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Water Island Vacations

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

Hotwire can help you find your travel bliss with Water 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 Water 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 Water 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 Water Island well.

Water Island Flight + Hotel packages

Top Hotel Deals

See all 283 Properties in Water Island
Virgin Islands Campground

Virgin Islands Campground

64 Water Island, St. Thomas
    2.0 out of 5.0
     
     

    Situated near the beach in St. Thomas, this cabin is close to Lindbergh Bay, Emancipation Garden and Fort Christian. Local attractions also include Blackbeard's ...

    St. Thomas All Inclusive B&B

    St. Thomas All Inclusive B&B

    S/V Ragamuffin Sailboat, St. Thomas
      3.0 out of 5.0
       
       

      Situated near the beach in St. Thomas, this bed & breakfast is close to Lindbergh Bay, Emancipation Garden and Fort Christian. Local attractions also include ...

      Windward Passage Hotel

      Windward Passage Hotel

      Veterans Drive Charlotte Amali, St. Thomas
        3.5 out of 5.0
         
         

        Situated near the beach, this hotel is within a 10-minute walk of Magic Ice Gallery, Fort Christian, and Emancipation Garden. Blackbeard's Castle is 0.7 mi (1.1 ...

        Windward Passage Hotel$139

        Windward Passage Hotel$139
        Bunker Hill Hotel

        Bunker Hill Hotel

        2307 Commandant Gade, St. Thomas
          3.0 out of 5.0
           
           

          Situated in the historical district, this hotel is within a 5-minute walk of Beracha Veshalom Vegimulth Hasidim Synagogue, Emancipation Garden, and Fort Christian. ...

          Bunker Hill Hotel$99

          Bunker Hill Hotel$99
          Galleon House Bed Breakfast Inn

          Galleon House Bed Breakfast Inn

          31 Kongen Gade, St. Thomas
            2.5 out of 5.0
             
             

            Located in the heart of St. Thomas, this bed & breakfast is steps from Frederick Lutheran Church and Emancipation Garden. Fort Christian and Blackbeard's Castle ...

            Galleon House Bed Breakfast Inn$80

            Galleon House Bed Breakfast Inn$80
            Emerald Beach Resort

            Emerald Beach Resort

            8070 Lindbergh Bay, St. Thomas
              3.5 out of 5.0
               
               

              This beachfront resort on St. Thomas is located along a curving bay, a 5-minute drive from the airport and short distance from Charlotte Amalie, brimming with ...

              Emerald Beach Resort$197

              Emerald Beach Resort$197
              Bolongo Bay Beach Resort

              Bolongo Bay Beach Resort

              7150 Bolongo, St. Thomas
                3.0 out of 5.0
                 
                 

                Facing a small, idyllic bay, this long-established St Thomas resort is midway between downtown Charlotte Amalie's shopping district and Red Hook's ferries to ...

                Bolongo Bay Beach Resort$175

                Bolongo Bay Beach Resort$175
                Marriott's Frenchman's Cove

                Marriott's Frenchman's Cove

                7338 Estate Bakkeroe, St. Thomas
                  4.0 out of 5.0
                   
                   

                  Nestled on the beach, this St. Thomas condo building is within 3 mi (5 km) of Morningstar Beach, Fort Christian, and Emancipation Garden. Blackbeard's Castle ...

                  Marriott's Frenchman's Cove$569

                  Marriott's Frenchman's Cove$569
                  Flamboyan on the Bay Resort and Villas

                  Flamboyan on the Bay Resort and Villas

                  6200 Magens Bay Road, St. Thomas
                    3.5 out of 5.0
                     
                     

                    Located in the heart of St. Thomas, this spa condo resort is within 3 mi (5 km) of Magens Bay Park, Blackbeard's Castle, and Emancipation Garden. Fort Christian ...

                    Flamboyan on the Bay Resort and Villas$149

                    Flamboyan on the Bay Resort and Villas$149
                    Olga's Fancy

                    Olga's Fancy

                    Honduras 8, St. Thomas
                      3.0 out of 5.0
                       
                       

                      Situated near the beach, this hotel is within 1 mi (2 km) of Magic Ice Gallery, Fort Christian, and Emancipation Garden. Blackbeard's Castle is 1.2 mi (2 km) ...

                      Olga's Fancy$149

                      Olga's Fancy$149

                      Top Flight Deals

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