best Friend Behind

Sometimes the difference between taking the trip and staying home is whether your dog can come too.

Havana Cabana offers pet-friendly stays in Key West, so your four-legged travel buddy can be part of the getaway rather than left behind.

Because paradise is better with the whole crew.

View Pet-Friendly Stays

A dog standing on the sofa in the woven gazebo next to a goodie bag

Get More Out of Your Stay

The best getaways are the ones that feel easy. Havana Cabana gives you plenty of ways to make more of Key West without overplanning every day.

Take Key West on Two Wheels

Rent a bike or Vespa and head out when the mood strikes.

Leave the Car Behind

Hop on Havana Cabana’s complimentary shuttle to the Historic Seaport and let downtown Key West take it from there.

Add a Little Competition

Giant Jenga, ping pong, rubber axe throwing and more give you plenty to do when you feel like staying close to home.

Find Your Poolside Rhythm

Relax with a cocktail, reserve a private cabana or turn up the energy with a Friday or Saturday DJ pool party.

See What’s Happening at Havana Cabana

Eat, Drink & Settle Into Island Time

Part of getting away is not having to go far for the next cocktail.

Enjoy Cuban-inspired flavors, poolside mojitos and laid-back bites without leaving Havana Cabana, or ease into the evening with rum cocktails, shareable plates and live Cuban music at Flama Cabana.

Discover Dining & Drinks

A hand holding a sandwich near a fruit bowl, while another pair of hands is using cutleries to cut chops next to scrambled egg

A Little Key West Beyond the Hotel

You do not have to go far to find another side of Key West.

Old Town

Colorful streets, historic architecture and plenty of places to stop along the way.

On the Water

Snorkeling, sailing and sunset cruises put the island setting front and center.

Food & Nightlife

Local flavors, live music, waterfront drinks and Duval Street keep things moving after dark.

Famous Key West Sunsets

Head toward the waterfront and watch the island slow down as the sky changes.

Looking for more inspiration? Explore our Things to Do in Key West guide for more island experiences, or head to our Guide to Key West Nightlife for bars, live music and evenings out.

Find an Offer for Your Key West Getaway

A few days away feels even better when there is a little extra built in.

Havana Cabana offers seasonal savings, packages and added perks throughout the year, giving you more reasons to turn that idea of a Key West escape into an actual booking.

Planning ahead? Staying a little longer? Check the latest offers before choosing your dates.

View Current Offers

Your Key West Getaway Starts Here

Key West brings the sunshine, water and island energy.

Havana Cabana brings the poolside days, Cuban character, music, food, drinks and a place that feels like an escape in its own right.

Weekend, long weekend, couples trip or getaway with friends. However you do Key West, do it Havana Cabana style.

Book the Bold Escape

Guest room with two beds, balcony, and ocean view at Havana Cabana

Frequently Asked Questions

Is Key West good for a girls’ getaway?

Yes. Key West combines sunshine, dining, live music and nightlife, while Havana Cabana gives groups a lively home base with pool days, cabanas, weekend DJs and drinks.

Is Key West good for a couples getaway?

Yes. Sunsets, sailing, waterfront dining and tropical weather make Key West a natural couples escape. Havana Cabana adds private cabanas, poolside drinks and live Cuban music to the experience.

Is Key West good for a long weekend getaway?

Yes. A Key West long weekend getaway gives you more time to balance sightseeing and island experiences with slower pool days and downtime at the hotel.

Is Key West good for a weekend getaway?

Yes. A Key West weekend getaway gives you enough time to enjoy the island atmosphere, spend time by the water, explore downtown and still leave room to relax.