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Which Caribbean Island Has Your Perfect Vacation?

Explore the vibrant culture of the Dominican Republic

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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141 Results

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  1. Cancun - Cancun AND Riviera Maya

  2. Cancun - Cancun AND Riviera Maya

  3. Cancun - Cancun AND Riviera Maya

  4. Hawaii, Honolulu, Oahu

  5. Hawaii, Maui

  6. Puerto Vallarta/Riviera Nayarit

  7. Puerto Vallarta/Riviera Nayarit

  8. Puerto Vallarta/Riviera Nayarit

  9. Hawaii, Honolulu, Oahu

  10. Hawaii, Maui

  11. Los Cabos

  12. Los Cabos

  13. Los Cabos

  14. Los Cabos

  15. Los Cabos

  16. Los Cabos

  17. Cancun - Cancun AND Riviera Maya

  18. Cancun - Cancun AND Riviera Maya

  19. Cancun - Cancun AND Riviera Maya

  20. Hawaii, Kauai

  21. Hawaii, Big Island

  22. Hawaii, Big Island

  23. Hawaii, Maui

  24. Hawaii, Maui

  25. Cancun - Riviera Maya Hotels

  26. Cancun - Riviera Maya Hotels

  27. Cancun - Cancun AND Riviera Maya

  28. Cancun - Cancun AND Riviera Maya

  29. Cancun - Riviera Maya Hotels

  30. Cancun - Riviera Maya Hotels

  31. Cancun - Riviera Maya Hotels

  32. Cozumel

  33. Cozumel

  34. Cozumel

  35. Cancun - Riviera Maya Hotels

  36. Cancun - Riviera Maya Hotels

  37. Cancun - Cancun AND Riviera Maya

  38. Cancun - Cancun AND Riviera Maya

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Price includes $100 instant savings

      Valid Departure Date: 5/01 - 6/30

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

    • Length of Stay: 5

      nights hotel only from
      $960.00
      per person, per night

    • View dates
      & prices >>
  39. Cancun - Riviera Maya Hotels

  40. Cancun - Riviera Maya Hotels

  41. Cancun - Riviera Maya Hotels

  42. Dominican Republic, Punta Cana

  43. Dominican Republic, Punta Cana

  44. Dominican Republic, Punta Cana

  45. Dominican Republic, Punta Cana

  46. Dominican Republic, Punta Cana

  47. Los Cabos

  48. Los Cabos

  49. Los Cabos

  50. Los Cabos

  51. Los Cabos

  52. Cancun - Cancun AND Riviera Maya

  53. Cozumel

  54. Cozumel

  55. Cozumel

  56. Cozumel

  57. Cozumel

  58. Hawaii, Honolulu, Oahu

  59. Hawaii, Honolulu, Oahu

  60. Hawaii, Honolulu, Oahu

  61. Hawaii, Honolulu, Oahu

  62. Hawaii, Honolulu, Oahu

  63. Hawaii, Big Island

  64. Las Vegas

  65. Las Vegas

  66. Los Angeles

  67. Hawaii, Kauai

  68. Costa Rica, Liberia

  69. Costa Rica, Liberia

  70. Costa Rica, Liberia

  71. London

  72. Jamaica, Montego Bay

  73. Jamaica, Montego Bay

  74. Jamaica, Montego Bay

  75. Jamaica, Montego Bay

  76. Jamaica, Montego Bay

  77. Jamaica, Montego Bay

  78. Jamaica, Montego Bay

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Price includes $100 instant savings

      Valid Departure Date: 5/01 - 6/18

    • Length of Stay: 5

      nights hotel only from
      $613.00
      per person, per night

    • View dates
      & prices >>
  79. Orlando

  80. Orlando

  81. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 12 and under stay free

      Valid Departure Date: 2/01 - 3/31

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

    • Length of Stay: 4

      nights hotel only from
      $269.00
      per person, per night

    • View dates
      & prices >>
  82. Orlando

  83. Orlando

  84. Miami, FL

  85. Mazatlan

  86. Mazatlan

  87. Mazatlan

  88. Nassau/Paradise Island - Nassau, Bahamas

    • Melia Nassau Beach

      Hotel Rating: 3.5 Hotel Rating:

      Price includes $50 instant savings

      Valid Departure Date: 4/12 - 8/20

      Experience(s): Beach, Family, Gaming, Nightlife, Golf moreWedding

    • Length of Stay: 3

      nights hotel only from
      $1,116.00
      per person, per night

    • View dates
      & prices >>
  89. Nassau/Paradise Island - Nassau, Bahamas

    • Melia Nassau Beach

      Hotel Rating: 3.5 Hotel Rating:

      Price includes $100 instant savings

      Valid Departure Date: 4/12 - 8/18

      Experience(s): Beach, Family, Gaming, Nightlife, Golf moreWedding

    • Length of Stay: 5

      nights hotel only from
      $1,843.00
      per person, per night

    • View dates
      & prices >>
  90. New York - All Airports

    • The Roosevelt Hotel

      Hotel Rating: TBD

      Savings up to 20%

      Valid Departure Date: 2/15 - 3/12

      Experience(s): Culture, Nightlife, Shopping, Dining,

    • Length of Stay: 4

      nights hotel only from
      $494.00
      per person, per night

  91. Hawaii, Maui

  92. Paris

  93. Phoenix

  94. Panama City, Panama

  95. Panama City, Panama

  96. Panama City, Panama

  97. Puerto Vallarta/Riviera Nayarit

  98. Puerto Vallarta/Riviera Nayarit

  99. Puerto Vallarta/Riviera Nayarit

  100. Puerto Vallarta/Riviera Nayarit

  101. Puerto Vallarta/Riviera Nayarit

  102. Puerto Vallarta/Riviera Nayarit

  103. Puerto Vallarta/Riviera Nayarit

    • IBEROSTAR Playa Mita - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 50%

      Valid Departure Date: 2/01 - 3/30

    • Length of Stay: 3

      nights hotel only from
      $426.00
      per person, per night

    • View dates
      & prices >>
  104. Puerto Vallarta/Riviera Nayarit

  105. Puerto Vallarta/Riviera Nayarit