Flights To Caribbean - Cheap Flights Starting at CA $164

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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, Jan 11 - Mon, Jan 25
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $328 Roundtrip, found 11 hours ago
CA $328
Roundtrip
found 11 hours ago
Select Flair Airlines flight, departing Mon, Jan 11 from Pearson Intl. to Sir Donald Sangster Intl., returning Mon, Jan 25, priced at CA $328 found 11 hours ago
Fri, Dec 11 - Thu, Dec 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $332 Roundtrip, just found
CA $332
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Dec 11 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Dec 17, priced at CA $332 just found
Sun, Oct 25 - Tue, Oct 27
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $379 Roundtrip, found 6 hours ago
CA $379
Roundtrip
found 6 hours ago
Select Porter Airlines flight, departing Sun, Oct 25 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Oct 27, priced at CA $379 found 6 hours ago
Tue, Nov 3 - Tue, Nov 10
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $381 Roundtrip, just found
CA $381
Roundtrip
just found
Select Air Transat flight, departing Tue, Nov 3 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Nov 10, priced at CA $381 just found
Mon, Oct 5 - Thu, Oct 29
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $389 Roundtrip, found 11 hours ago
CA $389
Roundtrip
found 11 hours ago
Select Flair Airlines flight, departing Mon, Oct 5 from Pearson Intl. to Norman Manley Intl., returning Thu, Oct 29, priced at CA $389 found 11 hours ago
Thu, Oct 1 - Fri, Oct 2
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $394 Roundtrip, found 19 hours ago
CA $394
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Thu, Oct 1 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Oct 2, priced at CA $394 found 19 hours ago
Mon, Jan 11 - Tue, Jan 12
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $398 Roundtrip, found 5 days ago
CA $398
Roundtrip
found 5 days ago
Select United flight, departing Mon, Jan 11 from Pearson Intl. to Queen Beatrix Intl., returning Tue, Jan 12, priced at CA $398 found 5 days ago
Sun, Sep 27 - Fri, Oct 2
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $419 Roundtrip, found 7 hours ago
CA $419
Roundtrip
found 7 hours ago
Select WestJet flight, departing Sun, Sep 27 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Oct 2, priced at CA $419 found 7 hours ago
OriginDestinationTravel datesFlights from*
JFKSan JuanOctober 13 to October 31CA $414
EWRSan JuanOctober 13 to October 31CA $414
EWRSan JuanOctober 13 to October 31CA $414
JFKSantiago de los CaballerosNovember 5 to November 13CA $465
LGANassauNovember 25 to November 29CA $465
EWRKingstonNovember 28 to December 5CA $476
EWRKingstonNovember 28 to December 5CA $476
JFKMontego BayOctober 27 to October 30CA $503
JFKMontego BayOctober 27 to October 30CA $503
JFKNassauDecember 2 to December 6CA $512
EWRPunta CanaDecember 11 to December 18CA $518
EWRSanto DomingoNovember 17 to November 27CA $558
JFKPiarcoOctober 7 to October 28CA $634
JFKSanto DomingoDecember 17 to January 16CA $650
EWRPiarcoNovember 3 to January 25CA $814
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZNassauSeptember 26 to September 30CA $381
MIANassauSeptember 25 to September 30CA $423
JFKNassauSeptember 27 to October 1CA $507
EWRNassauSeptember 25 to September 28CA $514
EWRSan JuanSeptember 27 to October 9CA $590
FLLNassauSeptember 25 to September 27CA $606
EWRKingstonSeptember 25 to September 29CA $626
EWRKingstonSeptember 25 to September 29CA $626
JFKPunta CanaSeptember 27 to October 1CA $649
JFKMontego BaySeptember 27 to October 3CA $660
JFKMontego BaySeptember 27 to October 3CA $660
JFKSan JuanSeptember 26 to September 29CA $673
BOSMontego BaySeptember 25 to September 29CA $1,276
JFKKingstonSeptember 27 to October 1CA $1,292
FLLKingstonSeptember 25 to October 5CA $1,331
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Dec 5 - Dec 12

7 night stay

Vancouver (YVR) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,026, price is now CA $1,261 per person
CA $1,261
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Dec 5 - Dec 12

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Porter Airlines • Coach

Montego Bay (MBJ) to Toronto (YYZ)

Flair Airlines • Coach
Price was CA $3,639, price is now CA $1,545 per person
CA $1,545
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

Oct 11 - Oct 18

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

Air Canada • Non-stop • Coach

Montego Bay (MBJ) to Edmonton (YEG)

United • Non-stop • Coach
Price was CA $7,068, price is now CA $3,012 per person
CA $3,012
per person
found 17 hours 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.
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.
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.
9/10 Wonderful! (1,699 reviews)
"Almost perfect but the food was way overpriced."

Reviewed on Sep 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 $328. 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 $328. 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 $328 and CA $1,331 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.