How to Score Cheap Flights to the Caribbean

The Caribbean is exotic but paying for a family vacation doesn’t have to be exorbitant.
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The Caribbean is exotic but paying for a family vacation doesn’t have to be exorbitant. Time it right and you can score cheap flights to many of the Caribbean islands from the Bahamas off the coast of Florida down to Trinidad. Discerning travelers know they can get good travel deals during the Caribbean’s low season – April through December.

But there’s more to it than that. Season, destination and flexibility are just a handful of things to keep in mind when planning a family vacation to the Caribbean. With a little legwork and flexibility, you can score cheap tickets to the Caribbean sooner than you think.

With a little legwork and flexibility, you can score cheap tickets to the Caribbean. (Photo: Michelle Rae Uy)

With a little legwork and flexibility, you can score cheap tickets to the Caribbean. (Photo: Michelle Rae Uy)

Consider Alternative Dates and Destinations

Think big picture and don’t have your heart set on one particular Caribbean destination. You may be dreaming of a white sand Christmas vacation in Punta Cana, but most likely Grenada’s powdery beaches are more affordable. The Caribbean low season is from mid-April to mid-November due to hurricane season. But since many families travel during the summer months, look for best deals (and fewer crowds) just before June or after August.

Be flexible with dates and time of day. Sometimes booking your flights one day earlier or later makes a big difference in cost. Also, cheaper flights tend to depart early in the morning (5 am to 7 am) or late in the evening (after 8 pm.)

Book Early or Last Minute for Deals

Ticket prices vary day to day, making it hard to find the perfect booking window. But generally, you can score sweet deals when you book several months in advance. For example, you can snag roundtrip air for about $472 from Los Angeles to Puerto Rico when you buy tickets a few months prior to your family vacation.

Last minute deals are less predictable. But if you’re flexible about when and where to go, you have a better chance of scooping up a deal. Look for last minute deals in October up to Thanksgiving. The worst time to buy tickets is within two weeks of your departure day. Studies show that airfares prices increase during this time.

Find Deals via Social Media Sites

Follow airlines, tourism boards and travel-related aggregators on Twitter and Instagram for their latest promotions as well as contests for a chance to win free airfare for your family vacation. Some airlines tweet one-day promo codes, flash sales and promotions on Twitter and Instagram.

Fly on Holidays

If you don’t mind sacrificing being at home with family for the holidays, you may find good airfare deals on New Year’s Day. (Photo: Michelle Rae Uy)

If you don’t mind sacrificing being at home with family for the holidays, you may find good airfare deals on New Year’s Day. (Photo: Michelle Rae Uy)

It may not be the most convenient time to fly, but if you don’t mind sacrificing being at home with family for the holidays, you may find good airfare deals on Thanksgiving Day, Christmas Day and New Year’s Day. Although keep in mind that December – May is peak season for most Caribbean resorts.

Book a Vacation Package with Airfare

Buying a hotel/flight package can significantly slash costs. For example, paying separately for a hotel and airfare to Montego Bay, Jamaica can cost $1,200 per person. A vacation package can be had for about $620 per person. The package may not include the specific hotel you want, but you’ll get something comparable at a better price. Even better, book a family vacation at an all-inclusive resort, which usually includes round-trip air, transfers, activities, sports, children’s programs, all-you-can-eat food, wine, and cocktails. Now that’s a deal!

Be Willing to Fly With One or Two Stops

If you’re traveling with older kids, you might save some dollars by avoiding non-stop or direct flights (and, yes, there’s a difference. Direct flights sometimes make stops to pick up more passengers). If you’re traveling with young kids, it might be worth the convenience to pay for a non-stop flight (except for non-stop flights to more remote islands when roundtrip airfare can cost over $2,000). Instead, price fares to a major U.S. city, and then fly from there to the Caribbean island. Be sure to cross-compare regional airport hubs to find the best deals.

Check Your Booked Flights

Monitor your booked flights for 24 hours in case you find a better deal. Most airlines have a 24 hour cancellation period.

Mimi Slawoff of Planetfamilytravel contributed this to MiniTime. She is a Los Angeles-based journalist and a seasoned family travel expert who explores the world with her three children and writes about their journeys.

The Mama’s Guide to Royal Caribbean Cruises

Thinking about taking your family on a cruise? Are you a cruise rookie? Maybe a seasoned cruise veteran looking for something new? Are you confused by everything the world of cruises has to offer? Have you possibly thought: How do I plan a cruise in the first place? At first glance, you might be feeling a tad bit overwhelmed about preparing you and your family for this undertaking. This is especially true for first time cruisers. How do I plan for it? Organize? What about the kids? The flights? Which airline is best for kids? What should I expect? Should we even take the kids? Which cruise should we do? We get it. We’ve been there before. We’ve felt those same fearful emotions you’re probably experiencing. You can stop stressing about this adventure you want to embark on. Because Today’s Mama has you covered. Here’s what every Mama needs to know about cruises. The Mama’s Guide to Royal Caribbean Cruises provides planning, travel tips, scientific reasons for going on a cruise, family hacks, advice, cruise resources, finding flights and more! 

>> Access The Royal Caribbean Cruise Guide Here <<

Mamas Guide To Royal Caribbean Cruises

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