$258 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 5/27. 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 Cana2 stops$942
Santo Domingo
Santo Domingo2 stops$1,007
Nassau
Nassau1 stop$640
Kingston
Kingston2 stops$1,404
Punta Cana
Punta Cana2 stops$942
Santo Domingo
Santo Domingo2 stops$1,007
Nassau
Nassau1 stop$640
Kingston
Kingston2 stops$1,404

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

Tue, Mar 17 - Mon, Mar 23
United Airlines Logo
9:10 pm - 3:22 pm
ANC
-
NAS
14h 12m
1 stop
United Airlines Logo
3:35 pm - 8:01 pm
NAS
-
ANC
32h 26m
1 stop
$640United Airlines
Tue, Mar 17 - Mon, Mar 23
United Airlines Logo
9:10 pm - 2:32 pm
ANC
-
NAS
13h 22m
2 stops
United Airlines Logo
2:35 pm - 8:01 pm
NAS
-
ANC
33h 26m
2 stops
$653United Airlines
Fri, Jun 26 - Sat, Jul 4
Sun Country Air Logo
8:52 pm - 3:18 pm
ANC
-
SJU
14h 26m
1 stop
Sun Country Air Logo
4:20 pm - 7:48 pm
SJU
-
ANC
31h 28m
1 stop
$755Sun Country Air
Tue, Apr 7 - Tue, Apr 14
Delta Logo
9:15 pm - 2:15 pm
ANC
-
SJU
13h 00m
1 stop
Delta Logo
7:30 am - 6:46 pm
SJU
-
ANC
15h 16m
2 stops
$775Delta
Mon, May 4 - Wed, May 6
United Airlines Logo
8:45 pm - 9:24 pm
ANC
-
SJU
20h 39m
2 stops
United Airlines Logo
4:55 pm - 5:01 pm
SJU
-
ANC
28h 06m
2 stops
$804United Airlines
Sat, May 23 - Tue, Jun 2
American Airlines Logo
1:55 am - 11:35 pm
ANC
-
SJU
17h 40m
2 stops
American Airlines Logo
12:59 am - 8:47 pm
SJU
-
ANC
23h 48m
1 stop
$855American Airlines
Sat, Apr 18 - Sun, May 3
Delta Logo
8:25 pm - 1:14 pm
ANC
-
SJU
12h 49m
1 stop
Delta Logo
6:15 am - 8:37 pm
SJU
-
ANC
18h 22m
2 stops
$860Delta
Mon, Apr 6 - Tue, Apr 7
Multiple Airlines Logo
7:25 pm - 2:39 pm
ANC
-
NAS
15h 14m
2 stops
Multiple Airlines Logo
5:26 pm - 10:38 am
NAS
-
ANC
21h 12m
2 stops
$879Multiple Airlines
Sat, Apr 18 - Sun, May 3
American Airlines Logo
8:30 pm - 2:42 pm
ANC
-
SJU
14h 12m
1 stop
American Airlines Logo
6:45 am - 6:50 pm
SJU
-
ANC
16h 05m
1 stop
$880American Airlines
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
1:18 pm - 4:31 pm
ANC
-
PUJ
23h 13m
2 stops
Multiple Airlines Logo
7:25 pm - 1:36 pm
PUJ
-
ANC
22h 11m
2 stops
$942Multiple 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 ($640) and Sun Country Air ($755).

Good to know

Low seasonAugust
Cheapest flight$258
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly with an average 6% 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 8206 reviews
7.9Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

10.0 ExcellentSoosnata, Feb 2026
LAX - HNL
Read more Delta reviews

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Excellent!!! Aeromexico is a great airline. What was not that good is the service provided by Kayak. It is never clear and not easy to manage.

Entertainment kept turning itself off. Gave up on watching a movie.

Both the WIFI and entertainment did not work for 2.5h

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports