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Flight Destinations in Caribbean

Trip Type
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How much is the cheapest round-trip flight to Caribbean?

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat., Sep. 19 - Wed., Sep. 30
YYZ
Pearson Intl.
to
SJU
Luis Munoz Marin Intl.
CA $299

roundtrip

found 1 day ago

Open YYZ to SJU flights search result page
Wed., Feb. 5 - Sat., Feb. 8
YHM
John C. Munro Hamilton Intl.
to
MBJ
Sir Donald Sangster Intl.
CA $303

roundtrip

found 9 hours ago

Open YHM to MBJ flights search result page
Mon., Feb. 3 - Tue., Feb. 4
YYZ
Pearson Intl.
to
SJU
Luis Munoz Marin Intl.
CA $324

roundtrip

found 4 days ago

Open YYZ to SJU flights search result page
Mon., Feb. 24 - Wed., Mar. 4
YYZ
Pearson Intl.
to
SJU
Luis Munoz Marin Intl.
CA $331

roundtrip

found 3 days ago

Open YYZ to SJU flights search result page
Sun., Apr. 5 - Thu., Apr. 16
YYZ
Pearson Intl.
to
SJU
Luis Munoz Marin Intl.
CA $391

roundtrip

found 4 days ago

Open YYZ to SJU flights search result page
Wed., Apr. 8 - Fri., Apr. 24
YYZ
Pearson Intl.
to
POS
Piarco Intl.
CA $392

roundtrip

found 2 days ago

Open YYZ to POS flights search result page
Fri., Jan. 31 - Fri., Feb. 7
YYZ
Pearson Intl.
to
AUA
Queen Beatrix Intl.
CA $410

roundtrip

found 13 hours ago

Open YYZ to AUA flights search result page
Thu., Jan. 30 - Tue., Feb. 4
YYZ
Pearson Intl.
to
NAS
Lynden Pindling Intl.
CA $415

roundtrip

found 18 hours ago

Open YYZ to NAS flights search result page
Sun., Apr. 5 - Sun., Apr. 12
YYZ
Pearson Intl.
to
SJU
Luis Munoz Marin Intl.
CA $425

roundtrip

found 17 hours ago

Open YYZ to SJU flights search result page
Mon., Apr. 20 - Mon., Apr. 27
YYZ
Pearson Intl.
to
SDQ
Las Americas Intl.
CA $446

roundtrip

found 6 days ago

Open YYZ to SDQ flights search result page
Mon., Mar. 2 - Mon., Mar. 16
YYZ
Pearson Intl.
to
MBJ
Sir Donald Sangster Intl.
CA $476

roundtrip

found 14 hours ago

Open YYZ to MBJ flights search result page
Thu., Jan. 30 - Thu., Feb. 6
YYZ
Pearson Intl.
to
PUJ
Punta Cana Intl.
CA $487

roundtrip

found 23 hours ago

Open YYZ to PUJ flights search result page
Sat., Feb. 1 - Fri., Feb. 14
YYZ
Pearson Intl.
to
KIN
Norman Manley Intl.
CA $508

roundtrip

found 4 hours ago

Open YYZ to KIN flights search result page
Sun., Mar. 1 - Sun., Mar. 29
YHM
John C. Munro Hamilton Intl.
to
PUJ
Punta Cana Intl.
CA $581

roundtrip

found 4 days ago

Open YHM to PUJ flights search result page
Mon., May 18 - Sat., May 23
YYZ
Pearson Intl.
to
STI
Cibao Intl.
CA $611

roundtrip

found 2 days ago

Open YYZ to STI flights search result page
Tue., Feb. 4 - Tue., Feb. 11
YYZ
Pearson Intl.
to
CYB
Gerrard Smith Intl.
CA $744

roundtrip

found 6 days ago

Open YYZ to CYB flights search result page
Mon., Apr. 6 - Sat., Apr. 11
YHM
John C. Munro Hamilton Intl.
to
NAS
Lynden Pindling Intl.
CA $2,097

roundtrip

found 4 days ago

Open YHM to NAS flights search result page
Wed., Feb. 12 - Wed., Feb. 26
YHM
John C. Munro Hamilton Intl.
to
SDQ
Las Americas Intl.
CA $2,464

roundtrip

found 20 hours ago

Open YHM to SDQ flights search result page
Wed., Apr. 1 - Wed., Apr. 8
YHM
John C. Munro Hamilton Intl.
to
KIN
Norman Manley Intl.
CA $3,161

roundtrip

found 13 hours ago

Open YHM to KIN flights search result page
Sun., Apr. 19 - Sat., Apr. 25
YHM
John C. Munro Hamilton Intl.
to
AUA
Queen Beatrix Intl.
CA $3,489

roundtrip

found 3 days ago

Open YHM to AUA flights search result page

Top Flight Destinations In Caribbean

About Caribbean

Welcome to one of the world’s most popular tropical regions. Every year, millions of tourists from around the globe board flights to Caribbean islands in search of the perfect slice of paradise. Honeymooners stroll the Barbados sands. Families swim the Aruba waters. Spring breakers party all night in the Virgin Islands, and luxury seekers relax at the spas on St. Barths. Whether you’re planning a last-minute getaway or putting together the vacation of a lifetime, cheap flights to Caribbean give you access to a region full of warm-weather wonders.

Cheap Plane Tickets to Caribbean: Where to Go

Before you book your Caribbean flights, of course, you’ll need to decide where you’d like to go. This region is home to more than 7,000 islands, and each one offers a slightly different atmosphere. If you’re searching for an endlessly romantic retreat, buy airplane tickets bound for destinations like Bonaire, Grenada, or St. Lucia. These spots are slightly more remote, and the landscapes are ideal for sunset strolls and candlelit dinners.

Prefer something with a little more action? Head to popular tourist havens like St. Thomas, Jamaica, and the Bahamas for the largest concentration of all-inclusive resorts, convenient cruise ports, and outdoor activities. St. Martin is another can’t-miss tourist location, but make a beeline for Turks and Caicos, if you want to combine action-packed attractions with a serene local vibe. Though luxury lovers have long flocked to St. Barths to get their five-star kicks, Turks and Caicos are quickly becoming the islands on which to see and be seen. Plus, if you book your trip early enough, you might track down some unbeatable deals, offers and discount prices on the most upscale hotels.

Booking, Cost, and Reservation Information

Once you’ve decided on the perfect destination, use the renowned travel tools at Expedia to search for Caribbean airfare specials, browse our selection of deals and find the best options for your budget. No matter where you choose to base your trip, we have all the elements you need to piece together the escape of your dreams.

Top Caribbean Hotels

Top Flight Destinations In the World