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Find cheap flights from Washington, D.C. to Caribbean from $63

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Washington, D.C. to Caribbean departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 3/30
Sat 4/6

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$227
Montego Bay
Montego Bay1 stop$259
Santo Domingo
Santo Domingo1 stop$236
Nassau
Nassau1 stop$229
Oranjestad
Oranjestad1 stop$248
Kingston
Kingston1 stop$309
Providenciales
Providenciales1 stop$337
Simpson Bay
Simpson Bay1 stop$244
Port of Spain
Port of Spain1 stop$357
Bridgetown
Bridgetown1 stop$487
George Town
George Town2 stops$402
Aguadilla
Aguadilla1 stop$193
Castries
Castries2 stops$1,198
Willemstad
Willemstad1 stop$479
St. John's
St. John's1 stop$462
Port Au Prince
Port Au Prince1 stop$261

Good to know

Low season

September

High season

December

Cheapest flight

$63
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from Baltimore to San Juan

FAQs - booking Caribbean flights

  • Which airport in Washington, DC, should I fly out of to get to the Caribbean?

    Washington, DC, is served by three main airports: IAD, DCA, and BWI. When flying to the Caribbean from downtown Washington, DC, consider flying from DCA. IAD is a major international gateway for Washington, DC, and it’s the airport with the most flights to Caribbean destinations. BWI serves most of the low-cost airlines in the area. IAD is a Southern Airways Express and United Airlines hub, while DCA is a hub for American Airlines. You can connect to various Caribbean destinations from these airports for more flight options.

  • Which airport in Washington, DC, is more accessible by public transportation?

    DCA is the airport in Washington, DC, with a good connection to public transport systems. You can access the airport via Metrorail, Metrobus, and taxis. You can use the yellow and blue lines of the Metrorail system to connect to the station in DCA from downtown Washington, DC, and other parts of the city. You can also use a Metrobus to get to DCA.

  • Which airport in Washington, DC, has lounges?

    When flying from Wahington, DC, to the Caribbean, you should be at the airport at least two hours early. When waiting for your flight, you can visit one of the lounges at the airport. IAD has more lounges to select from, including United Club, Lufthansa Senator, British Airways Galleries, Air France-KLM, Turkish Airlines, and Virgin Atlantic Clubhouse lounges. The lounges offer comfortable space and seating, complimentary refreshments, business facilities, children's play areas, and flight assistance services.

  • Which route in the Caribbean from Washington, DC, is flown most often?

    Most air travel from IAD and DCA airports in Washington, DC, arrives at San Juan Airport. Several airlines, including Delta, JetBlue, United, and American Airlines, offer multiple daily flights between Washington, DC, and San Juan, ensuring passengers have numerous flight options along the route. San Juan is a major hub for flights in the Caribbean, making it a great connecting point to other Caribbean destinations.

  • How does KAYAK find such low prices on flights from Washington, D.C. to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Washington, D.C. to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington, D.C. to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from Washington, D.C. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Washington, D.C. to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Caribbean with an airline and back to Washington, D.C. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Caribbean from Washington, D.C. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 22% more expensive than an evening flight, on average*.
  • Washington Dulles International Airport (IAD) and Reagan National Airport (DCA) in Washington, DC, offer direct flights from Washington to different Caribbean airports. A direct flight from Washington, DC, to the Caribbean will minimize your travel time and any inconveniences encountered through changing planes.
  • If you want to fly to the Caribbean from Washington, DC, on a budget-friendly airline, consider flying Southwest or Spirit Airlines. You can fly from Washington International Thurgood Marshall Airport (BWI), serving the Baltimore-Washington, DC area, which is a major hub for these low-cost airlines.
  • If you want to travel to the Caribbean from Washington, DC, at night, consider flying Delta, JetBlue, American, or United Airlines, which offer red-eye travel from IAD and arrive at various Caribbean airports the next morning.
  • If you want to access multiple islands in the Caribbean on a single trip, consider flying into a major international hub airport, including Luis Muñoz Marín International Airport (SJU) in Puerto Rico. This airport connects to multiple Caribbean destinations, including Aruba, Saint Lucia, Dominica, Saint Vincent and the Grenadines, Barbados, and Curaçao.
  • Consider flying Delta, United, or American Airlines from Washington, DC, to the Caribbean, as the airlines offer special meals to passengers with special dietary requirements. They offer vegetarian, vegan, gluten-free, lactose-free, diabetic, and child meals based on your needs.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Washington, D.C. to Caribbean

Need help choosing which airline to fly with from Washington, D.C. to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to KAYAK reviews.
7.7
JetBlueOverall score based on 5180 reviews
79comfort
75entertainment
77overall
73food
83crew
79boarding
Airline reviews

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Read more about JetBlue

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

Surly, unhelpful ground staff at JFK. There was a complete lack of empathy—a flawed check-in ordeal caused us to miss our flight. All airlines that I have ever flown would have worked to help me solve the ticket problem. Instead, frontline employees shrugged their shoulders and pointed fingers at us for having made an error. I will do anything to avoid EVER flying on Jet Blue again. It well deserves its low rank among airlines.

no wifi and the aircraft was very old with tiny 4” screens.

Did not wait long for wheelchair and attendant to arrive after checking in. Wheeled down to plane Was greeted with a smile when entering the plane Choice of snacks was very limited to 2 items. Seats are uncomfortable. My butt was sore after the 1st hour of flying. Needs better cushioning at seats.

Did not wait long for wheelchair and attendant to arrive after checking in. Wheeled down to plane Was greeted with a smile when entering the plane Choice of snacks was very limited to 2 items.

One hour delayed departure resulted in problems with planned ground transportation at my destination.

Every experience was good except for the lack of comfort in those economy seats. I never had knee pain until that flight. Those seats are uncomfortable.

I bought internet for the flight. Don’t waste your money. I wasn’t able to download a 1 Mb file from Google Docs during a 3-4 hr period. You can only use WhatsApp and email if you are willing to wait.

Just a crappy airline. The same every time. You feel you are a cow on a farm. You are being being whipped and pulled.

Wasn’t very crowded. Seamless processes. No issues traveling with two little kids.

Kayak, the site I went through to book our flight, sent very unclear emails about flight changes. Kayak was incredibly unhelpful in their communications with me about this, promising to work on resolving the issue, and failing to do so. As a result, I needed to get a hotel in Brussels and am now in the process of trying to get reimbursed. On the other hand, the flight personnel in Brussels were very helpful, taking time to look into the issue and determine if they could help. I am very grateful for them and have no problems with the airline. For Kayak, however, I will never use it again and will never recommend it to anyone, and will even discourage people who consider going through that site. My worst experience ever....

My interaction with the flight attendent Eve was horrible. I was seated in 3F and was blown away watching her repeatedly skip me as she took other customer orders for lunch...she took the customer next to me but skipped me, then took everyone's order around me (in front of and behind me) . After she had taken every customer's orders to include those behind me, she came to me and said we are out of everything except one last item. I was mortified, in that, I am a 1k flyer, had pre-ordered AND as an African American could only assume why she repeatedly skipped me...mortified. no words

The Flight was good, pilot seemed very skillful. My wheel chair sister who could barely walk was allotted the second last seat in the aircraft, with great difficulty she managed to reach on her seat, as she required attendance we were given separate seat, even on request no one cared, so much so there were single passengers who were given twin seats. May not be taken as complaint but a reminder to the checkin staff to keep in mind in future the allottment of wheel chair passengers seats.

The United website was easy to use and had all the information I needed. I needed to change my flight and it was accomplished easily on line. I was also easily able to upgrade and for a reasonable price. Boarding went smoothly and the flight was in time. The service was good in board but the crew did not seem happy at all. Limited availability of meals - not much choice for purchase and in business class they ran out of one of the meal choices by row 4. .

Almost 2 hour delay in boarding with all standing ready to board at original time. No explanation given.

The flight was on time and the crew were great.

Perfect flight. On time departure and early arrival. Smooth flight.

Awful! The flight was delayed and we sat on the plane in DCA for an hour because fuel was out in the wrong part of the plane and would not be accessible during flight. So the plane had to be refueled in correct tank. They also allowed someone to get off of the plane. This delayed my six hour flight by an hour and made me miss my connecting flight. I ran to new gate and American Airlines agents new about the delay and even knew that I was trying to make the connection. They knew thru communication with my friend while in flight that I was in the airport and running to the new gate and they still closed the gate and refused to let me on the new flight despite plane still being at the gate. It was horrible and I had to be rebooked on a flight for 24 hours later. This has been a nightmare and if American Airlines can cause customers to be delayed and then have zero empathy as having an on time flight was more important to them than helping a customer who was delayed by no fault of her own, then it's seems that it's not a company that I want to continue to give my loyalty to. I'm so disgusted.

Help was available but timing was bad in my case

It was a horrible snow storm, but updates were inconsistent and the app never displayed a remotely accurate time or gate until very close to boarding.

The flight was so short that the lack of leg room didn't bother me for long. The plane was smaller so only two seats per row and there were chargers. However, they didn't serve any snacks.

Staff were very helpful to my dad in a wheelchair. Thank you.

The seats are so small and we are average size people. We paid for emergency row for the leg room but the seats are tiny.

Despite my vow to never fly with American Airlines (AA) again following a disappointing experience in the summer of 2022, I found myself reluctantly booking a non-stop flight from Huntsville to Washington D.C. on AA, as it was the only airline offering this direct route. To my surprise, the entire process was seamless, from boarding to landing. The flights were punctual, eliminating any need for excuses or explanations. Based on this positive experience, I am pleased to say AA has regained my trust and will be considered for my future travel needs.

American always delays flight so it stressful getting the next connection

Wheelchair was waiting for me,changed to a better seat which was great as it's hard for me to walk

Check in easy, price very good, no frills flying tho! Pay for Every item once seat is paid for so do the math with baggage fees and carry on fees.

I was penalized for a mistake made by your team

comfortable flight. not fond of the idea to pay for every little detail. baggage checkin or carry ons, basic snack, or some sort of basic entertainment/wifi. would be nice to offer these as perks and stop with the penny pinching.

They changed our gate 30 minutes before boarding began. We noticed about 20 people missed their flight due to doors closing early.

It would have been no e to have the option of a mid day flight and not super early or super late in the day.

Flight was delayed 2+ hours missed a concert because of it…

Smooth flight flight attendants were extremely helpful kind friendly. I had Glenn he was by far the most outgoing

Flight was late taking off. I think the crew and pilots did a good job. It definitely worked for me. I would fly spirit again thank you.

Never made it to Atlanta due to the horrible policy of having to be at the gate 1 hour prior to departure. I was at the airport and the plane had not left Baltimore, but was not allowed to board.

Was not able to board the flight due to a horrible policy that I needed to be at the gate 1 hour before departure. I lost money on this and the connecting flight due to having to book on another airline. I was flying to Florida for my mother's cancer surgery in the afternoon.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

Our flight was on time and unremarkable which I'm grateful for, as it is not the norm traveling these days. Frontier is a low-cost carrier and it really shows when compared to other "normal" carriers. They don't even give you water during the flight. The coach seats are decent, however it was not as clean as it should be. We had crumbs all over the floor by our seats.

Flying frontier reminded me of flying with my family in the 80’s in all of the worst ways possible. From poor customer service to little to no technology. The plane was dirty old and also stuck in the 80’s. From their seatbelts to not having anywhere to charge our phones the seats and the equipment I wasn’t sure if I was being punked or thrown back in time. Needless to say I don’t see myself flying frontier ever again.

4 hour delay because they used our aircraft to fly a different segment (per the captain)

Lost baggage on my connecting flight. 24 hours later, still no update on my bags.

They lost my baggage on my connection flight, it’s been 24 hours since I put my claim in and still no update on my bags.

As per ultra-low-cost-carrier model, you must adjust to a minimalist approach (or, pay-as-you-go mentality) when evaluating Frontier. That said, here's the pro/con of this trip. PROs Pricing. Incredibly cheap: $30 roundtrip(!!) PDX-PHX. Hard to complain. Schedule: Direct both ways. Pilot made up time and we got in 15-20 mins early each way. Aircraft. Frontier flies Airbus metal, and the aircraft are pretty new. Seating. Airline status-match got me upgraded 'Stretch' seating (their premium economy). *Excellent* legroom. The leather trimmed seats were adequately comfortable. Some of these upgraded seats have recline (this flight did not), and larger tray tables. Compared to standard Frontier economy, which has very tight seating, and ridiculously small tray tables, it was quite nice. Aircrew: The flight attendants on both legs were top tier. Experience, confidence, and customer service skills exceeded what I have seen on the legacy carriers. This is not always true with Frontier, but this team was exemplary. Food-for-sale. Frontier offers no complimentary snacks/bevs except ice water. Purchased a cheese pack and it was adequate and about as expensive as you'd see on a legacy carrier. CONs No power at seats. True on all Frontier flights, but a bummer nonetheless. Bring a battery. No inflight entertainment. Load your own offline before flying. No wifi available. Honestly, with Frontier's upsell model, it still surprises me they don't equip their planes for this and use it as a revenue stream. Heck, for a $30 rt flight, I'd probably have paid $10-15 each way for wifi + movies. Overall, you know going in about the CONs of the carrier model, so really the complaints are minor. I had a day trip to Phoenix for a $30 flight. Great value.

I have come to accept Frontier as an absolute no-frills airline, paying for everything I want. A 4.5-hour flight should provide me with a complimentary beverage—rather, $4.9x for a soda. Or a bottle of water ought to be extended at no cost. 4 beers are on the menu, but only 1 type of beer is available (at $9.95). Also, so many restrictions to using a voucher from Barclay‘s Credit Card. Finally, try to reach a live agent for Frontier- impossible!

I had to cancel within 1hour of the reservation an they put you through hell to . no live customer service desk. I'm handy caped and they make it almost impossible to cancel. They are steeling my money. You should not have that airline on your site. Contact me and I will give you all info. Of what the are doing to me just notable treatment they are set up like that to take people

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

Book cheap flights from Washington, D.C. to Caribbean

Recent round-trip flight deals

5/7Tue
nonstop
3h 47mBWI-SJU
5/14Tue
1 stop
17h 21mSJU-BWI
$103
4/17Wed
nonstopFrontier
3h 56mBWI-SJU
4/24Wed
nonstopFrontier
4h 18mSJU-BWI
$108
4/10Wed
nonstopSpirit Airlines
3h 48mBWI-SJU
4/16Tue
1 stopSpirit Airlines
12h 46mSJU-BWI
$121
4/10Wed
nonstopSpirit Airlines
3h 48mBWI-SJU
4/16Tue
1 stopSpirit Airlines
6h 22mSJU-BWI
$133
4/20Sat
1 stopAmerican Airlines
15h 45mDCA-NAS
4/23Tue
nonstopAmerican Airlines
2h 45mNAS-DCA
$229
4/29Mon
nonstopAmerican Airlines
2h 55mDCA-NAS
5/3Fri
1 stopAmerican Airlines
4h 56mNAS-DCA
$237
4/9Tue
nonstopUnited Airlines
3h 54mIAD-SJU
4/17Wed
nonstopUnited Airlines
3h 58mSJU-IAD
$247
4/8Mon
nonstopJetBlue
3h 51mDCA-SJU
4/11Thu
nonstopJetBlue
4h 05mSJU-DCA
$247
5/7Tue
1 stopUnited Airlines
9h 17mIAD-SJU
5/7Tue
1 stopUnited Airlines
6h 11mSJU-IAD
$250
4/8Mon
1 stopJetBlue
7h 14mDCA-SJU
4/11Thu
nonstopJetBlue
4h 05mSJU-DCA
$260

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Recent one-way flight deals

4/4Thu
nonstopSpirit Airlines
3h 47mBWI-SJU
$63
4/9Tue
1 stopSpirit Airlines
5h 44mBWI-SJU
$64
5/5Sun
nonstopAmerican Airlines
2h 55mDCA-NAS
$64
5/1Wed
1 stopAmerican Airlines
4h 45mDCA-NAS
$67
4/10Wed
1 stopFrontier
18h 08mBWI-SJU
$71
3/18Mon
1 stopFrontier
6h 37mBWI-SJU
$73
3/28Thu
1 stopJetBlue
8h 05mDCA-NAS
$119
4/8Mon
nonstopUnited Airlines
3h 54mIAD-SJU
$124
4/8Mon
nonstopJetBlue
3h 51mDCA-SJU
$124
4/10Wed
nonstopUnited Airlines
3h 54mIAD-SJU
$138

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Last minute flights from Washington, D.C. to Caribbean

Last minute flight, train and bus deals

3/5Tue
multi-stopFrontier
6h 41mBWI-SJU
3/5Tue
multi-stopFrontier
7h 06mSJU-BWI
$233
3/5Tue
multi-stopFrontier
20h 09mBWI-SJU
3/11Mon
multi-stopFrontier
10h 51mSJU-BWI
$238
3/5Tue
nonstopSpirit Airlines
3h 48mBWI-SJU
3/11Mon
multi-stopSpirit Airlines
14h 42mSJU-BWI
$255
3/4Mon
multi-stopSpirit Airlines
8h 31mBWI-SJU
3/19Tue
multi-stopSpirit Airlines
15h 30mSJU-BWI
$257
3/5Tue
nonstopAmerican Airlines
2h 57mDCA-NAS
3/8Fri
nonstopAmerican Airlines
2h 39mNAS-DCA
$266
3/5Tue
multi-stopAmerican Airlines
4h 56mDCA-NAS
3/8Fri
nonstopAmerican Airlines
2h 39mNAS-DCA
$269
3/5Tue
multi-stopJetBlue
7h 19mDCA-SJU
3/6Wed
nonstopJetBlue
4h 07mSJU-DCA
$385
3/5Tue
nonstopUnited Airlines
3h 46mIAD-SJU
3/6Wed
nonstopUnited Airlines
3h 55mSJU-IAD
$431
3/5Tue
multi-stopUnited Airlines
7h 06mDCA-SJU
3/6Wed
multi-stopUnited Airlines
9h 09mSJU-DCA
$434
3/4Mon
multi-stopJetBlue
7h 19mDCA-SJU
3/6Wed
multi-stopJetBlue
8h 59mSJU-DCA
$472

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Flights to Caribbean

Return flight deals:

Caribbean - Washington, D.C.

Cabin classes:

$1,064
$856
$803
$107