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Which Caribbean Island Has Your Perfect Vacation?

Explore the vibrant culture of the Dominican Republic

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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136 Results

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  1. St. Thomas

  2. Grand Cayman

  3. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Enjoy Taking a Bike Ride Around the Island

      Valid Departure Date: 7/01 - 7/25

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

    • Length of Stay: 3

      nights hotel only from
      $659.00
      per person, per night

    • View dates
      & prices >>
  4. San Juan

    • Wyndham Grand Rio Mar Beach Resort & Spa

      Hotel Rating: 4 Hotel Rating:

      Minutes away from Ziplining and Hiking

      Valid Departure Date: 6/28 - 10/09

    • Length of Stay: 3

      nights hotel only from
      $290.00
      per person, per night

    • View dates
      & prices >>
  5. Antigua

  6. St. Lucia, Castries

  7. Nassau/Paradise Island - Nassau, Bahamas

  8. Grand Cayman

  9. San Juan

    • W Retreat & Spa - Vieques Island Puerto Rico

      Hotel Rating: 4 Hotel Rating:

      Go see the glowing Bioluminescent Bay

      Valid Departure Date: 8/03 - 10/29

    • Length of Stay: 3

      nights hotel only from
      $537.00
      per person, per night

    • View dates
      & prices >>
  10. San Juan

    • InterContinental San Juan Rst & Casino

      Hotel Rating: 4 Hotel Rating:

      Only 15 minutes away from Old San Juan

      Valid Departure Date: 7/06 - 8/28

    • Length of Stay: 3

      nights hotel only from
      $342.00
      per person, per night

    • View dates
      & prices >>
  11. St. Martin/St. Maarten

    • Riu Palace St. Martin - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Make sure to visit historic Fort Louis

      Valid Departure Date: 8/18 - 10/24

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

    • Length of Stay: 3

      nights hotel only from
      $545.00
      per person, per night

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      & prices >>
  12. San Juan

    • Caribe Hilton San Juan

      Hotel Rating: 4 Hotel Rating:

      Fort Geronimo located n the hotel grounds

      Valid Departure Date: 6/12 - 8/02

    • Length of Stay: 3

      nights hotel only from
      $340.00
      per person, per night

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      & prices >>
  13. Curacao

  14. Barbados

  15. San Juan

    • The Ritz-Carlton,San Juan

      Hotel Rating: 5 Hotel Rating:

      Make sure to visit the famous Bacardi Rum Factory

      Valid Departure Date: 7/05 - 11/18

    • Length of Stay: 3

      nights hotel only from
      $537.00
      per person, per night

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      & prices >>
  16. Nassau/Paradise Island - Nassau, Bahamas

    • Melia Nassau Beach - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      6 Specialty Restaurants are located at this Hotel

      Valid Departure Date: 9/14 - 9/21

      Experience(s): Beach, Family, Gaming, Nightlife, All Inclusive moreGolf, Wedding

    • Length of Stay: 3

      nights hotel only from
      $789.00
      per person, per night

    • View dates
      & prices >>
  17. Aruba

  18. Barbados

  19. San Juan

    • San Juan Marriott Resort & Stellaris Casino

      Hotel Rating: 4 Hotel Rating:

      5 Restaurants onsite + 14 nearby restaurants

      Valid Departure Date: 8/01 - 9/30

    • Length of Stay: 3

      nights hotel only from
      $378.00
      per person, per night

    • View dates
      & prices >>
  20. Barbados

    • Tamarind Cove Hotel

      Hotel Rating: 4 Hotel Rating:

      Free Daily Breakfast

      Valid Departure Date: 7/01 - 7/29

    • Length of Stay: 3

      nights hotel only from
      $479.00
      per person, per night

    • View dates
      & prices >>
  21. Aruba

    • The Ritz Carlton Aruba

      Hotel Rating: 5 Hotel Rating:

      Hotel is home to multiple amazing restaurants

      Valid Departure Date: 6/12 - 12/12

    • Length of Stay: 3

      nights hotel only from
      $954.00
      per person, per night

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

    • El Dorado Royale, Gourmet Inclusive, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Upgrade to Luxury Jacuzzi Junior Suite for free

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $518.00
      per person, per night

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

    • El Dorado Casitas Royale, by Karisma - All Incl

      Hotel Rating: 5 Hotel Rating:

