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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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129 Results

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  1. Cancun - Cancun AND Riviera Maya

  2. Cancun - Riviera Maya Hotels

  3. Puerto Vallarta/Riviera Nayarit

  4. Los Cabos

    • Sandos Finisterra Los Cabos Resort

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 25%

      Valid Departure Date: 7/05 - 8/20

      Experience(s): Nightlife, Romance, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $690.00
      per person, per night

    • View dates
      & prices >>
  5. Cozumel

  6. Cancun - Riviera Maya Hotels

  7. Puerto Vallarta/Riviera Nayarit

  8. Costa Rica, Liberia

    • Flamingo Beach Resort & Spa

      Hotel Rating: 3 Hotel Rating:

      Save up to 10% + 2 kids 12 or under stay free

      Valid Departure Date: 6/13 - 8/09

    • Length of Stay: 3

      nights hotel only from
      $275.00
      per person, per night

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

  10. Jamaica, Montego Bay

  11. Dominican Republic, Punta Cana

  12. Jamaica, Montego Bay

    • Royalton White Sands - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 48%

      Valid Departure Date: 7/12 - 8/21

    • Length of Stay: 3

      nights hotel only from
      $598.00
      per person, per night

    • View dates
      & prices >>
  13. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 38%

      Valid Departure Date: 6/08 - 8/11

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

    • Length of Stay: 3

      nights hotel only from
      $722.00
      per person, per night

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      & prices >>
  14. Dominican Republic, Punta Cana

    • Memories Splash - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 50%

      Valid Departure Date: 7/01 - 8/05

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

    • Length of Stay: 3

      nights hotel only from
      $875.00
      per person, per night

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      & prices >>
  15. St. Thomas

    • Bolongo Bay Beach Resort

      Hotel Rating: 4 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 6/13 - 8/29

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

    • Length of Stay: 3

      nights hotel only from
      $374.00
      per person, per night

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      & prices >>
  16. San Juan

    • Wyndham Grand Rio Mar Beach Resort & Spa

      Hotel Rating: 4 Hotel Rating:

      Two kids stay free

      Valid Departure Date: 6/28 - 8/16

    • Length of Stay: 3

      nights hotel only from
      $315.00
      per person, per night

    • View dates
      & prices >>
  17. Las Vegas

  18. Las Vegas

  19. Cancun - Riviera Maya Hotels

  20. Cancun - Cancun AND Riviera Maya

  21. Puerto Vallarta/Riviera Nayarit

    • Hard Rock Hotel Vallarta - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 54%

      Valid Departure Date: 8/23 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $512.00
      per person, per night

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

  23. Barbados

    • Ocean Two

      Hotel Rating: 4 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 6/01 - 6/28

    • Length of Stay: 3

      nights hotel only from
      $325.00
      per person, per night

    • View dates
      & prices >>
  24. Belize, Belize City

    • Banana Beach Resort

      Hotel Rating: 2.5 Hotel Rating:

      Save up to 15%

      Valid Departure Date: 7/21 - 11/01

    • Length of Stay: 3

      nights hotel only from
      $173.00
      per person, per night

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      & prices >>
  25. Belize, Belize City

    • Coco Beach Resort

      Hotel Rating: 4 Hotel Rating:

      Save up to 10%

      Valid Departure Date: 8/01 - 11/01

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

    • Length of Stay: 3

      nights hotel only from
      $392.00
      per person, per night

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

    • Barcelo Maya Beach & Caribe - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 9/07 - 10/27

    • Length of Stay: 3

      nights hotel only from
      $395.00
      per person, per night

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      & prices >>
  27. Cancun - Riviera Maya Hotels

    • El Dorado Seaside Suites Gourmet Incl, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $536.00
      per person, per night

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      & prices >>
  28. Cancun - Riviera Maya Hotels

    • Hotel Marina El Cid Spa and Beach Resort - AI

      Hotel Rating: 4.5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 6/01 - 7/08

    • Length of Stay: 3

      nights hotel only from
      $451.00
      per person, per night

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

    • Moon Palace Golf Resort & Spa - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 6/19 - 8/20

