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Caribbean Cities

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  • 21

    Cabo Rojo

    Puerto Rico
    16 reviews

    There's a functioning lighthouse at the end of Cabo Rojo that overlooks one of the most beautiful beaches on the island. It's approximately a 45 minute drive from the condo.

  • 22

    Aguadilla

    Puerto Rico
    6 reviews

    the best beach in PR

  • 23

    Havana

    Cuba
    79 reviews

    Havana is a crumbling colonial paradise, where the cobblestone streets are lined with classic american cars and palm trees, and the air is an unchanging warm breezy embrace. It is fascinating to observe the nuances of everyday life in revolutionary society, where the fundamental social contract is law and basic human rights are upheld as national policy. There is no ...

  • 24

    Charlotte Amalie West

    US Virgin Islands
    2 reviews
  • 25

    Ponce

    Puerto Rico
    19 reviews

    Con Titi

  • 26

    Las Galeras

    Dominican Republic
    2 reviews

    It's a cute little beach town with lots of action during the day and plenty of bars, restaurants and discos for evening enjoyment.

  • 27

    George Town

    The Bahamas
  • 28

    Simpson Bay

    Saint Martin / Sint Maarten
    2 reviews

    the best location to stay on the island in my opinion. perfect quiet beach on the caribbean - not the atlantic ocean like the eastern side of the island

  • 29

    Freeport

    The Bahamas
    24 reviews

    Just a great place to relax and have a good beachy time. Probably going to stay at your resort more than you'd tourist around, but if that's your jam, this is a good place for it.

  • 30

    Rio Grande

    Puerto Rico
    3 reviews

    We loved the area, with quaint shops and restaurants nearby. El Yunque Rainforest was also nearby, and ended up being our favorite spot.

  • 31

    Puerto Plata

    Dominican Republic
    24 reviews

    I had fun

  • 32

    Samana

    Dominican Republic
    9 reviews

    Love it!

  • 33

    La Romana

    Dominican Republic
    5 reviews

    Really nice reasonable priced resorts and nice beaches.

  • 34

    Philipsburg

    Saint Martin / Sint Maarten
    9 reviews

    Love this town!

  • 35

    San Sebastian

    Puerto Rico
    3 reviews

    raised in San Sebastian, PR. I have been in Cali over 10 yrs but i miss it everyday. I love Puerto Rico! Perfect place to be a kid.

  • 36

    Culebra Island

    Puerto Rico
    16 reviews

    See Vieques note. Culebra is even less developed. Flamenco Beach is its crown jewel, a breathtaking mile-long arc of pale sand.

  • 37

    Marigot

    Saint Martin / Sint Maarten
    6 reviews

    Marigot is the capital of French St Martin. There are numerous good restaurants (creole and french), cafe's and an excellent array of boutiques with fashions straight out of Paris. The town is distinctly French with a touch of Creole around the edges. Marigot is split into two areas that are of interest to tourists. Firstly the harborfront which has the ...

  • 38

    Castries

    St. Lucia
    10 reviews

    Check out the place carenage or point serephine for the ultimate jewellery shopping experience.

  • 39

    George Town

    Cayman Islands
    7 reviews

    Georgetown reminds me of Singapore - it's just less humid. It's very clean and you see foreigners dressed up in business wear. It's likely because George Town is a big international banking hub. Nevertheless, the city itself isn't remarkable but they have enough restaurants and souvenir shops to keep you occupied.

  • 40

    Las Croabas

    Puerto Rico
    2 reviews
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