Find flights
Deals
When to book
FAQs & Tips
Airlines

$69 Find cheap flights from Washington, D.C. to Caribbean

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 8/26. 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
Sun 8/25
Sun 9/1

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days travelers have searched 50,552,696 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$221
Montego Bay
Montego Bay1 stop$242
Santo Domingo
Santo Domingo1 stop$235
Oranjestad
Oranjestad1 stop$286
Nassau
Nassau1 stop$273
Kingston
Kingston2 stops$335
Simpson Bay
Simpson Bay1 stop$341
Providenciales
Providenciales1 stop$414
Bridgetown
Bridgetown2 stops$259
Port of Spain
Port of Spain2 stops$213
George Town
George Town1 stop$375
Castries
Castries2 stops$998
Willemstad
Willemstad1 stop$357
Aguadilla
Aguadilla1 stop$168
St. John's
St. John's1 stop$456

Good to know

Low season

September

High season

March

Cheapest flight

$69
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 12% 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 15% 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 verified KAYAK customer reviews.
7.6
JetBlueOverall score based on 3996 reviews
7.5Entertainment
7.8Boarding
7.1Food
7.8Comfort
8.2Crew
Airline reviews

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

6.0 GoodGail, Jul 2024BOS - ORD
Read more about JetBlue reviews

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

They delayed our flight by 45 minutes and then re-updated the departure time back to normal schedule with no notification, email, or app update causing probably 40 people to miss the flight as they left without us.

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

Som delays but overall we almost made it on the original time.

terrible. Because I felt very unwell during the flight. How do they leave a woman alone in the middle of 2 men? an obese man who was falling on top of me.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Brutal delay of 24 hours on first floight the 3 hours in Chicago . Tiny seats , screaming child behind me kicking the seat … couldn’t be worse

It got us to our destinations pretty well but the flight from Dulles to Newark was the size of a school bus or less and the flight to Israel was better but premium seats are way tooo expensive and necessary. The seat cushions in economy plus are virtually nonexistent. The service was minimal. There was a noticeable absence of beverage service, including nonalcoholic beverages. The flight to Israel was my mos on time flight to Israel ever. The pilot talked too much, though, especially yelling instructions at everyone.

UK Based crew was great. Very friendly and quick. The seats are just too tight and not comfortable. The plane appeared quite old. Food is better on other non-USA based airlines.

I flew Delta last week and United Airlines is a poor substitute mechanical problems with the plane and shitty food among other things made my travel experience what’s become to be expected from United no way is it ever worth the money they make us pay

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

Food was terrible Not many options Stewards dont care Delay

The ride was good but no food ot entertainment hence, it was just over an hour flight.

they made me check my carryon. There was space in the overhead bins.

The plane was delayed 2 hours. The wifi did not work. The seat in first class was not comfortable because the bottom felt like it lost all of its padding. And I did not like when the flight attendant made me wait at my seat to use the bathroom and didn't tell me why. If there were too many people using the 1st Class bathroom, she should have told me to go in the back, coach bathrooms. I guess I have to feel fortunate that they found 2 local pilots to still fly the plane tonight after the original pilots ended up at an airport 60 miles away due to high winds.

delayed multiple times. no resolution on anything from AA customer service. was put on hold in chat to talk to manager. was 6th in line to talk to manager for more than TWELVE HOURS - from sometime around 9AM until well after I had gone to bed that evening. no explanation, no attempt to make it right. just a five hour delay because of repeated maintenance claims

Gate check in of luggage was smooth at DCA and luggage came out fast in IND.

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Overall the flights pretty good. The snacks we’re good and they were plenty of them. Both boarding and deplaning went quickly.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Everything was on time; the flight attendants and the gate personnel were very pleasant and helpful.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

For the price we paid, the service was outstanding, we took off on time, everything went very smoothly, we landed on time, and we didn't need anything extra.

On a day with 1000s of worldwide flight cancellations, I was worried about my flight. Not only did my Spirit flight leave as scheduled, but it arrived at destination earlier than expected! This made my day!

