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Find cheap flights from Anchorage to Caribbean from $268

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Anchorage to Caribbean departing on 6/5. 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
gio 6/6
gio 6/13

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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$1,039
Santo Domingo
Santo Domingo2 stops$853
Nassau
Nassau2 stops$562

Good to know

Low season

April

High season

December

Cheapest flight

$268
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from Anchorage to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Anchorage 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 Anchorage to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from Anchorage 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 Anchorage 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 Anchorage with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Anchorage 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 Anchorage 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 8% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 4 airlines serving from Anchorage to Caribbean

 
Need help choosing which airline to fly with from Anchorage 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.
8.0
Alaska AirlinesOverall score based on 9137 reviews
8.6Crew
7.3Entertainment
7.9Comfort
8.2Boarding
7.3Food
Airline reviews

The flight was decent again if there was a place that you could put crying children that would be great. Or maybe make a rule against allowing infants on the plane.

6.0 GoodAnonymous, May 2024SEA - HNL
Read more about Alaska Airlines reviews

The flight was decent again if there was a place that you could put crying children that would be great. Or maybe make a rule against allowing infants on the plane.

The flight was great. The pilot was great. It was really annoying that the staff had facemasks on. Hard to hear what they’re saying when a mask is covering their mouth. I enjoyed the flight, but there was a crying baby in front of me. You guys should offer flights baby free. I would be very into that me and the person next to me discussed how they should make free flights for all of us that don’t have kids. I wouldn’t mind paying extra to not have to deal with the smell of a dirty diaper or screaming of a child. Also, if they had a separate room, the babies could be sent to the back with a curtain or something muddle the horrible sounds.

Smooth. Courteous. Fun. One problem: the wheels on my checked roller back were broken when I picked up baggage at destination. Must have happened during flight baggage handling but I don’t know where.

Staff very helpful and friendly, in flight entertainment poor. Flight left late and thus arrived 20 minutes late to final destination.

Ground crew was great in Austin, flight crew left a lot to be desired. Not particularly friendly, helpful or nice.

Everything was fine -- on time, clear, clean. I don't want to pay extra for in-flight wi-fi

First time flying with Alaska and the staff were All professional from checkin to departure! I do plan to book more flights with Alaska. Thanks

The flight was delayed because the pilots had not arrived on their previous flight yet. The flight was 100% full so it was pretty crowded. I miss having the screens on the back of the seats. It would be great if the Alaska planes had the clip so you can put your phone or tablet on the back of the seat in front of you to not strain your neck. Everything else was very smooth.

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

It was fine since it ensure we went to our destination in time.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

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.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

Book cheap flights from Anchorage to Caribbean

Recent round-trip flight deals

10/15mar
2 stopsDelta
16h 45mANC-NAS
10/29mar
2 stopsDelta
23h 37mNAS-ANC
$562
5/27lun
1 stopLufthansa
11h 33mANC-NAS
6/4mar
1 stopLufthansa
12h 13mNAS-ANC
$654
5/27lun
2 stopsLufthansa
12h 08mANC-NAS
6/4mar
1 stopLufthansa
12h 13mNAS-ANC
$659
5/27lun
2 stopsAir Canada
14h 15mANC-NAS
6/4mar
2 stopsAir Canada
31h 26mNAS-ANC
$746
5/27lun
2 stopsUnited Airlines
17h 50mANC-NAS
6/4mar
1 stopUnited Airlines
12h 13mNAS-ANC
$825
5/20lun
2 stopsAmerican Airlines
19h 20mANC-SJU
5/25sab
2 stopsAmerican Airlines
16h 31mSJU-ANC
$918
5/20lun
1 stopAmerican Airlines
22h 26mANC-SJU
5/25sab
2 stopsAmerican Airlines
30h 36mSJU-ANC
$921
5/19dom
2 stopsUnited Airlines
19h 32mANC-SJU
5/25sab
1 stopUnited Airlines
12h 58mSJU-ANC
$933
8/10sab
2 stopsAlaska Airlines
32h 54mANC-SJU
8/15gio
2 stopsAlaska Airlines
33h 50mSJU-ANC
$969
5/19dom
2 stopsAlaska Airlines
16h 10mANC-SJU
5/24ven
2 stopsAlaska Airlines
17h 55mSJU-ANC
$2,368

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Recent one-way flight deals

6/5mer
3 stops
50h 59mANC-SJU
$268
6/5mer
2 stops
44h 20mANC-SJU
$291
5/18sab
2 stops
25h 00mANC-SJU
$296
6/4mar
2 stopsDelta
17h 19mANC-SJU
$421
5/17ven
2 stopsUnited Airlines
25h 10mANC-SJU
$449
6/5mer
1 stopUnited Airlines
13h 25mANC-SJU
$471
8/5lun
2 stopsAlaska Airlines
32h 19mANC-SJU
$477
9/7sab
2 stopsDelta
20h 26mANC-PUJ
$495
8/6mar
1 stopAmerican Airlines
14h 30mANC-SJU
$572
5/18sab
1 stopAmerican Airlines
22h 26mANC-SJU
$576

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Anchorage - Caribbean Flights

Departure:

Anchorage (ANC)United States

Return flight deals:

Caribbean - Anchorage

Cabin classes: