Flights To Caribbean - Cheap Flights Starting at CA $172

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San Juan

Flights
San Juan

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., Jun. 9 - Sat., Jun. 21
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $337 Roundtrip, just found
CA $337
Roundtrip
just found
Select Flair Airlines flight, departing Mon., Jun. 9 from Pearson Intl. to Norman Manley Intl., returning Sat., Jun. 21, priced at CA $337 just found
Sat., Sep. 27 - Sat., Oct. 4
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $362 Roundtrip, found 5 hours ago
CA $362
Roundtrip
found 5 hours ago
Select Arajet flight, departing Sat., Sep. 27 from Pearson Intl. to Punta Cana Intl., returning Sat., Oct. 4, priced at CA $362 found 5 hours ago
Sun., Jun. 1 - Sun., Jun. 8
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $375 Roundtrip, just found
CA $375
Roundtrip
just found
Select WestJet flight, departing Sun., Jun. 1 from Pearson Intl. to Punta Cana Intl., returning Sun., Jun. 8, priced at CA $375 just found
Sat., May 3 - Tue., May 6
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $403 Roundtrip, found 2 days ago
CA $403
Roundtrip
found 2 days ago
Select United flight, departing Sat., May 3 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue., May 6, priced at CA $403 found 2 days ago
Sat., May 3 - Tue., May 6
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $409 Roundtrip, found 2 days ago
CA $409
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat., May 3 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue., May 6, priced at CA $409 found 2 days ago
Fri., May 2 - Wed., May 7
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $416 Roundtrip, found 9 hours ago
CA $416
Roundtrip
found 9 hours ago
Select United flight, departing Fri., May 2 from Pearson Intl. to Punta Cana Intl., returning Wed., May 7, priced at CA $416 found 9 hours ago
Tue., Sep. 9 - Tue., Sep. 30
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $420 Roundtrip, just found
CA $420
Roundtrip
just found
Select WestJet flight, departing Tue., Sep. 9 from Pearson Intl. to Queen Beatrix Intl., returning Tue., Sep. 30, priced at CA $420 just found
Sat., May 24 - Mon., Jun. 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $431 Roundtrip, found 2 days ago
CA $431
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat., May 24 from Pearson Intl. to Sir Donald Sangster Intl., returning Mon., Jun. 2, priced at CA $431 found 2 days ago
OriginDestinationTravel datesFlights from*
FLLKingstonMay 3 to May 7CA $346
FLLSantiago de los CaballerosMay 1 to May 4CA $407
BOSPunta CanaMay 5 to May 13CA $434
BOSKingstonMay 5 to May 14CA $443
JFKSanto DomingoMay 1 to May 7CA $453
EWROranjestadMay 29 to June 5CA $454
JFKNassauMay 8 to May 14CA $461
JFKSantiago de los CaballerosMay 10 to May 17CA $476
BOSSanto DomingoJune 3 to June 9CA $479
FLLPiarcoJuly 13 to August 1CA $479
EWRKingstonApril 28 to May 6CA $501
EWRSantiago de los CaballerosMay 10 to May 17CA $510
JFKKingstonMay 7 to May 11CA $534
JFKPiarcoMay 10 to May 17CA $557
JFKPiarcoMay 10 to May 17CA $557
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanApril 13 to April 22CA $157
BOSSan JuanApril 11 to April 16CA $315
FLLPunta CanaApril 11 to April 16CA $330
MIANassauApril 12 to April 16CA $527
FLLNassauApril 11 to April 17CA $606
JFKSan JuanApril 11 to April 16CA $834
JFKSan JuanApril 11 to April 16CA $834
JFKPunta CanaApril 11 to April 13CA $854
JFKSantiago de los CaballerosApril 11 to April 14CA $890
JFKSantiago de los CaballerosApril 11 to April 14CA $890
EWRSan JuanApril 11 to April 16CA $930
JFKKingstonApril 11 to April 18CA $981
EWRPunta CanaApril 11 to April 13CA $1,186
LGANassauApril 11 to April 17CA $1,228
JFKNassauApril 11 to April 16CA $1,240
*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

May 14 - May 21

7 night stay

Montreal (YUL) to Santo Domingo (SDQ)

United • Non-stop • Coach

Santo Domingo (SDQ) to Montreal (YUL)

American Airlines • Non-stop • Coach
per person
found 19 hours ago
Princess Senses The Mangrove Resort - Adults Only
4.0-star property

Princess Senses The Mangrove Resort - Adults Only

May 17 - May 24

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

American Airlines • Non-stop • Coach

Montego Bay (MBJ) to Montreal (YUL)

United • Non-stop • Coach
per person
found 21 hours ago
Princess Grand Jamaica Resort - All Inclusive
4.5-star property

Princess Grand Jamaica Resort - All Inclusive

May 17 - May 24

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

American Airlines • Non-stop • Coach

Montego Bay (MBJ) to Montreal (YUL)

United • Non-stop • Coach
per person
found 21 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
Stay at this 4.5-star 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.
8.6/10 Excellent! (1,001 reviews)
"The history in it and all around it is phenomenal"

Reviewed on Apr. 4, 2025

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Stay at this 4-star 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 Junkanoo Beach and Aquaventure are located nearby.
8.4/10 Very Good! (1,465 reviews)
"Rooms smell bad"

Reviewed on Apr. 8, 2025

British 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
Stay at this 4-star 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.
8.8/10 Excellent! (867 reviews)
"Excelente"

Reviewed on Apr. 6, 2025

Hotel 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
Stay at this 4.5-star 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 Cabbage Beach are located nearby.
8.8/10 Excellent! (1,301 reviews)
"We had a wonderful stay at the Reef Atlantis. It is beautiful here. The hotel, the beach, the pool area were so nice. Everything is convenient and walkable if you want to go to the other hotels and use their pools or the water parks, a shuttle bus takes you to and from each place every 7 minutes ..."

Reviewed on Apr. 6, 2025

The 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 $157. 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 June. 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 $157. 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 $157 and CA $1,240 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.