$379 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 7/28. 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$1,022
Santo Domingo
Santo Domingo2 stops$982
Nassau
Nassau1 stop$709
Saint Thomas Island
Saint Thomas Island2 stops$1,109
Kingston
Kingston2 stops$1,197
Puerto Plata
Puerto Plata2 stops$1,032
Punta Cana
Punta Cana1 stop$1,022
Santo Domingo
Santo Domingo2 stops$982
Nassau
Nassau1 stop$709
Saint Thomas Island
Saint Thomas Island2 stops$1,109
Kingston
Kingston2 stops$1,197
Puerto Plata
Puerto Plata2 stops$1,032

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, Jun 2 - Tue, Jun 9
American Airlines Logo
8:17 pm - 5:05 pm
ANC
-
NAS
16h 48m
1 stop
American Airlines Logo
11:03 am - 11:52 pm
NAS
-
ANC
16h 49m
2 stops
$709American Airlines
Tue, Aug 4 - Tue, Aug 18
Southwest Logo
11:15 pm - 10:00 pm
ANC
-
SJU
18h 45m
2 stops
Southwest Logo
10:30 am - 10:05 pm
SJU
-
ANC
15h 35m
2 stops
$790Southwest
Fri, Apr 3 - Tue, Apr 7
United Airlines Logo
11:47 pm - 4:10 pm
ANC
-
NAS
12h 23m
1 stop
United Airlines Logo
3:59 pm - 7:48 pm
NAS
-
ANC
31h 49m
1 stop
$794United Airlines
Fri, Apr 3 - Tue, Apr 7
United Airlines Logo
11:47 pm - 4:10 pm
ANC
-
NAS
12h 23m
1 stop
United Airlines Logo
2:35 pm - 7:48 pm
NAS
-
ANC
33h 13m
2 stops
$806United Airlines
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
8:17 pm - 5:05 pm
ANC
-
NAS
16h 48m
1 stop
American Airlines Logo
12:47 pm - 8:47 pm
NAS
-
ANC
12h 00m
1 stop
$822American Airlines
Sat, Apr 25 - Wed, Apr 29
United Airlines Logo
8:50 pm - 2:57 pm
ANC
-
NAS
14h 07m
1 stop
United Airlines Logo
3:59 pm - 5:01 pm
NAS
-
ANC
29h 02m
1 stop
$837United Airlines
Sat, Apr 18 - Sun, May 3
Delta Logo
1:41 pm - 12:12 pm
ANC
-
SJU
18h 31m
2 stops
Delta Logo
7:30 am - 12:25 am
SJU
-
ANC
20h 55m
2 stops
$855Delta
Sat, Apr 18 - Sun, May 3
Delta Logo
1:41 pm - 12:52 pm
ANC
-
SJU
19h 11m
2 stops
Delta Logo
7:30 am - 8:46 pm
SJU
-
ANC
17h 16m
2 stops
$875Delta
Fri, May 15 - Sat, May 30
Multiple Airlines Logo
2:40 pm - 2:30 pm
ANC
-
KIN
20h 50m
3 stops
Multiple Airlines Logo
3:30 pm - 1:36 pm
KIN
-
ANC
25h 06m
2 stops
$1,545Multiple Airlines
Fri, May 15 - Sat, May 30
Multiple Airlines Logo
2:40 pm - 2:30 pm
ANC
-
KIN
20h 50m
3 stops
Multiple Airlines Logo
3:30 pm - 1:36 pm
KIN
-
ANC
25h 06m
3 stops
$1,581Multiple 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 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 American Airlines ($709) and Southwest ($790).

Good to know

Low seasonAugust
Cheapest flight$379
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 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 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.
7.9
DeltaOverall score based on 8319 reviews
7.2Food
7.8Entertainment
8.5Crew
8.1Boarding
7.9Comfort
Airline reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

2.0 MediocreSreekumar, Mar 2026
FLL - DTW
Read more Delta reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

No seat back entertainment. And app had a hard time getting entertainment loaded.

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports