Best Vacation Packages & Travel Deals to the Caribbean

United Airlines: Fares to Mexico and the Caribbean !!from $303!! roundtrip

United Airlines: Fares to Mexico and the Caribbean roundtrip

from $303

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Posted 1 day 1 hr ago

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.

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

from $1,055

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Posted 1 day 3 hr ago

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 $1,055.24, 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 $244. 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.

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

from $339

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Posted 2 days 6 hr ago

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.

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5-Night All-Inclusive Virgin Islands Vacation for 2 w/ $300 credit from $1,862

from $1,862

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Posted 3 days ago

CheapCaribbean offers an All-Inclusive Divi Carina Bay Resort and Casino 5-Night Flight and Hotel Package for Two in St. Croix, U.S. Virgin Islands, bundled with $300 resort credit with prices starting at $1,862.20, as seen on Travelzoo. That's the lowest price we could find for this 5-night Panama package by $666, excluding the extras. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in St Croix, U.S. Virgin Islands, (STX) on September 5. This hotel has a TripAdvisor rating of 69% based on 565 reviews. Book this travel deal by July 29 for travel through September 30.

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

from $342

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Posted 3 days 2 hr ago

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.

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4-Night All-Inclusive Riviera Maya Flight and Hotel Package for 2

from $1,283

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Posted 3 days 6 hr ago

CheapCaribbean offers an All-Inclusive Now Sapphire Riviera Cancun 4-Night Flight and Hotel Package for Two in Puerto Morelos, Mexico, with prices starting at $1,282.80, as seen on Travelzoo. Plus, kids 12 and under eat free. That's the lowest current rate we could find for stays at this property by $63. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Cancun, Mexico, (CUN) on September 8; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 77% based on 2,653 reviews. Book this travel deal by July 31 for travel August 16 through October 31.

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

from $869

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Posted 3 days 7 hr ago

CheapCaribbean offers a Grand Lucayan Resort 4-Night Flight and Hotel Package for Two in Grand Bahama Island, Bahamas, bundled with an ocean-view room upgrade, complimentary Greens Fees, and two welcome cocktails with prices starting at $868.64, as seen on Travelzoo. That's $100 under our June mention and the lowest rate we could find by $239. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Freeport, Bahamas, (FPO) on September 1; other departure cities are available for an additional cost. This hotel has a TripAdvisor rating of 75% based on 1,475 reviews. Book this travel deal by July 29 for travel August 18 through November 20.

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

from $1,286

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Posted 4 days 1 hr ago

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.

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

from $1,025

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Posted 4 days 5 hr ago

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.

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Virgin America Sale: 1-Way Fares

from $62

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Posted 4 days 7 hr ago

Virgin America offers select 1-way fares starting at $62.10, as seen on Travelzoo. That's $7 under our mention from last week and the best price we've seen for 1-way fares from Virgin America since March. It's also 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 July 31 for travel through November 19. Click here to see more routes.

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

from $1,261

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Posted 4 days 7 hr ago

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.

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

from $615

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Posted 5 days 5 hr ago

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.

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

from $998

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Posted 5 days 8 hr ago

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.

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4-Night All-Inclusive Los Cabos Vacation for 2

from $1,579

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Posted 1 week 1 day ago

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.

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Norwegian Cruise Line 7-Night Western Caribbean Cruise for 2

from $918

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Posted 1 week 1 day ago

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.

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

from $718

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Posted 1 week 2 days ago

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.

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4-Night Virgin Islands Flight and Hotel Package for 2

from $1,352

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Posted 1 week 4 days ago

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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Sandals Resorts at Southwest Vacations: Up to 65% off flight & hotel packages

Up to 65% off

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Posted 1 week 4 days ago

Southwest Vacations cuts up to 65% off Sandals Resorts Flight and Hotel packages in Jamaica and the Bahamas. Plus select resorts include additional extras, such as spa credit or complimentary messages. Some restrictions apply. Book this travel deal by July 28 for travel through December 31.

A best bet: We found an All-Inclusive Sandals Royal Bahamian Spa Resort & Offshore Island 7-Night Flight and Hotel Package for Two in Nassau, Bahamas, bundled with $150 Red Line Spa Credit and complimentary airport transfers with prices starting from $4,413.99. (It's the top offer on the page.) That's the lowest price we could find for this vacation by $448, excluding the extras. This price is valid from Atlanta, GA, (ATL) with arrival in Nassau, Bahamas, (NAS) on August 23. This hotel has a TripAdvisor rating of 77% based on 5,070 reviews; it's also ranked #2 out of 33 Nassau hotels.

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

from $1,332

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Posted 1 week 5 days ago

CheapCaribbean offers an All-Inclusive Grand Palladium Resort & Spa 4-Night Flight and Hotel Package for Two in Montego Bay, Jamaica, with prices starting at $1,332.04, as provided by ShermansTravel. That's $81 under our mention from last month and the lowest current rate we could find for this package by $188. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Montego Bay, Jamaica, (MBJ) on October 30; other departing cities are available for an additional cost. This hotel has a TripAdvisor rating of 67% based on 3,518 reviews. Book this travel deal by July 31 for travel November 1 through December 21.

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Hilton Condado Plaza in San Juan, Puerto Rico: Rooms !!from $119 per night!!

Hilton Condado Plaza in San Juan, Puerto Rico: Rooms per night

from $119 per night

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Posted 2 weeks 1 day ago

Hilton Condado Plaza in San Juan, Puerto Rico offers stays with prices starting from $119 per night. That's a savings of $80 and the lowest rate we could find for stays at this hotel. This hotel has a TripAdvisor rating of 62% based on 2,503 reviews. Book this travel deal by July 31 for stays through September 30.

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