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Which Caribbean Island Has Your Perfect Vacation?

Explore Aruba, St. Thomas, the Bahamas and more

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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  1. Cancun - Riviera Maya Hotels

    • Valentin Imperial Maya - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air & upgrade to Silver Junior Suite for free

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $720.00
      per person, per night

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

  3. Dominican Republic, Punta Cana

  4. Dominican Republic, Punta Cana

  5. Jamaica, Montego Bay

  6. Puerto Vallarta/Riviera Nayarit

  7. Cancun - Cancun AND Riviera Maya

  8. Cancun - Riviera Maya Hotels

    • Riu Palace Riviera Maya - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 35% + $35 spa credit

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $668.00
      per person, per night

    • View dates
      & prices >>
  9. Jamaica, Montego Bay

  10. Dominican Republic, Punta Cana

  11. Puerto Vallarta/Riviera Nayarit

  12. Los Cabos

  13. Aruba

  14. Costa Rica, Liberia

    • Riu Guanacaste - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 45%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $548.00
      per person, per night

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

  16. Cancun - Riviera Maya Hotels

    • Blue Bay Grand Esmeralda - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 30%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $403.00
      per person, per night

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

  18. Cancun - Cancun AND Riviera Maya

    • Barcelo Costa Cancun - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Includes $550 in Resort Credits

      Departure Dates Vary

      Experience(s): Beach, Family, Nightlife, Dining, All Inclusive moreActive/Adventure, Wedding

    • Length of Stay: 3

      nights hotel only from
      $388.00
      per person, per night

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

  20. Cancun - Cancun AND Riviera Maya

  21. Cozumel

  22. Cozumel

  23. Cozumel

  24. Rome - Fiumicino

    • Mediterraneo

      Hotel Rating: 4 Hotel Rating:

      Savings up to 20%

      Valid Departure Date: 1/01 - 3/14

    • Length of Stay: 7

      nights hotel only from
      $707.00
      per person, per night

  25. Hawaii, Honolulu, Oahu

  26. Hawaii, Honolulu, Oahu

  27. Hawaii, Honolulu, Oahu

  28. Hawaii, Honolulu, Oahu

  29. Hawaii, Big Island

  30. Las Vegas

  31. Las Vegas

  32. Las Vegas

  33. Los Angeles

  34. Hawaii, Kauai

  35. Costa Rica, Liberia

  36. London

  37. Jamaica, Montego Bay

    • Couples Negril - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Book Now & Save up to 65%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $816.00
      per person, per night

    • View dates
      & prices >>
  38. Jamaica, Montego Bay

    • Couples Swept Away Negril - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Book Now & Save up to 65%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $873.00
      per person, per night

    • View dates
      & prices >>
  39. Jamaica, Montego Bay

    • Couples Tower Isle - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Book Now & Save up to 65%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $574.00
      per person, per night

    • View dates
      & prices >>
  40. Jamaica, Montego Bay

  41. Jamaica, Montego Bay

  42. Jamaica, Montego Bay

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Holiday Savings! Save up to 35%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $292.00
      per person, per night

    • View dates
      & prices >>
  43. Jamaica, Montego Bay

    • Royalton White Sands - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Book Now & Save up to 50%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $411.00
      per person, per night

    • View dates
      & prices >>
  44. Orlando

  45. Orlando

  46. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 12 and under stay free

      Departure Dates Vary

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

    • Length of Stay: 4

      nights hotel only from
      $266.00
      per person, per night

    • View dates
      & prices >>
  47. Orlando

  48. Orlando

  49. Miami, FL

  50. Mazatlan

  51. Mazatlan

  52. Nassau/Paradise Island - Nassau, Bahamas

    • Comfort Suites Paradise Island

      Hotel Rating: 3 Hotel Rating:

      Includes Free Access to Atlantis Facilities!

      Departure Dates Vary

      Experience(s): Family, Nightlife, Shopping,

    • Length of Stay: 3

      nights hotel only from
      $515.00
      per person, per night

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

  54. Hawaii, Maui

  55. Hawaii, Maui

  56. Paris

  57. Dominican Republic, Punta Cana

  58. Dominican Republic, Punta Cana

  59. Dominican Republic, Punta Cana

    • Occidental Grand Punta Cana - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 15%

      Departure Dates Vary

      Experience(s): Beach, Family, Dining, All Inclusive, Active/Adventure moreSnorkeling

    • Length of Stay: 3

      nights hotel only from
      $400.00
      per person, per night

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

  61. Puerto Vallarta/Riviera Nayarit

  62. Puerto Vallarta/Riviera Nayarit

  63. Puerto Vallarta/Riviera Nayarit

  64. Fort Myers

  65. Fort Myers

  66. Fort Myers

  67. Fort Myers

  68. San Diego

  69. San Francisco

  70. Los Cabos

  71. Los Cabos

  72. Los Cabos

  73. Los Cabos

  74. St. Thomas

    • Bolongo Bay Beach Resort

      Hotel Rating: 4 Hotel Rating:

      Book Now & Save 10%!

      Departure Dates Vary

      Experience(s): Beach, Diving, Romance, Dining, Snorkeling moreWedding

    • Length of Stay: 3

      nights hotel only from
      $648.00
      per person, per night

    • View dates
      & prices >>
  75. St. Croix

  76. St. Croix

  77. St. Croix

    • Sand Castle on the Beach

      Hotel Rating: 3 Hotel Rating:

      Add Air & Receive a $500 Instant Credit!

      Valid Departure Date: 1/03 - 3/27

      Experience(s): Beach, Diving, Romance, Dining, Snorkeling

    • Length of Stay: 7

      nights hotel only from
      $823.00
      per person, per night

  78. St. Croix

  79. St. Martin/St. Maarten

  80. Venice

    • Principe

      Hotel Rating: 4 Hotel Rating:

      Savings up to 10%

      Valid Departure Date: 2/15 - 3/27

    • Length of Stay: 7

      nights hotel only from
      $713.00
      per person, per night

  81. Orlando/Walt Disney World

  82. Orlando/Walt Disney World

  83. Orlando/Walt Disney World

  84. Orlando/Walt Disney World

  85. Orlando/Walt Disney World

  86. Ixtapa/Zihuatanejo