Sign In

Best Roundtrip Caribbean Vacation Packages & Travel Deals

   

Price

$
  to  $
  

Category

Destination

Fare

Amenities

Last Minute

Expired Deals

Helpful Links

sort by: hotness
Showing 1 - 20 out of 23 matches for Roundtrip Trips and Caribbean Vacation Packages Travel deals
NCL 4Nt Jamaica Cruise in November from $558 for 2

NCL 4Nt Jamaica Cruise in November

hotness: 3/5
from $558 for 2
Shop Now
Vacations to Go offers a Norwegian Cruise Line 4-Night Jamaica Cruise for Two with prices starting from $558. That's a savings of $560 and the best price we could find for any such cruise this year. This roundtrip Caribbean cruise aboard the Norwegian Pearl departs from Miami, FL, on November 13 with one stop in Ocho Rios, Jamaica. Book this travel deal by September 3.
JetBlue Fares to the Caribbean from $103 Roundtrip

JetBlue Fares to the Caribbean

hotness: 3/5
from $103 Roundtrip
Shop Now
JetBlue via ShermansTravel offers select JetBlue Roundtrip Fares to the Caribbean with prices starting at $103.30. (On the ShermansTravel page, click on "JetBlue.com" in the main paragraph to see this rate.) That's the lowest price we could find by at least $10. This price is valid on flights departing from Fort Lauderdale, FL, (FLL) with arrival in Aguadilla, Puerto Rico, (BQN) on September 11 and return on September 18. Book this travel deal by August 31 for travel through October 15.

All prices, dates, and booking details were valid at the time of publication.
RCCL 5Nt Western Caribbean Cruise w/ $50 GC from $378 for 2

RCCL 5Nt Western Caribbean Cruise w/ $50 GC

hotness: 3/5
from $378 for 2
Shop Now
Cruise.com offers a Royal Caribbean 5-Night Western Caribbean Cruise for Two, bundled with $50 Onboard Credit with prices starting from $378, via the directions below, as provided by ShermansCruise. That's $78 under our mention from two weeks ago and an all-time low for any 5-night cruise. It's also the lowest price we could find by $78. This roundtrip cruise aboard the Empress of the Seas departs on September 26 from Miami, FL, with stops in Key West, FL, and Cozumel, Mexico. Book this travel deal by September 20. To get this offer:
  1. On the top offer on the page, click on "See All Rates"
  2. on the popup page, select the "Cruise.com" tab
  3. click on "Get Started"
  4. it's the second offer on the following page
7Nt All-Incl. Mexico Flight & Hotel Vacation from $1,558 for 2

7Nt All-Incl. Mexico Flight & Hotel Vacation

hotness: 3/5
from $1,558 for 2
Shop Now
Apple Vacations offers an All-Inclusive Dreams Villamagna Nuevo Vallarta 7-Night Flight and Hotel Package for Two in Nuevo Vallarta, Mexico, bundled with Roundtrip Transfers with prices starting at $1,558.02, as seen on Travelzoo. (It's the third offer on the top row.) That's the lowest current rate we could find for this package by $200. This price is based on departure from Chicago, IL, (ORD) with arrival in Puerto Vallarta, Mexico, (PVR) on September 24; other departure cities are available for an additional cost. This 4-star hotel has an Expedia rating of 79% based on 528 reviews. Some dates may be excluded and additional fees may apply. Book this travel deal by August 31 for vacations from August 27 through September 24. *
Delta Flights to Caribbean, Latin America from $294 roundtrip

Delta Flights to Caribbean, Latin America

hotness: 3/5
from $294 roundtrip
Shop Now
Delta Air Lines via DealBase offers select Delta Air Lines Roundtrip Flights to the Caribbean and Latin America with prices starting at $293.60. (On the DealBase landing page, click on "Delta Airlines" in the top line to see this sale.) That's the lowest price we could find for select routes by at least $15. This price is valid on flights departing on November 10 from Los Angeles, CA, (LAX) with arrival in Guadalajara, Mexico, (GDL) and return on November 17. Discounted routes in this sale include Atlanta, GA (ATL) to Bermuda (BDA), Atlanta, GA (ATL) to Rio de Janeiro, Brazil (GIG), and New York, NY (JFK) to Santo Domingo, Dominican Republic (SDQ). Book this travel deal by August 29 for travel from November 1, 2016, through February 1, 2017.

