Best Caribbean Vacation Packages & Travel Deals

CheapCaribbean via ShermansTravel offers an All-Inclusive Melia Caribe Tropical 4-Night Flight and Hotel Package for two in Punta Cana, Dominican Republic, with prices starting at $1,292.70. That's the lowest price we could find by $79. This price is based on departure from Miami, FL (MIA) with arrival in Punta Cana, Dominican Republic, (PUJ) on May 12; other departure cities are available for an additional cost. Book this travel deal May 1 for travel through August 17.

BookIt via ShermansTravel offers a 5-Night Stay at the All-Inclusive Reflect Krystal Grand Los Cabos in San Jose del Cabo, Mexico in for $1,070. (It's the first offer on the landing page; we found this rate on September 8.) That's the best price we could find for a 5-night stay at this property by $1,080. This has an Expedia rating of 72% based on 99 reviews. Book this travel deal by April 22 for stays from August 18 through October 25.

Cruise.com via ShermansCruise offers a Royal Caribbean 5-Night Bahamas Cruise for Two, with prices starting from $602. (On the ShermansTravel landing page, scroll down and click "Book Now" next to the November 20 sailing date.) That's the lowest price we could find by $20. This roundtrip cruise aboard the Enchantment of the Seas departs on November 20 from Galveston, TX. Additional fees may apply. Book this travel deal by April 30.

Cruise.com via ShermansTravel offers a Norwegian Cruise Line 3-Night Bahamas Cruise for Two, with prices starting from $438. (On the ShermansCruise landing page, scroll down and click "Book Now" next to the May 5 sailing date.) That's the lowest price we could find for such a cruise next month by $200. Additional fees and taxes may apply. This roundtrip cruise aboard the Norwegian Dawn departs on May 5 from Miami, FL. Book this travel deal by April 30.

CheapCaribbean via ShermansTravel offers an All-Inclusive Ventus at Marina El Cid Resort 4-Night Flight and Hotel Vacation for two in Puerto Morelos, Mexico, with prices starting from $1,268.64. That's the lowest price we could find by $406. This 4-star Puerto Morelos hotel has an Expedia rating of 82% based on 22 reviews. Book this travel deal by June 15 for travel from April 27 through July 6.

CheapCaribbean via ShermansTravel offers a Grand Palladium Colonial Resort and Spa 4-Night Flight and Hotel Vacation for two in Riviera Maya, Mexico, with prices starting from $1,113.68. That's the lowest price we could find for this package by $73. This price is based on departure on May 6 from Fort Lauderdale, FL, (FLL) with arrival in Cancun, Mexico, (CUN); other departure cities are available for an additional cost. This 4-star resort has an Expedia rating of 74% based on 629 reviews. Book this travel deal by April 21 for travel from February 24 for travel through April 21.