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Which Caribbean Island Has Your Perfect Vacation?

The Caribbean is a diverse place—and no, we’re not just talking about the difference between pink sand and white sand beaches (though there’s that, too). Each island has its own unique rhythms, tastes and history. Explore the Caribbean with exclusive savings on air + hotel vacation packages to Jamaica, the Dominican Republic, the Bahamas, Aruba and Curacao, St. Martin, Grand Cayman, the U.S. Virgin Islands, Barbados, and Antigua (whew!).

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132 Results

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  1. Puerto Vallarta/Riviera Nayarit

  2. Costa Rica, Liberia

  3. Cancun - Riviera Maya Hotels

  4. Nassau/Paradise Island - Nassau, Bahamas

  5. Jamaica, Montego Bay

  6. Cancun - Cancun AND Riviera Maya

  7. Dominican Republic, Punta Cana

  8. Los Cabos

  9. Cancun - Cancun AND Riviera Maya

  10. Cancun - Cancun AND Riviera Maya

  11. Cancun - Riviera Maya Hotels

  12. Cancun - Riviera Maya Hotels

  13. Cozumel

  14. Cozumel

  15. Jamaica, Montego Bay

  16. Dominican Republic, Punta Cana

  17. Dominican Republic, Punta Cana

  18. Aruba

  19. Puerto Vallarta/Riviera Nayarit

  20. Puerto Vallarta/Riviera Nayarit

  21. Los Cabos

  22. Los Cabos

    • Hyatt Ziva Los Cabos - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Guaranteed Free Room Upgrade at booking!

      Departure Dates Vary

      Experience(s): Beach, Family, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $462.00
      per person, per night

    • View dates
      & prices >>
  23. Hawaii, Big Island

  24. Hawaii, Maui

  25. Hawaii, Honolulu, Oahu

  26. Hawaii, Big Island

  27. Hawaii, Maui

  28. Hawaii, Kauai

  29. Hawaii, Honolulu, Oahu

  30. Hawaii, Maui

  31. Hawaii, Maui

  32. Hawaii, Big Island

  33. Hawaii, Maui

  34. Hawaii, Kauai

  35. Hawaii, Honolulu, Oahu

  36. Hawaii, Kauai

  37. Hawaii, Kauai

  38. Hawaii, Kauai

  39. Antigua

  40. Aruba

  41. Cancun - Cancun AND Riviera Maya

    • Fiesta Americana Condesa Cancun - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Book with air & receive a $200 Instant Air Credit

      Departure Dates Vary

      Experience(s): Beach, All Inclusive, Wedding,

    • Length of Stay: 3

      nights hotel only from
      $458.00
      per person, per night

    • View dates
      & prices >>
  42. Cancun - Cancun AND Riviera Maya

  43. Cancun - Cancun AND Riviera Maya

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Book with air & receive a $200 Instant Air Credit

      Departure Dates Vary

      Experience(s): Beach, All Inclusive, Adults Only,

    • Length of Stay: 3

      nights hotel only from
      $929.00
      per person, per night

    • View dates
      & prices >>
  44. Curacao

  45. Curacao

  46. Curacao

  47. Grand Bahama Island - Freeport, Bahamas

  48. Grand Cayman

  49. Grand Cayman

  50. Grand Cayman

  51. Grand Cayman

  52. Hawaii, Honolulu, Oahu

  53. Hawaii, Honolulu, Oahu

  54. Hawaii, Honolulu, Oahu

  55. Hawaii, Honolulu, Oahu

  56. Hawaii, Honolulu, Oahu

  57. Hawaii, Big Island

  58. Hawaii, Big Island

  59. Las Vegas

  60. Las Vegas

  61. Las Vegas

  62. Los Angeles

  63. London

  64. Jamaica, Montego Bay

  65. Jamaica, Montego Bay

  66. Jamaica, Montego Bay

  67. Orlando

  68. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Free breakfast buffet daily.

      Departure Dates Vary

      Experience(s): Family, Romance, Dining, Active/Adventure,

    • Length of Stay: 4

      nights hotel only from
      $251.00
      per person, per night

    • View dates
      & prices >>
  69. Orlando

  70. Miami, FL

  71. Mazatlan

  72. Nassau/Paradise Island - Nassau, Bahamas

    • Melia Nassau Beach - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Receive $200 Instant Savings when Booked with Air!

      Departure Dates Vary

    • Length of Stay: 4

      nights hotel only from
      $733.00
      per person, per night

    • View dates
      & prices >>
  73. Hawaii, Maui

  74. Hawaii, Maui

  75. Hawaii, Maui

  76. Paris

  77. Phoenix

  78. Dominican Republic, Punta Cana

  79. Dominican Republic, Punta Cana

  80. Dominican Republic, Punta Cana

  81. Reno

  82. Fort Myers

  83. Fort Myers

  84. Fort Myers

  85. San Diego

  86. San Francisco

  87. San Juan