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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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108 Results

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  1. Cancun - Riviera Maya Hotels

  2. Cancun - Riviera Maya Hotels

    • Sandos Caracol Eco Resort & Spa - All Incl

      Hotel Rating: 4 Hotel Rating:

      Save up to 20% + 2nd child 12 or under stays free

      Valid Departure Date: 1/04 - 1/29

    • Length of Stay: 3

      nights hotel only from
      $488.00
      per person, per night

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

    • Barcelo Costa Cancun - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 20% + up to $550 in resort credit

      Valid Departure Date: 1/23 - 3/30

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

    • Length of Stay: 3

      nights hotel only from
      $426.00
      per person, per night

    • View dates
      & prices >>
  4. Cozumel

  5. Cancun - Riviera Maya Hotels

  6. Cancun - Cancun AND Riviera Maya

  7. Cancun - Cancun AND Riviera Maya

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 55%

      Valid Departure Date: 3/04 - 3/28

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

    • Length of Stay: 3

      nights hotel only from
      $1,215.00
      per person, per night

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      & prices >>
  8. Cancun - Cancun AND Riviera Maya

  9. Cancun - Riviera Maya Hotels

  10. Puerto Vallarta/Riviera Nayarit

  11. Los Cabos

  12. Puerto Vallarta/Riviera Nayarit

  13. Los Cabos

  14. Ixtapa/Zihuatanejo

  15. Puerto Vallarta/Riviera Nayarit

    • IBEROSTAR Playa Mita - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 50%

      Valid Departure Date: 2/01 - 3/30

    • Length of Stay: 3

      nights hotel only from
      $426.00
      per person, per night

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

    • Occidental Grand Papagayo - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 50%

      Valid Departure Date: 4/10 - 4/28

    • Length of Stay: 3

      nights hotel only from
      $410.00
      per person, per night

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

    • Occidental Grand Papagayo - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 3/01 - 4/04

    • Length of Stay: 3

      nights hotel only from
      $568.00
      per person, per night

    • View dates
      & prices >>
  18. Ixtapa/Zihuatanejo

    • Tesoro Ixtapa - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Save up to 10% + kids 5 and under stay free

      Valid Departure Date: 3/01 - 3/29

      Experience(s): Beach, Nightlife, Romance, Shopping, Dining moreAll Inclusive, Golf, Active/Adventure, Wedding

    • Length of Stay: 3

      nights hotel only from
      $235.00
      per person, per night

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      & prices >>
  19. Dominican Republic, Punta Cana

    • Memories Splash - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 3/12 - 3/29

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

    • Length of Stay: 3

      nights hotel only from
      $543.00
      per person, per night

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      & prices >>
  20. Jamaica, Montego Bay

  21. Dominican Republic, Punta Cana

  22. Dominican Republic, Punta Cana

  23. Aruba

  24. St. Thomas

  25. San Juan

    • Wyndham Grand Rio Mar Beach Resort & Spa

      Hotel Rating: 4 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 2/07 - 2/11 (Sun, Mon, Tue, Wed, Sat Departures)

    • Length of Stay: 3

      nights hotel only from
      $454.00
      per person, per night

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      & prices >>
  26. St. Martin/St. Maarten

  27. Hawaii, Honolulu, Oahu

  28. Hawaii, Maui

  29. Hawaii, Honolulu, Oahu

  30. Hawaii, Big Island

  31. Hawaii, Kauai

  32. Hawaii, Kauai

  33. Hawaii, Honolulu, Oahu

  34. Hawaii, Maui

  35. Hawaii, Honolulu, Oahu

  36. Cancun - Cancun AND Riviera Maya

  37. Cancun - Riviera Maya Hotels

    • Barcelo Maya Beach & Caribe - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 25% + up to $2000 resort credit

      Valid Departure Date: 5/01 - 6/13

    • Length of Stay: 3

      nights hotel only from
      $353.00
      per person, per night

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

    • IBEROSTAR Paraiso Lindo - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Valid Departure Date: 5/01 - 6/15

