Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Long Key Vacations

Pack those stellar shades. We have Long Key vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Long Key – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Long Key vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Long Key

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Long Key vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Long Key well.

Long Key Flight + Hotel packages

Top Hotel Deals

See all 315 Hotels in Long Key
Lime Tree Bay Resort

Lime Tree Bay Resort

68500 Overseas Hwy, Long Key
    3.5 out of 5.0
     
     

    This waterfront resort sits on 1/4 mile of tropical waterfront in the heart of the Florida Keys. Close to Long Key State Park and Dolphin Research Center.

    Lime Tree Bay Resort$119

    Lime Tree Bay Resort$119
    Edgewater Lodge

    Edgewater Lodge

    US Highway 1 MM 65,5, Long Key
      2.5 out of 5.0
       
       

      This Long Key hotel is on the beach, 1.9 mi (3 km) from Long Key State Park, and within 9 mi (15 km) of Anne's Beach and Dolphin Research Center. Curry Hammock ...

      Fiesta Key RV Resort

      Fiesta Key RV Resort

      70001 Overseas Hwy, Long Key
        2.5 out of 5.0
         
         

        Offering direct access to the beach, this Long Key hotel is 3.5 mi (5.7 km) from Anne's Beach and within 12 mi (20 km) of Long Key State Park and Dolphin Research ...

        The Zane Grey

        The Zane Grey

        65620 Overseas Hwy, Long Key
          3.5 out of 5.0
           
           

          Situated in Long Key, this vacation home is 1.9 mi (3 km) from Long Key State Park and within 9 mi (15 km) of Dolphin Research Center and Anne's Beach. Curry ...

          The Henry Flagler

          The Henry Flagler

          65620 Overseas Hwy, Long Key
            3.5 out of 5.0
             
             

            Situated in Long Key, this vacation home is 1.9 mi (3 km) from Long Key State Park and within 9 mi (15 km) of Dolphin Research Center and Anne's Beach. Curry ...

            Beachfront Ocean Duplex Apartment 4

            Beachfront Ocean Duplex Apartment 4

            65620 Overseas Hwy, Long Key
              3.5 out of 5.0
               
               

              Situated in Long Key, this vacation home is close to Long Key State Park. Regional attractions also include Dolphin Research Center and Anne's Beach.

              Amara Cay Resort

              Amara Cay Resort

              80001 Overseas Hwy, Islamorada
                3.5 out of 5.0
                 
                 

                Nestled on the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Lignumvitae Key Botanical State Park, and Hurricane Monument. ...

                Amara Cay Resort$182

                Amara Cay Resort$182
                Creekside Inn Islamorada

                Creekside Inn Islamorada

                90611 Old Highway, Islamorada
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Islamorada, this motel is 3.1 mi (5 km) from Florida Keys Wild Bird Rehabilitation Center and within 6 mi (10 km) of Harry Harris Park ...

                  Creekside Inn Islamorada$104

                  Creekside Inn Islamorada$104
                  Hyatt Place Marathon Florida Keys

                  Hyatt Place Marathon Florida Keys

                  1996 Overseas Highway, Marathon
                    3.0 out of 5.0
                     
                     

                    Located in the heart of Marathon, this hotel is 0.2 mi (0.4 km) from The Turtle Hospital and 1.9 mi (3.1 km) from Sombrero Beach. Pigeon Key Foundation and Seven ...

                    Hyatt Place Marathon Florida Keys$170

                    Hyatt Place Marathon Florida Keys$170
                    Skipjack Resort & Marina

                    Skipjack Resort & Marina

                    19 Sombrero Blvd, Marathon
                      3.0 out of 5.0
                       
                       

                      The Skipjack Resort & Marina features modern amenities and is located in Marathon in the middle of the Florida Keys, 50 miles from both Key Largo and Key West. ...

                      Skipjack Resort & Marina$159

                      Skipjack Resort & Marina$159

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.