Ask us!

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!).

See our Top Picks.

 

See deals to Jamaica.

 
 

Build Your Vacation

Build Your Vacation




Search Non-Stop Flights on SouthwestVacations.com (Opens in a new window)
 

We are searching Flights and Hotels for ...
to

Departing:
Returning:

Don't forget to add activities and a rental car to your package to save even more
when buying these items together.

Browse our top picks below or build your own
view list

Check out all vacation packages >

view list
 to 

Refine Search

Vacation Type
Price per Person
Rating:
Number Of Nights
Experience

All-In-One Travel Protection
Book Now - Pay Later

Results per page 50 75 100 [View all pages]

Page [1]

99 Results

Sort By:
  1. Cancun - Riviera Maya Hotels

  2. Cancun - Cancun AND Riviera Maya

  3. Dominican Republic, Punta Cana

  4. Cancun - Riviera Maya Hotels

  5. Jamaica, Montego Bay

  6. Cancun - Riviera Maya Hotels

    • Excellence Riviera Cancun - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 30% + extras with Excellence Club rooms

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $539.00
      per person, per night

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

  8. Cancun - Cancun AND Riviera Maya

  9. Cancun - Riviera Maya Hotels

  10. Jamaica, Montego Bay

  11. Jamaica, Montego Bay

  12. Puerto Vallarta/Riviera Nayarit

  13. Dominican Republic, Punta Cana

  14. Hawaii, Maui

  15. Cancun - Cancun AND Riviera Maya

  16. Hawaii, Big Island

  17. Cozumel

  18. Puerto Vallarta/Riviera Nayarit

    • IBEROSTAR Playa Mita - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to $300 on air + hotel packages

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $400.00
      per person, per night

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

  20. Puerto Vallarta/Riviera Nayarit

    • Hard Rock Hotel Vallarta - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to $300 on air + hotel packages

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $683.00
      per person, per night

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

    • Casa Velas Hotel Boutique - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to $300 on air + hotel packages

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $637.00
      per person, per night

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

  23. Puerto Vallarta/Riviera Nayarit

  24. Puerto Vallarta/Riviera Nayarit

  25. Puerto Vallarta/Riviera Nayarit

  26. Aruba

    • Riu Palace Antillas - All Inclusive

      Hotel Rating: 4.5 Hotel Rating:

      Save up to 40%

      Departure Dates Vary

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

    • Length of Stay: 3

      nights hotel only from
      $598.00
      per person, per night

    • View dates
      & prices >>
  27. Cozumel

  28. Cozumel

  29. Hawaii, Honolulu, Oahu

  30. Hawaii, Honolulu, Oahu

  31. Hawaii, Honolulu, Oahu

  32. Hawaii, Big Island

  33. Las Vegas

  34. Las Vegas

  35. Las Vegas

  36. Los Angeles

  37. Hawaii, Kauai

  38. Costa Rica, Liberia

    • Barcelo Langosta Beach - All Inclusive

      Hotel Rating: 3 Hotel Rating:

      Save up to 15%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $506.00
      per person, per night

    • View dates
      & prices >>
  39. 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
      $265.00
      per person, per night

    • View dates
      & prices >>
  40. London

  41. Jamaica, Montego Bay

    • Couples Tower Isle - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Book Now & Save up to 65%

      Departure Dates Vary

    • Length of Stay: 3

      nights hotel only from
      $664.00
      per person, per night

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

  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
      $266.00
      per person, per night

    • View dates
      & prices >>
  45. Orlando

  46. Orlando

  47. Miami, FL

  48. Mazatlan

  49. Mazatlan

  50. Nassau/Paradise Island - Nassau, Bahamas

  51. Hawaii, Maui

  52. Hawaii, Maui

  53. Hawaii, Maui

  54. Paris

  55. Dominican Republic, Puerto Plata

  56. Dominican Republic, Punta Cana

  57. Dominican Republic, Punta Cana

  58. Dominican Republic, Punta Cana

    • Hard Rock Hotel & Casino Punta Cana - All Incl

      Hotel Rating: 5 Hotel Rating:

      Save up to 32%

      Departure Dates Vary

      Experience(s): Beach, All Inclusive,

    • Length of Stay: 3

      nights hotel only from
      $845.00
      per person, per night

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

  60. Fort Myers

  61. Fort Myers

  62. Fort Myers

  63. San Diego

  64. San Francisco

  65. Los Cabos

  66. Los Cabos

  67. Los Cabos

  68. St. Croix

  69. St. Croix

    • Hotel on the Cay

      Hotel Rating: 3 Hotel Rating:

      Add Air & Receive a $500 Instant Credit!

      Valid Departure Date: 1/03 - 4/28

      Experience(s): Beach, Diving, Snorkeling,

    • Length of Stay: 7

      nights hotel only from
      $665.00
      per person, per night

  70. St. Croix

  71. St. Martin/St. Maarten

    • Riu Palace St. Martin

      Hotel Rating: TBD

      Add Air & Save up to 44%!

      Departure Dates Vary

      Experience(s): Beach, Family, Dining,

    • Length of Stay: 3

      nights hotel only from
      $973.00
      per person, per night

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

  73. Orlando/Walt Disney World

  74. Orlando/Walt Disney World

  75. Orlando/Walt Disney World

  76. Orlando/Walt Disney World

  77. Ixtapa/Zihuatanejo

  78. Ixtapa/Zihuatanejo

  79. Cancun - Riviera Maya Hotels

    • Riu Palace Mexico - All Inclusive

      Hotel Rating: 5 Hotel Rating:

      Save up to 25% + $35 spa credit

      Departure Dates Vary

    • Price It
    • View dates
      & prices >>
  80. Cancun - Cancun AND Riviera Maya

  81. Dominican Republic, Punta Cana

  82. Cancun - Riviera Maya Hotels

  83. Jamaica, Montego Bay

  84. Cancun - Riviera Maya Hotels