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.
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
Joe Nageotte Need bio information...
Josh Paine Resides in Dallas, Texas, with his wife and their two children.
  • Paine joined the CheapCaribbean.com team in 2006 as a member of its board of directors
  • Appointed Chief Financial Officer 2007 - A vital role in acquiring first round of financing
  • President and Chief Executive Officer 2008 - Achieved record growth and profitability
Josh Paine has transformed Cheap Caribbean into America’s largest online travel partner
  • Philadelphia Business Journal "40 Under 40" award
  • Winner of the 2012 Aggie 100 award from Texas A&M University
  • Leadership style is modeled after Conscious Capitalism principles
  • Endorse responsible business practices that benefit all stakeholders
  • On the board of the West Dallas Community School
  • A member of the Board of Governors for Make-A-Wish of North Texas
  • Previously experience as Vice President of Operation at JetPay

Cheap Caribbean's Success

  • More than 1 million customers served by providing custom and affordable vacation packages
  • Top 5000 fastest growing privately owned companies – Inc. Magazine
  • #24 on its annual 2013 Power List – Travel Weekly
  • In 2013, CheapCaribbean.com was purchased by the Apple Leisure Group to create America's largest vertically integrated travel group
Paul Jenkins Need bio information...
Ken Elmgren Need bio information...
Lois Mack Need bio information...

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.