Flights To Caribbean - Cheap Flights Starting at CA $162

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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.

Tue., 11 Feb. - Wed., 12 Feb.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $317 Roundtrip, found 4 days ago
CA $317
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue., 11 Feb. from Pearson Intl. to Luis Munoz Marin Intl., returning Wed., 12 Feb., priced at CA $317 found 4 days ago
Tue., 28 Jan. - Wed., 29 Jan.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $324 Roundtrip, found 5 days ago
CA $324
Roundtrip
found 5 days ago
Select United flight, departing Tue., 28 Jan. from Pearson Intl. to Luis Munoz Marin Intl., returning Wed., 29 Jan., priced at CA $324 found 5 days ago
Tue., 15 Apr. - Tue., 22 Apr.
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $348 Roundtrip, found 21 hours ago
CA $348
Roundtrip
found 21 hours ago
Select Arajet flight, departing Tue., 15 Apr. from Pearson Intl. to Punta Cana Intl., returning Tue., 22 Apr., priced at CA $348 found 21 hours ago
Mon., 9 Dec. - Wed., 25 Dec.
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $386 Roundtrip, found 5 days ago
CA $386
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon., 9 Dec. from Pearson Intl. to Lynden Pindling Intl., returning Wed., 25 Dec., priced at CA $386 found 5 days ago
Sun., 12 Jan. - Sun., 19 Jan.
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $400 Roundtrip, found 3 hours ago
CA $400
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Sun., 12 Jan. from Pearson Intl. to Punta Cana Intl., returning Sun., 19 Jan., priced at CA $400 found 3 hours ago
Thu., 20 Mar. - Thu., 27 Mar.
YYZ
Pearson Intl.
SDQ
Las Americas Intl.
CA $404 Roundtrip, found 4 days ago
CA $404
Roundtrip
found 4 days ago
Select Arajet flight, departing Thu., 20 Mar. from Pearson Intl. to Las Americas Intl., returning Thu., 27 Mar., priced at CA $404 found 4 days ago
Thu., 5 Dec. - Tue., 17 Dec.
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $406 Roundtrip, found 2 days ago
CA $406
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu., 5 Dec. from Pearson Intl. to Queen Beatrix Intl., returning Tue., 17 Dec., priced at CA $406 found 2 days ago
Mon., 3 Mar. - Tue., 4 Mar.
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $408 Roundtrip, found 12 hours ago
CA $408
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Mon., 3 Mar. from Pearson Intl. to Luis Munoz Marin Intl., returning Tue., 4 Mar., priced at CA $408 found 12 hours ago
OriginDestinationTravel datesFlights from*
FLLKingstonDecember 7 to December 8CA $335
FLLOranjestadDecember 7 to December 8CA $357
EWRSan JuanDecember 6 to January 15CA $373
YYZNassauDecember 8 to December 10CA $398
FLLNassauDecember 8 to December 12CA $402
MIAPunta CanaDecember 6 to December 14CA $418
PHLSan JuanDecember 7 to December 12CA $442
EWROranjestadDecember 7 to December 19CA $487
FLLSanto DomingoDecember 8 to December 12CA $490
JFKNassauDecember 6 to December 10CA $517
FLLPiarcoDecember 8 to December 11CA $586
JFKSantiago de los CaballerosDecember 6 to December 23CA $600
JFKMontego BayDecember 8 to December 15CA $608
BOSOranjestadDecember 8 to December 21CA $621
YYZMontego BayDecember 6 to December 11CA $736
*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

Jan. 5 - Jan. 12

7 night stay

Winnipeg (YWG) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
per person
found 1 day ago
Princess Senses The Mangrove Resort - Adults Only
4.0-star property

Princess Senses The Mangrove Resort - Adults Only

Feb. 22 - Mar. 1

7 night stay

Winnipeg (YWG) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
per person
found 1 day ago
Princess Grand Jamaica Resort - All Inclusive
4.5-star property

Princess Grand Jamaica Resort - All Inclusive

Feb. 22 - Mar. 1

7 night stay

Winnipeg (YWG) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
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
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! (1,000 reviews)
"A luxury stay in every way"

Reviewed on 29 Nov. 2024

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 Cable Beach are located nearby.
8.6/10 Excellent! (1,007 reviews)
"Worth the price!"

Reviewed on 2 Dec. 2024

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! (554 reviews)
"beautiful stay"

Reviewed on 1 Dec. 2024

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 Junkanoo Beach and Cable Beach are located nearby.
8.8/10 Excellent! (1,099 reviews)
"The waterpark - Aquaventure was amazing and entertaining for all ages. The beaches were cool and the resort provided cabanas were a great. The Reef rooms had kitchenettes which were great for warming takeaway foods from the many restaurants on property. Resort staff was very helpful and prompt. Great ..."

Reviewed on 2 Dec. 2024

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 $317. 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 February. 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 $317. 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 $317 and CA $736 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.