Best Caribbean Vacation Packages & Travel Deals

Vacations to Go via Dunhill Travel offers a Carnival Cruises 4-Night Mexico Cruise for Two with prices starting from $338. That's the lowest price we could find by $40. This roundtrip cruise aboard the Carnival Imagination departs on December 10. Additional fees may apply. Book this travel deal by October 24.

Vacations To Go offers a Norwegian Cruise Line 7-Night Bahamas Cruise for Two, bundled with $25 Onboard Credit with prices starting from $798. That's the best price we've seen for a weeklong cruise on the Norwegian Breakaway. (It's also a the lowest price for such a cruise in December by $685, assuming you'll use the credit.) This cruise aboard the Norwegian Breakaway departs from New York, NY, on December 15. Book this travel deal by November 30.

Playa Hotels & Resorts takes up to 50% off stays at All-Inclusive Royal Playa del Carmen in Playa del Carmen, Mexico, during its Fall Fling Sale, as provided by ShermansTravel. Plus, bag $100 in Resort Credit with your booking. This 4-star resort has an Expedia rating of 92% based on 3,517 reviews. Book this travel deal by November 15 for stays through December 20, 2018.

Vacations to Go offers a Carnival Cruise 5-Night Mexico Cruise for Two with prices starting at $588. That's the lowest price we could find by $30. This roundtrip cruise aboard the Carnival Triumph departs from New Orleans, LA, on January 6. Additional fees and taxes may apply. Book this travel deal by November 30.

Vacations to Go offers a Carnival Cruise 4-Night Bahamas Cruise for Two with prices starting at $514. That's the best current rate we could find for such a cruise in December by $280. This roundtrip cruise aboard the Carnival Sensation departs from Miami, FL, on December 14. Book this travel deal by October 31.

CheapCaribbean via ShermansTravel offers an All-Inclusive Ocean Blue and Sand Beach 5-Night Flight and Hotel Vacation for Two in Punta Cana, Dominican Republic, with prices starting at $1,392.32. That's the lowest price we could find for this package by $166. This 4-star hotel has an Expedia rating of 76% based on 1,603 reviews. Book this travel deal by December 4 for travel from October 22 through December 22.

CheapCaribbean via Dunhill Travel offers an All-Inclusive Barcelo Maya Beach and Caribe 4-Night Flight and Hotel Vacation for Two in Cancun, Mexico, bundled with up to $1,000 Resort Credit, with prices starting from $1,103.30. (On the landing page, click "Take Me There" under the offer; on the resulting page, it's the second offer down on the right sidebar.) That's the lowest price we could find for this package by $45, excluding the credit. This price is based on departure on November 10 from Fort Lauderdale, FL, (FLL); other departure cities are available for an additional cost. This 4-star hotel has an Expedia rating of 88% based on 2,017 reviews. Book this travel deal by October 25 for travel from October 20 through December 16.

CheapCaribbean via ShermansTravel offers an All-Inclusive Krystal Grand Los Cabos 4-Night Flight and Hotel Vacation for Two in San Jose del Cabo, Mexico, with prices starting at $940.70. That's the lowest price we could find for this package by $147. This 4-star hotel has an Expedia rating of 61% based on 96 reviews. Book this travel deal by October 27 for travel through December 20.

CheapCaribbean via Dunhill Travel offers a All-Inclusive Cofresi Palm Beach and Spa Resort 5-Night Flight and Hotel Package for Two in Puerto Plata, Dominican Republic, with prices starting at $1,291.52. That's the lowest price we could find for this vacation by $456. This price is based on departure from New York, NY, (LGA) with arrival in Puerto Plata, Dominican Republic, (POP) on February 25, 2018; other departure cities are available for an additional cost. This 3-star hotel has an Expedia rating of 60% based on 333 reviews. Book this travel deal by October 25 for travel from January 3, 2018, through April 30.

Vacations to Go via Dunhill Travel offers a Royal Caribbean 5-Night Mexico Cruise for Two, bundled with $50 Onboard Credit, with prices starting from $568. Assuming you'll use the credit, that's the lowest price we could find for by $80. This roundtrip cruise aboard the Empress of the Seas departs on January 6, 2018, from Miami, FL. Book this travel deal by October 24.

Playa Hotels & Resorts takes up to 50% off stays at All-Inclusive Panama Jack Resort Gran Caribe in Cancun, Mexico, as provided by ShermansTravel. Plus one kid stays for free with each paying adult. Blackout dates and some exclusions apply. Book this travel deal by October 31 for stays through December 21, 2017.

Delta Vacations continues to take 35% off hotel rooms at Grand Hyatt Baha Mar in Nassau, Bahamas, when you book a flight and hotel package, as provided by Dunhill Travel. This 4-star resort has an Expedia rating of 89% based on 66 reviews. Book this travel deal by October 31 for vacations through December 19, 2018.

LibertyTravel via ShermansTravel offers an All-Inclusive Riu Naiboa 4-Night Flight & Hotel Vacation for Two in Punta Cana, Dominican Republic, bundled with Roundtrip Airport Transfers, with prices starting from $1,430. That's the lowest price we could find for such a bundle by $16. This price is based on departure from Miami, FL, (MIA) with arrival in Punta Cana, Dominican Republic, (PUJ) on April 8, 2018; other departure cities are available for an additional cost. This 3-star hotel has an Expedia rating of 66% based on 279 reviews. Book this travel deal by October 28.

JetBlue Airways via ShermansTravel discounts JetBlue Airways Roundtrip Fares to the Bahamas, with prices starting from $222.06. (On the ShermansTravel landing page, click on "JetBlue.com" in the main paragraph to book these fares; we found this price from Fort Lauderdale, FL, (FLL) to Nassau, Bahamas, (NAS) on November 12 with return on November 18.) That's the lowest price we could find for select routes today by at least $21. Book this travel deal by October 31.

All prices, dates, and booking details were valid at the time of publication.

Barcelo Hotel Group takes up to 47% off Hotel Stays during its Off Mode Sale, as provided by Dunhill Travel. Plus, bag up to $1,000 Resort Credit at select resorts. This sale includes such resorts as Barcelo Bavaro Palace in Punta Cana, Dominican Republic; Occidental at Xcaret Destination in Riviera Maya, Mexico; Barcelo Aruba in Palm Beach, Aruba; and more. Some exclusions and blackout dates apply. Book this travel deal by October 31 for stays through March 15, 2018.

BookIt via Dunhill Travel offers 5-Night Stays for Two at Marina Fiesta Resort & Spa Resort in Cabo San Lucas, Mexico, with prices starting at $762.50. (It's the top offer on the page; we found this rate on November 12.) At $154 per night, that's the lowest price we could find for this stay by $244. This 4-star hotel has an Expedia rating of 80% based on 1,196 reviews. Book this travel deal by November 6 for stays through December 17.

CheapCaribbean via ShermansTravel offers an All-Inclusive Lifestyle Tropical Beach Resort 5-Night Flight and Hotel Package for two in Puerto Plata, Dominican Republic, with prices starting at $1,159.52. That's the lowest price we could find for this vacation by $85. This price is based on departure from New York, NY, (LGA) with arrival in Puerto Plata, Dominican Republic, (POP) on December 3; other departure cities are available for an additional cost. This hotel has an Expedia rating of 65% based on 432 reviews. Book this travel deal by October 31 for travel through December 17.