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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
Punta Cana
Punta Cana2 stops$1,063
Santo Domingo
Santo Domingo2 stops$1,013
Nassau
Nassau2 stops$1,033
Kingston
Kingston2 stops$1,234
Punta Cana
Punta Cana2 stops$1,063
Santo Domingo
Santo Domingo2 stops$1,013
Nassau
Nassau2 stops$1,033
Kingston
Kingston2 stops$1,234
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 September, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $1,393 and $1,284 respectively.

Good to know

Low season

March
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 20% increase in price.

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 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.
7.9
Alaska AirlinesOverall score based on 13142 reviews
7.8Comfort
8.5Crew
8.1Boarding
7.0Entertainment
7.0Food
Airline reviews

The flight itself was good but I am not a fan of a lot of people and so much sensory I couldn't take that part. My brain went into rescue mode cause there was to much going on. I am to interverted to out here peopling. I like the emergency section but when I feel like I am trapped cause there are people next to me I almost wanted to jump out to be honest. I didn't obviously but I now know what all I can handle and what not. Thank you for hearing me out. If there are better times for people with sensory issues and having borderline personality and anxiety issues please let me know

10.0 ExcellentJay, Oct 2026
Read more Alaska Airlines reviews

The flight itself was good but I am not a fan of a lot of people and so much sensory I couldn't take that part. My brain went into rescue mode cause there was to much going on. I am to interverted to out here peopling. I like the emergency section but when I feel like I am trapped cause there are people next to me I almost wanted to jump out to be honest. I didn't obviously but I now know what all I can handle and what not. Thank you for hearing me out. If there are better times for people with sensory issues and having borderline personality and anxiety issues please let me know

Alaska Airlines has great customer service. I would like the Alaska lounge to improve with food options.

Service is always great with Alaska. Baggage services seems to be delayed in Seattle but Alaska airlines follows up with excellent customer service

Everything was great. Due to an accident on the Glen Hwy attendants could not make it to the airport. A delay while new crew was located

My experience with Alaska Airlines was great! Crew are always friendly and attentive. Alaska Airlines goes out of their way to make guest feel appreciated.

Completely full flight. Boarding was smooth, but people didn’t listen about use of overhead bins which is typical. We pre-purchased a snack which was tasty. Drinks were good and plentiful. Flight left late because previous flight was delayed.

Ok, but nothing special. Long flight with no blanket/pillow set.

The tray wasn’t cleaned, it had crumbs from the last flight Other than that it was very comfortable by

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

Service was great! 👍 Seats were small and absolutely not enough leg and feet room!!!

I used by Skymiles to upgrade to First so that I could comfortably work using my laptop. But WiFi was intermittent and unavailable for long periods. I feel like I wasted 70,000 miles :(

Great as one can be for a one connection 6 hour flight

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

There was no internet on the flight. As an executive flying during prime business hours, having internet is critical for a smooth experience. This impacted productivity and time that will need to be spent later to do the work I could have done on flight.

Terrible boarding - 4 flights boarded from the same gate. Chaos there; long ramps to the plane.

Flight delay in lax which delayed our connecting flight to Copenhagen. Was placed on standby the following day and got delayed again at Scandinavian air. Bad bad counter service at ar Canada in Toronto by the name of Camilla who said that she was doing us a courtesy for even finding a earlier flight for us after we the customer are the ones being inconvenient by the cancellation of our flight. Btw, we are going on a tour. Air Canada is the worse

The flight itself was ok, but one member of the crew was miserable

Fine except from Chicago to moline three different gate changes and flight times

The food could have been better and the entertainment could have better movies or streaming.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

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.

Fine. No announcement for Concierge Key to board. Not a big issue just pointing it out.

Totally uninformed of the situation. Not yet sure about compensation. Highly disappointed.

Horrible. Their delay cause me to miss my connection, the the flight they rebooked was delayed over an hour because they over booked the crew. They also left my suitcase out in the rain for hours ruining items I had in the suitcase and blew off my complaint.. worst experience ever.

The flight was almost an hour delayed causing me to miss my connecting flight, then the rebooked flight was delayed a couple of hours. They also left my suitcase in the rain for hours ruining some items I had in there. They also just blew off my complaint. It was my absolute worst flight experience of all time:

Nothing available at the assigned hotel as far as brush, toothbrush, etc after forced layover with bags that departed

Crew tried to accommodate late arrival due to late departure

The now boarding notification was not updated in the app until I was actually on the plan. This si a massive fail considering my flight was delayed several times. These types of failures add stress that could be avoided since I no longer feel comfortable leaving the boarding area to get food or visit a lounge. Had I used the notification from the app, I would have missed my flight. The secondly, the process of connecting to wifi on aa flights is clunky and could be streamlined better. the copy and past process feels like MVP, and you are well beyond that stage.

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

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