Top 10 cheapest flights from Washington to the Caribbean (2023)

Would you like to exchange the splendor of the American capital for a relaxing holiday among the gently swaying palms of the Caribbean? Well, here at Hopper, we've made it much easier for you. By analyzing the results of thousands of individual flight searches, we've calculated the top 10 cheapest Caribbean destinations to fly to from Washington Dulles International. All you need to do now is decide which of these little bits of tropical paradise you'd most like to escape to: do you prefer Santo Domingo's strong mix of colonial history and wild nightlife, or the white-sand seclusion of Dutch Aruba? The luxury resorts of Montego Bay or the authentic atmosphere of Kingston? Read on for some tips.

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10.Fly from Washington to Santo Domingoin the Dominican Republic for only USD 444 return

To get to know Santo Domingo a bit deeper than just the fringes of golden beaches, immerse yourself in the historic capital. At its heart is an ancient city dotted with palm trees, a picturesque collection of colonial buildings beautifully situated on the Rio Ozama River. Meanwhile, modern life is liveliest on the wind-chilled Malecon, where restaurants, bars and clubs overlook the turquoise waves of the Caribbean Sea. All flights from Washington have connections, and Delta offers the cheapest flights, with prices especially low in May, despite it being also the rainiest month of the year.

9.Fly from Washington to George Townin the Cayman Islands for just $443 round trip

The Cayman Islands is a British territory and a tax haven in the Caribbean. As a place of rest, it is an expensive and interesting mix of extremely touristy and undeniably exquisite. On the tourist side, the places are full of souvenir shops selling cheap trinkets and a few crowded beaches. In the beautiful grounds, you can get to know marine life up close, including turtles, stingrays and, if you can dive, much more. United flies the cheapest flights from Washington, D.C. with one stop and a journey of more than 15 hours.

8.Fly from Washington to Port of Spain, Trinidad and Tobago, for just $404 round trip

Port of Spain, the capital of Trinidad and Tobago, is actually the gateway to many of the country's lesser-known sights and attractions. It is located on the island of Trinidad, which despite being surrounded by typical tropical island beauty, remains relatively untouched by the giant cruise ships plying the Caribbean. If you're looking for a less crowded and adventurous Caribbean experience, exploring Trinidad's monastery-covered mountains, lush rainforests, golden beaches, and wildlife sanctuaries might be the perfect opportunity. United flies the cheapest flights with a single connection and a flight time of around 13 hours.

7.Fly from Washington to Christiansted, St. Croix for just $399 round trip

Dotted with distinctive Danish architecture, Christiansted is the capital of Saint Croix, the largest of the Virgin Islands. It is full of fascinating colonial-era buildings, including a yellow-brick fortress, an apothecary museum, and an old Danish customs house. But while Christiansted is interesting, it's the island's spectacular hinterland that draws most visitors: a rolling tapestry of rainforest-covered mountains, lush valleys and palm-fringed beaches. All flights between Washington and St. Croix requires connections; The American American runs the cheapest while United runs the fastest.

6.Fly from Washington to Oranjestadto Aruba for just $399 return

Escape it all on a trip to Oranjestad, the largest city in the Dutch colony of Aruba, a small sandy island off the north coast of Venezuela. Aruba's main attraction is its beautiful and varied coastline with excellent white sand beaches fringed by soft turquoise waters along the south coast and a wild, rugged north coast exposed to the Atlantic Ocean, perfect for walking with spectacular views of the waves. battered rocks and the wide sea beyond. If this solitude suits you, you have two main flight options: fly direct with United for around $450 and arrive in less than four hours, or save around $50 by taking a connecting flight that takes at least ten hours longer. reach own goal.

5.Fly from Washington to San Juan, Puerto Rico, for just $352 return

If you're looking for an easy place to take a short break from Washington DC and have never been to Puerto Rico's beautiful, vibrant and historic capital, read no further. Simply book these affordable direct United flights from Washington DC with a journey time of just four hours. San Juan is one of the most fascinating and fun cities in the Caribbean and almost certainly your first choice for a short stay. city ​​tour from the cold northern part of the USA. The Spanish Old Town is an atmospheric, flower-scented fabric with cobblestone streets and balconies full of butterflies, dotted with 16th-century Spanish forts and churches, and stylish 21st-century bars.

4.Fly from Washington to Montego Bayto Jamaica for only $351 round trip

Surrounded by white sand and lush forest in a beautiful crescent-shaped bay, Montego Bay is the most idyllic holiday destination in Jamaica. Admittedly, the city itself is known for its noisy spring and lively nightlife all year round, which may not quite match your vision of serenity. But just lock yourself up in one of the luxurious resorts along the white sandy beaches, such as Secrets Wild Orchid, Royalton White Sands or Half Moon Resort, and you'll feel like you've stepped into paradise. And it turns out that flights to paradise are quite cheap. Fly non-stop with US-American or Delta for just $350 or pay a little more to travel direct with United.

3.Fly from Washington to Kingstonto Jamaica for only $346 round trip

Jamaica's capital, Kingston, lies diagonally across Montego Bay on the south coast of the island, as far away as possible from the resorts on the north coast. So if the resorts of Montego Bay are more of an abomination to you than a slice of paradise and you crave a more authentic taste of Jamaican culture, then Kingston with its colorful markets, fantastic cafes, captivating museums and outdoor live music is a far more suitable destination. There are no direct flights from Washington, but both Delta and US-American fly connecting flights often for less than $350.

2.Fly from Washington to Hamiltonto Bermuda for just $343 return

Bermuda (of which Hamilton is the capital) is a part of tropical Britain far in the middle of the Atlantic Ocean, full of sights, attractions and pleasures waiting to reward those willing to make a long trip there. These include historical sites such as the city of St. George, where the sun illuminates British colonial architecture, several large aquariums, a well-equipped maritime museum and plenty of excellent restaurants. But the main attractions of the island are, of course, the beautiful pink sand beaches, as well as the fantastic amenities for those in high heels: world-class golf courses, top restaurants and exclusive accommodation. Several airlines offer connecting flights at a good price, but Delta is by far the fastest with a journey time of just six hours.

1.Fly from Washington to Nassauto the Bahamas for just $291 return

Nassau, the capital of the Bahamas, is the perfect destination for anyone looking to combine remote tropical beauty with a touch of city living and modern luxury. The nearby island of Grand Bahama, which is easily reached across turquoise waters by chartering a sailboat, is home to three national parks and six different ecosystems, from pine forests to mangrove swamps to the world's longest underwater limestone cave system. You can then return to the more populated island of New Providence to enjoy the variety of bars and restaurants on offer, as well as visit some of the capital's excellent tourist attractions, such as the fun Pirate of Nassau Museum.

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