Flights To Caribbean - Cheap Flights Starting at CA $153

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San Juan Cathedral

San Juan

Flights
San Juan

How Much Does it Cost To Fly To Caribbean?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue., 28 Jan. - Wed., 29 Jan.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $247 Roundtrip, found 2 hours ago
CA $247
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue., 28 Jan. from Pearson Intl. to Luis Munoz Marin Intl., returning Wed., 29 Jan., priced at CA $247 found 2 hours ago
Wed., 22 Jan. - Tue., 28 Jan.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $344 Roundtrip, found 12 hours ago
CA $344
Roundtrip
found 12 hours ago
Select United flight, departing Wed., 22 Jan. from Pearson Intl. to Luis Munoz Marin Intl., returning Tue., 28 Jan., priced at CA $344 found 12 hours ago
Fri., 7 Feb. - Fri., 21 Feb.
YYZ
Pearson Intl.
SDQ
Las Americas Intl.
CA $345 Roundtrip, found 4 days ago
CA $345
Roundtrip
found 4 days ago
Select Arajet flight, departing Fri., 7 Feb. from Pearson Intl. to Las Americas Intl., returning Fri., 21 Feb., priced at CA $345 found 4 days ago
Sun., 2 Jun. - Tue., 11 Jun.
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $360 Roundtrip, found 3 hours ago
CA $360
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Sun., 2 Jun. from Pearson Intl. to Lynden Pindling Intl., returning Tue., 11 Jun., priced at CA $360 found 3 hours ago
Mon., 23 Sep. - Fri., 27 Sep.
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $366 Roundtrip, found 19 hours ago
CA $366
Roundtrip
found 19 hours ago
Select WestJet flight, departing Mon., 23 Sep. from Pearson Intl. to Lynden Pindling Intl., returning Fri., 27 Sep., priced at CA $366 found 19 hours ago
Wed., 19 Jun. - Wed., 26 Jun.
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $367 Roundtrip, found 3 hours ago
CA $367
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Wed., 19 Jun. from Pearson Intl. to Norman Manley Intl., returning Wed., 26 Jun., priced at CA $367 found 3 hours ago
Sat., 8 Jun. - Sat., 15 Jun.
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $387 Roundtrip, found 2 hours ago
CA $387
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Sat., 8 Jun. from Pearson Intl. to Punta Cana Intl., returning Sat., 15 Jun., priced at CA $387 found 2 hours ago
Mon., 9 Sep. - Wed., 25 Sep.
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $408 Roundtrip, found 22 hours ago
CA $408
Roundtrip
found 22 hours ago
Select United flight, departing Mon., 9 Sep. from Pearson Intl. to Sir Donald Sangster Intl., returning Wed., 25 Sep., priced at CA $408 found 22 hours ago
OriginDestinationTravel datesFlights from*
EWRMontego BayAugust 26 to September 4CA $359
FLLNassauJune 3 to June 7CA $362
JFKSantiago de los CaballerosJune 3 to June 7CA $365
BOSNassauJune 14 to June 14CA $453
EWRKingstonJune 10 to June 19CA $466
PHLOranjestadJune 14 to June 16CA $563
BOSSantiago de los CaballerosAugust 11 to August 20CA $572
MIASanto DomingoJune 6 to June 13CA $574
MIAMontego BayJune 25 to July 2CA $594
FLLPiarcoJune 11 to June 13CA $621
LGWOranjestadJune 30 to July 14CA $1,002
LHRSan JuanJuly 5 to July 12CA $1,005
LHRKingstonJune 17 to June 26CA $1,157
LGWSanto DomingoAugust 8 to August 26CA $1,618
BKKPunta CanaJune 4 to June 8CA $2,715
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanMay 25 to May 31CA $199
BOSSan JuanMay 25 to May 29CA $238
FLLNassauMay 26 to June 1CA $364
JFKSantiago de los CaballerosMay 26 to June 1CA $365
JFKOranjestadMay 26 to June 1CA $400
EWRSan JuanMay 24 to June 1CA $472
EWRSanto DomingoMay 26 to June 1CA $485
YYZSanto DomingoMay 24 to May 28CA $534
JFKMontego BayMay 25 to June 1CA $548
JFKPiarcoMay 26 to June 4CA $555
YYZKingstonMay 24 to June 1CA $606
EWRNassauMay 26 to June 1CA $638
FLLKingstonMay 24 to May 27CA $697
BOSPiarcoMay 24 to May 27CA $982
LHRNassauMay 26 to June 8CA $1,138
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Warwick Paradise Island- All Inclusive- Adults Only
4.0-star property

