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Which Caribbean Island Has Your Perfect Vacation?

Explore the lush island of Jamaica

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

    • THE Royal Playa Del Carmen - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 55%

      Valid Departure Date: 5/28 - 8/15

    • Length of Stay: 3

      nights hotel only from
      $555.00
      per person, per night

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

  3. Puerto Vallarta/Riviera Nayarit

    • Hyatt Ziva PVR Inclusive Luxury Resort - AI

      Hotel Rating: 5 Hotel Rating:

      Save up to 60%

      Valid Departure Date: 5/10 - 9/28

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

    • Length of Stay: 3

      nights hotel only from
      $387.00
      per person, per night

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

  5. Jamaica, Montego Bay

  6. Cancun - Cancun AND Riviera Maya

  7. Barbados

  8. Barbados

    • Tamarind

      Hotel Rating: TBD

      4th night free!

      Valid Departure Date: 5/09 - 10/19

    • Length of Stay: 4

      nights hotel only from
      $674.00
      per person, per night

    • View dates
      & prices >>
  9. Barbados

  10. Cancun - Riviera Maya Hotels

    • Blue Bay Grand Esmeralda - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 42%

      Valid Departure Date: 5/17 - 6/28

    • Length of Stay: 3

      nights hotel only from
      $280.00
      per person, per night

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

    • El Dorado Royale, Gourmet Inclusive, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Save up to 35% + $250 resort credit

      Valid Departure Date: 7/01 - 8/05

    • Length of Stay: 3

      nights hotel only from
      $541.00
      per person, per night

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

  13. Cancun - Riviera Maya Hotels

    • Moon Palace Golf Resort & Spa - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Upgrade for free when booking with air

      Valid Departure Date: 5/21 - 8/20

    • Length of Stay: 3

      nights hotel only from
      $671.00
      per person, per night

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

  15. Cancun - Riviera Maya Hotels

    • Ocean Maya Royale By H10 - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 25%

      Valid Departure Date: 8/18 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $255.00
      per person, per night

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

  17. Cancun - Cancun AND Riviera Maya

    • Beach Palace - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Upgrade for free when booking with air

      Valid Departure Date: 5/10 - 8/20

      Experience(s): Beach, Spa, Luxury, Nightlife, Romance moreDining, All Inclusive, Active/Adventure, Wedding

    • Length of Stay: 3

      nights hotel only from
      $671.00
      per person, per night

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

  19. Cancun - Cancun AND Riviera Maya

    • Finest Playa Mujeres - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 6/08 - 8/20

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

    • Length of Stay: 3

      nights hotel only from
      $582.00
      per person, per night

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

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 8/01 - 8/29

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

    • Length of Stay: 3

      nights hotel only from
      $780.00
      per person, per night

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

    • NYX Hotel Cancun - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Free upgrade to Junior Suite

      Valid Departure Date: 5/08 - 7/29

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

    • Length of Stay: 3

      nights hotel only from
      $250.00
      per person, per night

    • View dates
      & prices >>
  22. Cozumel

  23. Cozumel

  24. Cozumel

  25. Grand Cayman

  26. Grand Cayman

  27. Grand Cayman

  28. Hawaii, Honolulu, Oahu

    • Aston Waikiki Sunset

      Hotel Rating: 3 Hotel Rating:

      Exclusive discount up to 20%

      Valid Departure Date: 9/27 - 12/06

      Experience(s): Family, Nightlife, Shopping, Active/Adventure,

    • Length of Stay: 4

      nights hotel only from
      $473.00
      per person, per night

  29. Hawaii, Honolulu, Oahu

    • Park Shore Waikiki

      Hotel Rating: 2 Hotel Rating:

      Exclusive discount up to 20%

      Valid Departure Date: 9/01 - 12/15

      Experience(s): Family, Nightlife, Shopping, Active/Adventure,

    • Length of Stay: 4

      nights hotel only from
      $535.00
      per person, per night

  30. Hawaii, Honolulu, Oahu

  31. Hawaii, Big Island

  32. Hawaii, Big Island

  33. Hawaii, Big Island

  34. Las Vegas

  35. Las Vegas

  36. Las Vegas

  37. Los Angeles

  38. Los Angeles

  39. Los Angeles

  40. Hawaii, Kauai

    • Aston at Poipu Kai

      Hotel Rating: 3 Hotel Rating:

