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    Vacation Package Deals To Key West Florida

    Save On Your Next Stay With Us​

Key West Package Deals & Special Offers

Get the best value for your next Key West adventure with exclusive vacation package deals and specials at Havana Cabana. Make your stay extra special with offers designed for a Cuban-inspired island getaway.

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Special Packages

CHEERS TO HAVANA

A TOAST TO OUR TRAVEL + LEISURE RECOGNITION

Come see what the buzz is about! Our Travel + Leisure World’s Best recognition gives us one more reason to raise a glass… and you one more reason to escape to Key West. Arrive to welcome drinks, enjoy a $50 daily food and beverage credit, and settle into the colorful world of Havana Cabana. Think poolside afternoons, vibrant surroundings, and plenty of time to make the island your own. Your only plan? Stay at least two nights and enjoy.

Book by December 31, 2026 for stays through March 31, 2027.

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Three tropical cocktails on a colorful bar at Havana Cabana Key West
Timeless

4th night free

Three’s a Vacation. Four’s a Party.

4th Night Free

Just when you’ve perfected the art of doing absolutely nothing poolside, it’s time to pack? We object.

Stay four nights or more at Havana Cabana and enjoy your fourth night free. Another sunset, another splash, another excellent reason to leave your suitcase alone.

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Havana Cabana pool surrounded by palm trees and pink loungers
Timeless

Moji-toes In the sand

ENJOY A $50 DINING CREDIT PLUS MINI BOTTLE OF RUM AT CHECK-IN!

Slip off your sandals and sip into Key West mode. Stay two nights or more and enjoy a $50 dining credit plus a mini bottle of rum—the perfect recipe for Key West relaxation.

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Member & Resident

Floridians’ Rise & Dine

ATTENTION RESIDENTS: SAVE ON YOUR STAY!

Sunshine State locals save 12% on stays, plus enjoy complimentary daily breakfast for two. Your backyard getaway just got better.

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Havana Cabana beach bag, sunscreen, and sun hat on pool loungers
Timeless

Havana In Advance

IT PAYS TO PLAN AHEAD!
Good things come to those who plan. Lock in your Havana Cabana getaway early and enjoy exclusive savings of up to 25%!

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Havana Cabana pool with thatched cabanas and colorful loungers
Timeless

Friends of Havana Cabana

UP TO 10% OFF, YEAR-ROUND, PLUS 15% OFF DINING

Join our inner circle and unlock exclusive perks made for friends. Enjoy 10% off your stay plus 15% off food and drinks at the pool bar, Floridita Food Truck, and Flama Cabana.

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Havana Nights: 5 Year Anniversary Weekend 5
Member & Resident

Government Per Diem

EXTRA PERKS WITH YOUR MILITARY PER DIEM

Stay with us here in Key West and receive a one-time 18% discount off food and beverage during your stay. Valid ID required at check-in.

Valid military ID required at check-in.

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Sign Up for Alerts on Vacation Deals in Key West

Want the latest Havana Cabana offers sent straight to you?

Sign up for email alerts and stay in the loop on vacation deals in Key West, seasonal packages, limited-time savings, and resort perks.

From poolside escapes to Cuban-inspired stays, it’s an easy way to plan your next island getaway with a little more value built in.

FAQs About Deals on Key West Vacations

How do I book a Key West package deal at Havana Cabana?

Choose the offer that best fits your stay, then follow the booking prompt to view available dates, rates, and terms before confirming your reservation.

Booking direct, planning ahead, staying longer, and checking seasonal offers can help guests get more value from their Key West trip. Havana Cabana’s deals page is the best place to review current packages and limited-time offers.

Havana Cabana features a range of vacation offers throughout the year, giving guests more ways to enjoy a Cuban-inspired Key West getaway. Available deals may vary by season, stay dates, and booking terms, so guests should review the current offers before reserving.

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