Cheap flights from New York to Caribbean

Beach-and-island getaways a few hours from New York — Puerto Rico, the Bahamas, Jamaica, Aruba and more.

12 destinations on our Caribbean watchlist, priced from JFK, LaGuardia and Newark once a day.

37
Live deals: 0
Mistake fares: $468
Median price

Caribbean destinations

Live Caribbean deals

JFK → NAS · American Airlines

Nassau

Bahamas · Economy · Nov 14 – Nov 21

$338$358-6%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 14 hr agoSee fare

JFK → STT · American Airlines

St. Thomas

US Virgin Islands · Economy · Nov 14 – Nov 21

$346$445-22%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 14 hr agoSee fare

JFK → SXM · jetBlue

Via The Flight Deal

St. Maarten

Sint Maarten · Economy · Valid for travel in late October or late November – early December. Availability is extremely limited. Must purchase at…

$360$336-0%

Basic economy $290, regular economy $360 — we publish the regular fare. Compared against our recorded median for this route. Spotted on The Flight Deal — verify the fare still tickets before booking.

Spotted 7 hr agoView on The Flight Deal

LGA → PUJ · American Airlines

Punta Cana

Dominican Republic · Economy · Nov 14 – Nov 21

$398$462-14%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

LGA → GND · American Airlines

St. George's

Grenada · Economy · Nov 14 – Nov 21

$433$432-0%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

JFK → BGI · American Airlines

Bridgetown

Barbados · Economy · Nov 14 – Nov 21

$450$473-5%

Cheapest round-trip on the live feed — 2 stops. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 14 hr agoSee fare

JFK → MBJ · American Airlines

Montego Bay

Jamaica · Economy · Nov 14 – Nov 21

$458$459-0%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 14 hr agoSee fare

EWR → AUA · American Airlines

Aruba

Aruba · Economy · Nov 14 – Nov 21

$469$538-13%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

LGA → ANU · American Airlines

St. John's

Antigua · Economy · Nov 14 – Nov 21

$494$490-0%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

JFK → PLS · American Airlines

Providenciales

Turks & Caicos · Economy · Nov 14 – Nov 21

$527$456-0%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 14 hr agoSee fare

LGA → SJU · American Airlines

San Juan

Puerto Rico · Economy · Nov 14 – Nov 21

$535$403-0%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

LGA → CUR · Air Canada

Willemstad

Curaçao · Economy · Nov 14 – Nov 21

$616$671-8%

Cheapest round-trip on the live feed — 1 stop. Compared against typical fares for this region while we build 90-day history for the route.

Spotted 13 hr agoSee fare

Common questions

How many Caribbean destinations do you track from New York?

12: San Juan, Aruba, Bridgetown, Montego Bay, Punta Cana, Nassau, St. Thomas, St. Maarten, St. John's, Willemstad, St. George's, Providenciales. Beach-and-island getaways a few hours from New York — Puerto Rico, the Bahamas, Jamaica, Aruba and more.

How many live Caribbean deals are there right now?

We're currently tracking 37 live fares to Caribbean.

What's the cheapest flight to Caribbean right now?

The cheapest round-trip we're tracking to Caribbean right now is $338, to Nassau on American Airlines from JFK.

Which New York airport is best for Caribbean?

It depends on the destination and changes day to day — we watch JFK, LaGuardia and Newark together for every Caribbean route rather than picking one, since the cheapest fare moves between them.

See the full 50-destination watchlist across every region.