How does KAYAK find such low prices on flights from Anchorage to Caribbean Islands?

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 Islands. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Caribbean Islands?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Anchorage to Caribbean Islands?

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 Islands with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Anchorage to Caribbean Islands?

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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

Which airlines provide the cheapest flights from Anchorage to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean Islands were found on United Airlines ($765) and American Airlines ($957).

Which airlines provide the cheapest flights from Anchorage to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean Islands were found on United Airlines ($765) and American Airlines ($957).

Which airlines fly non-stop between Anchorage and Caribbean Islands?

There is just one airline that flies from Anchorage to Caribbean Islands 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 fly non-stop between Anchorage and Caribbean Islands?

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

$318 CHEAP FLIGHTS from Anchorage to Caribbean Islands

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

...and more

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Flight Deals

One-wayRound-trip

Punta Cana1 stop$974

Santo Domingo2 stops$902

Nassau1 stop$787

Santiago de los Caballeros2 stops$1,114

Saint Thomas Island2 stops$982

Kingston2 stops$1,233

Punta Cana1 stop$974

Santo Domingo2 stops$902

Nassau1 stop$787

Santiago de los Caballeros2 stops$1,114

Saint Thomas Island2 stops$982

Kingston2 stops$1,233

Book Cheap Anchorage to Caribbean Islands 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 Islands 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.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Anchorage to Caribbean Islands

Mon, Feb 16 - Mon, Feb 23

11:45 pm - 6:25 pm

ANC

SJU

13h 40m

1 stop

8:05 am - 11:08 pm

SJU

ANC

20h 03m

2 stops

$765United Airlines

Mon, Mar 30 - Wed, Apr 1

9:04 pm - 2:57 pm

ANC

NAS

13h 53m

1 stop

3:59 pm - 7:55 pm

NAS

ANC

31h 56m

1 stop

$787United Airlines

Wed, Mar 18 - Mon, Mar 23

11:52 pm - 8:00 pm

ANC

SJU

16h 08m

2 stops

7:05 am - 8:01 pm

SJU

ANC

16h 56m

2 stops

$790United Airlines

Tue, Feb 17 - Tue, Feb 24

9:00 am - 3:22 pm

ANC

NAS

26h 22m

2 stops

3:35 pm - 11:08 pm

NAS

ANC

35h 33m

2 stops

$797United Airlines

Thu, Mar 26 - Mon, Apr 6

10:26 am - 5:28 am

ANC

SJU

15h 02m

2 stops

11:30 am - 12:39 am

SJU

ANC

17h 09m

2 stops

$845American Airlines

Fri, Apr 17 - Sun, May 3

12:29 am - 8:51 pm

ANC

SJU

16h 22m

2 stops

11:59 pm - 6:50 pm

SJU

ANC

22h 51m

1 stop

$870American Airlines

Thu, May 21 - Sun, Jun 7

2:40 pm - 3:20 pm

ANC

PUJ

44h 40m

2 stops

4:20 pm - 1:36 pm

PUJ

ANC

49h 16m

2 stops

$1,018Air Canada

Mon, Mar 30 - Wed, Apr 1

9:04 pm - 12:20 pm

ANC

NAS

35h 16m

2 stops

9:10 pm - 7:55 pm

NAS

ANC

26h 45m

2 stops

$1,053Air Canada

Thu, Mar 5 - Thu, Mar 12

3:21 pm - 1:07 pm

ANC

NAS

17h 46m

2 stops

1:15 pm - 12:21 pm

NAS

ANC

27h 06m

2 stops

$1,106Delta

Thu, Mar 5 - Mon, Mar 30

3:21 pm - 7:14 pm

ANC

SDQ

22h 53m

2 stops

6:35 am - 12:29 am

SDQ

ANC

21h 54m

2 stops

$1,252Delta

Booking Insights

KAYAK's insights & trends for Anchorage to Caribbean Islands flights

Get data-powered insights and trends into flights from Anchorage to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Prices

Airlines

Can I save money by flying with a layover from Anchorage to Caribbean Islands?

No, with an average price for the route of $655, prices are generally cheapest when you fly direct.

Find deals

Low season	January
High season	December
Cheapest flight	$318

Best time to beat the crowds but there is an average 12% increase in price.

Most popular time to fly with an average 4% increase in price.

Flight from Anchorage to Santiago de los Caballeros

How does KAYAK find such low prices on flights from Anchorage to Caribbean Islands?
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 Islands.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Caribbean Islands?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Caribbean Islands 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 Islands?
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 Islands 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 Islands?
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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Anchorage to Caribbean Islands

Need help choosing which airline to fly with from Anchorage to Caribbean Islands? 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 8076 reviews

7.9Comfort

8.5Crew

7.2Food

8.1Boarding

7.8Entertainment

Airline reviews

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

10.0 ExcellentJay, Jan 2026

ATL - BDL

Read more Delta reviews

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Easiest airport experience ever in my life at MSP with Delta check-in and flight attendant gave us a bottle of champagne in celebration of our 10-year wedding anniversary, so overall amazing!

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

Everything you need to know for your flight to Caribbean Islands

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Popular routes

Return flight deals

Information on your arrival and departure airports

Anchorage (ANC)

$297 Find Cheap Flights from Anchorage to Caribbean Islands

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

Cheap Flights from Anchorage to Caribbean Islands

Book Cheap Anchorage to Caribbean Islands Plane Tickets

Recent round-trip flight deals from Anchorage to Caribbean Islands

Recent one-way flight deals from Anchorage to Caribbean Islands

Recent last minute flight deals from Anchorage to Caribbean Islands

KAYAK's insights & trends for Anchorage to Caribbean Islands flights

Get data-powered insights and trends into flights from Anchorage to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Anchorage to Caribbean Islands?

No, with an average price for the route of $655, prices are generally cheapest when you fly direct.

Which airlines fly non-stop between Anchorage and Caribbean Islands?

There is just one airline that flies from Anchorage to Caribbean Islands 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 Islands?

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean Islands were found on United Airlines ($765) and American Airlines ($957).

Good to know

FAQs - booking Caribbean Islands flights

How does KAYAK find such low prices on flights from Anchorage to Caribbean Islands?

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 Islands.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Caribbean Islands?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Caribbean Islands 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 Islands?

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 Islands 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 Islands?

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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Anchorage to Caribbean Islands

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Cabin class types available on flights to Anchorage

Complete your trip to Caribbean Islands with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Anchorage

Flights from Anchorage to popular cities in Caribbean Islands

Find deals for your return flight