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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Caribbean's top cities

How Much Does it Cost To Fly To Caribbean?

The cheapest prices found with in the last 7 days for return flights were $119 and $62 for one-way flights to Caribbean for the period specified. Prices and availability are subject to change. Additional terms apply.

Origin Destination Travel Dates Flights From*
JFK San Juan Jun 1 - Jun 4 $162
FLL Montego Bay May 23 - Jun 3 $226
BOS Santo Domingo Jun 12 - Jun 15 $247
LGA Santiago de los Caballeros May 23 - May 26 $287
JFK Piarco Aug 18 - Aug 27 $290
JFK Piarco Aug 18 - Aug 27 $290
EWR Nassau May 23 - May 25 $309
BOS Santiago de los Caballeros Jun 7 - Jun 14 $319
JFK Santo Domingo May 22 - May 23 $344
MIA Santiago de los Caballeros May 30 - Jun 10 $346
JFK Kingston May 22 - May 25 $360
EWR Piarco Aug 11 - Sep 6 $402
FLL Piarco Jun 10 - Jun 15 $547
LGW San Juan Jul 23 - Aug 14 $1,080
BKK Punta Cana Jul 6 - Jul 14 $1,655
*Prices include taxes and fees
Origin Destination Travel Dates Flights From*
EWR San Juan May 16 - May 21 $139
JFK San Juan May 16 - May 22 $163
FLL Nassau May 16 - May 22 $257
LGA Santiago de los Caballeros May 16 - May 21 $266
EWR Santo Domingo May 16 - Jun 4 $304
JFK Montego Bay May 14 - May 21 $310
EWR Santiago de los Caballeros May 15 - May 21 $318
EWR Oranjestad May 15 - May 22 $334
EWR Oranjestad May 15 - May 22 $334
JFK Santo Domingo May 16 - May 22 $344
EWR Kingston May 16 - May 20 $360
EWR Punta Cana May 16 - May 20 $377
JFK Kingston May 15 - May 23 $386
BOS Punta Cana May 16 - May 28 $409
BOS Oranjestad May 14 - May 29 $441
*Prices include taxes and fees

Travelers ❤️ These Caribbean 🏨

Hotel El Convento $189
Reviewed on Mar 26, 2021
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Hotel El Convento

Hotel El Convento

100 Cristo St, San Juan
  • Free Cancellation
  • Reserve now, pay when you stay
4.7 of 5
4.5 out of 5.0 Stars

Loved the hotel old world feel. The fact there is a workout room, pool, bar, and atm are a plus. The bed was comfy and the staff extremely polite and helpful. I was disappointed the hair dryer and phone didn't work and the wifi and TV connection were slow or did not connect. It was due to upgrades ...

British Colonial Hilton - Nassau $240
Reviewed on Feb 13, 2020
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British Colonial Hilton - Nassau

British Colonial Hilton - Nassau

Number One Bay St, Nassau
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 of 5
4.0 out of 5.0 Stars

Love that the property was on the beach a lot of chairs to relax on the beach wonderful lounge and also had a Starbucks

Sheraton Old San Juan Hotel $161
Reviewed on Apr 3, 2021
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Sheraton Old San Juan Hotel

Sheraton Old San Juan Hotel

100 Brumbaugh Street, San Juan
  • Free Cancellation
  • Reserve now, pay when you stay
4.1 of 5
4.0 out of 5.0 Stars

The hotel was clean, the staff was excellent they treated us amazing

The Reef at Atlantis
Reviewed on Feb 18, 2021
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The Reef at Atlantis

The Reef at Atlantis

Paradise Beach Drive, Paradise Island, New Providence
    4.2 of 5
    4.5 out of 5.0 Stars

    Staff was so friendly. Property was extremely clean. All Covid safety measures were handled extremely well.

    Flights to Caribbean: All you need to know

    How do I find cheap flights to Caribbean?

    You can simply choose one of our outstanding Travelocity deals in our pre-selected list of flights to Caribbean or enter your preferred airport and travel dates to see more offers. We make it easy for you to get the deal that suits you best. We even provide you with refundable options and flexible dates that are often worth checking to find the cheapest fares for your flight to Caribbean. If there’s a cheap flight to Caribbean available at a lower rate, you’ll be able to choose the cheapest days to fly at one glance!

    How much is the cheapest flight to Caribbean?

    The cheapest flights to Caribbean are currently available at $119 for roundtrips and $62 for one-way flight tickets.

    Which airlines are flying to Caribbean?

    There are 18 airlines you can travel with to Caribbean, for example: Spirit Airlines, Delta, American Airlines, JetBlue Airways, United, Copa. Use the filters to select the airline flights from your favorite carriers.

    What is the cheapest month to fly to Caribbean?

    You can reliably find cheap flights to Caribbean by flying in the cheapest months: May for the lowest roundtrip prices and May for one-ways.

    If I cannot travel due to COVID-19, can I change my booking to a later date?

    Be sure to review the details of your booking and your airline rules to see what the airline will let you do and what fees they charge for flight changes or cancellations. You can find more information in your existing booking’s itinerary, under ‘My Trips,’ or go to our Customer Service Page for additional resources.

    How do I find the best deals on flights to Caribbean?

    If you check our Travelocity site, you’ll be able to compare at one glance many pre-selected offers for flights to Caribbean. You can also find the best deals for your trip by entering your dates and using our search features. Sort by price, duration, and departure/arrival times or filter for ‘no change fees,’ the number of stops, or your favorite airline. Easily compare rates on Travelocity by looking at what the ticket includes—meals, baggage allowances, seat choice, connection support, or other benefits. How you judge the value of each deal depends on what’s important to you. Some travelers prefer non-stop routes or tickets with baggage allowances. Others prefer the lowest-priced tickets with no extra perks. Whether you’re booking domestic flights or international, you can rest assured that Travelocity will get you a great deal on a flight that fits your needs.

    How can I check my flight status to Caribbean?

    Download the Travelocity app to your phone, where you can easily check your flight status and access your itinerary on-the-go. You’ll get real-time trip updates about your flight. You can also search and book roundtrip or one-way flights on the app, and find hotels offering flexible payment options like free cancellation, pay when you book, or pay when you arrive at the hotel. You can plan the rest of your trip on our app, with access to airport shuttles deals, attraction tickets, or local tours without waiting in lines. Share your travel plans with friends and family via the app’s itinerary sharing feature and keep track of all the details with your record locator, gate information, and upcoming trip details at your fingertips.

    Why should I book my flight to Caribbean with Travelocity?

    If you browse our Travelocity flight deals, you’ll be able to review a wide range of choices and easily find flights at a great price that best suits your needs. Travelocity will let you book your flight stress-free in a couple of clicks, and you can select flexible options and even add travel insurance to your booking. Experience worry-free trips with Travelocity as we provide support through every step of the way with 24/7 personal assistance guaranteed on all our services—all so you can enjoy the little things and focus on what matters: creating unforgettable memories.

    *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.