$303 Find Cheap Flights from Anchorage to Caribbean

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 3/28. 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
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 72 hours
Punta Cana
Punta Cana1 stop$947
Santo Domingo
Santo Domingo2 stops$912
Nassau
Nassau1 stop$849
Saint Thomas Island
Saint Thomas Island2 stops$1,077
Kingston
Kingston2 stops$1,460
Punta Cana
Punta Cana1 stop$947
Santo Domingo
Santo Domingo2 stops$912
Nassau
Nassau1 stop$849
Saint Thomas Island
Saint Thomas Island2 stops$1,077
Kingston
Kingston2 stops$1,460

Book Cheap Anchorage to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Anchorage to Caribbean

Sun, Apr 5 - Tue, Apr 14
United Airlines Logo
9:04 pm - 2:44 pm
ANC
-
SJU
13h 40m
1 stop
United Airlines Logo
7:40 am - 10:45 pm
SJU
-
ANC
19h 05m
2 stops
$775United Airlines
Mon, May 4 - Wed, May 6
United Airlines Logo
9:00 pm - 9:24 pm
ANC
-
SJU
20h 24m
2 stops
United Airlines Logo
4:55 pm - 5:01 pm
SJU
-
ANC
28h 06m
2 stops
$794United Airlines
Thu, Mar 26 - Fri, Apr 3
Delta Logo
3:40 pm - 3:57 pm
ANC
-
SJU
20h 17m
2 stops
Delta Logo
7:30 am - 12:29 am
SJU
-
ANC
20h 59m
2 stops
$795Delta
Mon, May 4 - Wed, May 6
United Airlines Logo
9:00 pm - 8:34 pm
ANC
-
SJU
19h 34m
1 stop
United Airlines Logo
4:55 pm - 5:01 pm
SJU
-
ANC
28h 06m
2 stops
$802United Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
8:13 pm - 2:32 pm
ANC
-
NAS
14h 19m
1 stop
American Airlines Logo
12:48 pm - 12:39 am
NAS
-
ANC
15h 51m
2 stops
$849American Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
8:13 pm - 4:54 pm
ANC
-
NAS
16h 41m
2 stops
American Airlines Logo
12:48 pm - 12:39 am
NAS
-
ANC
15h 51m
2 stops
$894American Airlines
Mon, Mar 30 - Wed, Apr 1
Air Canada Logo
9:04 pm - 12:25 pm
ANC
-
NAS
35h 21m
2 stops
Air Canada Logo
9:10 pm - 7:55 pm
NAS
-
ANC
26h 45m
2 stops
$1,028Air Canada
Wed, Feb 25 - Fri, Mar 27
Delta Logo
1:20 am - 12:32 am
ANC
-
SDQ
18h 12m
2 stops
Delta Logo
8:25 pm - 6:51 pm
SDQ
-
ANC
26h 26m
2 stops
$1,162Delta
Sun, Mar 29 - Thu, Apr 2
Air Canada Logo
9:04 pm - 12:35 pm
ANC
-
KIN
36h 31m
2 stops
Air Canada Logo
1:55 pm - 7:55 pm
KIN
-
ANC
33h 00m
2 stops
$1,460Air Canada
Wed, May 13 - Wed, May 27
Multiple Airlines Logo
1:20 pm - 12:23 pm
ANC
-
STI
19h 03m
2 stops
Multiple Airlines Logo
9:06 am - 11:52 pm
STI
-
ANC
18h 46m
3 stops
$2,788Multiple Airlines
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.

Which airlines fly non-stop between Anchorage and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Anchorage to Caribbean.

There is just one airline that flies from Anchorage to Caribbean direct and that is Delta. The best round-trip deal found from Delta for the route is to Nassau (NAS) and costs $268.

Which airlines provide the cheapest flights from Anchorage to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean were found on United Airlines ($794) and Delta ($795).

Good to know

Low seasonAugust
Cheapest flight$303
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Anchorage to Nassau

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 airlines flying 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
DeltaOverall score based on 8180 reviews
7.8Entertainment
8.1Boarding
7.2Food
7.9Comfort
8.5Crew
Airline reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

2.0 MediocreJaspreet, Feb 2026
SEA - SMF
Read more Delta reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

No wheel chair as requested at Atlanta arrival on first flight.

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Check-in and in-flight staff were better than average. The seat was a fair size but too hard and not enough padding. The cushion/pillow provided is poor (thin and seems to be disposable ,it provides no effective cushioning or support). Food was OK-ish but no choice of inflight snacks and no easy place to get drinks other than water (I could ask for juice by intruding into the staff area at the back of the plane) Entertainment was very good actually. Overall better than I expected from a US-based airline (sorry!) but compared to ANA or Singapore it was so-so. (I live in Japan so they are my comparative airlines)

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Terrible. Our first time back on United for 10 years, the seats in Polaris class are small and uncomfortable. They have squished too many people in to get more $$$. The staff are not friendly and not wanting to accommodate. I asked for two salads rather than a main meal and was advised no we wont do that. Then asked what I would like for breakfast and given something else anyway. I will not be flying United International anytime soon.

Same thing as flight from Pheonix to Newark. Uograded and Promised extra leg room and when I got to the seat it had none.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports