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Anacapri Vacations

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

Hotwire can help you find your travel bliss with Anacapri 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 Anacapri

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 Anacapri 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 Anacapri well.

Top Hotel Deals

See all 1,578 Properties in Anacapri
Caesar Augustus, Relais & Chateaux Hotel

Caesar Augustus, Relais & Chateaux Hotel

Via G Orlandi 4, Anacapri
    5.0 out of 5.0
     
     

    On a cliff 1,000 feet above the sea, Caesar Augustus, Relais & Chateaux Hotel commands sweeping views of the Bay of Naples, Mt. Vesuvius, the craggy coastline, ...

    Caesar Augustus, Relais & Chateaux Hotel$505

    Caesar Augustus, Relais & Chateaux Hotel$505
    Meliá Villa Capri Hotel & Spa

    Meliá Villa Capri Hotel & Spa

    Via Giuseppe Orlandi, 103, Anacapri
      5.0 out of 5.0
       
       

      Situated by the sea, this luxury hotel is within 1 mi (2 km) of Chiesa di San Michele and Mount Solaro. Piazzetta Capri and Lookout are also within 3 mi (5 ...

      Meliá Villa Capri Hotel & Spa$496

      Meliá Villa Capri Hotel & Spa$496
      Monte Solaro

      Monte Solaro

      Via Monte Solaro 30, Anacapri
         
         

        Situated in Anacapri, this bed & breakfast is within a 10-minute walk of Villa San Michele, Monte Solaro Chairlift, and Piazza Vittoria. Casa Rossa and Chiesa ...

        Monte Solaro$182

        Monte Solaro$182
        Hotel Carmencita

        Hotel Carmencita

        Viale Tommaso de Tommaso 4C, Anacapri
          3.0 out of 5.0
           
           

          This family-friendly Anacapri hotel is located in the historical district, within a 5-minute walk of Chiesa di Santa Sofia and Chiesa di San Michele. Monte Solaro ...

          Hotel Carmencita$153

          Hotel Carmencita$153
          Capri Palace

          Capri Palace

          Via Capodimonte, 14, Anacapri
            5.0 out of 5.0
             
             

            Situated by the sea, this luxury hotel is steps from Monte Solaro Chairlift and Piazza Vittoria. Casa Rossa and Villa San Michele are also within 5 minutes.

            Capri Palace$558

            Capri Palace$558
            Antico Monastero

            Antico Monastero

            Piazza San Nicola, Anacapri
               
               

              Situated in the historical district, this bed & breakfast is steps from Chiesa di San Michele, Chiesa di Santa Sofia, and Casa Rossa. Piazza Vittoria and Monte ...

              Antico Monastero$137

              Antico Monastero$137
              IL Giardino Dell'Arte - Guest House

              IL Giardino Dell'Arte - Guest House

              Traversa la Vigna 32\b, Anacapri
                 
                 

                This family-friendly Anacapri townhouse accommodation is located by the sea, within a 15-minute walk of Villa Imperiale di Damecuta, Chiesa di Santa Sofia, and ...

                Orsa Maggiore

                Orsa Maggiore

                Via Tuoro 30, Anacapri
                  4.0 out of 5.0
                   
                   

                  Situated on the waterfront, this romantic hotel is within a 15-minute walk of Chiesa di Santa Sofia and Chiesa di San Michele. Casa Rossa and Villa Imperiale ...

                  Orsa Maggiore$287

                  Orsa Maggiore$287
                  Hotel Bellavista

                  Hotel Bellavista

                  Via G. Orlandi, 10, Anacapri
                    3.0 out of 5.0
                     
                     

                    Located in the heart of Anacapri, this hotel is steps from Piazza Vittoria and Monte Solaro Chairlift. Casa Rossa and Chiesa di San Michele are also within 10 ...

                    Hotel Bellavista$119

                    Hotel Bellavista$119
                    Hotel San Michele

                    Hotel San Michele

                    Via Giuseppe Orlandi 1 3, Anacapri
                      4.0 out of 5.0
                       
                       

                      Situated in Anacapri, this hotel is within a 10-minute walk of Piazza Vittoria, Monte Solaro Chairlift, and Casa Rossa. Chiesa di San Michele and Chiesa di Santa ...

                      Hotel San Michele$156

                      Hotel San Michele$156

                      Top Flight Deals

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