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Simpson Bay Vacations

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

Hotwire can help you find your travel bliss with Simpson Bay 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 Simpson Bay

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 Simpson Bay 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 Simpson Bay well.

Top Hotel Deals

See all 400 Hotels in Simpson Bay
Commodore Suites

Commodore Suites

Welfare Road 109, Simpson Bay
    3.5 out of 5.0
     
     

    Situated near the airport, this hotel is 0.1 mi (0.2 km) from Kim Sha Beach and 2.8 mi (4.4 km) from Maho Beach. Paradise Plaza and Hollywood Casino are also ...

    Atrium Resort & Spa

    Atrium Resort & Spa

    Billy Folly Road #6, Simpson Bay
      3.0 out of 5.0
       
       

      This Simpson Bay resort is on a stretch of beach. Kim Sha Beach and Hollywood Casino are 550 meters away, and Paradise Plaza Casino is 900 meters away.

      Travel Inn Hotel

      Travel Inn Hotel

      Airport Road 15, Simpson Bay
        2.0 out of 5.0
         
         

        Situated on the Strip, this hotel is 0.3 mi (0.4 km) from Kim Sha Beach and 2.4 mi (3.9 km) from Maho Beach. Paradise Plaza and Hollywood Casino are also within ...

        Mary's Boon Beach Resort & Spa

        Mary's Boon Beach Resort & Spa

        117 Simpson Bay Road, Simpson Bay
          3.0 out of 5.0
           
           

          Nestled on the beach, this Simpson Bay hotel is 1 mi (1.6 km) from Kim Sha Beach and 2.5 mi (4.1 km) from Maho Beach. Paradise Plaza and Hollywood Casino are ...

          Simpson Bay Beach Resort and Marina

          Simpson Bay Beach Resort and Marina

          Billy Folly Road 37, Simpson Bay
            4.0 out of 5.0
             
             

            Simpson Bay Beach Resort and Marina is in a protected cove on St. Maarten’s southwest shores, a 15-minute drive from Philipsburg, the capital. For white sands, ...

            Simpson Bay Suites

            Simpson Bay Suites

            Elmanar Plaza 3D Billy Folly Road, Simpson Bay
              3.5 out of 5.0
               
               

              Situated in Simpson Bay, this beach apartment building is 0.2 mi (0.4 km) from Kim Sha Beach and 2.9 mi (4.7 km) from Maho Beach. Paradise Plaza and Hollywood ...

              Baker's Suites

              Baker's Suites

              Spinel Road #2, Simpson Bay
                3.5 out of 5.0
                 
                 

                Situated near the airport, this hotel is 0.3 mi (0.5 km) from Kim Sha Beach and 3 mi (4.8 km) from Maho Beach. Hollywood Casino and Paradise Plaza are also within ...

                Azure Hotel and Art Studio

                Azure Hotel and Art Studio

                6 Roberts Drive, Simpson Bay
                  3.0 out of 5.0
                   
                   

                  Nestled on the beach, this Simpson Bay hotel is 0.8 mi (1.2 km) from Kim Sha Beach and 2.3 mi (3.7 km) from Maho Beach. Paradise Plaza and Hollywood Casino are ...

                  EL Zafiro Boutique Hotel

                  EL Zafiro Boutique Hotel

                  34 White Sands Road, Simpson Bay
                    3.5 out of 5.0
                     
                     

                    Situated on the beach, this hotel is within a 15-minute walk of Dunes Casino and Maho Beach. Casino Royale and Mullet Bay Golf are also within 1 mi (2 km).

                    The Villas at Simpson Bay Beach Resort and Marina

                    The Villas at Simpson Bay Beach Resort and Marina

                    Billy Folly Road No. 37A, Simpson Bay
                      4.0 out of 5.0
                       
                       

                      The Villas at Simpson Bay Beach Resort and Marina lies sprawled along Simpson Bay's shores, overlooking St. Maarten's blue waters and green mountains. The property ...

                      Top Flight Deals

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