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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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112 Results

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  1. Cancun - Riviera Maya Hotels

  2. Puerto Vallarta/Riviera Nayarit

    • Las Palmas By The Sea - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Save up to 60%!

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $163.00
      per person, per night

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

    • Memories Splash - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 60%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $469.00
      per person, per night

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

    • Fiesta Americana Condesa Cancun - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $578.00
      per person, per night

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

    • Hard Rock Hotel Vallarta - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 50%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $683.00
      per person, per night

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

  7. Jamaica, Montego Bay

    • Riu Ocho Rios - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $540.00
      per person, per night

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

    • Blue Bay Grand Esmeralda - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 20%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $354.00
      per person, per night

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

  10. Nassau/Paradise Island - Nassau, Bahamas

  11. Los Cabos

  12. Jamaica, Montego Bay

    • Couples Negril - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 65% + Free Golf & Tours

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $800.00
      per person, per night

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

  14. Cancun - Cancun AND Riviera Maya

  15. Los Cabos

  16. Dominican Republic, Punta Cana

    • Riu Palace Bavaro - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 45%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $596.00
      per person, per night

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

    • Riu Palace Mexico - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $584.00
      per person, per night

    • View dates
      & prices >>
  18. Mazatlan

  19. Dominican Republic, Punta Cana

    • Hard Rock Hotel & Casino Punta Cana - All Incl

      Hotel Rating: 5 Hotel Rating:

      Save up to 43% + up to $1800 resort credit

      Departure Dates Vary

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $859.00
      per person, per night

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

  21. Cancun - Riviera Maya Hotels

  22. St. Thomas

    • Bolongo Bay Beach Resort - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Save up to 35% + Sunset Cruise with 7-night Stay

      Departure Dates Vary

      Experience(s): Beach, Diving, Romance, Dining, All Inclusive moreSnorkeling, Wedding

    • Length of Stay: 3

      nights hotel only from
      $954.00
      per person, per night

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

  24. Cancun - Cancun AND Riviera Maya

  25. Panama City, Panama

    • Riu Playa Blanca - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $407.00
      per person, per night

    • View dates
      & prices >>
  26. San Juan

    • Wyndham Grand Rio Mar Beach Resort & Spa

      Hotel Rating: 4 Hotel Rating:

      Save up to 20% + $100 Food and Beverage Credit

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $511.00
      per person, per night

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

  28. Hawaii, Maui

  29. Hawaii, Big Island

  30. Hawaii, Kauai

  31. Hawaii, Honolulu, Oahu

  32. Hawaii, Maui

  33. Hawaii, Kauai

  34. Hawaii, Honolulu, Oahu

  35. New York - All Airports

    • 70 Park Avenue Hotel

      Hotel Rating: 4 Hotel Rating:

      Free daily evening wine hour.

      Valid Departure Date: 11/13 - 11/23

      Experience(s): Culture, Nightlife, Shopping, Dining, Active/Adventure

    • Length of Stay: 4

      nights hotel only from
      $890.00
      per person, per night

  36. Los Angeles

  37. Hawaii, Maui

  38. Nassau/Paradise Island - Nassau, Bahamas

    • Atlantis Beach Tower

      Hotel Rating: 3.5 Hotel Rating:

      Early Booking Savings! Save up to 15%!

      Valid Departure Date: 2/01 - 2/07

      Experience(s): Beach, Family, Gaming, Shopping, Dining

    • Length of Stay: 3

      nights hotel only from
      $487.00
      per person, per night

  39. Nassau/Paradise Island - Nassau, Bahamas

    • Atlantis Coral Tower

      Hotel Rating: 4 Hotel Rating:

      Early Booking Savings! Save up to 15%!

      Valid Departure Date: 2/01 - 2/07

      Experience(s): Beach, Family, Gaming, Shopping, Dining

    • Length of Stay: 3

      nights hotel only from
      $583.00
      per person, per night

  40. Nassau/Paradise Island - Nassau, Bahamas

    • Atlantis Royal Tower

      Hotel Rating: 4 Hotel Rating:

      Early Booking Savings! Save up to 15%!

      Valid Departure Date: 2/10 - 2/16

      Experience(s): Beach, Gaming, Shopping, Dining,

    • Length of Stay: 3

      nights hotel only from
      $717.00
      per person, per night

  41. San Diego

  42. Las Vegas

  43. Orlando

  44. 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
      $251.00
      per person, per night

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

  46. Orlando

  47. Jamaica, Montego Bay

    • Couples Swept Away Negril - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Last Minute Savings! Save 10%!

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $611.00
      per person, per night

    • View dates
      & prices >>
  48. Barbados

  49. Curacao

  50. Fort Myers

  51. Orlando/Walt Disney World

  52. Orlando/Walt Disney World

  53. Orlando/Walt Disney World

  54. Orlando/Walt Disney World

  55. Orlando/Walt Disney World

  56. Cozumel

  57. Mazatlan

  58. Miami, FL

  59. San Juan

    • Gran Melia Puerto Rico

      Hotel Rating: 4 Hotel Rating:

      Book Now and Save up to 30%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $249.00
      per person, per night

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

  61. Jamaica, Montego Bay

  62. Reno

  63. London

  64. Curacao

  65. San Francisco

  66. Paris

    • Hotel Le M

      Hotel Rating: 4 Hotel Rating:

      Free daily breakfast, up to a $20 per day value.

      Valid Departure Date: 11/27 - 12/22

      Experience(s): Culture, Nightlife, Shopping, Dining, Active/Adventure

    • Length of Stay: 7

      nights hotel only from
      $854.00
      per person, per night

  67. Jamaica, Montego Bay

  68. Dominican Republic, Punta Cana

  69. Jamaica, Montego Bay

  70. San Juan

    • InterContinental San Juan Rst & Casino

      Hotel Rating: 4 Hotel Rating:

      Book Now and Save up to 48%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $311.00
      per person, per night

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

  72. Puerto Vallarta/Riviera Nayarit

  73. Las Vegas

  74. 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
      $266.00
      per person, per night

    • View dates
      & prices >>
  75. Orlando

    • Nickelodeon Suites Resort

      Hotel Rating: 3.5 Hotel Rating:

      Three kids 17 and under stay free.

      Valid Departure Date: 10/25 - 11/20

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

    • Length of Stay: 5

      nights hotel only from
      $365.00
      per person, per night

  76. Fort Myers

  77. Curacao

  78. Costa Rica, Liberia

    • Riu Guanacaste - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Book Now and Save up to 10%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $343.00
      per person, per night

    • View dates
      & prices >>
  79. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Early Booking Savings of up to 25%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $943.00
      per person, per night

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

  81. Fort Myers

  82. Curacao

  83. Barbados

  84. Seattle

  85. Las Vegas

  86. Fort Myers

  87. Jamaica, Montego Bay