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Cheap Flights from Seattle to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana2 stops$602
Santo Domingo
Santo Domingo1 stop$678
Montego Bay
Montego Bay1 stop$644
Oranjestad
Oranjestad1 stop$665
Nassau
Nassau1 stop$573
Kingston
Kingston2 stops$903
Simpson Bay
Simpson Bay1 stop$601
Providenciales
Providenciales2 stops$662
Port of Spain
Port of Spain1 stop$815
Bridgetown
Bridgetown1 stop$871
George Town
George Town2 stops$682
Willemstad
Willemstad2 stops$855
Aguadilla
Aguadilla2 stops$614
Puerto Plata
Puerto Plata2 stops$750
St. John's
St. John's2 stops$722
Punta Cana
Punta Cana2 stops$602
Santo Domingo
Santo Domingo1 stop$678
Montego Bay
Montego Bay1 stop$644
Oranjestad
Oranjestad1 stop$665
Nassau
Nassau1 stop$573
Kingston
Kingston2 stops$903
Simpson Bay
Simpson Bay1 stop$601
Providenciales
Providenciales2 stops$662
Port of Spain
Port of Spain1 stop$815
Bridgetown
Bridgetown1 stop$871
George Town
George Town2 stops$682
Willemstad
Willemstad2 stops$855
Aguadilla
Aguadilla2 stops$614
Puerto Plata
Puerto Plata2 stops$750
St. John's
St. John's2 stops$722
Booking Insights

Price, demand and travel trends for Seattle to Caribbean Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Seattle to Caribbean Islands cheaper or more expensive than last year?

Fares from Seattle to Caribbean Islands are about 5% higher than they were in November last year, averaging $742 round-trip.

What's the cheapest month to fly from Seattle to Caribbean Islands?

February is typically the cheapest month to fly from Seattle to Caribbean Islands, with round-trip fares averaging $698. December and July are usually the most expensive, averaging $887 and $862, respectively.

How do fares from Seattle to Caribbean Islands vary by day of the week?

On average, Wednesday is the cheapest day to fly from Seattle to Caribbean Islands and Saturday is the most expensive. Looking at the past 12 months of KAYAK data, it's 10% more expensive to fly on a Saturday compared to Wednesday.

What's the best time of day to fly from Seattle to Caribbean Islands?

It's cheapest to fly to Caribbean Islands in the afternoon with average prices of $772. The night is the most expensive time to fly, with average prices of $852.

What's the best time to book a flight from Seattle to Caribbean Islands?

Book your flights 19 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 32% compared to booking at the last minute (within 2 weeks of departure).

Key details for Seattle to Caribbean Islands flights

Low season

September
Beat the crowds with an average 33% drop in travelers.
The most popular month to fly with an average 34% increase in travelers.

Your Seattle to Caribbean Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • How much should I budget for a flight from Seattle to Caribbean Islands?

    Over the past 12 months, round-trip fares from Seattle to Caribbean Islands have typically cost between $627 and $1,038.

  • Which airlines fly nonstop from Seattle to Caribbean Islands?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Seattle to Caribbean Islands. One-stop options include:

    • American Airlines
    • Delta
    • United Airlines

  • Which cabin classes are available from Seattle to Caribbean Islands?

    On flights from Seattle to Caribbean Islands you can book Economy Class, Business Class or First Class.

  • What are some popular landmarks around Caribbean Islands?

    Caribbean Islands is home to many popular sights. KAYAK travelers' favorites include:

    • Viejo San Juan
    • Palm Beach
    • Eagle Beach
    • Puerto Rico Convention Center

Your guide to booking Seattle to Caribbean Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 19 weeks before your trip. KAYAK data shows fares in this window are around 32% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in February to save some money. It's typically the cheapest month on this route, while flights in December will cost you the most.
  • Fly out on a Wednesday to get the cheapest fares. Avoid Saturday flights, which are about 10% more expensive.
  • Start your trip in Punta Cana, the most popular destination in Caribbean Islands. From there, it's easy to continue on to other popular spots such as San Juan, Oranjestad and Nassau.

Reviews of the top 5 airlines serving from Seattle to Caribbean Islands

 
Need help choosing which airline to fly with from Seattle 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
SouthwestOverall score based on 4220 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

4.0 OkayHervey, Sep 2026
Read more Southwest reviews

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

They sent us to an airport way out of our way because they canceled our flight with no reason

I love no assigned seats and bags fly free. If Private Equity gets their way and forces Southwest to change they will be everyone else and I will stop being loyal to them. DON'T CHANGE YOUR BUSINESS MODEL!!!

Left GEG had the first flight of the morning and couldn’t leave due to broken plane then got redirected on to another flight which then I missed my connecting flight so they rescheduled my connecting flight then that one took off 3 1/2 hours late my 4 1/2 hour day turned into a 12 1/2 hour day

The people of SW Airlines really make it nice to fly.

