Best Caribbean Vacation Packages & Travel Deals

Cruise.com via ShermansCruise offers a last minute Carnival Cruises 4-Night Mexico Cruise for Two with prices starting from $398. (On the ShermansCruise landing page, scroll down and click "Book Now" next to the January 13, 2019, sailing date.) That's the lowest price we could find by $200. This roundtrip cruise aboard the Carnival Imagination departs Long Beach, CA, on January 13, 2019. Additional fees may apply. Book this travel deal by August 31.

Cruise.com via ShermansCruise offers a Carnival Cruise 5-Night Mexico Cruise for Two with prices starting from $548. (Scroll to the bottom of landing page and click "Book Now" next to the September 15 sailing date.) That's $20 under our mention from a month ago and the lowest price we could find for such a cruise in September by $10. This roundtrip cruise aboard the Carnival Triumph departs from New Orleans, LA, on September 15. Additional fees and taxes may apply. Book this travel deal by July 31.

Vacations to Go via Dunhill Travel offers a Carnival Cruise 7-Night Eastern Caribbean Cruise for Two with prices starting at $742. That's the lowest price we could find for such a cruise by $56. This roundtrip cruise aboard the Carnival Fascination departs from San Juan, Puerto Rico, on September 23. Book this deal by July 17.

Norwegian Cruise Line via ShermansTravel offers a Norwegian Cruise Line 3-Night Bahamas Cruise for Two with prices starting from $478. (It's the second offer on the landing page.) That's the lowest price we could find for any such cruise in August by $20. Additional fees and taxes may apply. This roundtrip cruise aboard the Norwegian Sky departs on August 24 from Miami, FL. Book this travel deal by July 31.

Cruise.com via ShermansCruise offers a Carnival Cruise 4-Night Mexico Cruise for Two, with prices starting from $428. (On the ShermansCruise landing page, scroll down and click "Book Now" next to the September 10 sailing date.) That's the lowest price we could find for such a cruise by $20. This roundtrip cruise aboard the Carnival Victory departs from Miami, FL, on September 10. Book this travel deal by August 31.

Cruise.com via ShermansCruise offers a Carnival Cruise 5-Night Bahamas Cruise for Two with prices starting at $618. (Scroll down on the landing page to see this date.) That's the lowest price we could find for such a cruise in October by $110. This roundtrip cruise aboard the Carnival Sensation departs from Miami, FL, on October 27. Book this travel deal by July 31.

BookIt via Dunhill Travel offers a 5-Night Stay for Two at the All-Inclusive Catalonia Yucatan Beach in Puerto Aventuras, Mexico, with prices starting at $761.20 via coupon code "RESORT50". (It's the top offer on the page; we found this rate on October 7.) At $152 per night, that's the lowest current rate we could find by $50. Additional fees may apply. This 3-star hotel has an Expedia rating of 78% based on 37 reviews. Book this travel deal by July 25 for stays from August 31 through October 30.

BookIt via DunhillTravel offers 5-Night Stays for Two at the Hilton Puerto Vallarta in Puerto Vallarta, Mexico, with prices starting at $1,040 via coupon code "RESORT50". (We found this rate on October 7.) At $208 per night, that's the lowest price we could find today by $220. This 4-star hotel has an Expedia rating of 80% based on 332 reviews. Book this travel deal by July 17 for stays through December 17.

Cruise.com via ShermansCruise offers a Carnival Cruise 3-Night Bahamas Cruise for Two, with prices starting from $428. (On the ShermansCruise landing page, scroll down and click "Book Now" next to the October 29 sailing date.) That's the lowest price we could find for such a cruise by $51. This roundtrip cruise aboard the Carnival Victory departs from Miami, FL, on October 29. Book this travel deal by September 30.

BookIt via Dunhill Travel offers a 5-Night Stay at the All-Inclusive Moon Palace Jamaica in Ocho Rios, Jamaica in for $2,063.98. (It's the first offer on the landing page; we found this rate on September 2.) That's the best price we could find for a 5-night stay at this property by $50. This 5-star luxury resort has an Expedia rating of 88% based on 329 reviews. Book this travel deal by August 12 for stays through December 19.

BookIt via ShermansTravel offers 5-Night Stays for Two at the All-Inclusive Hotel Xcaret Mexico in Cancun, Mexico, with prices starting at $2,725 via coupon code "RESORT50". (It's the first offer on the landing page; we found this rate on October 7.) At $545 per night, that's the lowest price we could find by $50. This 4-star resort opened in December 2017 and has an Expedia rating of 94% based on 209 reviews. Additional taxes and fees apply. Book this travel deal by July 20 for stays from August 26 through December 15.

CheapCaribbean via ShermansTravel offers InterContinental San Juan 4-Night Flight and Hotel Vacation for two in San Juan, Puerto Rico, with prices starting at $1,081.98. This price is based on departure on June 3 from Fort Lauderdale, FL, (FLL) with arrival in San Juan, Puerto Rico (SJU); other departure cities are available at an additional cost. That's the lowest price we could find by $35. This 4-star hotel has an Expedia rating of 86% based on 2,051 reviews. Book this travel deal by December 2 for travel from May 20 through December 16.

BookIt via ShermansTravel offers 5-Night Stays for Two at the All-Inclusive Pueblo Bonito Pacifica Resort & Spa in Los Cabos, Mexico, with prices starting at $2,128.34 via coupon code "RESORT50". (We found this rate on October 7.) At $426 per night, that's the lowest price we could find today by $59. This 4.5-star resort has an Expedia rating of 86% based on 1,536 reviews. Book this travel deal by July 20 for stays from August 12 through December 20.

Bookit offers 5-Night Stays for Two at the All-Inclusive Secrets St. James Montego Bay, in Montego Bay, Jamaica, with prices starting from $1,993.32, as provided by Dunhill Travel. (It's the first offer on the landing page; we found this rate on August 5.) That's the lowest price we could find by $20. This 5-star resort has an Expedia rating of 86% based on 1,004 reviews. Book this travel deal by December 17 for stays from June 30 through December 17.