    • Length of Stay: 3

      nights hotel only from
      $671.00
      per person, per night

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

    • Royalton Riviera Cancun Resort & Spa - All Incl

      Hotel Rating: 5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 5/30 - 6/28

    • Length of Stay: 3

      nights hotel only from
      $443.00
      per person, per night

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

    • Sandos Caracol Eco Resort & Spa - All Incl

      Hotel Rating: 4 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 5/31 - 7/01

    • Length of Stay: 3

      nights hotel only from
      $334.00
      per person, per night

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

    • THE Royal Playa Del Carmen - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 55%

      Valid Departure Date: 6/07 - 7/29

    • Length of Stay: 3

      nights hotel only from
      $620.00
      per person, per night

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

    • Barcelo Costa Cancun - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 7/03 - 8/13

      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 >>
  34. Cancun - Cancun AND Riviera Maya

    • Fiesta Americana Condesa Cancun - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 8/01 - 8/29

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

    • Length of Stay: 3

      nights hotel only from
      $563.00
      per person, per night

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

    • Finest Playa Mujeres - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      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 >>
  36. Cancun - Cancun AND Riviera Maya

  37. Cancun - Cancun AND Riviera Maya

  38. 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
      $621.00
      per person, per night

    • View dates
      & prices >>
  39. Cozumel

  40. Cozumel

  41. Cozumel

    • The Explorean Cozumel

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 7/01 - 8/14

      Experience(s): Beach, Family, Spa, Romance, All Inclusive moreActive/Adventure

    • Length of Stay: 3

      nights hotel only from
      $403.00
      per person, per night

    • View dates
      & prices >>
  42. Grand Cayman

  43. Grand Cayman

  44. Grand Cayman

  45. Hawaii, Honolulu, Oahu

  46. Hawaii, Honolulu, Oahu

  47. Hawaii, Honolulu, Oahu

  48. Hawaii, Honolulu, Oahu

  49. Hawaii, Honolulu, Oahu

  50. Hawaii, Honolulu, Oahu

  51. Hawaii, Big Island

  52. Hawaii, Big Island

    • Royal Kona Resort

      Hotel Rating: 3 Hotel Rating:

      Free upgrade from partial to full oceanview room

      Valid Departure Date: 7/01 - 9/27

      Experience(s): Culture, Spa, Romance, Shopping, Dining moreGolf, Wedding

    • Length of Stay: 5

      nights hotel only from
      $397.00
      per person, per night

  53. Hawaii, Big Island

  54. Las Vegas

  55. Las Vegas

  56. Los Angeles

  57. Los Angeles

  58. Los Angeles

  59. Hawaii, Kauai

  60. Hawaii, Kauai

  61. Costa Rica, Liberia

    • Barcelo Tambor Beach - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Save up to 26%

      Valid Departure Date: 8/01 - 10/25

    • Length of Stay: 3

      nights hotel only from
      $352.00
      per person, per night

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

    • El Mangroove

      Hotel Rating: 5 Hotel Rating:

      Save up to 10%

      Valid Departure Date: 6/14 - 8/25

    • Length of Stay: 3

      nights hotel only from
      $442.00
      per person, per night

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

    • Villas Sol Hotel & Beach Resort - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Save up to 40% + 2 Kids Stay Free

      Valid Departure Date: 6/01 - 11/24

    • Length of Stay: 3

      nights hotel only from
      $244.00
      per person, per night

    • View dates
      & prices >>
  64. London

  65. Jamaica, Montego Bay

    • Couples Tower Isle - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Includes Free Tours and Airport Transfers!

      Valid Departure Date: 8/15 - 9/28

    • Length of Stay: 3

      nights hotel only from
      $522.00
      per person, per night

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

  67. Jamaica, Montego Bay

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 5/23 - 6/20

    • Length of Stay: 3

      nights hotel only from
      $354.00
      per person, per night

    • View dates
      & prices >>
  68. Orlando

  69. Orlando

  70. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 12 and under stay free.

      Valid Departure Date: 6/15 - 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 >>
  71. Orlando

  72. Miami, FL

  73. Mazatlan

  74. Mazatlan

  75. Mazatlan

  76. Mazatlan

  77. Hawaii, Maui

  78. Hawaii, Maui

  79. Hawaii, Maui

  80. Hawaii, Maui

  81. Hawaii, Maui