      Exclusive discount up to 15% off

      Valid Departure Date: 9/06 - 11/11

      Experience(s): Culture, Family, Romance, Shopping, Dining moreGolf

    • Length of Stay: 5

      nights hotel only from
      $741.00
      per person, per night

  41. Hawaii, Kauai

  42. Hawaii, Kauai

  43. Costa Rica, Liberia

    • Flamingo Beach Resort & Spa

      Hotel Rating: 3 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 5/02 - 6/06

    • Length of Stay: 3

      nights hotel only from
      $186.00
      per person, per night

    • View dates
      & prices >>
  44. Costa Rica, Liberia

  45. London

  46. Jamaica, Montego Bay

  47. Jamaica, Montego Bay

  48. Jamaica, Montego Bay

    • Jewel Runaway Bay Beach and Golf Resort - AI

      Hotel Rating: 3.5 Hotel Rating:

      Two kids 5 or under stay, play + eat free

      Valid Departure Date: 6/07 - 8/07

    • Length of Stay: 3

      nights hotel only from
      $546.00
      per person, per night

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

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 5/01 - 6/20

    • Length of Stay: 3

      nights hotel only from
      $354.00
      per person, per night

    • View dates
      & prices >>
  50. Orlando

  51. Orlando

  52. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 12 and under stay free.

      Valid Departure Date: 6/01 - 8/31

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

    • Length of Stay: 4

      nights hotel only from
      $249.00
      per person, per night

    • View dates
      & prices >>
  53. Miami, FL

  54. Mazatlan

  55. Hawaii, Maui

  56. Hawaii, Maui

  57. Hawaii, Maui

  58. Paris

  59. Phoenix

  60. Phoenix

  61. Dominican Republic, Punta Cana

    • Chic Punta Cana - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 60%

      Valid Departure Date: 5/01 - 5/31

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

    • Length of Stay: 3

      nights hotel only from
      $828.00
      per person, per night

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

  63. Dominican Republic, Punta Cana

  64. Dominican Republic, Punta Cana

  65. Dominican Republic, Punta Cana

  66. Puerto Vallarta/Riviera Nayarit

  67. Puerto Vallarta/Riviera Nayarit

  68. Puerto Vallarta/Riviera Nayarit

  69. Puerto Vallarta/Riviera Nayarit

    • Hard Rock Hotel Vallarta - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 54% + kids 12 & under free

      Valid Departure Date: 8/23 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $512.00
      per person, per night

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

    • Hilton Puerto Vallarta Resort - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Book with air and save up to 45%

      Valid Departure Date: 7/03 - 8/13

      Experience(s): Family, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $383.00
      per person, per night

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

    • IBEROSTAR Playa Mita - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 55%

      Valid Departure Date: 5/04 - 6/18

    • Length of Stay: 3

      nights hotel only from
      $286.00
      per person, per night

    • View dates
      & prices >>
  72. Reno

  73. Rome

    • Visconti Palace

      Hotel Rating: 4 Hotel Rating:

      Savings up to $93

      Valid Departure Date: 8/05 - 8/29

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

    • Length of Stay: 7

      nights hotel only from
      $761.00
      per person, per night

  74. Fort Myers

  75. Fort Myers

  76. Fort Myers

  77. San Diego

  78. San Diego

  79. San Diego

    • Kona Kai Resort and Spa

      Hotel Rating: 3 Hotel Rating:

      Three kids 17 and under stay free.

      Valid Departure Date: 9/07 - 10/31

      Experience(s): Beach, Family, Spa, Romance, Active/Adventure

    • Length of Stay: 4

      nights hotel only from
      $376.00
      per person, per night

  80. Los Cabos

  81. Los Cabos

  82. Los Cabos

  83. San Juan