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Cumberland Island Vacations

Pack those stellar shades. We have Cumberland Island 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 Cumberland Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Cumberland Island 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 Cumberland Island

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 Cumberland Island 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 Cumberland Island well.

Top Hotel Deals

See all 750 Hotels in Cumberland Island
Seaside Amelia Inn

Seaside Amelia Inn

2900 Atlantic Ave, Fernandina Beach
    3.0 out of 5.0
     
     

    Nestled on the beach, this Amelia Island hotel is within 3 mi (5 km) of Fernandina Little Theatre, Island Falls Golf, and Blue Door Artists. Island Art Association ...

    Seaside Amelia Inn$176

    Seaside Amelia Inn$176
    Villas of Amelia Island Plantation

    Villas of Amelia Island Plantation

    39 Beach Lagoon Road, Fernandina Beach
      4.0 out of 5.0
       
       

      Offering direct access to the beach, this Amelia Island resort is within 6 mi (10 km) of American Beach, Big Talbot Island State Park, and Peters Point Beach ...

      Villas of Amelia Island Plantation$167

      Villas of Amelia Island Plantation$167
      Breakwater Hotel At The Beach

      Breakwater Hotel At The Beach

      2707 Sadler Road, Fernandina Beach
        3.0 out of 5.0
         
         

        This hotel is located in Fernandina Beach (Amelia Island), close to the beach, Island Falls Golf, Fernandina Beach Golf Club, and Fernandina Little Theatre. ...

        Breakwater Hotel At The Beach$76

        Breakwater Hotel At The Beach$76
        Days Inn & Suites by Wyndham Jekyll Island

        Days Inn & Suites by Wyndham Jekyll Island

        60 S Beachview Drive, Jekyll Island
          2.0 out of 5.0
           
           

          Nestled on the beach, this Jekyll Island hotel is within 3 mi (5 km) of Summer Waves Water Park, Jekyll Harbor Marina, and Jekyll Island State Park. Great Dunes ...

          Days Inn & Suites by Wyndham Jekyll Island$153

          Days Inn & Suites by Wyndham Jekyll Island$153
          Microtel Inn & Suites by Wyndham Kingsland

          Microtel Inn & Suites by Wyndham Kingsland

          1325 East King Ave. I-95 Exit 3, Kingsland
            2.5 out of 5.0
             
             

            Situated in the entertainment district, this hotel is within 9 mi (15 km) of Laurel Island Links, Naval Submarine Base Kings Bay, and Club at Osprey Cove. St. ...

            Microtel Inn & Suites by Wyndham Kingsland$54

            Microtel Inn & Suites by Wyndham Kingsland$54
            Omni Amelia Island Plantation Resort

            Omni Amelia Island Plantation Resort

            39 Beach Lagoon Road, Fernandina Beach
              4.0 out of 5.0
               
               

              Located in Amelia Island, this beachfront resort is connected to the convention center and within 6 mi (10 km) of American Beach, Big Talbot Island State Park, ...

              Omni Amelia Island Plantation Resort$189

              Omni Amelia Island Plantation Resort$189
              Amelia Hotel at the Beach

              Amelia Hotel at the Beach

              1997 S Fletcher Ave, Fernandina Beach
                2.5 out of 5.0
                 
                 

                This family-friendly Fernandina Beach hotel is located near the beach, within 3 mi (5 km) of Island Falls Golf, Fernandina Beach Golf Club and Peters Point Beach ...

                Amelia Hotel at the Beach$89

                Amelia Hotel at the Beach$89
                Microtel Inn & Suites by Wyndham Brunswick North

                Microtel Inn & Suites by Wyndham Brunswick North

                146 Gateway Center Blvd, Brunswick
                  2.5 out of 5.0
                   
                   

                  Situated near the beach, this hotel is 1.7 mi (2.7 km) from Glynn Place Mall and within 9 mi (15 km) of Selden Park and Hofwyl-Broadfield Plantation Historic ...

                  Microtel Inn & Suites by Wyndham Brunswick North$45

                  Microtel Inn & Suites by Wyndham Brunswick North$45
                  Saint Simons Inn by the Lighthouse

                  Saint Simons Inn by the Lighthouse

                  609 Beachview Drive, St. Simons Island
                    3.0 out of 5.0
                     
                     

                    Situated by the ocean, this hotel is within a 10-minute walk of St. Simons Lighthouse Museum and Saint Simons Island Pier. Demere Park and Maritime Center at ...

                    The Ritz-Carlton, Amelia Island

                    The Ritz-Carlton, Amelia Island

                    4750 Amelia Island Pkwy, Fernandina Beach
                      5.0 out of 5.0
                       
                       

                      Set on a barrier island off the northeast coast of Florida, this hotel is between Atlantic beach and the Golf Club of Amelia Island, 30 miles from Jacksonville ...

                      The Ritz-Carlton, Amelia Island$459

                      The Ritz-Carlton, Amelia Island$459

                      Top Flight Deals

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