Stories by CheapCaribbean

6 Reasons to Get Away This Holiday Season

November 22, 2019 0 Comments

The most wonderful time of the year is upon us and we can’t think of a better place to spend it than at the beach. Trade in the holiday stress for ultimate relaxation this year–we think you deserve it! Not convinced? Here are six reasons to get away this holiday season.

Escape the winter weather

Trade in your winter puffer jackets and boots for bikinis and flip flops. When you don’t live in a place where its sunny and 75 degrees almost year-round, winter months are the perfect time to pack your bags and head down south! Relax on the white sands of Riviera Maya, trek through the tropical rainforests of Costa Rica or chase waterfalls in Jamaica–the options for a winter getaway are endless.

Just taking it all in. (Photo by: @drkristinmarchman)

Avoid the hustle and bustle of holiday shopping

Skip the lines and holiday traffic through each aisle of the stores for somewhere sunny and tranquil. Going out of town for the holidays doesn’t mean Christmas trees and gifts can’t happen–it just means bringing the celebration somewhere new! We mean, how special is experiencing new traditions and celebrations with your loved ones?

The holidays look a little different in Aruba. (Photo: @holmslynbythesea)

Take advantage of your PTO

We get it, it’s been a busy year and you may not have had time to take advantage of all (or any) of your PTO. The holidays are the perfect time to cash in on those well-deserved vacation days and spend them somewhere warm and sunny. Check out these tips on prepping for PTO and get to the beach–the margs are waiting!

Sorry, we’re out of office for the rest of the year. (Photo by: @nayan_miles2go)

Treat yourself with ultimate relaxation

In the midst of last-minute holiday shopping and preparing to host family and friends, the best way to treat yourself for the holidays is by taking a beach vacay. There’s no better way to cap off the year than by relaxing on a white sand beach with a drink in hand. Relax in a slow-swaying hammock, pool or beachside, with your favorite book or indulge with a day at the spa–you deserve it.

We’ll be here all winter… (Photo by: @beestoked)

Experience other cultures’ holiday traditions

From St. Lucia’s annual Festival of Lights on Saint Lucy’s Day to the Grand Market festivities in Jamaica and Three Kings Day Celebrations of Puerto Rico, the holiday season is the best time to experience different cultures of the Caribbean. Join in on others’ cultural traditions or even start some new ones of your own–either way, it’ll be a vacay to remember!

Festive decor in Zona Colonial, Santo Domingo. (Photo by: @instaclaudiard)

The gift of travel is the best gift of them all

Running out of gift ideas to get your fam? Experiences can be the best gifts and make for some of the best memories. On a budget? No worries. There are tons of budget-friendly, all-inclusive resorts to choose from in destinations ranging from Cancun to Jamaica. This year, you can even let someone special know just how thankful you are for them by entering them to win a beach vacay for two–find out more on how to enter.

Airplane views are some of the best views. (Photo by: @rebeccawingfield)

Since the holidays are just around the corner, now’s the time start planning your beach getaway! Whether you’re in need of ultimate relaxation, away from the hustle and bustle of holiday shopping, or the perfect way to treat yourself, the beach is always a good idea. Take a look at these fabulous, all-inclusive deals we have going on right now.

Rachel Tellez

Storyteller and grammar nerd by day, traveler and adventure seeker by long weekend.




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.