All prices, dates, and booking details were valid at the time of publication.
Carnival 6Nt East Caribbean Cruise in October from $758 for 2

Carnival 6Nt East Caribbean Cruise in October

hotness: 3/5
from $758 for 2
Shop Now
Vacations to Go offers a Carnival Cruises 6-Night Eastern Caribbean Cruise for Two with prices from $758. That's the lowest price we could find for any such October cruise by $100. This roundtrip cruise aboard the Carnival Conquest departs from Ft. Lauderdale, FL, on October 23 and stops in Half Moon Cay, Bahamas; Amber Cove, Dominican Republic; and Grand Turk, Turks and Caicos Islands. Additional fees may apply. Book this travel deal by September 1.
Disney 3Nt Bahamas Cruise w/ $25 GC from $1,110 for 2

Disney 3Nt Bahamas Cruise w/ $25 GC

hotness: 3/5
from $1,110 for 2
Shop Now
CruiseDirect offers a Disney Cruise Line 3-Night Bahamas Cruise for two bundled with $25 Onboard Credit with prices starting from $1,109.86. (It's the top offer on the page; scroll down to find this date.) That's $101 under our July mention and the best price we've seen since March. It's also the lowest price we could find by $158, excluding the credit. This roundtrip cruise aboard the Disney Dream departs from Port Canaveral, FL, on January 20, 2017 and includes stops in Nassau and Castaway Cay, the Bahamas. Additional fees may apply.
NCL 4Nt Lst Minute Bahamas Cruise w/ Drinks from $558 for 2

NCL 4Nt Lst Minute Bahamas Cruise w/ Drinks

hotness: 3/5
from $558 for 2
Shop Now
Vacations to Go offers a Norwegian Cruise Line 4-Night Bahamas Cruise for Two bundled with an Unlimited Drinks Package for Two with prices starting from $558. That's the lowest price we could find for any such last minute cruise by $40. The Unlimited Drinks Package includes soft drinks, beer, wine, and premium spirits. This roundtrip cruise aboard the Norwegian Sky departs from Miami, FL, on August 29 and includes stops in the Grand Bahamas Island and Nassau, Bahamas. Additional fees and blackout dates may apply. Book this travel deal by September 1.
Carnival 7Nt Western Caribbean Cruise in Nov from $818 for 2

Carnival 7Nt Western Caribbean Cruise in Nov

hotness: 2/5
from $818 for 2
Shop Now
Vacations to Go offers a Carnival Cruise 7-Night Western Caribbean Cruise for Two with prices starting at $818. (If prompted, sign up for the free newsletter to see this deal.) That's the lowest price we could find for any such November cruise by $80. This roundtrip cruise aboard the Carnival Freedom departs from Galveston, TX, on November 12 with stops in Cozumel, Mexico; Belize City, Belize; and Roatan, Honduras. This travel deal ends September 3.
Carnival 4Nt Caribbean Cruise in October from $518 for 2

Carnival 4Nt Caribbean Cruise in October

hotness: 2/5
from $518 for 2
Shop Now
Vacations to Go offers a Carnival Cruise 4-Night Western Caribbean Cruise for Two with prices starting at $518. That's the lowest price we could find by $160. This roundtrip cruise aboard the Carnival Sensation departs from Miami, FL, on October 6 with stops in Key West, FL, and Cozumel, Mexico. Additional fees and taxes apply. This travel deal ends September 3.
Carnival 3Nt Bahamas Cruise in December from $388 for 2

