$349 Find Cheap Flights from Anchorage to Caribbean - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from Anchorage to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Nassau, The Bahamas
12h 45m4 stops
from $727per person
San Juan, Puerto Rico
13h 45m2 stops
from $815per person
Santiago de los Caballeros, Dominican Republic
11h 30m2 stops
from $953per person
Saint Thomas Island, U.S. Virgin Islands
14h 40m3 stops
from $989per person
Kingston, Jamaica
24h 52m4 stops
from $1,269per person
Booking Insights

KAYAK's insights & trends for Anchorage to Caribbean flights

Get data-powered insights and trends into flights from Anchorage to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Anchorage to Caribbean?

The cheapest month for flights from Anchorage to Caribbean is April, when tickets cost $947 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $1,284 and $1,275 respectively.

Good to know

Low season

April

Cheapest flight

$349
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Anchorage to Punta Cana

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 from Anchorage to Caribbean 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 from Anchorage to Caribbean with an airline and back 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 from Anchorage to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 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.
7.8
DeltaOverall score based on 8554 reviews
7.8Entertainment
7.2Food
7.8Comfort
8.1Boarding
8.5Crew
Airline reviews

Audio Visual Equipment lacking content and features. No connection ability for noise cancellation pods

8.0 ExcellentFrances, Sep 2026
Read more Delta reviews

Audio Visual Equipment lacking content and features. No connection ability for noise cancellation pods

DL482 did not wait for about 10 of us including a mother and 3 children when we were in the same terminal on DL486, where we were switching from waiting for a jet bridge fix, to moving to a neighboring gate. I understand taxiing delays are ok either but man. We only needed 5 more minutes. DL482 did not adjust from their times at all. This was my first time with Delta.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Food from the flight from Atlanta to Santiago was very poor..

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

The boarding was great. With all the delays I was grateful to get on the plane and headed for home. There was no in flight entertainment. Seats were very uncomfortable! Unfortunately we were seated next to an exit row so there was no recline in our seat. Other than that it was a smooth ride.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

Delta is one of the best airlines I have flown

Did not like the check in guy quibbling over a couple pounds at the luggage weigh in

Boarding was 2 hours late and then we were delayed another 5 hours on the tarmac. I'm sure the crew were also tired, but some of them were rather snappy. The special dinner I ordered was not served, and they only served a tapas box on takeoff and breakfast before landing. That was disappointing in premium economy. However United was good at rebooking my connecting flight.

It was pretty good, they give a small blanket, neck pillow and earphones. The only bad thing was not big enough leg room for your bag and feet. They gave us a snack, dinner, and breakfast on flight and food was good considering it was on a plane

Just having a little bit more legroom would've been nice.

We paid extra to check our bags ($90*2=$180) but our luggage remained in Frankfurt. VERY DISAPPOINTED as we were promised that our luggage would go to our destination. We had to pay 90€ to take a taxi back to the airport in Split the next day to get our bags so we would not miss our next step on our trip. We think we should be reimbursed for our checked bags. How can we coordinate this?

This is related to my second leg of the flight, from Washington DC to SFO. I understand things happen, but I got home at 3 am for a 12:59 am landing. I live 10 min from the airport. Bridge breaks when a few rows of the plane are off? Maintenance didn’t catch that?

Boarding, time to take off, in flight offerings, and staff were all great. I recommend using UA for this short flight.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

To san Francisco it was ok. From sf to Manila it was horrible

You have got to come up with a better way of getting connecting flight people off the plane first. Flying doesn’t bring out the best in people but exiting off a plane rules needs to come from management, not from the expectation that passengers will be “kind” and let them off first. Perhaps exiting in zones? Like boarding? Zone 1 exits are connecting people. This frustration led to many people missing their flights or scrambling. We were delayed leaving the first leg which amplified this.

Old dirty plane but great lie flat seats in business class

Business Class layout was excellent. The seats were not nearly as comfortable as UA, Delta or Air New Zealand (the best). Nor were the controls as flexible. Food was okay but not great. Breakfast pancakes were like cardboard.

Communication not good, too many changes. Three flights were cancelled due to weather and the options were not acceptable. I had to cancel my Canada portion of the trip.

On time and stellar premium class service. Not liking non LCD display in seat backs - miss the convenience of not using your own device.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Delayed and WIFI was not working for most of flight.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Flight was good. However, they had everyone board the plane then made us sit there on the tarmac for an hour plus due to maintenance issues. Besides that flight attendant and pilot were amazing.

Check in agent was helpful and nice. Flight was OK. Our flight in Chicago was delayed 8 hours without an explination. This was our journey home. After a horrible flight experience on on the way to our vacation where our plane was diverted for an emergency medical issue, was grounded for hours, we missed our connecting flight by 25 minutes, and it took a day yo get re-booked, this was yet another bad experience that American seemed unwilling to help out with, much less compensate us for the

More options for your flight to Caribbean

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