More assistance and clarity for travelers with gate checking and lap children

dropped my bags at Seattle Delta curbside. 1.5 hours before departure. one bag oversized made it. the other was left at curb and mishandled. poor communication from delta in sjc baggage claim. No internet on flight and food choices in business are horrible. You are forcing us to fly Alaska which is shockingly better than the Delta experience. that is a low bar.

Delta is the best. It was all very easy and on time.

Delay from Atlanta to Tampa was simply unacceptable. Multiple delays led to us landing after 3am. Worst travel experience of my life

I somehow thought my food preferences was saved to my account— everything had dairy and couldn’t eat anything.

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

The flight was done by SkyWest only WIFI no entertainment center are available on the CRJ

Everything worked smoothly, never had a concern with the flight from start to finish.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Love me some Delta. One of the few airlines to recognize and support veterans. Easy boarding, flight was on time and arrived early and the flight attendants were excellent on this flight.

We sat on the runway for over an hour before departure. That was unwelcome.

Premium economy was worth it. Great seats and good food.

Flight be on time would be a good start. Then train your flight attendants to be attentive and friendly. This time they completely forgot my row for the measly snack! United, do better!

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

Very comfortable seating and the Flight staff were very attentive. The premium economy section that I was seated in was very clean, updated, and well appointed. I would highly recommend flying United Airlines as this experience was better than the Japan Airlines business class that I flew several months ago.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

Delayed by 2.5hrs any longer and they would’ve had to honour their own policy for breaking their own rules and regs. Not cool, especially when I have an infant child that needs to stay on a routine and they get schedules.

They had three choices for snacks - but you could only have one - and they ran out of the dark chocolate before they made it all the way down the aisle... Packed flight - limited service.

They opened my checked bag and even though my lock was tsa approved, they loose my lock and left my bag just like that. Incompetent people, very upset about it. I’ll try to avoid traveling with united

We fly to Ecuador frequently. Checking in is usually a hassle because most United agents take some time before they can verify that my passport doesn't require a visa to Ecuador. This time the process was even longer due to the cyber attack. But she was really nice to us. So glad we brought plenty of snacks to supplement the 3 flights from SEA to GYE.

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

They could care less about you. Just under a 4 hour delay in Seattle, leading into a missed connection in Vancouver, which led to 2 more delays that added up to 3 more hours leaving us to have to sleep on the floor of the Toronto airport cause they don't help you find accomodations and they just book you on the next flight out. Took an additional 14 hours to get home. Always given the brush off to get rid of us. Worst airline ever

All was good with comfort and ease of boarding. There was confusion from what gate to board at. Meant moving a long distance but I allowed plenty of time for this.

Good airport. Good entertainment on the big flight. Did not have a good way to prop up or mount my phone/ipad

Air Canada at SeaTac was the best. Polite, helpful, all good!

The problem in part was with the airports, not really the fault of Air Canada. Confusing directions regarding the gate, in Seattle the recommended shuttle train entrance was not working. Simular problems in Toronto. Baggage arrived in good time. Marx Bros movie on entertainment from Seattle. I was told I was laughing too loudly, by the flight attendant. No lounge in Seattle. Lounge in Toronto excellent.

Both fights were delayed. Food could be better comparing to other international flights

I found the personal kind and caring. The Problem was not enough people to serve the the customers. The flow was restricted the crowd frustrated by the wait times. Air Canada seems to hire good people but they need backup in order to provide the service we pay for.

The Montreal to Barcelona flight was cancelled half hour before boarding. We had to struggle for hours to find an alternative route through a very long route with 6 hours of transit time in Munich. It wasted almost one full day of our long awaited vacation. We are extremely disappointed.

No flight delays. No need to rebook to make connections. Enjoyed second leg of flight on Iberia.

I had to buy another ticket and you haven't reimburse me for it.

Wheelchair folks are great. Food not to my liking. Crew more interested in their lives than the passengers. Got the job done but just the minimum.

Flight attendants and crew were great! This plane was fine. It was clean and everything worked properly. Now, the gate change was not communicated. No text or information. It wasn't far with the gate change but it still changed without any communication. Not sure if this is on American or Kayakl. Also, internet was the worst. I would never have ATT. 3+hr flight and weak internet. I think I watched the commercials to get on at least 6 times. Terrible internet!

We did not have enough time to make our connecting flight. As a result, we were put onto a different airline for our second leg. The different airline was NOT comparable to British Airlines, and our arrival was significantly delayed. The actual flight on BA was amazing.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Everything was great except it became so hot on the plane I couldn’t sleep on my red eye flight. It didn’t really cool down till we started descending.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental