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The Cheapest Caribbean Islands to Find Your Paradise

SmarterTravel

A week of sun and sand may be priceless for your mental health (and your tan), but you don’t need to pay a fortune to get it. We gathered data on airfare, hotel rates, and package deals to unearth the cheapest Caribbean islands to visit, along with reasonably priced places to stay on each one. To qualify, the destination also must be ranked on the top half of the Price of Travel’s index of the cheapest Caribbean islands.

Cozumel

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This small island off the coast of Mexico’s Yucatan Peninsula is known for its white-sand beaches, colorful marine life, and the Mayan ruins of San Gervasio. While you can fly directly to Cozumel from a handful of U.S. airports, including Dallas and Charlotte, you can often save hundreds of dollars by flying to Cancun instead and then taking a ferry to Cozumel from nearby Playa del Carmen.

“Regularly under the $300 mark, nonstops to Cancun can be found from most major U.S. airports at any time throughout the year,” advises Tracy Stewart, Content Editor at Airfarewatchdog, SmarterTravel’s sister site.

You’ll likely find cheaper hotel nightly rates between August and November. (Note that this falls within Caribbean hurricane season.)

Where to stay: Past guests rave about the friendly service and quiet, homey vibe at Casita de Maya Boutique Hotel, where rates are regularly below $75 a night. If you’re looking for a beachfront resort experience, try the Blue Angel Resort, where you’ll usually pay less than $150 a night.

Check Prices for Casita de Maya Boutique Hotel in Cozumel, Mexico

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Jamaica

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Eco-adventurers will find plenty to do in Jamaica, from swimming in waterfalls to zip-lining through the rainforest. Only-in-Jamaica spots to visit include the Bob Marley Museum and the Rastafari Indigenous Village. And, of course, there are plenty of beaches to relax on between excursions.

With three main tourist areas—Montego Bay, Ocho Rios, and Negril—you can price-shop for the best rates for your Caribbean vacation. Again, travel between May and October may offer lower rates because of hurricane season.

Where to stay: For hotels, try the budget-priced Westender Inn, where you can look out over the ocean from an infinity pool.

Check Prices for Westender Inn in Negril

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Puerto Rico

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In Puerto Rico, you can split your vacation between the lush El Yunque Rainforest, the island’s wide sandy beaches, and the vibrant colonial streets of Old San Juan. A boat trip into one of the island’s bioluminescent bays is another must-do.

“If departing from most East Coast major cities, San Juan is consistently low (under $300) and [has] plenty of flight options,” says Stewart of Airfarewatchdog.

It’s easy to budget for expenses in Puerto Rico, as the local currency is the U.S. dollar. Bonus: You don’t need to pay for a passport to get there. And with a variety of hotel options all over the island, it’s not hard to find one in your price range.

Where to stay: The laid-back, beachfront Luquillo Sunrise Beach Inn is a convenient jumping-off point for trips to El Yunque or San Juan, at rates typically under $150 a night. Even cheaper are the clean, no-frills rooms at Dreams Hotel Puerto Rico in the outskirts of San Juan.

Check Prices for Luquillo Sunrise Beach Inn in Luquillo, Puerto Rico

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Dominican Republic

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The Dominican Republic is probably the cheapest Caribbean island to visit if you’re looking for affordable all-inclusive deals. You’ll find dozens of packages in Punta Cana on CheapCaribbean.com, with prices such as $499 per person for air and four nights’ accommodations. Activities in the area include snorkeling, zip-lining, and off-road ATV tours through the jungle. You can also go hiking and swim in clear lagoons at the Indigenous Eyes Ecological Park & Reserve.

You’ll have plenty of popular resort areas in the Dominican Republic to compare prices at which include La Romana, Puerto Plata, and Samana.

Where to stay: The Punta Cana Princess All Suites Resort & Spa offers a beachfront all-inclusive experience for less than $200 to $250 a night on a recent search. If you’re not up for a big resort, consider the NH Punta Cana, a boutique hotel with breakfast included and a beach within walking distance.

Check Prices for Hotel Punta Cana in Punta Cana

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Curacao

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You can’t go wrong with a visit to the “C” of the ABC Islands, especially during the spring or fall shoulder season, when you’ll find even more savings. And since Curacao falls outside of the hurricane belt, you can book a trip here without worrying about the storm season. Whether you visit for the numerous festivals or the pleasant beach weather year-round, on a Caribbean visit to Curacao you’ll fall in love with the local food trucks, colorful Dutch architecture, unparalleled snorkel spots, and secret beaches.

With nonstop flight options from major U.S. cities like Charlotte, New York’s JFK, and Miami, Curacao is accessible from the East Coast.

Where to stay: The island has plenty of hotel inventory with competitive nightly rates. Check out ACOYA Curacao Resort, Villas, & Spa in downtown Willemstad, which averages $133 per night. Or try the Boho Bohemian Boutique Hotel in the Pietermaai District, one of the hottest areas to stay in Curacao; it has nightly rates starting at $105.

Check Prices for ACOYA Curacao Resort, Villas & Spa in Willemstad

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Trinidad & Tobago

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Get two Caribbean islands for the price of one: Trinidad and Tobago are connected via a fast ferry that takes about three hours. And like the ABC islands, Trinidad and Tobago are located outside of the hurricane belt and you can experience even more savings in the late spring and fall months. Enjoy the vibrant culture, serene beaches, and rainforest landscapes.

While most nationals live on the island of Trinidad, more than half of the country’s resorts are on Tobago. North Americans can enjoy nonstop routes to the main airport, Port of Spain on Trinidad, from cities like Dallas, Houston, New York, Newark, Miami, and Toronto. (New Yorkers also have a nonstop option to Tobago.)

Where to stay: Hotel prices are well below average expectations for Caribbean resorts, with many chain properties in Port of Spain posting under $200 nightly rates. Blue Waters Inn, Half Moon Blue Hotel, and Native Abode are three wallet-friendly options on Tobago within a short distance of beaches.

Check Prices for Native Abode in Tobago, Trinidad and Tobago

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Bonus Destination: Bahamas

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While this destination isn’t ranked on the top half of the Price of Travel Index, it’s worth considering a trip here to help put money back into the economy post-Hurricane Dorian … and it doesn’t have to cost a pretty penny.

This Caribbean-adjacent strand of tropical islands is a popular getaway just an hour-long flight from Miami. Most visitors fly into Nassau (on New Providence Island) or Freeport (on Grand Bahama Island); it’s worth checking fares to both airports to see which is cheaper. Consider Grand Bahama Island for a quieter, more laid-back vacation, while high-energy Nassau suits travelers looking for lots of activities and nightlife.

One way to save money is by looking into packages from sites such as CheapCaribbean.com or Expedia.

Where to stay: The Bell Channel Inn in Freeport offers basic but comfortable rooms within walking distance of the beach. Bay View Suites Paradise Island is a modestly priced option near Nassau.

Check Prices for Bell Channel Inn in Freeport, Grand Bahama Island

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More from SmarterTravel:

What to Wear on a Caribbean Island

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Follow Sarah Schlichter on Twitter @TravelEditor for more travel tips and inspiration.

Editor’s note: This story was originally published in 2019. It has been updated to reflect the most current information. Ashley Rossi contributed to this story.

We hand-pick everything we recommend and select items through testing and reviews. Some products are sent to us free of charge with no incentive to offer a favorable review. We offer our unbiased opinions and do not accept compensation to review products. All items are in stock and prices are accurate at the time of publication. If you buy something through our links, we may earn a commission.

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