Carnival 3Nt Bahamas Cruise in December

hotness: 2/5
from $388 for 2
Shop Now
Cruise.com offers a Carnival Cruise 3-Night Bahamas Cruise for Two with prices starting at $388 via the directions below, as provided by ShermansCruise. That's the lowest price we could find by $60. This roundtrip cruise aboard the Carnival Victory departs from Miami, FL, on December 9 with one 2-day stop in Nassau, Bahamas. This travel deal ends September 24. To get this deal:
  1. On the top offer on the page, click on "See All Rates"
  2. on the popup page, select the "Cruise.com" tab
  3. click on "Get Started"
  4. it's the top offer on the following page
7Nt All-Inc. Mexico Flight & Hotel Vacation from $1,918 for 2

7Nt All-Inc. Mexico Flight & Hotel Vacation

hotness: 2/5
from $1,918 for 2
Shop Now
Apple Vacations offers an All-Inclusive Now Jade Riviera Cancun 7-Night Flight and Hotel Vacation for two in Riviera Maya, Mexico, bundled with Roundtrip Transfers with prices starting at $1,918.02, as seen on Travelzoo. (It's the first offer on the top row.) That's the lowest price we could find for this vacation by $505. This price is based on departure from Philadelphia, PA, (PHL) with arrival in Cancun, Mexico, (CUN) on September 20; other departure cities are available for an additional cost. This 4-star hotel has an Expedia rating of 85% based on 801 reviews and TripAdvisor ranks it #10 out of 26 hotels in Puerto Morelos. Book this travel deal by August 31 for travel through October 12. *
7Nt All-Inclusive Mexico Flight & Hotel Pkg from $1,820 for 2

7Nt All-Inclusive Mexico Flight & Hotel Pkg

hotness: 2/5
from $1,820 for 2
Shop Now
Apple Vacations offers a All-Inclusive Dreams Los Cabos Suites Golf Resort 7-Night Flight and Hotel Vacation for Two in San Jose del Cabos, Mexico, bundled with Roundtrip Transfers with prices starting from $1,820.48, as seen on Travelzoo. (It's the first offer on the second row.) That's the lowest price we could find for this package by $2,570. This price is based on departure on December 19 from Orange County, CA, (SNA) with arrival in San Jose del Cabo, Mexico (SJD); other departure cities are available for an additional cost. This 4-star hotel has an Expedia rating of 89% based on 891 reviews and received the TripAdvisor Certificate of Excellence. Book this travel deal by August 31 for travel through December 31. *
HAL 10Nt Panama Cruise w/ $75 Credit from $1,938 for 2

HAL 10Nt Panama Cruise w/ $75 Credit

hotness: 2/5
from $1,938 for 2
Shop Now
Cruise.com offers a Holland America Line 10-Night Panama Canal Cruise for two bundled with $75 onboard credit with prices starting at $1,938, as provided by ShermansCruise. That's the lowest price we could find by $740, excluding the credit. This roundtrip cruise aboard the ms Zuiderdam departs from Fort Lauderdale, FL, on February 5, 2015 with stops in Half Moon Cay, Bahamas; Oranjestad, Aruba; Willemstad, Curacao; Lake Gatun, Panama (scenic cruising); Panama Canal, Panama; Colon, Panama; and Puerto Limon, Costa Rica. Book this travel deal by September 23. To get this deal:
  • On the top offer on the page, click on "Select" under the Inside Cabin option
  • on the popup page, select the "Cruise.com" tab
  • click on "Get Started"
  • it's the top offer on the following page
NCL 7Nt Eastern Caribbean Cruise from $998 for 2

