Get MORE with All-Inclusive

If you’re worried about spending too much on your vacay, all-inclusive is a great way to go. All-inclusive resorts include your hotel room, meals, beverages (including boozy ones!), activities & tips–all for one price. Leave your wallet at home and just sit back and enjoy the beach.


Book a Vacation Package

Hotels offer great deals all the time, but the discounts are even steeper when they’re bundled with airfare. If you’re a comparison shopper, always be sure to check out a package price along with separate hotel and airfare. Most of the time you’ll find the hotel + airfare packages are a better deal. That’s why over 85% of CheapCaribbean customers book a package with us.


Book a Mystery Deal

You can save big time with our Deal of Fortune packages. What’s the mystery? You’ll be able to choose the destination and hotel category for your vacation, but we pick your resort and let you know which hotel you’ll get to enjoy 7 days before your vacay. Your reward for this bit of mystery? Savings are often 65% off!


Travel During Autumn

The best rates and smallest crowds are found from September through mid-December. The savings are so good that you can splurge on that room upgrade or 5-star resort you’ve had your eye on. Leave fall’s chill behind and hit the beach in style.


Look for Last-Minute Deals

Hotels will often offer last-minute deals for different reasons, like if they had a large group cancel their trip. You can benefit from this and save 50-70% off regular rates!


Take Advantage of Promo Codes & Air Credit Offers

Often times, resorts and destination bureaus will offer promo code discounts on top of our already discounted packages. You can save hundreds of extra dollars just by taking a few moments to check if a promo code is available for your trip.


Book Early for Peak Season Travel

If you’ve shopped for a winter or spring break getaway, you know they can be pricey–but you can still get a great deal! The key is to book early for these peak travel times. Hotels offer the best rates for these travel periods way in advance; if a winter or spring break vacation is in your plans for 2020, the best time to book is right now.


Book Airport Transportation and Excursions Before You Travel

Getting to your hotel quickly and safely, along with the fun experiences you want to have once in your destination, is something that’s often forgotten in the initial vacay booking process. You can save time and money by taking care of these items BEFORE you travel. We partner with Amstar DMC in our most popular destinations to bring you a large selection of transportation and excursion selections. And with select hotel partners, Amstar guarantees  shared transfer is non-stop at no additional cost.


Limited time and availability. To be eligible for this promotion you must 1) be an approved ER&R Club member by 11:59 p.m. CST on November 4, 2019 2) be within the first 25 ER&R Club members to sign up for the promotion 3) make a double or single occupancy booking for 5 or more nights. Bookings must be made and payment must be collected through a designated CheapCaribbean agent between November 11-20, 2019. Travel must be completed between January,1 and June 30, 2020. Blackout dates include but are not limited to April 3-19 and May 20-27, 2020.


Flight accommodations will be booked in economy class or lower on United Airlines. Flight requests will be taken into account but are not guaranteed. In areas that are serviced by more than one airport (for example New York, Chicago, San Francisco), clients are expected to use the airport that provides the lowest fare available.


CheapCaribbean’s travel protection and cancellation policies for the hotel portion of the booking will apply. Travel protection will only be valid on the hotel-portion of the booking. Cancellation or a rebooking of your hotel stay outside of the allowed travel period will result in forfeiture of the free flight(s). Any changes to flights will be subject to the airline’s policies.


Offer not valid on previous bookings. Offer may not be combined with other special offers, discounts or promotions (including promotional codes). This promotion is not available to employees, or family members of employees, of CheapCaribbean or affiliated companies of the Apple Leisure Group.