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

Pine Ridge Vacations

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

Hotwire can help you find your travel bliss with Pine Ridge 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 Pine Ridge

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 Pine Ridge 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 Pine Ridge well.

Pine Ridge Flight + Hotel packages

Top Hotel Deals

See all 1,376 Hotels in Pine Ridge
Inn of Naples

Inn of Naples

4055 Tamiami Trl N, Naples
    3.0 out of 5.0
     
     

    Located in Park Shore, this hotel is 0.7 mi (1.1 km) from Holocaust Museum of Southwest Florida and 2.3 mi (3.6 km) from Naples Zoo at Caribbean Gardens. Village ...

    Inn of Naples$89

    Inn of Naples$89
    Lani Kai Beachfront Resort

    Lani Kai Beachfront Resort

    1400 Estero Blvd, Fort Myers Beach
      3.0 out of 5.0
       
       

      Located in the heart of Fort Myers Beach, this hotel on 400 feet of white-sand beach is within walking distance of Time Square Pier.

      Lani Kai Beachfront Resort$144

      Lani Kai Beachfront Resort$144
      Pink Shell Beach Resort and Marina

      Pink Shell Beach Resort and Marina

      275 Estero Blvd, Fort Myers Beach
        4.0 out of 5.0
         
         

        Situated on 1,500 feet of sugary white sand at the tip of Estero Island, this seaside resort is nestled between the sparkling waters of the Gulf of Mexico and ...

        Pink Shell Beach Resort and Marina$184

        Pink Shell Beach Resort and Marina$184
        Naples Garden Inn

        Naples Garden Inn

        2630 Tamiami Trail North, Naples
          2.5 out of 5.0
           
           

          This Florida hotel is 0.5 mile from the Naples Zoo, 2 miles from the Gulf of Mexico, and 3 miles from historic downtown Naples.

          Naples Garden Inn$75

          Naples Garden Inn$75
          The Lighthouse Resort Inn & Suites

          The Lighthouse Resort Inn & Suites

          1051 5th St, Fort Myers Beach
            3.0 out of 5.0
             
             

            This value resort in Fort Myers Beach lies 1 block from the Gulf of Mexico, 5 miles from Lover's Key State Park, and 12 miles from Sanibel Captiva Island.

            The Lighthouse Resort Inn & Suites$108

            The Lighthouse Resort Inn & Suites$108
            Drury Inn & Suites Fort Myers at I-75 & Gulf Coast Town Ctr

            Drury Inn & Suites Fort Myers at I-75 & Gulf Coast Town Ctr

            9950 University Plaza Dr, Fort Myers
              3.0 out of 5.0
               
               

              Situated in the city center, this property is close to Gulf Coast Town Center, Florida Gulf Coast University, and Alico Arena. Local attractions also include ...

              Days Inn & Suites by Wyndham Bonita Springs North Naples

              Days Inn & Suites by Wyndham Bonita Springs North Naples

              27991 Oakland Drive, Bonita Springs
                2.5 out of 5.0
                 
                 

                Situated near the beach, this hotel is 0.3 mi (0.5 km) from Flamingo Island Flea Market and within 3 mi (5 km) of Naples-Fort Myers Greyhound Track and Riverside ...

                Days Inn & Suites by Wyndham Bonita Springs North Naples$64

                Days Inn & Suites by Wyndham Bonita Springs North Naples$64
                Naples Grande Beach Resort

                Naples Grande Beach Resort

                475 Seagate Drive, Naples
                  4.5 out of 5.0
                   
                   

                  Set on 23 lush, tropical acres alongside the Gulf of Mexico, Naples Grande Beach Resort offers spacious accommodations with stunning views, luxurious spa, 3 ...

                  Naples Grande Beach Resort$183

                  Naples Grande Beach Resort$183
                  Red Roof PLUS+ & Suites Naples

                  Red Roof PLUS+ & Suites Naples

                  1925 Davis Blvd, Naples
                    2.5 out of 5.0
                     
                     

                    It’s an 8-minute cab ride to Naples’ pier and white-sand beach from Red Roof PLUS+ & Suites Naples, and a mile (0.6 km) from downtown. Naples Airport is a 5-minute ...

                    Red Roof PLUS+ & Suites Naples$76

                    Red Roof PLUS+ & Suites Naples$76
                    Hyatt Regency Coconut Point Resort & Spa

                    Hyatt Regency Coconut Point Resort & Spa

                    5001 Coconut Rd, Bonita Springs
                      4.5 out of 5.0
                       
                       

                      This luxurious golf resort borders Estero Bay and is centrally located within a 40-minute drive of Fort Myers and Naples. Shopping malls, dining venues, and ...

                      Hyatt Regency Coconut Point Resort & Spa$199

                      Hyatt Regency Coconut Point Resort & Spa$199

                      Top Flight Deals

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