The length of delays were extremely frustrating. Stuck in airport for hours. We were to get meal vouchers but it was 3 hours until someone responded to me from their WhatsApp and they said wait for an email. Still no vouchers and it’s been 24 hours. Terrible customer service. The ppl at the gates and bag checkin were miserable and not helpful

Spirit airlines is very bad airline staff doesnt know how to treat passangers they didnt allow us in the flight we reached 45 minutes ago from flight departure but they denied nd said you are late Very disappointed i never reccomend spirit airlines

spirt air lines took advantage of two eighty year olds. we paid extra for cancelation due to health reasons they did not honer they have no spirit. I hope they treat there grand parents beter.

Our flight was delayed four hours and staff did nothing to accommodate the issue.

The flight has been cancelled we have been waiting at the gate for almost 2 hours and they didn't gave me an update for rebooking

I like spirit it make easy for you to travel no matter how your budget it you find cheaper tickets on it, what I don’t understand everything it so expensive a bottle of water cost you price of a case $4 dollars that’s not fair.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Awful. My flight was three hours late leaving DFW and we just arrived at LAX three hours late and stuck on the runway. I heard the Spirit workers at the desk in DFW say that we were waiting on a crew. I am extremely disappointed in Spirit.

Better than expected.on time. Friendly staff in NY however MYR not so nice.

The flight crew and flight attendants are poorly trained and demonstrate poor professionalism. They have a sloppy appearance and communicate with patrons poorly. It is embarrassing for them to be representatives of an airline and for them to be called professionals.

After 5 hours of delay, they cancelled the flight. Very disappointed

My flight to LA was cancelled. I waited at the airport for 3 hrs saying it was delayed and then all of a sudden it was cancelled. Frontier only gave me a voucher and refund but could not rebook me. Flights on other airlines were too expensive last minute. I had to drive down to LA and didn’t even take my return flight home since I had to drive. One of the worst airline experiences in my life. It’s crazy how airlines can just upend people’s plans just like that.

Flying Frontiier was extremely poor!! I paid for a7:15am flight on flight 1601 from PHL To Las Vegas and the delay was brutally, excruciatingly and disgustingly long (8 hrs). I arrived by Uber to PHL at 5:30 am and had to spend the entire 8 hr delay inside the airport. Even more atrocious was that the flight was delayed twice. On the phone with customer service for two hours and was not fully compensated. I feel taken advantage of with this airline. They offered a menial couched for another flight within 90 days to me and my husband who has never flown but this experience has made us almost 100% sure to not fly this airline and will suggest that others don’t either. We don’t want to book ever again, don’t want a menial voucher and I believe by standard and because the flight was delayed for 8 hours, I should be fully reimbursed for the entire round trip. There is no excuse why this should have ever occurred. After sharing my experience with others in Vegas and Philadelphia, I was told that Frontier airlines is notorious for long delayed flights, poor customer service and refusal to compensate people correctly. I’m very nervous to see what departing from Vegas to Philadelphia will bring.

I fly Frontier often and generally don't have any issues. For some reason, the Denver to Houston's George Bush Intercontinental (IAH) flight always needs to wait on the tarmac in Houston because a gate is not available after landing. I've been stuck for as little as 15 minutes and as much as a little over an hour. I know only fly the Frontier Denver to IAH route when there is not an available flight to Houston Hobby (HOU).

Flight was 3 hours late leaving. Poor communication from the staff about delays. Impossible to get in touch with customer service (by design). And it actually didn't come out to be much cheaper than a non-budget airline! Not worth the headache, I'm never flying Frontier again

I’ve never flown frontier without a flight getting canceled. I understand that things go wrong with planes, but all other airlines handle cancellations so well. Frontier becomes a dumpster fire if a problem appears for them.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

Flying Frontier was a nightmare. From the booking through Kayak, checking in, departing and arriving, I will never recommend Kayak or Frontier.

