Best Caribbean Vacation Packages & Travel Deals

Book a flight & hotel package to Hawaii, Mexico, or the Caribbean and use coupon code "MARCHSEMIANNUAL250" to save up to $250. (The coupon will take $150 off bookings of $500, $200 off bookings over $1,000, and the full $250 off vacations of $1,500 or more.)

Alternatively, use code "MARCHSEMIANNUAL125" to save up to $125 on flight & hotel bundles to US destinations like Las Vegas and Orlando.

Book this travel deal by April 7 for travel through November 1. Some exclusions and blackout dates apply. Shop Now at Southwest Vacations

Fly from Chicago (MCO) at this price and stay at this luxury adults-only beachfront property. The 4.5-star Bahia Principe Luxury Runaway Bay has an Expedia rating of 84% based on 2,467 reviews. Book this travel deal by March 31.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals.  Buy Now at All Inclusive Outlet

Get away to the Azul Beach Resort, with flights from Florida starting from just $979. This family-friendly 5-star resort includes three swim up bars, pools, nine restaurants, and more. Book this travel deal by March 31.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals.  Buy Now at All Inclusive Outlet

Save $426 on this luxury flight & resort bundle in Puna Cana, Dominican Republic. The 5-star All-Inclusive Secrets Cap Cana has an Expedia rating of 92% based on 989 reviews. Book this travel deal by March 31. Prices vary based on departure city and date.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals.  Buy Now at CheapCaribbean

This unique sailing aboard the Zaandam departs from San Diego, CA on April 26 and first heads down the Mexican Riviera, with stops in Cabo san Lucas, Mazatlan, and Puerto Vallarta Mexico, before heading north along the Pacific Coast, stopping in San Diego and Avalon, CA and debarking in Vancouver, Canada. Book this travel deal by February 28.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals. 
Buy Now at Holland America Line

Save $418 on this flight & beachfront all-inclusive package. The 5-star Dreams Vallarta Bay Resort & Spa in Puerto Vallarta, Mexico, has an Expedia rating of 82% based on 1,005 reviews. Book this travel deal by March 31; prices will vary on departure date and city.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals.  Buy Now at CheapCaribbean

Save $560 on this early November cruise. This roundtrip cruise aboard the Regal Princess departs from Galveston, TX on November 3. It includes stops in Costa Maya, Mexico; Roatan, Honduras; and Cozumel, TX. Book this travel deal by August 31. Buy Now at ShermansTravel

Save on stays at this beachfront property in Las Terranas, Dominican Republic. Book this travel deal by March 31 for stays through April 2, 2026.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals.  Shop Now at Dunhill Travel

This roundtrip cruise aboard the Queen Elizabeth departs on October 28 and includes stops in Amber Cove, Dominican Republic; Montego Bay, Jamaica; Belize City, Belize; and Cozumel, Mexico. Book this travel deal by March 31.

Start planning your 2025 summer vacations with all of our top travel deals.  Buy Now at Cunard

Set sail aboard the Gradeur of the Seas from Tampa, FL, on June 28, and enjoy stops in Bimini, Cococay, Nassau, and Key West. Book this travel deal by March 14.

Start planning your 2025 spring travel and summer vacations with all of our top travel deals.  Buy Now at Dunhill Travel

Shop all the travel deals to Jamaica from JetBlue Vacations, Expedia, American Airlines, Vacation Express, and more - plus shop your flights with deals from Spirit, Frontier Airlines, and Southwest Airlines. Book these travel deals by March 31.

Satisfy your wanderlust - and your wallet - by taking a look at all our top travel deals.  Shop Now at Visit Jamaica