Warwick Paradise Island- All Inclusive- Adults Only

Jul. 18 - Jul. 22

4 night stay

Toronto (YYZ) to Nassau (NAS)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
Grand Palladium Jamaica Resort & Spa All Inclusive
4.5-star property

Grand Palladium Jamaica Resort & Spa All Inclusive

Jun. 1 - Jun. 8

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
per person
Breathless Montego Bay - Adults Only - All Inclusive
5.0-star property

Breathless Montego Bay - Adults Only - All Inclusive

Jul. 17 - Jul. 22

5 night stay

Edmonton (YEG) to Montego Bay (MBJ)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
per person
Don't see what you're looking for?
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Book a stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
8.6/10 Excellent! (1,000 reviews)
"Classic Beauty"

Reviewed on 12 May 2024

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Popular attractions Cabbage Beach and Cable Beach are located nearby.
8.6/10 Excellent! (319 reviews)
"Its the ideal place to stay in Nassau."

Reviewed on 17 May 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel by Marriott

Hotel Rumbao, a Tribute Portfolio Hotel by Marriott

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
8.4/10 Very Good! (83 reviews)
"La experiencia fue excelente sus empleado de calidad su comida excelente nos encantó todo y su posina también. Nos entanto todo el servicio de carro también muy bueno volveríamos de nuevo muy bueno mil gracias"

Reviewed on 19 May 2024

Hotel Rumbao, a Tribute Portfolio Hotel by Marriott
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cabbage Beach and Cable Beach are located nearby.
8.6/10 Excellent! (1,007 reviews)
"We stayed 4 nights and booked a 1 bedroom ocean view. We spent a great time. Nice service. Great Aquaventure park for kids and adults."

Reviewed on 17 May 2024

The Reef at Atlantis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I fly to Caribbean right now?
There are various factors that could affect your travel plans if you’re thinking about a flight to Caribbean. They include where you’re arriving from and coronavirus restrictions in your destination. Before booking, browse relevant government websites for the latest info. Travelocity’s Covid-19 Travel Advisor will also inform you about traveling during the COVID-19 pandemic. Click on the link to learn about physical distancing rules, quarantine and more for Caribbean.
How much is the cheapest flight to Caribbean?
Your next vacation doesn’t have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost CA $199. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caribbean?
Pack your bags and jet off with any of the 15 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean’s premier city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Caribbean?
Spend more money on great adventures rather than airfares by zipping off to Caribbean in January. This is the best-priced month to jet out to this place according to Travelocity’s direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.
How can I check my flight status to Caribbean?
Check for updates on your flight to Caribbean, make changes and much more from our “Trips” customer portal. Found at the top right of our homepage, it’s your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You’ll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you’re on the go. If you have friends or family flying with you, it’s also a quick way to share travel info with each other.
How do I find the best deals on flights to Caribbean?
It’s always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the “Flexible dates” box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was CA $199. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean with Travelocity?
Pack your case and get set to take off with Travelocity. It’s our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we’ve got what you need.
How much is a flight to Caribbean on average?
Plane tickets for roundtrip flights to Caribbean cost between CA $199 and CA $2,715 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Destinations in Caribbean

*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.