    • Length of Stay: 3

      nights hotel only from
      $444.00
      per person, per night

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

    • Generations Riviera Maya Gourmet Incl, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Free Upgrade to Oceanfront 1 Bedroom Jacuzzi Suite

      Valid Departure Date: 5/01 - 5/29

    • Length of Stay: 3

      nights hotel only from
      $674.00
      per person, per night

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      & prices >>
  40. Cancun - Riviera Maya Hotels

    • Moon Palace Golf Resort & Spa - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Free upgrade to Superior Deluxe Garden View

      Valid Departure Date: 4/12 - 6/13

    • Length of Stay: 3

      nights hotel only from
      $671.00
      per person, per night

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      & prices >>
  41. Cancun - Cancun AND Riviera Maya

  42. Puerto Vallarta/Riviera Nayarit

  43. Los Cabos

  44. Puerto Vallarta/Riviera Nayarit

  45. Ixtapa/Zihuatanejo

  46. Los Cabos

    • Villa del Palmar Beach Resort & Spa Cabo - AI

      Hotel Rating: 4 Hotel Rating:

      Save up to 45%

      Valid Departure Date: 5/01 - 5/29

      Experience(s): Beach, Family, Spa, Luxury, Nightlife moreRomance, Shopping, Dining, All Inclusive, Golf, Active/Adventure, Wedding

    • Length of Stay: 3

      nights hotel only from
      $403.00
      per person, per night

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

  48. Ixtapa/Zihuatanejo

  49. Dominican Republic, Punta Cana

  50. Jamaica, Montego Bay

    • Riu Ocho Rios - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 35% + kids stay free May 1-June 15

      Valid Departure Date: 5/01 - 6/13

    • Length of Stay: 3

      nights hotel only from
      $385.00
      per person, per night

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

    • Hard Rock Hotel & Casino Punta Cana - All Incl

      Hotel Rating: 5 Hotel Rating:

      Save up to 42% + $1800 Resort Credit

      Valid Departure Date: 4/12 - 5/30

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $703.00
      per person, per night

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      & prices >>
  52. Jamaica, Montego Bay

    • Couples Swept Away Negril - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 5/01 - 6/15

    • Length of Stay: 3

      nights hotel only from
      $637.00
      per person, per night

    • View dates
      & prices >>
  53. San Juan

    • Caribe Hilton San Juan

      Hotel Rating: 4 Hotel Rating:

      Save up to 20%

      Valid Departure Date: 4/10 - 4/24

    • Length of Stay: 3

      nights hotel only from
      $465.00
      per person, per night

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

  55. San Juan

  56. St. Lucia, Castries

    • Calabash Cove Resort & Spa

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40% + free transfers with 7+ nights

      Valid Departure Date: 4/20 - 6/15

      Experience(s): Beach, Wedding,

    • Length of Stay: 3

      nights hotel only from
      $1,244.00
      per person, per night

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

    • Excellence Riviera Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 25%

      Valid Departure Date: 5/01 - 6/15

    • Length of Stay: 3

      nights hotel only from
      $655.00
      per person, per night

    • View dates
      & prices >>
  58. Cozumel

  59. Cozumel

  60. Hawaii, Honolulu, Oahu

  61. Hawaii, Honolulu, Oahu

  62. Hawaii, Big Island

  63. Hawaii, Big Island

  64. Las Vegas

  65. Las Vegas

  66. Las Vegas

  67. Los Angeles

  68. Hawaii, Kauai

  69. Hawaii, Kauai

  70. London

  71. Jamaica, Montego Bay

  72. Orlando

  73. Orlando

  74. Orlando

    • Buena Vista Suites

      Hotel Rating: 3.5 Hotel Rating:

      Four kids 12 and under stay free

      Valid Departure Date: 1/15 - 3/31

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

    • Length of Stay: 4

      nights hotel only from
      $268.00
      per person, per night

    • View dates
      & prices >>
  75. Orlando

  76. Orlando

  77. Miami, FL

  78. Mazatlan