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The Cheapest Time to Visit the Top Destinations in the World

Pack your bags! TripAdvisor Rentals rounded up 10 top travel locales—from Dubai to St. Martin—and identified the most affordable times to visit.

The beauty of marina just from the topAshraf Jandali/Shutterstock

Dubai, UAE

Love glitz, glam, and over-the-top luxury? Dubai, AKA the “City of Gold,” dazzles with its opulent hotels, grand spas, towering skyscrapers, and mega malls filled with designer outposts. can live a luxurious lifestyle, drive sports cars, dine in fine restaurants, and even attend a fancy horse racing event at Meydan Racecourse for an unforgettable experience. You can also learn more about horse racing by visiting one of the most well-known sports betting websites in the Middle East. (Not surprisingly, it made our list of the most popular destinations in the Middle East.) But a trip to this posh paradise doesn’t have to come with a premium price tag… that is if you go the second week in February, when rates drop by 58 percent.

Adding to its accolades, Dubai is also home to one of the coolest water slides in the world.

Gustavia, Saint Barthelemy skyline and harbor in the Caribbean. Sean Pavone/Shutterstock

St. Barts

With its sandy beaches, exclusive resorts, and ritzy nightclubs, it’s easy to see why St. Barts has long been the island of choice for socialites and celebs. Although it was rocked by Hurricane Irma in fall 2017, recovery efforts are well underway—and it won’t be long before sky-high prices and swarms of sun-seekers return. You can save some serious dough (51 percent) by booking a trip in the back half of October. Warming: It’s hurricane season, so be sure to buy travel insurance.

A view of boats and yachts at the port of Catalina Islandbon9/Shutterstock

Catalina Island, California

Despite its proximity to Los Angeles, Catalina Island feels like you’ve stumbled upon some undiscovered gem. Its romantic ambiance and unspoiled wilderness (88 percent is a protected nature preserve) make it a glorious weekend getaway. Summer sees an influx of tourists, which is fine, although if you’re looking for a more secluded escape, consider the off-season. There are fewer crowds and costs drop significantly (46 percent) in January and February.

Don’t miss these secret island escapes around the globe.

Makena Big Beach near Wailea Maui Hawaii USA on a sunny day with blue waterStan Jones/Shutterstock

Wailea, Hawaii

Wailea comprises 1,500 acres of golden beaches, championship golf courses, pampering spas, fashionable shopping, chic resorts like the adults-only Hotel Wailea, and swanky condos. This upscale community is the jewel of Maui—and its rates reflect that. Set your sights on September for deals up to 42 percent.

Bonus: Booking an affordable flight to Hawaii is easier than ever.

Tourists enjoying the beach at Kaanapali Beach on Maui with view towards Lanai in Hawaii, USA.dirkr/Shutterstock

Kaʻanapali, Hawaii

Ever dreamed of basking on the same beaches as kings and queens? Ka’anapali—a former royal retreat turned holiday hotspot, on the northwestern shore of Maui—is flashy, splashy, and tons of fun. It’s also a steal (38 percent off) the second week in November. Don’t leave without experiencing a sunset cliff diving ceremony. Feeling adventurous? Try a zipline tour.

Maroon Bells and Maroon Lake - A wide-angle autumn midday view of snow coated Maroon Bells reflecting in crystal clear Maroon Lake, Aspen, Colorado, USA.Sean Xu/Shutterstock

Aspen, Colorado

Colorado is blessed with so many legendary locales, but Aspen is where the jet-set crowd goes to hit the slopes, imbibe in the convivial après scene, and shell out for lavish lodgings. Trade your skis for hiking boots and venture to Aspen in the fall. It’s prime leaf-peeping season. Plus, it’s 37 percent cheaper the second week in October.

Beaver Creek's First SnowNeil Podoll/Shutterstock

Beaver Creek, Colorado

While you probably think of Beaver Creek as a winter destination, this Rocky Mountain retreat has lots to offer outside of skiing and snowboarding. Spring ushers in lovely weather, scenic trails, and exciting events at the Vilar Performing Arts Center. Tempting, right? So are the prices in mid-May, when they are 36 percent lower.

Looking for more seasonal travel inspo? These are the top honeymoon destinations for springtime.

BarbadosMariah Ilges/Shutterstock

Saint James, Barbados

Situated on the “platinum coast” of Barbados, Saint James is a blissful mix of beautiful beaches, delicious dining, lively nightlife, and picturesque properties (Sandy Lane is a celeb favorite). Want to play a few holes? Saint James has several great golf courses. And Folkestone Marine Park is a fantastic for snorkeling. Pinching pennies? You’ll pay 28 percent less the second week in June, which means more moolah for snorkeling gear.

Find out what your dream getaway reveals about you.

Sand beach on Turks And CaicosMevZup/Shutterstock

Providenciales, Turks and Caicos

Powder-soft white sand, clear turquoise waters, and Caribbean hospitality are just a few of the reasons why people flock to Providenciales. The second week in October yields major savings—up to 28 percent off vacation rentals as well as stellar deals on flights and five-star hotels like Grace Bay Club and The Shore Club.

Like soaking up the sun? Here are 11 amazing beaches to add to your bucket list ASAP.

Santorini island,GreeceAnastasios71/Shutterstock

Santorini, Greece

With its pebbled beaches, cubiform houses, and head-turning scenery, Santorini is a postcard come to life. It’s also expensive. Looking for a bargain? Go the second week in November when accommodations are 25 percent off. Airfare is a steal too! It’ll be a bit chilly to take a dip in the Aegean Sea, but if you ask us, cool temps are just an invite to get cozy in the hot tub.

Can’t decide which destination to choose? Here’s how to pick the best holiday based on your personality type.

London, England - The iconic british old red telephone box with the Big Ben at background in the center of London at sunsetZoltan Gabor/Shutterstock


Eat, drink, and be merry in London, the home of Buckingham Palace, Big Ben, the British Museum, and Westminster Abbey. Besides beguiling attractions, this multicultural metropolis boasts posh boutiques, acclaimed restaurants, and high-class lodgings. On a budget? You can expect to pay up to 33 percent less the second week in February.

Next, don’t miss the cheapest months of the year to visit all 50 states.

Lindsay Cohn
Lindsay is an avid traveler who has visited 45 countries across six continents. At, she covers both domestic and international travel. When she's not writing, you can find her doing yoga and adding to her ever-growing list of future adventures.