Caribbean Flights

Cheap Flights to Caribbean - Caribbean Flights

Find the best flight to Caribbean

Round TripOne-wayMulti-city
Depart
Wed, 11/4
Return
Wed, 11/11
Travelers
1, Economy

Flights from Washington DC to Caribbean

Santo Domingo
Jan 10 — Jan 31
$345
San Juan
Dec 3 — Dec 6
$94
Punta Cana
Dec 5 — Dec 12
$225
Montego Bay
Mar 7 — Mar 9
$217
St. Thomas
Dec 3 — Dec 6
$163
Aruba
Nov 10 — Nov 15
$1,580

Places to explore in Caribbean

Santo Domingo
Santo Domingo, the capital of the Dominican Republic and a UNESCO world heritage site, is the oldest continuously inhabited European settlement in the Americas and one of the most populous cities in the Caribbean. The city is a mix of old world charm and modern Latin flair. Its medieval palaces and fortresses mix with nightlife and shopping to rival any modern city in the world. You'll find pristine beaches and hidden gems like a salsa/merengue club set inside a huge underground cave.
One stop from
$345
Jan 10 — Jan 31
Explore Santo Domingo
San Juan
The festive city of San Juan is the perfect place to experience true Puerto Rican culture. Get to know its roots by exploring the vibrant neighborhood of El Viejo San Juan (Old San Juan), which consists mostly of Spanish colonial buildings. Flesh out your self-guided history lesson with a visit to El Castillo San Felipe del Morro, a 16th century citadel that’s a UNESCO World Heritage Site. Then reward yourself with a cooling dip at Luquillo or Carolina Beach, then a tasty tour of the Bacardi rum plant.
One stop from
$94
Dec 3 — Dec 6
Explore San Juan
Punta Cana
Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.
One stop from
$225
Dec 5 — Dec 12
Explore Punta Cana
Montego Bay
While this Jamaican spring break favorite is great for party animals, it can also be surprisingly low key – if you want. Montego Bay has excellent duty-free shopping, vibrant nightlife, and calm waters. Browse the local handicrafts at the open-air Harbour Street market, or the "hip strip" shops of Gloucester Avenue. The underwater crevices of Widowmaker’s Cave offer an intricate diving experience. Float serenely down the Martha Brae River on a bamboo raft and let your troubles melt away under the sun.
One stop from
$217
Mar 7 — Mar 9
Explore Montego Bay
St. Thomas
Like all of the U.S. Virgin Islands, St. Thomas has plenty of opportunities to lounge on the beach, splash in the sea, or amp it up with watersports. It also boasts a bountiful duty-free shopping scene – just be prepared to brave the cruise ship crowds. Charlotte Amalie swells with Danish colonial architecture and pirate legend. Shiver ye timbers at Blackbeard’s Castle, then work up an appetite by climbing the historic 99 Steps, constructed from the ballast bricks of 18th century Danish ships.
One stop from
$163
Dec 3 — Dec 6
Explore St. Thomas
Aruba
Aruba is the quintessential Caribbean island, all sun and sea and stretches of powdery white sand. Time will slow to a pleasant crawl as you linger over a tropical cocktail or flutter serenely underwater, where only the parrotfish are in a hurry. The pastel façades of Oranjestad landmarks and shops lend an inviting and playful vibe to the capital city. Enjoy the shade of an Eagle Beach divi tree while the crashing waves of turquoise water create a soothing soundtrack just for you.
3 stops from
$1,580
Nov 10 — Nov 15
Explore Aruba
St Martin / St Maarten
Get the experience of visiting two island colonies in the same 37 square miles. Saint Maarten/Saint Martin's spicy marriage of Caribbean, French and Dutch cultures matches its physical diversity: the island is both urban and untamed, with rain forest-like landscapes, white beaches, and amazing caves and wildlife.
One stop from
$246
Dec 5 — Dec 12
Explore St Martin / St Maarten
Havana
A city trapped in time, Havana captures the imagination like no other. Faded glamour meets careful colonial-era reconstruction with a backdrop of irresistible color. Walk El Malecón, the walkway bordering the ocean; visit Old Havana and the Catedral de San Cristóbal; and listen for salsa music, open-air bazaars and parties that last all night.
Explore Havana

Flight stats for Caribbean - did you know?

  • There are 75 airports in Caribbean and the 5 biggest are
  • Cyril E. King Airport (St. Thomas)
  • Right now, 13 airlines operate out of Cyril E. King Airport.
  • Cyril E. King Airport offers nonstop flights to 12 cities.
  • Every week, at least 421 domestic flights and 133 international flights depart from Cyril E. King Airport.
  • Henry E. Rohlsen Airport (St. Croix)
  • Right now, 7 airlines operate out of Henry E. Rohlsen Airport.
  • Henry E. Rohlsen Airport offers nonstop flights to 5 cities.
  • Every week, at least 351 domestic flights and 10 international flights depart from Henry E. Rohlsen Airport.
  • St. Barthelemy Airport (St. Barthelemy)
  • Right now, 8 airlines operate out of St. Barthelemy Airport.
  • St. Barthelemy Airport offers nonstop flights to 5 cities.
  • Every week, at least 398 domestic flights depart from St. Barthelemy Airport.
  • Le Raizet Airport (Pointe-a-Pitre)
  • Right now, 7 airlines operate out of Le Raizet Airport.
  • Le Raizet Airport offers nonstop flights to 11 cities.
  • Every week, at least 354 domestic flights and 44 international flights depart from Le Raizet Airport.
  • Luis Munoz Marin Intl Airport (San Juan)
  • Right now, 35 airlines operate out of Luis Munoz Marin Intl Airport.
  • Luis Munoz Marin Intl Airport offers nonstop flights to 30 cities.
  • Every week, at least 689 domestic flights and 687 international flights depart from Luis Munoz Marin Intl Airport.