NCL 7Nt Eastern Caribbean Cruise

hotness: 2/5
from $998 for 2
Shop Now
Vacations to Go offers a Norwegian Cruise Line 7-Night Eastern Caribbean Cruise for Two, with prices starting from $998. (If prompted, sign up for the free newsletter to see this deal.) That's $100 under our July mention and the lowest price we could find for a comparable fall cruise by $100. This roundtrip cruise aboard the Norwegian Escape departs on September 3 from Miami, FL, and includes stops in St. Thomas, U.S.V.I.; Tortola, British Virgin Islands; and Nassau, the Bahamas. Book this travel deal by September 1.
Carnival 7Nt Bahamas Cruise from Baltimore from $978 for 2

Carnival 7Nt Bahamas Cruise from Baltimore

hotness: 2/5
from $978 for 2
Shop Now
Vacations to Go offers a Carnival Cruise 7-Night Bahamas Cruise for Two bundled with $50 Onboard Credit with prices starting at $978. Assuming you use the credit, that's the lowest price we could find for any such cruise by $50. This roundtrip cruise aboard the Carnival Pride departs from Baltimore, MD, on October 30 with stops in Port Canaveral, FL; Nassau, Bahamas; and Freeport, Bahamas. Additional fees may apply. Book this travel deal by September 1.
American Airlines Fares to Mexico from $353 roundtrip

American Airlines Fares to Mexico

hotness: 2/5
from $353 roundtrip
Shop Now
ShermansTravel offers select American Airlines Roundtrip Fares to Mexico from select cities in the U.S. with prices starting at $352.92. (On the ShermansTravel landing page, click on "AA.com" in the main paragraph to see this deal.) That's the lowest price we could find for select routes by at least $7. This price is valid on flights departing from Dallas, TX, (DFW) with arrival in Cancun, Mexico, (CUN) on September 25 and return on October 2. Book this travel deal by August 31 for travel from September 1 through October 31.

All prices, dates, and booking details were valid at the time of publication.
Carnival 6Nt Western Caribbean Cruise from $798 for 2

Carnival 6Nt Western Caribbean Cruise

hotness: 2/5
from $798 for 2
Shop Now
Vacations to Go offers a Carnival Cruise 6-Night Western Caribbean Cruise for Two with prices starting at $798. That's the lowest price we could find for any such October cruise by $80. This roundtrip cruise aboard the Carnival Splendor departs from Miami, FL, on October 16 with stops in Ocho Rios, Jamaica; Grand Cayman, Cayman Islands; and Cozumel, Mexico. Additional fees may apply. Book this travel deal by August 31.
RCCL 5Nt Western Caribbean Cruise in October from $456 for 2

RCCL 5Nt Western Caribbean Cruise in October

hotness: 2/5
from $456 for 2
Shop Now
Cruise.com offers a Royal Caribbean 5-Night Western Caribbean Cruise for Two, with prices starting from $456, via the directions below, as provided by ShermansCruise. That's the lowest price we could find by $80 and the second-best price we've seen for any 5-night Caribbean cruise in the last year. (For further comparison, we saw it for $8 less last week, since expired.) This roundtrip cruise aboard the Empress of the Seas departs on October 1 from Miami, FL, with stops in Key West, FL, and Cozumel, Mexico. Book this travel deal by August 31. To get this offer:
  1. On the second offer on the page, click on "Select" under the Inside Cabin option
  2. on the popup page, select the "Cruise.com" tab
  3. click on "Get Started"
  4. it's the third offer on the following page
Carnival 4Nt Caribbean Cruise in September from $458 for 2

Carnival 4Nt Caribbean Cruise in September

hotness: 2/5
from $458 for 2
Shop Now
Vacations to Go offers a Carnival Cruise 4-Night Western Caribbean Cruise for Two with prices starting at $458. That's the lowest price we could find for any such Carnival cruise in September by at least $60. This roundtrip cruise aboard the Carnival Fantasy departs from Miami, FL, on September 26 with stops in Key West, FL, and Cozumel, Mexico. Additional fees and taxes apply. This travel deal ends September 1.
〈 PREV   1    

Don't miss a single chance to save. Here are more Travel & Entertainment discounts.