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Find cheap flights from Washington, D.C. to Caribbean Islands from $66

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 Islands departing on 6/18. 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
Wed 7/3
Wed 7/10

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Best Caribbean Islands Flight Deals

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

Punta Cana
Punta Cana1 stop$212
Montego Bay
Montego Bay1 stop$315
Santo Domingo
Santo Domingo1 stop$245
Oranjestad
Oranjestad1 stop$304
Nassau
Nassaunonstop$258
Kingston
Kingston1 stop$353
Simpson Bay
Simpson Bay1 stop$277
Providenciales
Providencialesnonstop$421
Port of Spain
Port of Spain2 stops$232
Bridgetown
Bridgetown1 stop$286
George Town
George Town2 stops$374
Aguadilla
Aguadilla1 stop$268
Willemstad
Willemstad1 stop$403
Castries
Castries3 stops$994
St. John's
St. John's1 stop$464

Good to know

Low season

September

High season

March

Cheapest flight

$66
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Baltimore to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

  • 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 Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

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

 
Need help choosing which airline to fly with from Washington, D.C. to Caribbean Islands? 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.
8.0
DeltaOverall score based on 10402 reviews
8.2Boarding
7.9Comfort
8.6Crew
8.0Entertainment
7.4Food
Airline reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

10.0 ExcellentBarb, Jun 2024MSP - JFK
Read more about Delta reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

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.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

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.

The crew were really great, but the 4 hour delay in small chunks was the worst.

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.

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.

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

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

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

Recent round-trip flight deals

9/9Mon
1 stopSpirit Airlines
24h 02mBWI-SJU
9/11Wed
nonstopSpirit Airlines
4h 05mSJU-BWI
$118
9/9Mon
1 stopSpirit Airlines
16h 48mBWI-SJU
9/11Wed
1 stopSpirit Airlines
15h 29mSJU-BWI
$120
8/6Tue
nonstopUnited Airlines
2h 47mIAD-NAS
8/11Sun
nonstopUnited Airlines
2h 43mNAS-IAD
$258
7/14Sun
1 stopUnited Airlines
5h 48mIAD-NAS
7/16Tue
nonstopUnited Airlines
2h 43mNAS-IAD
$263
8/30Fri
nonstopJetBlue
3h 52mDCA-SJU
9/5Thu
1 stopJetBlue
6h 00mSJU-DCA
$264
8/24Sat
1 stopJetBlue
7h 25mDCA-SJU
8/31Sat
nonstopJetBlue
4h 02mSJU-DCA
$269
8/25Sun
1 stopDelta
7h 37mIAD-NAS
9/1Sun
1 stopDelta
8h 20mNAS-IAD
$283
7/30Tue
1 stopDelta
10h 44mIAD-SJU
8/3Sat
1 stopDelta
10h 45mSJU-IAD
$284
7/8Mon
2 stopsAmerican Airlines
16h 27mIAD-NAS
7/10Wed
1 stopAmerican Airlines
6h 33mNAS-IAD
$288
9/12Thu
2 stopsAmerican Airlines
18h 31mIAD-NAS
9/20Fri
2 stopsAmerican Airlines
18h 08mNAS-IAD
$310

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Recent one-way flight deals

6/18Tue
1 stopSpirit Airlines
16h 06mBWI-SJU
$66
6/18Tue
1 stopSpirit Airlines
16h 06mBWI-SJU
$67
7/1Mon
1 stopDelta
11h 02mIAD-NAS
$88
6/9Sun
nonstopUnited Airlines
2h 47mIAD-NAS
$109
6/8Sat
1 stopAmerican Airlines
4h 31mIAD-NAS
$113
6/8Sat
nonstopUnited Airlines
2h 47mIAD-NAS
$118
6/28Fri
1 stopDelta
11h 02mIAD-NAS
$122
6/24Mon
2 stopsAmerican Airlines
16h 21mIAD-NAS
$129
6/18Tue
1 stopJetBlue
7h 00mDCA-SJU
$136
7/9Tue
nonstopJetBlue
3h 52mDCA-SJU
$138

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

Last minute flight, train and bus deals

6/3Mon
multi-stop
7h 52mBWI-SJU
6/11Tue
multi-stop
16h 56mSJU-BWI
$178
6/3Mon
multi-stop
13h 14mBWI-SJU
6/10Mon
multi-stop
13h 14mSJU-BWI
$181
6/5Wed
nonstopSpirit Airlines
4h 05mBWI-SJU
6/11Tue
multi-stopSpirit Airlines
16h 56mSJU-BWI
$282
6/7Fri
multi-stopSpirit Airlines
12h 56mBWI-SJU
6/12Wed
multi-stopSpirit Airlines
29h 39mSJU-BWI
$295
6/4Tue
nonstopUnited Airlines
2h 47mIAD-NAS
6/6Thu
nonstopUnited Airlines
2h 43mNAS-IAD
$298
6/4Tue
multi-stopUnited Airlines
7h 18mIAD-NAS
6/6Thu
multi-stopUnited Airlines
7h 56mNAS-IAD
$313
6/7Fri
multi-stopAmerican Airlines
4h 31mIAD-NAS
6/11Tue
multi-stopAmerican Airlines
6h 40mNAS-IAD
$343
6/7Fri
multi-stopAmerican Airlines
13h 16mIAD-NAS
6/10Mon
multi-stopAmerican Airlines
16h 09mNAS-IAD
$373
6/5Wed
multi-stopJetBlue
10h 04mDCA-SJU
6/8Sat
multi-stopJetBlue
7h 42mSJU-DCA
$483
6/5Wed
nonstopJetBlue
3h 51mDCA-SJU
6/8Sat
multi-stopJetBlue
7h 42mSJU-DCA
$495

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Flights to Caribbean Islands

Return flight deals:

Caribbean Islands - Washington, D.C.

Cabin classes:

$220
$315
$213
$44

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