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

Recent round-trip flight deals

8/12Mon
nonstopSpirit Airlines
4h 06mBWI-SJU
8/14Wed
1 stopSpirit Airlines
16h 37mSJU-BWI
$135
8/17Sat
1 stopSpirit Airlines
9h 17mBWI-SJU
8/21Wed
1 stopSpirit Airlines
16h 37mSJU-BWI
$139
8/19Mon
nonstopFrontier
4h 07mBWI-SJU
8/27Tue
1 stopFrontier
13h 06mSJU-BWI
$151
8/16Fri
1 stopFrontier
6h 54mBWI-SJU
8/24Sat
1 stopFrontier
9h 49mSJU-BWI
$152
8/16Fri
1 stopUnited Airlines
25h 41mIAD-SJU
8/22Thu
nonstopUnited Airlines
3h 57mSJU-IAD
$181
8/16Fri
1 stopJetBlue
17h 23mDCA-SJU
8/22Thu
nonstopJetBlue
4h 02mSJU-DCA
$181
8/18Sun
1 stopJetBlue
6h 04mDCA-SJU
8/27Tue
1 stopJetBlue
12h 59mSJU-DCA
$197
11/1Fri
1 stopUnited Airlines
15h 03mIAD-NAS
11/9Sat
nonstopUnited Airlines
2h 47mNAS-IAD
$273
8/24Sat
nonstopAmerican Airlines
2h 50mDCA-NAS
8/31Sat
nonstopAmerican Airlines
2h 38mNAS-DCA
$278
8/6Tue
1 stopAmerican Airlines
13h 37mDCA-NAS
8/13Tue
nonstopAmerican Airlines
2h 38mNAS-DCA
$288

Search by stops

Search by airline

Search by price

Recent one-way flight deals

8/26Mon
nonstopFrontier
4h 07mBWI-SJU
$69
8/24Sat
1 stopSpirit Airlines
9h 17mBWI-SJU
$70
9/25Wed
1 stopDelta
4h 39mIAD-NAS
$88
8/23Fri
1 stopDelta
15h 20mDCA-NAS
$88
8/25Sun
nonstopAmerican Airlines
2h 41mDCA-NAS
$89
8/29Thu
1 stopAmerican Airlines
4h 21mIAD-NAS
$93
8/30Fri
1 stopUnited Airlines
15h 42mIAD-NAS
$113
8/13Tue
1 stopJetBlue
9h 26mDCA-SJU
$113
8/23Fri
1 stopJetBlue
7h 24mDCA-SJU
$122
8/28Wed
nonstopUnited Airlines
4h 18mIAD-AUA
$127

Search by stops

Search by airline

Search by price

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

Last minute flight, train and bus deals

7/27Sat
multi-stopSpirit Airlines
6h 07mBWI-SJU
7/30Tue
multi-stopSpirit Airlines
7h 56mSJU-BWI
$196
7/29Mon
multi-stopSpirit Airlines
8h 05mBWI-SJU
8/6Tue
multi-stopSpirit Airlines
11h 25mSJU-BWI
$247
7/30Tue
multi-stopFrontier
17h 59mBWI-SJU
8/8Thu
multi-stopFrontier
6h 46mSJU-BWI
$250
7/29Mon
multi-stopFrontier
7h 22mBWI-SJU
8/8Thu
multi-stopFrontier
6h 46mSJU-BWI
$251
7/27Sat
nonstopAmerican Airlines
2h 46mDCA-NAS
8/1Thu
nonstopAmerican Airlines
2h 43mNAS-DCA
$303
7/27Sat
multi-stopAmerican Airlines
4h 58mDCA-NAS
8/1Thu
nonstopAmerican Airlines
2h 43mNAS-DCA
$308
7/27Sat
nonstopUnited Airlines
2h 47mIAD-NAS
8/1Thu
nonstopUnited Airlines
2h 43mNAS-IAD
$353
7/27Sat
multi-stopUnited Airlines
16h 53mIAD-NAS
8/1Thu
nonstopUnited Airlines
2h 43mNAS-IAD
$358
7/28Sun
multi-stopJetBlue
6h 05mDCA-SJU
8/1Thu
multi-stopJetBlue
9h 29mSJU-DCA
$438
7/31Wed
multi-stopJetBlue
9h 36mDCA-SJU
8/3Sat
multi-stopJetBlue
9h 29mSJU-DCA
$447

Search by stops

Search by airline

Search by price

Flights to Caribbean

Return flight deals:

Caribbean - Washington, D.C.

Cabin classes:

$905
$821
$635
$131