Best Vacation Packages & Travel Deals to Caribbean with Discount All-Inclusive

CheapCaribbean offers an All-Inclusive Grand Bahia Principe 4-Night Flight and Hotel Package for Two in Runaway Bay, Jamaica, with prices starting at $1,196.84, as seen on Travelzoo. (Click on the top photo to book this deal; then choose "Travel Dates 8/25 - 10/30" on the right column to see these rates.) That's the lowest current rate we could find for this package by $175. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Montego Bay, Jamaica, (MBJ) on September 8; other departing cities are available for an additional cost. Some dates may be excluded and additional fees may apply. Book this travel deal by May 28 for travel August 25 through October 30.

CheapCaribbean offers an All-Inclusive Catalonia Riviera Maya 4-Night Flight and Hotel Package for Two in Riviera Maya, Mexico, with prices starting at $882.96, as provided by ShermansTravel. (Click on the top photo to book this deal.) That's $248 under our January mention and the cheapest 4-night Riviera Maya vacation we've listed. It's also a current low for this package by $201. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Cancun, Mexico, (CUN) on September 10; other departing cities are available for an additional cost. Some dates may be excluded and additional fees may apply. Book this travel deal by May 28 for travel September 1 through October 31.

CheapCaribbean offers an All-Inclusive Catalonia La Romana 4-Night Flight and Hotel Package for Two in La Romana, Dominican Republic, with prices starting at $852, as seen on Travelzoo. (Click on the top photo to book this deal; then choose "Travel Dates 9/1 - 10/31" on the right column to see these rates.) That's second-lowest rate we've seen for a 4-night, all-inclusive Dominican Republic vacation for two. It's also a current low for this package by $957. This price is based on departure from Fort Lauderdale, FL, (FLL) with arrival in Santo Domingo, Dominican Republic, (SDQ) on September 10; other departing cities are available for an additional cost. Some dates may be excluded and additional fees may apply. Book this travel deal by May 28 for travel September 1 through October 31.

CheapCaribbean offers stays for two at the All-Inclusive Natura Park Eco Resort & Spa in Punta Cana, Dominican Republic, with prices starting at $90.30 per night, as provided by Dunhill Travel. (Click on the top photo to book this deal.) That's $8 under our April mention and the lowest current nightly rate we could find for an all-inclusive stay for two at this hotel by $152. Blackout dates and additional fees may apply. Book this travel deal by May 27 for stays through June 30.

American Express Travel offers an All-Inclusive Now Jade Riviera Cancun 3-Night Flight and Hotel Package for Two in Riviera Maya, Mexico, bundled with a $200 resort credit with prices starting at $1,712.76, as provided by ShermansTravel. (Click on "check availability" next to "Now Jade Riviera" and use the right drop down menus on the resulting page to book this deal.) That's the lowest current rate we could find for this vacation by $319. This price is based on departure from Miami, FL, (MIA) with arrival in Cancun, Mexico, (CUN) on July 14; other departing cities are available for an additional cost. Some dates may be excluded and additional fees may apply. Book this travel deal by May 31 for travel through December 22.