Flights To Caribbean - Cheap Flights Starting at CA $181

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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, May 21 - Tue, Jun 16
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $382 Roundtrip, found 2 days ago
CA $382
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, May 21 from Pearson Intl. to Queen Beatrix Intl., returning Tue, Jun 16, priced at CA $382 found 2 days ago
Sat, Sep 12 - Tue, Sep 22
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $392 Roundtrip, found 2 days ago
CA $392
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Sep 12 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 22, priced at CA $392 found 2 days ago
Wed, Apr 22 - Thu, Apr 23
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, found 2 hours ago
CA $402
Roundtrip
found 2 hours ago
Select WestJet flight, departing Wed, Apr 22 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Apr 23, priced at CA $402 found 2 hours ago
Tue, Apr 21 - Fri, Jun 26
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $414 Roundtrip, found 1 day ago
CA $414
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Apr 21 from Pearson Intl. to Sir Donald Sangster Intl., returning Fri, Jun 26, priced at CA $414 found 1 day ago
Fri, May 22 - Sun, Jun 7
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $420 Roundtrip, found 5 days ago
CA $420
Roundtrip
found 5 days ago
Select Arajet flight, departing Fri, May 22 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sun, Jun 7, priced at CA $420 found 5 days ago
Wed, Jun 17 - Mon, Jun 22
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 Wed, Jun 17 from Pearson Intl. to Norman Manley Intl., returning Mon, Jun 22, priced at CA $422 found 1 hour ago
Tue, May 26 - Fri, Jun 5
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $426 Roundtrip, found 4 days ago
CA $426
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, May 26 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $426 found 4 days ago
Thu, May 28 - Thu, Jun 4
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $445 Roundtrip, just found
CA $445
Roundtrip
just found
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 just found
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 5 to May 12CA $246
EWROranjestadMay 11 to May 15CA $349
EWRSanto DomingoJune 1 to June 8CA $380
EWRSanto DomingoJune 1 to June 8CA $380
EWRPunta CanaJune 7 to June 16CA $387
EWRPunta CanaJune 7 to June 16CA $387
JFKMontego BayJune 22 to July 4CA $447
JFKPiarcoMay 28 to June 18CA $471
JFKPunta CanaJune 14 to June 17CA $475
JFKOranjestadMay 27 to May 28CA $494
EWRNassauMay 28 to June 2CA $542
JFKSanto DomingoJune 1 to June 8CA $567
JFKNassauJune 4 to June 8CA $569
EWRPiarcoMay 28 to June 18CA $631
JFKKingstonMay 13 to May 29CA $696
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanApril 25 to April 28CA $368
EWRSan JuanApril 25 to April 28CA $368
JFKSan JuanApril 25 to April 28CA $460
EWRPunta CanaApril 25 to April 30CA $499
EWRPunta CanaApril 25 to April 30CA $499
JFKSantiago de los CaballerosApril 26 to May 4CA $593
JFKSantiago de los CaballerosApril 26 to May 4CA $593
LGAMontego BayApril 26 to May 5CA $599
JFKNassauApril 24 to May 1CA $621
JFKNassauApril 24 to May 1CA $621
BOSSanto DomingoApril 26 to May 2CA $628
JFKSanto DomingoApril 25 to April 27CA $723
JFKSanto DomingoApril 25 to April 27CA $723
BOSPiarcoApril 25 to May 2CA $750
JFKKingstonApril 26 to April 27CA $856
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at the Palms V
3.0-star property

Ocho Rios Villa at the Palms V

Jun 4 - Jun 11

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $3,289, price is now CA $1,610 per person
CA $1,610
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 3 - Jun 10

7 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,186, price is now CA $2,122 per person
CA $2,122
per person
found 21 hours ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Jul 3 - Jul 10

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Flair Airlines • Roundtrip • Coach
Price was CA $4,253, price is now CA $1,809 per person
CA $1,809
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! (1,005 reviews)
Just meh. There were way more things wrong than right with this hotel. Almost all the staff were rude with customer service absolutely not a priority, inuding the male server at breakfast who was visibly angry because people arrived. I saw several people give up and leave rather than continue to ...

Reviewed on Apr 19, 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! (2,495 reviews)
We’ve stayed in Nassau over 30 times and our first stay at British Colonial. Our check in experience was horrible with very poor customer service. Once we got to our room, we called for wine glasses to be sent up and they said they didn’t do that. We had to go to the bar. Other than that the rooms ...

Reviewed on Apr 19, 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! (1,638 reviews)
Hotel Rumbao was so beautiful and in the perfect location. It was very easy to navigate everywhere in Old San Juan from the hotel. The room was very clean and all of the staff we encountered were helpful and friendly. Our window view was great! The pool was on the top floor and was a little crowded ...

Reviewed on Apr 14, 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! (1,465 reviews)
What an incredible place what an incredible waterpark what an incredible Casino so many amenities it was a wonderful trip

Reviewed on Apr 19, 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 $246. 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 May. 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 $246. 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 $246 and CA $856 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.