Set sail aboard MSC Grandiosa on this 7-night roundtrip Caribbean cruise from Port Canaveral (Orlando), departing March 6, 2027. Enjoy an oceanview balcony stateroom as you visit Nassau in the Bahamas, Ocean Cay MSC Marine Reserve, Cozumel, and Costa Maya in Mexico. Onboard, enjoy Broadway-style entertainment, an indoor promenade, and a water park with three twisting slides. Book by November 1, 2026.

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Escape to TRS Yucatan Hotel, a 5-star, adults-only, all-inclusive resort in Mexico's Riviera Maya. This 4-night vacation includes roundtrip airfare from select U.S. cities, with packages starting at $799 per person from Atlanta. Enjoy an all-suite resort with three private pools, personalized butler service, and access to facilities at neighboring Grand Palladium resorts. Travel is available through September 30, 2027. Book this travel deal by October 28, 2026.

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Enjoy a 4-night getaway to Iberostar Selection Riviera Cancun, a 4.5-star, all-inclusive, all-suite resort in Mexico's Riviera Maya. Packages start at $669 per person with roundtrip airfare from Atlanta, Cleveland, or St. Louis. The beachfront resort features 444 suites, five swimming pools, and a variety of dining options. Travel is available through September 30, 2027. Book this travel deal by October 28, 2026.

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Escape to the adults-only El Dorado Seaside Palms, a 4.5-star all-inclusive resort on Mexico's Riviera Maya. This 4-night vacation includes roundtrip airfare from select U.S. cities, airport transfers, gourmet dining, and the resort's More Inclusive program. Packages start at $649 per person from New Orleans, with departures available from other cities at varying prices. Travel is available through September 30, 2027. Book this travel deal by October 28, 2026.

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Sail aboard the Star Princess on a 7-night Western Caribbean cruise departing Fort Lauderdale, Florida, on February 27, 2027. Visit Belize City, Belize; Roatan, Honduras; and Cozumel, Mexico, with three days at sea before returning to Fort Lauderdale on March 6. Interior stateroom fares start at $909 per person, including taxes and fees. Book this travel deal by October 31, 2026.

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Set sail aboard the Star Princess on a 7-night Mexican Riviera cruise departing Los Angeles on April 19, 2027. Visit Mazatlan and Cabo San Lucas, Mexico, and enjoy four days at sea before returning to Los Angeles on April 26. Oceanview stateroom fares start at $1,269 per person, including taxes and fees. Book this travel deal by October 31, 2026.

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Set sail aboard Princess Cruises' Sun Princess on this 7-night Western Caribbean voyage departing from Fort Lauderdale, Florida, on February 21, 2027. Explore Roatán, Honduras, Cozumel, Mexico, and Celebration Key in the Bahamas. Enjoy three relaxing days at sea, onboard dining, entertainment, and ocean views before returning to Fort Lauderdale on February 28. Book this travel deal by October 31, 2026.

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Escape to Hawaii aboard Princess Cruises' Ruby Princess on this 16-night round-trip cruise from San Francisco, departing February 28, 2027. Visit four Hawaiian islands, with stops in Hilo on the Big Island, Honolulu on Oahu, Nawiliwili on Kauai, and Kona on the Big Island. Enjoy opportunities to discover volcanic landscapes, tropical beaches, and island culture before stopping in Ensenada, Mexico, and returning to San Francisco on March 16. Interior cabins start at $1,424 per person, with up to 45% off select fares. Book this travel deal by October 31, 2026.

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Sail roundtrip from Orlando (Port Canaveral), Florida, aboard Norwegian Cruise Line's Norwegian Getaway on this 5-night Western Caribbean cruise. Visit Cozumel, Mexico, and Great Stirrup Cay, Norwegian's private island in the Bahamas, with two days at sea to enjoy the ship's dining, entertainment, and activities. Book this travel deal by October 31, 2026.

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Set sail from Miami aboard Norwegian Aqua on a 7-night Caribbean cruise with stops in Puerto Plata, Dominican Republic; St. Thomas, U.S. Virgin Islands; Tortola, British Virgin Islands; and Great Stirrup Cay, Norwegian's private island in the Bahamas. Enjoy two days at sea exploring the ship's attractions, including the Aqua Slidecoaster, a 10-story dry slide, and infinity hot tubs. The fare includes taxes, fees, and port expenses. Book this cruise by October 31, 2026.

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Escape to Mexico's Riviera Maya with a 4-night all-inclusive stay at the 5-star Grand Sirenis Riviera Maya Resort & Spa, including round-trip airfare. Set along a beautiful stretch of Caribbean coastline, this family-friendly resort offers spacious accommodations, multiple dining options, swimming pools, and activities for all ages. Enjoy unlimited food and drinks, relax on the beach, or take advantage of the resort's recreational activities. Travel is available through September 30, 2027. Book this travel deal by October 31, 2026.

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Sail roundtrip from Orlando (Port Canaveral) aboard Norwegian Epic on this seven-night Caribbean cruise. Visit Puerto Plata in the Dominican Republic, St. Thomas in the U.S. Virgin Islands, and Tortola in the British Virgin Islands before enjoying a beach day at Norwegian's private island, Great Stirrup Cay, in the Bahamas. The ship features waterslides, an Aqua Park, live entertainment, and a variety of dining options. Taxes, fees, and port expenses are included in the fare. Book this travel deal by October 31, 2026.

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Book a flight and cruise package through JetBlue Vacations with deposits starting at just $50 per person. Choose a 3-day round-trip Bahamas cruise from Miami on Norwegian Getaway from $521 per person, or a 3-night Bahamas & Perfect Day sailing on Wonder of the Seas from $615 per person. Packages include a free inflight alcoholic beverage, a free carry-on bag, and earlier boarding, plus six TrueBlue points per dollar spent on JetBlue airfare and one point per dollar on cruise fare. A price match guarantee and Plane to Port Commitment are also included. Book by November 13.

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Get all inclusive vacations to Mexico for under $125 at Kayak. This offer ends December 31, 2026. Buy Now at KAYAK

Enjoy roundtrip flights to San Juan, Puerto Rico from as low as $320 when you book through Kayak. This offer is valid through December 31, 2026. Buy Now at KAYAK

Book your next cruise through Priceline and you could getaway for less than $399 to locations like the western Caribbean, the Bahamas, Key West, and more. You'll also be able to take advantage of bonus perks like a $50 cruise reward for cardmembers, up to $2,000 to spend on board, and the ability to book with for as low as $25 due that day. Note that some exclusions may apply but the good news is that many of these deals have a wide variety of sailing dates so it should be easier to find something to fit your schedule. This offer ends December 31, 2026. Buy Now at Priceline

Book Cancun, Mexico hotel stays through Priceline for as low as $5 per night. Note that some exclusions may apply and prices can vary based on hotel choice and booking dates. This offer is valid through December 31, 2026. Buy Now at Priceline

Save big on hotels, resorts, and private homes in Puerto Rico when you book your next vacation through Priceline. This offer ends December 31, 2026. Shop Now at Priceline

Book flights to Mexico through Priceline with prices starting as low as $202. This offer is valid through December 31, 2026. Buy Now at Priceline

Book your next flight to Jamaica or the Dominican Republic through Priceline with prices starting as low as $230. Note that some exclusions may apply and prices can vary based on airport choice and booking dates. This deal expires December 31, 2026. Buy Now at Priceline