      Upgrade to Individual Casita Suite for free

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $857.00
      per person, per night

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

    • El Dorado Seaside Suites Gourmet Incl, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Upgrade to Luxury Jacuzzi Junior Suite for free

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $520.00
      per person, per night

    • View dates
      & prices >>
  25. 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: 6/07 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $670.00
      per person, per night

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

    • El Dorado Maroma Gourmet Inclusive, by Karisma

      Hotel Rating: 5 Hotel Rating:

      Upgrade to Honeymoon Suite for free

      Valid Departure Date: 6/07 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $719.00
      per person, per night

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

    • Azul Sensatori by Karisma - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 35%

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $608.00
      per person, per night

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

    • Azul Fives Hotel by Karisma - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 35%

      Valid Departure Date: 7/01 - 8/14

    • Length of Stay: 3

      nights hotel only from
      $575.00
      per person, per night

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

  30. Hawaii, Honolulu, Oahu

  31. Hawaii, Honolulu, Oahu

  32. Hawaii, Honolulu, Oahu

  33. Hawaii, Honolulu, Oahu

    • Ohana Waikiki East

      Hotel Rating: 3 Hotel Rating:

      Up to 30% off

      Valid Departure Date: 9/07 - 12/15

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

    • Length of Stay: 4

      nights hotel only from
      $392.00
      per person, per night

  34. Hawaii, Maui

  35. Hawaii, Maui

  36. Hawaii, Maui

  37. Hawaii, Maui

  38. 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

  39. Hawaii, Big Island

  40. Hawaii, Kauai

  41. Hawaii, Kauai

  42. Cancun - Riviera Maya Hotels

    • Barcelo Maya Beach & Caribe - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 8/16 - 10/27

    • Length of Stay: 3

      nights hotel only from
      $395.00
      per person, per night

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

    • Excellence Riviera Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 6/27 - 8/12

    • Length of Stay: 3

      nights hotel only from
      $655.00
      per person, per night

    • View dates
      & prices >>
  44. 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: 6/08 - 7/08

    • Length of Stay: 3

      nights hotel only from
      $451.00
      per person, per night

    • View dates
      & prices >>
  45. 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 >>
  46. 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: 6/06 - 6/28

    • Length of Stay: 3

      nights hotel only from
      $443.00
      per person, per night

    • View dates
      & prices >>
  47. 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: 6/06 - 7/01

    • Length of Stay: 3

      nights hotel only from
      $334.00
      per person, per night

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

  49. 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 >>
  50. 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 >>
  51. Cancun - Cancun AND Riviera Maya

  52. Cancun - Cancun AND Riviera Maya

  53. Cancun - Cancun AND Riviera Maya

    • Live Aqua Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 8/01 - 8/29

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

    • Length of Stay: 3

      nights hotel only from
      $804.00
      per person, per night

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

    • Oasis Sens - All Inclusive

      Hotel Rating: 4 Hotel Rating:

      Add air for up to $300 off with ULTRACUN52

      Valid Departure Date: 7/01 - 8/14

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

    • Length of Stay: 3

      nights hotel only from
      $417.00
      per person, per night

    • View dates
      & prices >>
  55. Cozumel

  56. Cozumel

  57. Cozumel

  58. Hawaii, Honolulu, Oahu

    • Hyatt Place Waikiki

      Hotel Rating: 3.5 Hotel Rating:

      Includes daily breakfast

      Valid Departure Date: 9/07 - 12/06

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

    • Length of Stay: 4

      nights hotel only from
      $504.00
      per person, per night

  59. Hawaii, Honolulu, Oahu

  60. Hawaii, Honolulu, Oahu

  61. Hawaii, Big Island

  62. Las Vegas

  63. Las Vegas

  64. Las Vegas

  65. Los Angeles

  66. Los Angeles

  67. Los Angeles

  68. Hawaii, Kauai

  69. 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
      $427.00
      per person, per night

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

  71. London

  72. 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 >>
  73. Jamaica, Montego Bay

  74. Jamaica, Montego Bay

  75. Jamaica, Montego Bay

  76. Jamaica, Montego Bay

    • Riu Negril - All Inclusive

      Hotel Rating: 3.5 Hotel Rating:

      Save up to 30%

      Valid Departure Date: 5/31 - 6/20

    • Length of Stay: 3

      nights hotel only from
      $354.00
      per person, per night

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