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Best Vacation Packages & Travel Deals to the Caribbean

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Showing 1 - 20 out of 26 matches for Trips and Vacation Packages to the Caribbean Travel deals

All-Inclusive Grand Paradise Playa Dorada in Puerto Plata: 5-nights

hotness: 3/5
from $368
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For desktop users only, BookIt offers 5-night stays for 2 at the All-Inclusive Grand Paradise Playa Dorada in Puerto Plata, Dominican Republic, with prices starting at $367.50, as provided by Dunhill Travel. At $74 per night, that's the lowest rate we could find for this package by $203. This hotel has a TripAdvisor rating of 61% based on 1,878 reviews. Book this travel deal by August 6 for stays through October 31.

Spirit Airlines: Fares to Puerto Rico roundtrip

hotness: 3/5
from $151
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Spirit Airlines offers roundtrip flights to Puerto Rico from select cities in the U.S. with prices starting at $151.18, as provided by ShermansTravel. That's the lowest current rate we could find for select routes to Puerto Rico by $10. This price is valid on flights departing from Fort Lauderdale, FL, (FLL) to San Juan, Puerto Rico, (SJU) on August 24 with return on September 10; prices vary depending on the departure cities and dates chosen. Book this travel deal by August 5 for travel August 1 through September 30. Click here to see more routes.

4-Night All-Inclusive Dominican Republic Vacation for 2

hotness: 2/5
from $915
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CheapCaribbean offers an All-Inclusive Grand Bahia Principe El Portillo 4-Night Flight and Hotel Package for Two in Samana, Dominican Republic, with prices starting at $914.88, as provided by ShermansTravel. That's $179 under our mention and the second-best price we've seen for this vacation this year. It's also the lowest current rate we could find for this vacation by $187. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Santo Domingo, Dominican Republic, (SDQ) on November 9; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 87% based on 2,927 reviews. Book this travel deal by August 19 for travel November 2 through December 23.

Virgin America Sale: 1-Way Fares

hotness: 3/5
from $68
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Virgin America offers select 1-way fares starting at $68.10. That's the lowest current rate we could find for select routes by $14. This price is valid on flights from Las Vegas, NV, (LAS) with arrival in Los Angeles, CA, (LAX) departing on August 26. Book this travel deal by August 4 for travel August 19 through November 19. Click here to see more routes.

All-Inclusive Grand Sunset Princess Resort: 3-night stays for 2

hotness: 2/5
from $636
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BookIt offers 3-night stays for 2 at the Grand Sunset Princess All Suites Resort in Cancun, Mexico, with prices starting at $635.51, as provided by ShermansTravel. At $212 per night, that's a savings of $144 and the lowest rate we could find for stays at this hotel. This hotel has a TripAdvisor rating of 73% based on 5,170 reviews. Book this travel deal by August 5 for stays through October 31.

4-Night All-Inclusive Dominican Republic Vacation for 2 ... or less

hotness: 2/5
from $1,004
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Expedia offers an All-Inclusive Riu Naiboa 4-Night Flight and Hotel Package for Two in Punta Cana, Dominican Republic, with prices starting at $1,004.36. That's $426 under our April mention and the lowest price we've seen for this 4-night vacation. It's also the lowest current rate we could find for this vacation by $266. This price is based on departure from Miami, FL, (MIA) with arrival in Punta Cana, Dominican Republic on September 30; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 58% based on 1,765 reviews. Book this travel deal by August 5 for travel through October 31.

Carnival Cruise 5-Night Bahamas Cruise for 2 w/ $50 credit from $418

hotness: 3/5
from $418
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Vacations to Go offers a Carnival Cruise 5-Night Bahamas Cruise for Two with prices starting at $418. (If prompted, sign up for the free newsletter to see this deal.) That's the lowest rate we could find for this cruise by $180. This roundtrip cruise aboard the Carnival Victory departs from Miami, FL, on September 29 with stops in Grand Turk, Turks & Caicos; Half Moon Cay, Bahamas; and Nassau, Bahamas. This travel deal ends August 30.

