Flights To Caribbean - Cheap Flights Starting at CA $170

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Punta Cana

Flights
Punta Cana

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 10 - Tue, Apr 14
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $276 Roundtrip, just found
CA $276
Roundtrip
just found
Select Flair Airlines flight, departing Fri, Apr 10 from Pearson Intl. to Punta Cana Intl., returning Tue, Apr 14, priced at CA $276 just found
Fri, May 22 - Thu, May 28
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $342 Roundtrip, just found
CA $342
Roundtrip
just found
Select Arajet flight, departing Fri, May 22 from Pearson Intl. to Punta Cana Intl., returning Thu, May 28, priced at CA $342 just found
Sun, Apr 5 - Wed, Apr 8
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $381 Roundtrip, found 19 hours ago
CA $381
Roundtrip
found 19 hours ago
Select WestJet flight, departing Sun, Apr 5 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Apr 8, priced at CA $381 found 19 hours ago
Wed, Mar 25 - Thu, Apr 2
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $386 Roundtrip, found 1 day ago
CA $386
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Mar 25 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Apr 2, priced at CA $386 found 1 day ago
Wed, Mar 4 - Wed, Mar 11
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $390 Roundtrip, just found
CA $390
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Mar 4 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Mar 11, priced at CA $390 just found
Sat, Jan 24 - Fri, Jan 30
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $405 Roundtrip, found 3 hours ago
CA $405
Roundtrip
found 3 hours ago
Select United flight, departing Sat, Jan 24 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Jan 30, priced at CA $405 found 3 hours ago
Sat, Mar 21 - Tue, Mar 31
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $406 Roundtrip, just found
CA $406
Roundtrip
just found
Select Flair Airlines flight, departing Sat, Mar 21 from Pearson Intl. to Norman Manley Intl., returning Tue, Mar 31, priced at CA $406 just found
Mon, Feb 23 - Tue, Feb 24
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $421 Roundtrip, found 3 days ago
CA $421
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 23 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Feb 24, priced at CA $421 found 3 days ago
OriginDestinationTravel datesFlights from*
EWRSan JuanFebruary 21 to March 6CA $241
FLLOranjestadFebruary 28 to March 9CA $285
JFKPunta CanaFebruary 28 to March 7CA $356
FLLKingstonFebruary 6 to February 9CA $390
JFKPiarcoMarch 2 to March 11CA $438
JFKPiarcoMarch 2 to March 11CA $438
JFKSanto DomingoMarch 8 to March 15CA $439
EWRNassauMarch 2 to March 9CA $446
JFKOranjestadFebruary 25 to March 4CA $448
JFKSantiago de los CaballerosFebruary 10 to February 17CA $459
JFKSantiago de los CaballerosFebruary 10 to February 17CA $459
JFKNassauFebruary 23 to March 3CA $472
JFKMontego BayFebruary 21 to February 26CA $479
JFKKingstonFebruary 7 to February 14CA $562
EWRPiarcoMarch 1 to March 6CA $635
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanJanuary 25 to February 3CA $227
EWRSan JuanJanuary 25 to February 3CA $227
LGAOranjestadJanuary 24 to January 31CA $343
EWROranjestadJanuary 24 to January 31CA $381
JFKSan JuanJanuary 25 to February 3CA $423
JFKSantiago de los CaballerosJanuary 23 to January 29CA $459
JFKSantiago de los CaballerosJanuary 23 to January 29CA $459
JFKOranjestadJanuary 24 to January 31CA $481
JFKPiarcoJanuary 23 to January 30CA $638
JFKPiarcoJanuary 23 to January 30CA $638
JFKSanto DomingoJanuary 23 to January 26CA $707
JFKSanto DomingoJanuary 23 to January 26CA $707
LGAKingstonJanuary 23 to January 25CA $1,076
EWRKingstonJanuary 23 to January 25CA $1,211
JFKKingstonJanuary 23 to January 25CA $1,245
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
3.5-star property

Silver Creek Resort

Apr 9 - Apr 15

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

WestJet • Coach

Montego Bay (MBJ) to Toronto (YTO)

Air Transat • Coach
Price was CA $3,902, price is now CA $793 per person
CA $793
per person
found 19 hours ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Apr 10 - Apr 17

7 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $3,331, price is now CA $1,297 per person
CA $1,297
per person
found 1 day ago
Ola Boutique Hotel
4.5-star property

Ola Boutique Hotel

Apr 19 - Apr 24

5 night stay

Toronto (YTO) to San Juan (SJU)

United • Non-stop roundtrip • Coach
Price was CA $2,234, price is now CA $910 per person
CA $910
per person
found 1 day ago
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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 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! (1,007 reviews)
Room was a little small.

Reviewed on Jan 14, 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.
8.6/10 Excellent! (2,177 reviews)
Staff was amazing and clean grounds

Reviewed on Jan 18, 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! (1,471 reviews)
?$6(7))

Reviewed on Jan 19, 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! (1,420 reviews)
Staff is always friendly and accommodating

Reviewed on Jan 17, 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 $227. 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 $227. 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 $227 and CA $1,245 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.