Our Company

Welcome to CheapCaribbean.com! As THE Beach Vacation Experts, we are dedicated to providing you with insider's information, reviews, photography and tips to help you find the best hotels and destinations on the shore. And while our customers dig our online deals, we offer so much more, from top-notch customer service to exclusive travel advice that you just won't get anywhere else.
Why book with us When you call one of our U.S.-based call centers, you'll speak with a pro – a Beach Vacation Expert, that is – who can answer your questions and knows the hottest deals available right now. So what are you waiting for? Let us help you create that trip you've always imagined!
We give back to our communities We team up with local and national charities, such as Make-A-Wish®. CheapCaribbean.com matches customer donations, and one hundred percent of all funds raised will benefit Make-A-Wish, with a minimum guaranteed donation of $50,000.
We're growing strong We’re named one of Inc. Magazine's Top 5000 Fastest Growing Private Companies in America in 2013. One of the fastest growing e-commerce vacation companies in the U.S. with sales projected to exceed $600 million this year. In August 2013, CheapCaribbean.com was acquired by Apple Leisure Group (ALG) and continues to operate as a separate, wholly owned entity.
Steve Dumaine, President of CheapCaribbean.com Driven by a personal passion for excellence and the strategic grit to achieve it, Steve Dumaine approaches his role as President of CheapCaribbean.com with an eye for innovation and growth. His global experience runs the gamut of travel and leisure services, and his reputation in the industry as a seasoned, technology-focused executive serves to position CheapCaribbean.com – The Beach Vacation Experts – for continued growth. See more...

Dumaine, who joins CheapCaribbean.com after leadership stints at Travelocity, Expedia and Sabre, brings with him a breadth of industry knowledge and capabilities, including product development, marketing, technology strategy, supply chain management and operational wisdom. As Chief Strategy, Technology & Operations Officer at Travelocity, Dumaine led the company´s global strategy, and product and innovation initiatives with a focus on user experience and consumer shopping habits.

Prior to Travelocity, Dumaine supported strategic business initiatives at Expedia and Hotels.com through a series of senior-level positions, from Director of Business Development to the Vice President & General Manager of Global Customer Operations at Hotels.com Worldwide. While with Hotels.com, he managed million-dollar budgets and led teams of individuals toward high-performance, company-wide business success. Before his roles at Expedia and Hotels.com, Dumaine held additional senior positions at Sabre Holdings and Booz Allen Hamilton.

He received his Bachelor of Science in Industrial Engineering from Texas A&M University before graduating with an MBA from the University of Pennsylvania´s Wharton School of Business. He is also a United States veteran, having served as first lieutenant in the United States Army and National Guard. See less...
We have offices across America With offices in Dallas, Phoenix and Philadelphia, we've served more than 1.5 million customers in the past 13 years. We are committed to bringing our customers the best deals in beach travel to the caribbean and Mexico.
  • Dallas, TX
  • Phoenix, AZ
  • Philadelphia, PA
We are the best in the business. We are unique in that we offer the convenience of online booking in combination with our renowned customer care centers. We are also known to be a good partner that people like to work with. We treat our associates with respect and believe that you can have fun while you work.
Social Sandbox Here's what is being said about #CheapCaribbean

We live and breathe service

While others talk the talk, at CheapCaribbean.com, we walk it! Our highly-trained Beach Vacation Experts are available to you before, during and after your trip. Call us for free anytime between 5 a.m. to 3 a.m., seven days a week (EST), at 1-800-915-2322.

We work while you relax

Not only do we help you plan your worry-free dream vacation, but we'll continue to be your travel advocate throughout your trip – and afterwards, too.

We stand behind our name with a best-rate guarantee

If you find a lower-priced vacation package on another U.S.-based travel website, we'll beat that price AND give you a $150 credit toward your next vacation with us.

We allow split payments

You can make a reservation deposit for as little as $25, and the final payment for the rest of the vacation package (including airfare, hotel, transfers, etc.) isn't due until 21 days before departure. The balance goes on the same credit card as the deposit, for extra leeway should you need to pay upon return.

We rate our resorts

Our team has stayed at and has reviewed all of the resorts listed on our site, and we're not afraid to say what we think. This Sun Rating System fills you in on what our Beach Experts experienced so you can decide what's best for you.

If it rains, the money pours

Did a trace of rain fall during your vacation? We offer a $100 Sunshine Coupon Protection Plan – at no extra charge. Just send us an email after you return from your vacation, and you'll receive $100 off your next vacation package booked with us.

Here, customer reviews are legit

Our reviews are different than other online travel sites. ALL of our customer reviews are submitted by CheapCaribbean.com customers who have recently stayed at the resort that they've reviewed. We validate that they have stayed at the resort before posting the review. That means you get truthful, accurate reviews, by customers just like you!

We serve our communities

We give thanks for our success by giving back. So, we've partnered with local and national charities, such as the Make-A-Wish Foundation so that we can make a positive difference in this world, both in our local communities as well as in the destinations that we serve. Click here to find out more.

We're growing strong

CheapCaribbean.com was named one of Inc. Magazine's Top 5000 Fastest Growing Private Companies in America in 2013. We're one of the fastest-growing e-commerce vacation companies in the U.S., with sales projected to exceed $600 million this year.