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Cue the confetti and pop the champagne–CheapCaribbean is officially 25! We can hardly believe we’ve been in the beach business for a quarter of a century, but who doesn’t love some Y2K nostalgia? Grab your flip-flops, we’re taking a nostalgic trip down memory lane.

Our Beachy Beginnings

Back in the day, great deals didn’t just magically appear on our website. Nope, our small team rolled up our sleeves, packed our sunscreen, and flew to the destinations ourselves. Our amazing reps hit the beach running, building relationships with resorts and negotiating the best deals for our budget-savvy customers.

Fast-forward to today, and while technology makes things a little easier, our commitment to fostering connections with destinations and resorts is still as strong as a shot of tequila. Our website and team have grown significantly, but we’ll always prioritize our relationships, one beach at a time.

The Tech Glow-Up

Speaking of technology, boy, have we made some strides! We were ahead of the game for the early 2000s, but long are the days of manually loading deals and handling bookings via email. Our customers can now use the latest technologies to browse deals and book their beach vacays within a matter of a few clicks.

Don’t just take our word for it–use the Budget Beach Finder™ to search across ALL destinations, ALL at once, or ask Shelly, our new AI assistant, to help you plan your next vacay! Try explaining THAT to your 2000’s self.

MORE Fabulous with Age

If you knew us back in the 2000s, then you’ve seen us get a full brand makeover. In 2015, we waved farewell to our O.G. logo and blue and yellow colors. The flamingo pink and Caribbean blue suits us better, don’t you think?

In 2016, we launched our Noble Beach Prize awards program, a one-of-a-kind travel industry award that honors resorts for going above and beyond. In 2023, we got even MORE creative, turning to beach-strology to create Cosmic Caribbean vacations based on customers’ star signs.

Just like a bottle of champagne, CheapCaribbean just keeps getting better as the years go on. Let’s raise a glass to 25 MORE years of amazing relationships, all-inclusive deals and epic beach vacays!

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