$338 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 3/17. 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$679
Santo Domingo
Santo Domingo1 stop$922
Nassau
Nassau2 stops$663
Kingston
Kingston2 stops$1,237
Puerto Plata
Puerto Plata2 stops$962
Punta Cana
Punta Cana2 stops$679
Santo Domingo
Santo Domingo1 stop$922
Nassau
Nassau2 stops$663
Kingston
Kingston2 stops$1,237
Puerto Plata
Puerto Plata2 stops$962

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

Thu, Apr 9 - Thu, Apr 16
United Airlines Logo
11:47 pm - 11:55 am
ANC
-
NAS
32h 08m
2 stops
United Airlines Logo
2:53 pm - 7:48 pm
NAS
-
ANC
32h 55m
2 stops
$663United Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
8:30 pm - 2:44 pm
ANC
-
NAS
14h 14m
1 stop
American Airlines Logo
3:44 pm - 6:50 pm
NAS
-
ANC
31h 06m
1 stop
$664American Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
8:30 pm - 8:27 pm
ANC
-
NAS
19h 57m
2 stops
American Airlines Logo
3:44 pm - 6:50 pm
NAS
-
ANC
31h 06m
1 stop
$668American Airlines
Thu, Apr 9 - Thu, Apr 16
United Airlines Logo
8:50 pm - 2:57 pm
ANC
-
NAS
14h 07m
1 stop
United Airlines Logo
3:59 pm - 7:48 pm
NAS
-
ANC
31h 49m
1 stop
$679United Airlines
Mon, May 4 - Sat, May 16
Multiple Airlines Logo
5:25 pm - 4:40 pm
ANC
-
PUJ
19h 15m
2 stops
Multiple Airlines Logo
5:47 am - 12:08 pm
PUJ
-
ANC
34h 21m
1 stop
$679Multiple Airlines
Fri, May 1 - Sat, May 16
Multiple Airlines Logo
11:15 am - 5:12 pm
ANC
-
PUJ
25h 57m
2 stops
Multiple Airlines Logo
5:47 am - 12:08 pm
PUJ
-
ANC
34h 21m
1 stop
$687Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Delta Logo
1:41 pm - 1:25 pm
ANC
-
SJU
19h 44m
2 stops
Delta Logo
7:30 am - 12:25 am
SJU
-
ANC
20h 55m
2 stops
$795Delta
Fri, Aug 14 - Sat, Aug 22
Delta Logo
5:15 pm - 3:12 pm
ANC
-
SJU
17h 57m
2 stops
Delta Logo
2:30 pm - 12:33 am
SJU
-
ANC
14h 03m
2 stops
$815Delta
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 - 7:48 pm
KIN
-
ANC
32h 53m
2 stops
$1,917Air Canada
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 - 7:48 pm
KIN
-
ANC
32h 53m
2 stops
$1,926Air Canada
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 United Airlines ($696) and Delta ($795).

Good to know

Low seasonAugust
Cheapest flight$338
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 Santo Domingo

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 8242 reviews
7.2Food
8.5Crew
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

6.0 GoodAnonymous, Feb 2026
RDU - SEA
Read more Delta reviews

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

Complimentary light meal would be appreciated. But great flight crew service on all legs

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

Everything was great except for the boarding process. Everyone is lining up all at the same time and it’s hard to tell between the groups as they are way too large.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports