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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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91 Results

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  1. Cancun - Cancun AND Riviera Maya

    • Oasis Cancun - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 50% + 2 kids 12 and under stay free

      Departure Dates Vary

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $276.00
      per person, per night

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

  3. Puerto Vallarta/Riviera Nayarit

  4. Cancun - Riviera Maya Hotels

  5. Los Cabos

  6. Cozumel

  7. Ixtapa/Zihuatanejo

  8. Cancun - Riviera Maya Hotels

  9. Cancun - Riviera Maya Hotels

    • Riu Palace Mexico - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 25% + $35 spa credit

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $454.00
      per person, per night

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

  11. Dominican Republic, Punta Cana

  12. Cancun - Riviera Maya Hotels

  13. Jamaica, Montego Bay

  14. Cancun - Riviera Maya Hotels

    • Excellence Riviera Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 30% + extras with Excellence Club rooms

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $655.00
      per person, per night

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

  16. Cancun - Cancun AND Riviera Maya

  17. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $598.00
      per person, per night

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

    • Occidental Grand Xcaret - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 45%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $249.00
      per person, per night

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

    • IBEROSTAR Cancun - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 25%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $438.00
      per person, per night

    • View dates
      & prices >>
  20. Cozumel

  21. Cozumel

  22. Cozumel

  23. Hawaii, Honolulu, Oahu

  24. Hawaii, Honolulu, Oahu

  25. Hawaii, Honolulu, Oahu

  26. Hawaii, Big Island

  27. Las Vegas

  28. Las Vegas

  29. Las Vegas

  30. Los Angeles

  31. Hawaii, Kauai

  32. Costa Rica, Liberia

    • Mystery Deal - Costa Rica 4.0 - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Deals So Good We Can't Reveal the Hotel

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $265.00
      per person, per night

    • View dates
      & prices >>
  33. London

  34. 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
      $664.00
      per person, per night

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

  36. Jamaica, Montego Bay

  37. Jamaica, Montego Bay

  38. Jamaica, Montego Bay

  39. Orlando

  40. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 14 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 >>
  41. Orlando

  42. Orlando

  43. Miami, FL

  44. Mazatlan

  45. Mazatlan

  46. Nassau/Paradise Island - Nassau, Bahamas

  47. Hawaii, Maui

  48. Hawaii, Maui

  49. Hawaii, Maui

  50. Paris

  51. Dominican Republic, Punta Cana

  52. Dominican Republic, Punta Cana

  53. Dominican Republic, Punta Cana

    • Hard Rock Hotel & Casino Punta Cana - All Incl

      Hotel Rating: 5 Hotel Rating:

      Save up to 32%

      Departure Dates Vary

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $845.00
      per person, per night

    • View dates
      & prices >>
  54. Dominican Republic, Punta Cana

  55. Dominican Republic, Punta Cana

    • Memories Splash - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 50%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $1,266.00
      per person, per night

    • View dates
      & prices >>
  56. Dominican Republic, Punta Cana

  57. Puerto Vallarta/Riviera Nayarit

  58. Puerto Vallarta/Riviera Nayarit

    • Hyatt Ziva Puerto Vallarta Inclusive Luxury Resort

      Hotel Rating: 5 Hotel Rating:

      Grand opening! Save up to 60% this Christmas!

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $378.00
      per person, per night

    • View dates
      & prices >>
  59. Fort Myers

  60. Fort Myers

  61. Fort Myers

  62. San Diego

  63. San Francisco

  64. Los Cabos

  65. Los Cabos

  66. Los Cabos

  67. St. Kitts

  68. St. Croix

  69. St. Croix

    • Hotel on the Cay

      Hotel Rating: 3 Hotel Rating:

      Add Air & Receive a $500 Instant Credit!

      Valid Departure Date: 1/03 - 4/28

      Experience(s): Beach, Diving, Snorkeling,

    • Length of Stay: 7

      nights hotel only from
      $665.00
      per person, per night

  70. St. Croix

  71. 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
      $833.00
      per person, per night

  72. St. Croix

  73. St. Martin/St. Maarten

    • Riu Palace St. Martin

      Hotel Rating: TBD

      Add Air & Save up to 44%!

      Departure Dates Vary

      Experience(s): Beach, Family, Dining,

    • Length of Stay: 3

      nights hotel only from
      $973.00
      per person, per night

    • View dates
      & prices >>
  74. Orlando/Walt Disney World

  75. Orlando/Walt Disney World

  76. Orlando/Walt Disney World

  77. Orlando/Walt Disney World

  78. Ixtapa/Zihuatanejo

  79. Cozumel

  80. Cancun - Riviera Maya Hotels

  81. Cancun - Cancun AND Riviera Maya

  82. Dominican Republic, Punta Cana

  83. Jamaica, Montego Bay