Flights To Caribbean - Cheap Flights Starting at CA $170

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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.

Fri, Apr 17 - Tue, Apr 21
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $321 Roundtrip, found 12 hours ago
CA $321
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Apr 17 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Apr 21, priced at CA $321 found 12 hours ago
Wed, May 6 - Sun, May 17
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $354 Roundtrip, found 3 days ago
CA $354
Roundtrip
found 3 days ago
Select Arajet flight, departing Wed, May 6 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sun, May 17, priced at CA $354 found 3 days ago
Fri, May 29 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $361 Roundtrip, just found
CA $361
Roundtrip
just found
Select WestJet flight, departing Fri, May 29 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $361 just found
Sat, Mar 21 - Thu, Apr 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $374 Roundtrip, found 1 day ago
CA $374
Roundtrip
found 1 day ago
Select Arajet flight, departing Sat, Mar 21 from Pearson Intl. to Punta Cana Intl., returning Thu, Apr 9, priced at CA $374 found 1 day ago
Sun, Apr 26 - Sun, May 10
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $382 Roundtrip, found 3 hours ago
CA $382
Roundtrip
found 3 hours ago
Select WestJet flight, departing Sun, Apr 26 from Pearson Intl. to Sir Donald Sangster Intl., returning Sun, May 10, priced at CA $382 found 3 hours ago
Fri, May 22 - Sun, May 31
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $396 Roundtrip, found 1 day ago
CA $396
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, May 22 from Pearson Intl. to Lynden Pindling Intl., returning Sun, May 31, priced at CA $396 found 1 day ago
Thu, Jun 18 - Sun, Jun 21
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $407 Roundtrip, found 5 hours ago
CA $407
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Thu, Jun 18 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Sun, Jun 21, priced at CA $407 found 5 hours ago
Sat, May 30 - Fri, Jun 5
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $407 Roundtrip, found 11 hours ago
CA $407
Roundtrip
found 11 hours ago
Select WestJet flight, departing Sat, May 30 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $407 found 11 hours ago
OriginDestinationTravel datesFlights from*
JFKPunta CanaMarch 17 to March 24CA $388
JFKMontego BayApril 9 to April 16CA $397
EWRSantiago de los CaballerosMarch 14 to March 21CA $424
EWRSantiago de los CaballerosMarch 14 to March 21CA $424
JFKOranjestadMarch 11 to March 18CA $455
EWRNassauMarch 23 to March 25CA $457
EWRNassauMarch 23 to March 25CA $457
JFKPiarcoMarch 9 to March 18CA $459
JFKPiarcoMarch 9 to March 18CA $459
JFKSanto DomingoFebruary 27 to March 6CA $460
EWRPiarcoFebruary 27 to March 6CA $471
JFKSantiago de los CaballerosFebruary 28 to March 6CA $476
JFKNassauMarch 23 to March 25CA $486
LGAKingstonApril 25 to May 2CA $573
JFKKingstonFebruary 27 to March 6CA $591
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanFebruary 21 to February 28CA $280
EWRSantiago de los CaballerosFebruary 22 to March 28CA $375
YYZNassauFebruary 20 to February 24CA $444
LGAOranjestadFebruary 21 to February 28CA $454
EWRKingstonFebruary 22 to February 26CA $495
EWRNassauFebruary 22 to February 26CA $498
YYZOranjestadFebruary 21 to February 28CA $505
YYZPunta CanaFebruary 21 to February 25CA $516
JFKNassauFebruary 22 to February 27CA $568
YYZSan JuanFebruary 22 to March 4CA $573
JFKKingstonFebruary 22 to February 26CA $594
YYZPiarcoFebruary 20 to February 27CA $616
YYZMontego BayFebruary 20 to March 15CA $620
YYZKingstonFebruary 22 to February 26CA $654
YYZSanto DomingoFebruary 21 to March 17CA $732
*Prices include taxes and fees

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Book a stay at this 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.
9/10 Wonderful! (1,001 reviews)
great place to stay right in old town nice views of the city and bay

Reviewed on Feb 11, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Book a stay at this 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 Cable Beach and Pirates of Nassau Museum are located nearby.
8.4/10 Very Good! (2,253 reviews)
This hotel was beautiful and clean. The service was also good. I liked how easy it was to go in and out. Ideal for business travelers

Reviewed on Feb 9, 2026

Opens in a new windowBritish 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
Book a stay at this 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.
9/10 Wonderful! (1,519 reviews)
Great location in old town. Rooms clean and staff wonderful.

Reviewed on Feb 11, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive Paradise Island New Providence
Book a stay at this 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 Cable Beach and Aquaventure are located nearby.
8.8/10 Excellent! (1,419 reviews)
Great service ,Hotel staff are friendly and helpful. Beautiful place to stay with family. Lots of kid friendly activities.

Reviewed on Feb 11, 2026

Opens in a new windowThe 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 $280. 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 April. 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 $280. 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 $280 and CA $732 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.