Flights To Caribbean - Cheap Flights Starting at CA $184

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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.

Thu, Jan 28 - Sat, Feb 6
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $372 Roundtrip, found 23 hours ago
CA $372
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, Jan 28 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sat, Feb 6, priced at CA $372 found 23 hours ago
Fri, Dec 4 - Sat, Dec 12
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $378 Roundtrip, found 1 day ago
CA $378
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Dec 4 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Dec 12, priced at CA $378 found 1 day ago
Wed, May 27 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $382 Roundtrip, found 13 hours ago
CA $382
Roundtrip
found 13 hours ago
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $382 found 13 hours ago
Mon, Sep 21 - Mon, Sep 28
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 1 hour ago
CA $422
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Mon, Sep 21 from Pearson Intl. to Norman Manley Intl., returning Mon, Sep 28, priced at CA $422 found 1 hour ago
Fri, Jun 5 - Thu, Jun 11
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $424 Roundtrip, just found
CA $424
Roundtrip
just found
Select Air Canada flight, departing Fri, Jun 5 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Jun 11, priced at CA $424 just found
Tue, May 19 - Wed, Jun 3
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 7 hours ago
CA $429
Roundtrip
found 7 hours ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Jun 3, priced at CA $429 found 7 hours ago
Sat, Jan 30 - Sat, Feb 6
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $445 Roundtrip, found 1 day ago
CA $445
Roundtrip
found 1 day ago
Select Arajet flight, departing Sat, Jan 30 from Pearson Intl. to Punta Cana Intl., returning Sat, Feb 6, priced at CA $445 found 1 day ago
Thu, May 28 - Thu, Jun 4
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $445 Roundtrip, found 1 hour ago
CA $445
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, May 28 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Thu, Jun 4, priced at CA $445 found 1 hour ago
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 30 to June 6CA $230
EWRSan JuanMay 30 to June 6CA $230
JFKSan JuanJuly 4 to July 14CA $379
JFKOranjestadMay 9 to May 14CA $475
EWRSanto DomingoMay 10 to May 16CA $508
EWRNassauMay 28 to June 2CA $542
EWRNassauMay 28 to June 2CA $542
JFKSanto DomingoJune 10 to June 24CA $552
EWRPiarcoMay 7 to May 11CA $567
JFKSantiago de los CaballerosMay 16 to May 26CA $570
JFKSantiago de los CaballerosMay 16 to May 26CA $570
EWRMontego BayJune 12 to June 26CA $574
JFKNassauJune 18 to June 22CA $588
EWRKingstonMay 16 to May 21CA $619
JFKPiarcoMay 17 to May 20CA $658
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanApril 25 to May 2CA $282
BOSSan JuanApril 26 to April 30CA $387
FLLNassauApril 26 to April 28CA $461
EWRSan JuanApril 25 to April 28CA $480
EWRSan JuanApril 25 to April 28CA $480
JFKMontego BayApril 25 to April 30CA $483
JFKMontego BayApril 25 to April 30CA $483
FLLSanto DomingoApril 25 to April 27CA $539
JFKNassauApril 26 to April 30CA $549
JFKNassauApril 26 to April 30CA $549
JFKSan JuanApril 25 to April 28CA $569
JFKSantiago de los CaballerosApril 26 to May 4CA $593
JFKSantiago de los CaballerosApril 26 to May 4CA $593
BOSSanto DomingoApril 26 to May 2CA $628
BOSOranjestadApril 26 to May 3CA $899
*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

Jul 9 - Jul 16

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $4,398, price is now CA $823 per person
CA $823
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 7 - May 14

7 night stay

Ottawa (YOW) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $2,946, price is now CA $1,278 per person
CA $1,278
per person
found 1 day ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Jun 26 - Jul 3

7 night stay

Ottawa (YOW) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $5,394, price is now CA $2,367 per person
CA $2,367
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 Condado Beach are located nearby.
9/10 Wonderful! (1,001 reviews)
Everything was great

Reviewed on Apr 22, 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 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cabbage Beach are located nearby.
8.6/10 Excellent! (2,502 reviews)
Overall we had a nice stay. Spacious room with large bathroom. Had signed up for an ocean view king with a balcony … which we had. But you had to be standing to see the water from both due to high windows in the bedroom and a wall around the deck. Oftentimes long waits at the front desk and mixed ...

Reviewed on Apr 22, 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 Condado Beach are located nearby.
9/10 Wonderful! (1,650 reviews)
Good location!!!

Reviewed on Apr 22, 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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,463 reviews)
Staff was great. We loved it. Can’t wait to go back!

Reviewed on Apr 23, 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 $230. 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 $230. 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 $230 and CA $899 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.