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Key West Vacation Packages

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2 Adults
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Vacations in Key West for AARP Members

As the very southernmost destination in the United States, Key West is a year-round retreat boasting a warm climate and sunny skies. Thanks to scenic beaches, world-renowned nightlife, excellent cuisine, and fantastic historical attractions, Key West is an amazing spot to get away from it all and unwind in paradise. Whether you're planning to get there via a road trip from Miami or you want to fly directly into Key West, AARP Key West vacation packages for seniors can help to keep costs low, allowing you to have the time of your life in the Florida Keys.

Key West vacations for seniors are popular thanks to countless attractions you'll want to add to your itinerary. For history buffs, few landmarks can compete with places like the iconic Key West Lighthouse, which offers picturesque views over the island, or the Harry S. Truman Little White House. Surround yourself with nature and wildlife at the Key West Nature Preserve, or take a boat tour out to see the unparalleled Dry Tortugas National Park. Whatever your day entails, round it all out with an evening on Duval Street. You’ll find countless taverns and eateries where you can sip tropical cocktails and dine on freshly caught seafood.

Here at the AARP Travel Center Powered by Expedia, we are delighted to offer deals on cars, flights, and hotels in Key West. In fact, when you book your flights and hotel together with our vacation packages, you could save up to $570! You can use those savings to explore Duval Street and make memories that will last a lifetime in Key West, Florida.

Key West Flight + Hotel packages

Top Hotel Deals

See all 420 Hotels in Key West
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
    4.0 out of 5.0
     
     

    This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters ...

    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West
      3.5 out of 5.0
       
       

      Situated in Key West, this hotel is close to Key West Golf Club, Key West Art and Historical Society, and Smathers Beach. Also nearby are Fort East Martello ...

      24 North Hotel Key West

      24 North Hotel Key West

      3820 North Roosevelt Boulevard, Key West
        4.0 out of 5.0
         
         

        Situated near the airport, this hotel is 2.2 mi (3.6 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and ...

        Oceans Edge Key West Resort, Hotel & Marina

        Oceans Edge Key West Resort, Hotel & Marina

        5950 Peninsular Avenue, Key West
          4.0 out of 5.0
           
           

          Situated on the boardwalk, this hotel is 0.2 mi (0.4 km) from Key West Harbour and within 3 mi (5 km) of Robbie's and Key West Golf Club. Ernest Hemingway Home ...

          Best Western Key Ambassador Resort Inn

          Best Western Key Ambassador Resort Inn

          3755 S Roosevelt Blvd, Key West
            2.5 out of 5.0
             
             

            Located on the Atlantic side of Island and just minutes from the Key West Art Society and Historical Downtown. Nearby points of interest include Smathers Beach, ...

            Fairfield Inn & Suites by Marriott Key West, Keys Collection

            Fairfield Inn & Suites by Marriott Key West, Keys Collection

            3852 North Roosevelt Boulevard, Key West
              3.0 out of 5.0
               
               

              Located in the heart of Key West, this hotel is 1.1 mi (1.8 km) from Key West Golf Club and within 3 mi (5 km) of Key West Art and Historical Society and Smathers ...

              The Gates Hotel Key West

              The Gates Hotel Key West

              3824 N Roosevelt Blvd, Key West
                4.0 out of 5.0
                 
                 

                Situated at the northern tip of Key West, this hotel is within 2 miles (3.2 kilometers) of Smathers Beach and the airport and is minutes away from Earnest Hemingway ...

                Ibis Bay Beach Resort

                Ibis Bay Beach Resort

                3101 N. Roosevelt Blvd, Key West
                  2.5 out of 5.0
                   
                   

                  The white-sand beach of Ibis Bay Beach Resort is a 5-minute drive from downtown Key West. Both the Ernest Hemingway Home & Museum and Southernmost Point are ...

                  DoubleTree Resort by Hilton Grand Key - Key West

                  DoubleTree Resort by Hilton Grand Key - Key West

                  3990 S Roosevelt Blvd, Key West
                    3.5 out of 5.0
                     
                     

                    Located on the quieter side of Key West, this tropical-style resort offers complimentary scheduled shuttle service to Duval Street as well as shuttle service ...

                    Hilton Garden Inn Key West,The Keys Collection

                    Hilton Garden Inn Key West,The Keys Collection

                    3850 N Roosevelt Blvd, Key West
                      3.5 out of 5.0
                       
                       

                      Located in the heart of Key West, this hotel is 1.1 mi (1.7 km) from Key West Golf Club and within 3 mi (5 km) of Key West Art and Historical Society and Smathers ...