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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

    • Riu Palace Riviera Maya - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 35%

      Valid Departure Date: 6/23 - 8/15

    • Length of Stay: 3

      nights hotel only from
      $542.00
      per person, per night

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

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 5/01 - 6/30

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

    • Length of Stay: 3

      nights hotel only from
      $559.00
      per person, per night

    • View dates
      & prices >>
  3. Hawaii, Honolulu, Oahu

  4. Cancun - Riviera Maya Hotels

  5. Cancun - Riviera Maya Hotels

    • IBEROSTAR Paraiso Maya - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air & save up to $300 with code ULTRAIB327

      Valid Departure Date: 8/16 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $462.00
      per person, per night

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

  7. Hawaii, Maui

  8. Cancun - Riviera Maya Hotels

    • Valentin Imperial Maya - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 45%

      Valid Departure Date: 7/01 - 8/29

    • Length of Stay: 3

      nights hotel only from
      $548.00
      per person, per night

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

    • IBEROSTAR Cancun - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Add air & save up to $300 with code ULTRAIB327

      Valid Departure Date: 8/16 - 10/12

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

    • Length of Stay: 3

      nights hotel only from
      $418.00
      per person, per night

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

  11. Dominican Republic, Punta Cana

    • Riu Palace Bavaro - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 10/27 - 12/21

    • Length of Stay: 3

      nights hotel only from
      $429.00
      per person, per night

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

  13. Jamaica, Montego Bay

  14. Jamaica, Montego Bay

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 6/23 - 8/15

    • Length of Stay: 3

      nights hotel only from
      $409.00
      per person, per night

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

  16. Dominican Republic, Punta Cana

  17. Puerto Vallarta/Riviera Nayarit

  18. Cancun - Riviera Maya Hotels

    • IBEROSTAR Paraiso Beach - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 8/16 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $305.00
      per person, per night

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

  20. Cozumel

  21. Cancun - Cancun AND Riviera Maya

  22. Jamaica, Montego Bay

  23. Los Cabos

  24. Cancun - Riviera Maya Hotels

    • Royal Hideaway Playacar - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 5/15 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $659.00
      per person, per night

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

    • Riu Guanacaste - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 6/23 - 8/10

    • Length of Stay: 3

      nights hotel only from
      $393.00
      per person, per night

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

  27. Cozumel

  28. Puerto Vallarta/Riviera Nayarit

  29. Jamaica, Montego Bay

  30. Panama City, Panama

    • Riu Playa Blanca - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 25%

      Valid Departure Date: 5/01 - 6/16

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $260.00
      per person, per night

    • View dates
      & prices >>
  31. Los Cabos

  32. Nassau/Paradise Island - Nassau, Bahamas

  33. Dominican Republic, Punta Cana

  34. Puerto Vallarta/Riviera Nayarit

    • Casa Velas Hotel Boutique - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Unlimited golf + spa credit + more

      Valid Departure Date: 4/12 - 9/30

      Experience(s): All Inclusive, Adults Only,

    • Length of Stay: 3

      nights hotel only from
      $644.00
      per person, per night

    • View dates
      & prices >>
  35. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 25%

      Valid Departure Date: 6/08 - 8/11

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

    • Length of Stay: 3

      nights hotel only from
      $827.00
      per person, per night

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

    • IBEROSTAR Paraiso Lindo - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 8/16 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $375.00
      per person, per night

    • View dates
      & prices >>
  37. Los Cabos

  38. Costa Rica, Liberia

    • Occidental Grand Papagayo - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 55%

      Valid Departure Date: 5/01 - 8/10

    • Length of Stay: 3

      nights hotel only from
      $371.00
      per person, per night

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

    • IBEROSTAR Playa Mita - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air & save up to $300 with code ULTRAIB32

      Valid Departure Date: 5/01 - 6/18

    • Length of Stay: 3

      nights hotel only from
      $286.00
      per person, per night

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

  41. Mazatlan

  42. Puerto Vallarta/Riviera Nayarit

  43. Dominican Republic, Punta Cana

  44. Jamaica, Montego Bay

    • Couples Sans Souci - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Includes unlimited golf + free tours

      Valid Departure Date: 8/15 - 9/30

    • Length of Stay: 3

      nights hotel only from
      $494.00
      per person, per night

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

  46. Dominican Republic, Punta Cana

    • Chic Punta Cana - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 7/01 - 8/21

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

    • Length of Stay: 3

      nights hotel only from
      $436.00
      per person, per night

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

    • Jewel Paradise Cove Beach Resort & Spa - All Inc

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 45% + free airport transfers

      Valid Departure Date: 7/12 - 9/30

    • Length of Stay: 3

      nights hotel only from
      $479.00
      per person, per night

    • View dates
      & prices >>
  48. Aruba

    • The Ritz Carlton Aruba

      Hotel Rating: 5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 5/07 - 9/26

    • Length of Stay: 3

      nights hotel only from
      $895.00
      per person, per night

    • View dates
      & prices >>
  49. St. Thomas

  50. St. Lucia, Castries

    • The Landings, St. Lucia

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 36% + daily breakfast

      Valid Departure Date: 5/15 - 9/30

      Experience(s): Beach, Family, Spa, Luxury, Romance moreDining, Golf, Snorkeling, Wedding

    • Length of Stay: 3

      nights hotel only from
      $647.00
      per person, per night

    • View dates
      & prices >>
  51. Turks & Caicos

  52. Turks & Caicos

    • The Sands at Grace Bay

      Hotel Rating: 4 Hotel Rating:

      Receive 4th Night Free

      Valid Departure Date: 4/12 - 8/30

      Experience(s): Beach, Diving, Family, Romance, Golf moreSnorkeling, Wedding

    • Length of Stay: 4

      nights hotel only from
      $486.00
      per person, per night

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

  54. Hawaii, Kauai

  55. Hawaii, Big Island

  56. Hawaii, Honolulu, Oahu

  57. Hawaii, Big Island

  58. Hawaii, Maui

  59. Hawaii, Kauai

  60. Hawaii, Honolulu, Oahu

  61. Barbados

  62. Barbados

  63. Cozumel

  64. Grand Cayman

  65. Grand Cayman

  66. Grand Cayman

  67. Hawaii, Honolulu, Oahu

  68. Hawaii, Honolulu, Oahu

  69. Hawaii, Big Island

  70. Las Vegas

  71. Las Vegas

  72. Las Vegas

  73. Los Angeles

  74. Los Angeles

  75. Los Angeles

  76. London

  77. Orlando

  78. Orlando

  79. 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 >>
  80. Miami, FL

  81. Hawaii, Maui

  82. Hawaii, Maui

  83. Paris