United Airlines: Fares to Mexico and the Caribbean roundtrip

hotness: 3/5
from $303
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United Airlines offers roundtrip flights to Mexico and the Caribbean from select cities in the U.S. with prices starting at $303.20, as provided by ShermansTravel. That's the lowest price we could find for select routes by $10. This price is valid on flights departing from Washington D.C. (IAD) to San Juan, Puerto Rico, (SJU) on October 5; prices vary depending on the departure cities and dates chosen. Book this travel deal by July 31 for travel September 1 through October 31.

5-Night All-Inclusive Dominican Republic Flight and Hotel for 2

hotness: 2/5
from $1,026
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CheapCaribbean offers an All-Inclusive Viva Wyndham Dominicus Palace 5-Night Flight and Hotel Package for Two in La Romana, Dominican Republic, with prices starting at $1,025.62, as provided by ShermansTravel. That's $91 under our mention from three weeks ago and the third-lowest rate we've seen for this 5-night vacation. It's also the lowest current rate we could find now by $274. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Santo Domingo, Dominican Republic, (SDQ) on November 1; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 70% based on 1,540 reviews. Book this travel deal by July 31 for travel November 1 through December 23.

All-Inc. Plaza Pelicanos Club Beach Resort in Puerto Vallarta: 3-nights

hotness: 1/5
from $339
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BookIt offers 3-night stays for 2 at the All-Inclusive Plaza Pelicanos Club Beach Resort in Puerto Vallarta, Mexico, with prices starting at $339, as provided by ShermansTravel. At $113 per night, that's the lowest price we could find for a 3-night stay at this resort by $127. This hotel has a TripAdvisor rating of 68% based on 368 reviews. Book this travel deal by July 31 for stays through December 20.

All-Inclusive Royal Decameron in Jamaica: 3-night stays for 2

hotness: 1/5
from $342
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BookIt offers 3-night stays for 2 at the All-Inclusive Royal Decameron Club Caribbean in Runaway Beach, Jamaica, with prices starting at $341.85 via the directions below, as provided by ShermansTravel. At $114 per night, that's the lowest rate we could find for a 3-night all-inclusive stay at this hotel by $251. This hotel has a TripAdvisor rating of 79% based on 2,464 reviews. Book this travel deal by July 31 for stays through December 23.

5-Night All-Inclusive Jamaica Flight and Hotel Package for 2

hotness: 2/5
from $1,286
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CheapCaribbean offers an All-Inclusive Grand Bahia Principe 5-Night Flight and Hotel Package for Two in Runaway Bay, Jamaica, with prices starting at $1,286.18, as provided by ShermansTravel. That's $89 under our June mention and the lowest price we've seen for this 5-night vacation. It's also the lowest rate we could find for this package by $15. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Montego Bay, Jamaica, (MBJ) on December 6. The Grand Bahia Principe has a TripAdvisor rating of 71% based on 6,005 reviews. Book this travel deal by July 31 for travel November 2 through December 23.

4-Night Bahamas Flight and Hotel Package for 2 w/ extras

hotness: 1/5
from $1,025
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CheapCaribbean offers a Comfort Suites Paradise Island 4-Night Flight and Hotel Package for Two in Paradise Island, Bahamas, bundled with a room upgrade, daily breakfast, and complimentary access to Atlantis Water Park with prices starting at $1,024.80, as provided by ShermansTravel. That's the lowest current price we could find for a 4-night stay at this property by $206. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Nassau, Bahamas, (NAS) on December 13; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 78% based on 1,503 reviews. Book this travel deal by July 31 for travel December 1 through December 19.

4-Night All-Inclusive Cancun Flight and Hotel Package for 2

hotness: 2/5
from $1,261
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CheapCaribbean offers an All-Inclusive Riu Caribe 4-Night Flight and Hotel Package for Two in Cancun, Mexico, bundled with a $35 spa credit with prices starting at $1,261.40, as provided by ShermansTravel. That's the second-best rate we've seen for this 4-night vacation and the lowest current rate we could find by $45. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Cancun, Mexico, (CUN) on September 7; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 81% based on 4,715 reviews. Book this travel deal by July 31 for travel September 1 through October 26.

