Flights To Caribbean - Cheap Flights Starting at CA $167

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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

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.

Wed., 17 Sep. - Sat., 20 Sep.
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $355 Roundtrip, found 4 hours ago
CA $355
Roundtrip
found 4 hours ago
Select Arajet flight, departing Wed., 17 Sep. from Pearson Intl. to Punta Cana Intl., returning Sat., 20 Sep., priced at CA $355 found 4 hours ago
Mon., 27 Jan. - Fri., 31 Jan.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $357 Roundtrip, found 15 hours ago
CA $357
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Mon., 27 Jan. from Pearson Intl. to Luis Munoz Marin Intl., returning Fri., 31 Jan., priced at CA $357 found 15 hours ago
Mon., 13 Jan. - Fri., 24 Jan.
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $382 Roundtrip, found 12 hours ago
CA $382
Roundtrip
found 12 hours ago
Select Flair Airlines flight, departing Mon., 13 Jan. from Pearson Intl. to Norman Manley Intl., returning Fri., 24 Jan., priced at CA $382 found 12 hours ago
Mon., 13 Jan. - Wed., 22 Jan.
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $419 Roundtrip, found 1 day ago
CA $419
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon., 13 Jan. from Pearson Intl. to Lynden Pindling Intl., returning Wed., 22 Jan., priced at CA $419 found 1 day ago
Tue., 28 Jan. - Wed., 29 Jan.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $428 Roundtrip, found 2 days ago
CA $428
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., 28 Jan. from Pearson Intl. to Luis Munoz Marin Intl., returning Wed., 29 Jan., priced at CA $428 found 2 days ago
Tue., 21 Jan. - Thu., 30 Jan.
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $437 Roundtrip, found 1 day ago
CA $437
Roundtrip
found 1 day ago
Select United flight, departing Tue., 21 Jan. from Pearson Intl. to Sir Donald Sangster Intl., returning Thu., 30 Jan., priced at CA $437 found 1 day ago
Thu., 27 Mar. - Wed., 9 Apr.
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $460 Roundtrip, found 1 hour ago
CA $460
Roundtrip
found 1 hour ago
Select WestJet flight, departing Thu., 27 Mar. from Pearson Intl. to Queen Beatrix Intl., returning Wed., 9 Apr., priced at CA $460 found 1 hour ago
Wed., 22 Jan. - Sat., 25 Jan.
YYZ
Pearson Intl.
SDQ
Las Americas Intl.
CA $462 Roundtrip, found 6 days ago
CA $462
Roundtrip
found 6 days ago
Select Arajet flight, departing Wed., 22 Jan. from Pearson Intl. to Las Americas Intl., returning Sat., 25 Jan., priced at CA $462 found 6 days ago
OriginDestinationTravel datesFlights from*
BOSPunta CanaFebruary 3 to February 8CA $373
FLLSanto DomingoJanuary 16 to January 19CA $381
EWRKingstonJanuary 15 to January 29CA $406
EWRKingstonJanuary 15 to January 29CA $406
BOSMontego BayJanuary 8 to January 14CA $410
JFKMontego BayFebruary 27 to March 6CA $419
JFKMontego BayFebruary 27 to March 6CA $419
BOSNassauMarch 2 to March 7CA $435
BOSKingstonJanuary 24 to January 28CA $437
JFKSantiago de los CaballerosJanuary 9 to February 7CA $487
JFKSanto DomingoFebruary 24 to March 3CA $500
EWRSanto DomingoJanuary 24 to January 31CA $502
EWRPiarcoJanuary 25 to January 30CA $531
JFKKingstonJanuary 30 to February 5CA $544
BOSPiarcoFebruary 28 to March 9CA $1,760
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLSan JuanDecember 14 to December 18CA $250
JFKSan JuanDecember 13 to December 16CA $333
MIANassauDecember 14 to December 15CA $398
EWRSan JuanDecember 13 to December 15CA $568
MIAPunta CanaDecember 13 to December 16CA $574
EWROranjestadDecember 15 to December 19CA $575
JFKSanto DomingoDecember 13 to December 15CA $576
JFKSanto DomingoDecember 13 to December 15CA $576
BOSOranjestadDecember 15 to December 24CA $644
LGAMontego BayDecember 15 to December 19CA $651
JFKSantiago de los CaballerosDecember 13 to December 31CA $709
JFKSantiago de los CaballerosDecember 13 to December 31CA $709
EWRPunta CanaDecember 14 to December 18CA $713
EWRPunta CanaDecember 14 to December 18CA $713
JFKNassauDecember 14 to December 16CA $788
*Prices include taxes and fees

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
8.6/10 Excellent! (1,006 reviews)
"Beautiful hotel. Wonderful staff. All spoke very good English. Beds were excellent. Loved the charm of an old building turned into a modern hotel. Nice hot shower. Staff responded promptly to any request. Location was great for walking anywhere in Old San Juan."

Reviewed on 8 Dec. 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. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.6/10 Excellent! (1,020 reviews)
"The property continues to be maintained after its most recent renovation."

Reviewed on 7 Dec. 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

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 helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
8.8/10 Excellent! (575 reviews)
Nice views, so so service
"The major snags were we could not get into our room until 90 min after the check in time which was a drag. There was a very loud party going on in the restaurant which did not help make it more relaxing. The room was nice. The food was ok, definitely would recommend eating outside the hotel although ..."

Reviewed on 11 Dec. 2024

Hotel Rumbao, a Tribute Portfolio Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Junkanoo Beach and Cable Beach are located nearby.
8.8/10 Excellent! (1,101 reviews)
"Nice place but they need to improve the restaurant quality and foods other than that everything is perfect"

Reviewed on 7 Dec. 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

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 $250. 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 September. 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 $250. 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 $250 and CA $1,760 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.