Flights To Caribbean - Cheap Flights Starting at CA $163

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A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

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.

Mon, Dec 14 - Thu, Dec 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $352 Roundtrip, just found
CA $352
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Dec 14 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Dec 17, priced at CA $352 just found
Fri, Jan 1 - Fri, Jan 15
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $353 Roundtrip, just found
CA $353
Roundtrip
just found
Select Flair Airlines flight, departing Fri, Jan 1 from Pearson Intl. to Sir Donald Sangster Intl., returning Fri, Jan 15, priced at CA $353 just found
Mon, Nov 23 - Mon, Nov 30
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $377 Roundtrip, just found
CA $377
Roundtrip
just found
Select Air Canada flight, departing Mon, Nov 23 from Pearson Intl. to Lynden Pindling Intl., returning Mon, Nov 30, priced at CA $377 just found
Mon, Dec 7 - Mon, Dec 14
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $413 Roundtrip, found 2 days ago
CA $413
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Dec 7 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Mon, Dec 14, priced at CA $413 found 2 days ago
Sun, Dec 6 - Sun, Dec 13
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $420 Roundtrip, found 2 hours ago
CA $420
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Sun, Dec 6 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Sun, Dec 13, priced at CA $420 found 2 hours ago
Mon, Feb 22 - Thu, Mar 4
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $442 Roundtrip, found 1 day ago
CA $442
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Feb 22 from Pearson Intl. to Punta Cana Intl., returning Thu, Mar 4, priced at CA $442 found 1 day ago
Sat, Oct 24 - Thu, Nov 12
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $454 Roundtrip, found 5 days ago
CA $454
Roundtrip
found 5 days ago
Select Arajet flight, departing Sat, Oct 24 from Pearson Intl. to Luis Munoz Marin Intl., returning Thu, Nov 12, priced at CA $454 found 5 days ago
Tue, Jan 19 - Fri, Jan 29
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $458 Roundtrip, found 6 days ago
CA $458
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jan 19 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Fri, Jan 29, priced at CA $458 found 6 days ago
OriginDestinationTravel datesFlights from*
JFKOranjestadOctober 29 to November 3CA $440
JFKOranjestadOctober 29 to November 3CA $440
EWRSan JuanDecember 9 to December 14CA $443
JFKSan JuanOctober 18 to October 23CA $472
EWRKingstonNovember 28 to December 5CA $476
EWRNassauOctober 19 to October 23CA $490
JFKMontego BayOctober 27 to October 31CA $506
JFKSanto DomingoOctober 26 to October 30CA $552
JFKSantiago de los CaballerosOctober 18 to October 23CA $600
JFKKingstonNovember 4 to November 8CA $632
JFKPiarcoOctober 9 to November 13CA $665
JFKPiarcoOctober 9 to November 13CA $665
BOSPiarcoNovember 27 to December 13CA $754
YYZWest EndDecember 20 to December 28CA $1,094
BOSKingstonNovember 14 to November 18CA $1,167
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKNassauSeptember 27 to October 1CA $507
JFKNassauSeptember 27 to October 1CA $507
EWRSan JuanSeptember 27 to October 9CA $590
JFKMontego BaySeptember 27 to October 1CA $598
JFKMontego BaySeptember 27 to October 1CA $598
JFKPunta CanaSeptember 27 to October 1CA $649
JFKPunta CanaSeptember 27 to October 1CA $649
JFKSan JuanSeptember 26 to September 29CA $673
JFKSantiago de los CaballerosSeptember 27 to November 17CA $708
JFKSantiago de los CaballerosSeptember 27 to November 17CA $708
EWRSanto DomingoSeptember 26 to October 14CA $729
JFKSanto DomingoSeptember 26 to September 28CA $775
EWRSantiago de los CaballerosSeptember 27 to October 4CA $1,026
JFKKingstonSeptember 27 to October 1CA $1,292
JFKKingstonSeptember 27 to October 1CA $1,292
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Sep 25 - Oct 1

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Transat • Non-stop • Coach

Montego Bay (MBJ) to Toronto (YTO)

American Airlines • Non-stop • Coach
Price was CA $5,376, price is now CA $2,091 per person
CA $2,091
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Dec 22 - Dec 27

5 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Porter Airlines • Roundtrip • Coach
Price was CA $6,411, price is now CA $2,889 per person
CA $2,889
per person
found 24 hours ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Sep 25 - Oct 1

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Transat • Non-stop • Coach

Montego Bay (MBJ) to Toronto (YTO)

American Airlines • Non-stop • Coach
Price was CA $5,315, price is now CA $2,404 per person
CA $2,404
per person
found 1 day ago
Don't see what you're looking for?
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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.
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 Aquaventure and Atlantis Casino are located nearby.
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! (1,943 reviews)
"Perfect location if heading on a cruise. Walk to lots of areas in old San Juan"

Reviewed on Sep 24, 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 Aquaventure and Atlantis Casino are located nearby.
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 $352. 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 December. 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 $352. 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 $352 and CA $1,292 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.