All-Inclusive Grand Bahia Principe in La Romana: 5-night stays for 2

hotness: 2/5
from $615
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Today only, BookIt offers 5-night stays for 2 at the All-Inclusive Grand Bahia Principe La Romana in La Romana, Dominican Republic, with prices starting at $614.80, as provided by ShermansTravel. Plus kids 12 and under eat free. That's the lowest current rate we could find for an all-inclusive 5-night stay at this hotel by $92. This hotel has an 66% TripAdvisor rating based on 2,105 reviews. Book this travel deal today for stays through October 31.

Norwegian Cruise Line 7-Night Bahamas Cruise for 2 in December

hotness: 3/5
from $998
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American Express Travel offers a Norwegian Cruise Line 7-Night Bahamas Cruise for Two with prices starting at $998, as seen on Travelzoo. (It's the top offer on the page.) That's the third best price we've seen for any 7-night Bahamas cruise so far this year. It's also a savings of $3,200 and the lowest rate we could find for this cruise elsewhere. This roundtrip cruise aboard the Norwegian Breakaway departs from New York, NY, on December 7 and includes stops in Port Canaveral, FL; Great Stirrup Cay, Bahamas; and Nassau, Bahamas. Some restrictions may apply; fees, government taxes, and fuel supplements are additional. This travel deal ends July 31. *

4-Night All-Inclusive Los Cabos Vacation for 2

hotness: 1/5
from $1,579
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CheapCaribbean offers an All-Inclusive Royal Solaris Resort and Spa 4-Night Flight and Hotel Package for Two in Los Cabos, Mexico, with prices starting at $1,579.14, as seen on Travelzoo. (Click on the top photo to book this deal.) Plus, kids 12 and under eat for free. Assuming you use take the kids, that's the lowest price we could find for this package by $1,055. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in San Jose del Cabo, Mexico, (SJD) on August 24; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 69% based on 3,085 reviews. Book this travel deal by July 31 for travel August 23 through December 19.

Norwegian Cruise Line 7-Night Western Caribbean Cruise for 2

hotness: 1/5
from $918
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Norwegian Cruise Line offers a Norwegian Cruise Line 7-Night Western Caribbean Cruise for Two bundled with $25 onboard credit, with prices starting at $918. (Click on the "View Vacations" tab and scroll down to see this deal.) Assuming you use the credit, that's the lowest price we could find for this cruise now by $25. This roundtrip cruise aboard the Norwegian Jade departs from New Orleans, LA, on December 7 and includes stops in Cozumel, Mexico; Harvest Cay, Belize; and Roatan, Honduras. Book this travel deal by July 31.

Of note, Norwegian Cruise Line offers other Norwegian cruises with prices starting at $359 per person. Click on the "View Vacations" tab and scroll down to see them all.

Norwegian Cruise Line 7-Night Western Caribbean Cruise for 2 w/ credit

hotness: 2/5
from $718
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Norwegian Cruise Line offers a Norwegian Cruise Line 7-Night Western Caribbean Cruise for Two bundled with $25 onboard credit, with prices starting at $718, as seen on Travelzoo. (It's the top offer on the page.) Assuming you use the credit, that's the lowest price we could find for this cruise now by $25. This roundtrip cruise aboard the Norwegian Epic departs from Miami, FL, on December 14 and includes stops in Ocho Rios, Jamaica; Georgetown, Cayman Islands; and Cozumel, Mexico. Book this travel deal by July 31.

Of note, Norwegian Cruise Line offers other Norwegian cruises with prices starting at $449 per person. Scroll down to see them all.

4-Night Virgin Islands Flight and Hotel Package for 2

hotness: 1/5
from $1,352
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CheapCaribbean offers an Antilles Sapphire Beach Resort and Marina 4-Night Flight and Hotel Package for Two in St. Thomas, U.S. Virgin Islands, with prices starting at $1,352.10, as provided by ShermansTravel. That's the lowest price we could find for this package by $25. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in St. Thomas, U.S. Virgin Islands, (STT) on August 12; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 50% based on 71 reviews. Book this travel deal by July 31 for travel September 30.
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