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The Settlement Vacations

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

Hotwire can help you find your travel bliss with The Settlement 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 The Settlement

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 The Settlement 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 The Settlement well.

Top Hotel Deals

See all 9 Hotels in The Settlement
Sea Grape Villas

Sea Grape Villas

The Settlement, The Settlement
    3.5 out of 5.0
     
     

    Situated near the beach, this villa is 1.5 mi (2.4 km) from Loblolly Bay Beach.

    Anegada Beach Club

    Anegada Beach Club

    Keel Point, Keel Point
      3.0 out of 5.0
       
       

      Nestled on the beach, this Keel Point resort is 0 mi (0 km) from Anegada and 5.5 mi (8.9 km) from Loblolly Bay Beach.

      Bitter End Yacht Club

      Bitter End Yacht Club

      Virgin Gorda, Virgin Gorda
        4.0 out of 5.0
         
         

        Accessible only by boat, this Virgin Gorda resort faces a long, gently curved beach and a protected, deep-water harbor; the picture-perfect Baths are 11 km (7 ...

        Mango Bay Resort

        Mango Bay Resort

        Plum Bay Road, The Valley, Virgin Gorda
          3.5 out of 5.0
           
           

          Nestled on the beach, this Spanish Town apartment building is within 1 mi (2 km) of Mahoe Bay Beach and Savannah Beach. Nail Bay Beach and Virgin Gorda Peak ...

          Nail Bay Resort

          Nail Bay Resort

          P O Box 69, Virgin Gorda
            3.5 out of 5.0
             
             

            Nestled on the beach, this Spanish Town condo resort is within 1 mi (2 km) of Nail Bay Beach and Mahoe Bay Beach. Savannah Beach and Virgin Gorda Peak are also ...

            Anegada Reef Hotel

            Anegada Reef Hotel

            Setting Point, Setting Point
              2.5 out of 5.0
               
               

              This Setting Point hotel is on the beach, 5.5 mi (8.9 km) from Loblolly Bay Beach, and within 32 mi (52 km) of Tortola Cruise Ship Port and Government House. ...

              Sea Palms Luxury 4 bedroom Villa

              Sea Palms Luxury 4 bedroom Villa

              Plum Bay Road, Virgin Gorda
                3.5 out of 5.0
                 
                 

                Nestled on the beach, this Spanish Town villa is within 1 mi (2 km) of Mahoe Bay Beach and Savannah Beach. Nail Bay Beach and Virgin Gorda Peak are also within ...

                Gordian Terrace

                Gordian Terrace

                Gordian Terrace, Virgin Gorda
                  3.0 out of 5.0
                   
                   

                  Located in the heart of Spanish Town, this condo building is within 1 mi (2 km) of Virgin Gorda Peak and Leverick Bay Marina. Mahoe Bay Beach is 2.6 mi (4.2 ...

                  Gordian Terrace$196

                  Gordian Terrace$196
                  Neptunes Treasure

                  Neptunes Treasure

                  Benders Bay, Setting Point
                     
                     

                    Situated in Setting Point, this hotel is close to Cow Wreck Beach. Area attractions also include Anegada and Loblolly Bay Beach.