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C$ 148+ Cheap flights to Caribbean Islands

— SJU
7 Oct — 14 Oct1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands

Sat 7/1110:52 a.m. -
1 stop7h 28m
Thu 12/114:24 p.m. -
1 stop8h 26m
Deal found 4/9C$ 300
Sat 17/1012:40 p.m. -
1 stop6h 50m
Tue 20/104:30 p.m. -
1 stop7h 25m
Deal found 2/9C$ 387
Fri 16/106:30 a.m. -
1 stop9h 50m
Tue 27/1010:49 a.m. -
1 stop13h 06m
Deal found 3/9C$ 412
Tue 20/106:10 a.m. -
1 stop9h 32m
Tue 20/101:00 a.m. -
1 stop8h 19m
Deal found 3/9C$ 428
Sun 25/106:10 a.m. -
1 stop9h 26m
Sat 31/107:25 a.m. -
1 stop9h 22m
Deal found 6/9C$ 429
Sun 25/1012:30 a.m. -
2 stops14h 15m
Sun 1/114:50 p.m. -
1 stop21h 56m
Deal found 2/9C$ 432
Tue 1/122:00 p.m. -
Nonstop4h 20m
Tue 8/128:00 p.m. -
Nonstop4h 50m
Deal found 3/9C$ 432
Mon 26/104:00 p.m. -
Nonstop4h 40m
Sat 31/102:35 p.m. -
Nonstop4h 50m
Deal found 5/9C$ 433
Thu 29/1010:45 a.m. -
1 stop11h 50m
Thu 5/113:15 p.m. -
1 stop18h 56m
Deal found 4/9C$ 434
Sat 21/1110:52 a.m. -
Nonstop4h 55m
Sat 30/16:02 a.m. -
Nonstop4h 50m
Deal found 5/9C$ 436
Thu 29/106:45 a.m. -
1 stop15h 50m
Sun 1/1112:35 p.m. -
1 stop10h 01m
Deal found 2/9C$ 436
Sat 17/107:00 a.m. -
1 stop7h 44m
Wed 21/104:55 p.m. -
1 stop6h 59m
Deal found 3/9C$ 436

Find flights to Caribbean Islands

Explore Caribbean Islands
Flights to Montego Bay
Flights to Punta Cana
Flights to Kingston
Flights to Oranjestad
Flights to Nassau
Flights to Bridgetown
Flights to Port of Spain
Flights to Puerto Plata
Flights to Simpson Bay
Flights to San Juan
Flights to St. George's
Flights to Willemstad
Flights to Kingstown
Flights to Providenciales
Flights to Castries
Flights to Fort-de-France
Flights to Pointe-à-Pitre
Flights to George Town
Flights to Santo Domingo
Flights to St. John's

Find flight deals to Caribbean Islands

Round-trip from

C$ 430

One-way from

C$ 148

Popular in

August

Cheapest in

June

Average price

C$ 646
Porter Airlines
  • Porter Airlines
  • 2/3-9/3
  • Nonstop
  • 8h 18m total
  • Toronto to Montego Bay
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WestJet
  • WestJet
  • 3/12-31/12
  • Nonstop
  • 5h 25m total
  • Toronto to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 50 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoSan Juan

YYZ Toronto Pearson Intl - SJU San Juan Luis Munoz Marin Intl

YYZSJU

Toronto Pearson Intl

Sat 31/10

11:50 a.m.-7:08 p.m.

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 227

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Fri 1/1

9:44 a.m.-4:20 p.m.

1 stop29h 36m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 245

TorontoSanto Domingo

YYZ Toronto Pearson Intl - SDQ Santo Domingo Las Americas

YYZSDQ

Toronto Pearson Intl

Fri 30/10

6:30 a.m.-3:45 p.m.

1 stop9h 15m

Santo Domingo Las Americas

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 245

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Thu 31/12

7:43 a.m.-2:05 p.m.

2 stops29h 22m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 245

TorontoSanto Domingo

YYZ Toronto Pearson Intl - SDQ Santo Domingo Las Americas

YYZSDQ

Toronto Pearson Intl

Wed 16/9

6:30 a.m.-3:55 p.m.

1 stop9h 25m

Santo Domingo Las Americas

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 246

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Mon 4/1

7:43 a.m.-4:40 p.m.

1 stop7h 57m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 246

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Sun 3/1

9:44 a.m.-2:05 p.m.

2 stops27h 21m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 246

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Thu 7/1

5:55 p.m.-2:40 p.m.

2 stops43h 45m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 246

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Thu 24/9

9:00 p.m.-1:50 p.m.

2 stops40h 50m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 246

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Sat 2/1

8:35 a.m.-2:05 p.m.

2 stops28h 30m

Bridgetown Grantley Adams Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 250

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Caribbean Islands

How long is the flight to Caribbean Islands?

On average, a flight from Toronto to Caribbean Islands takes 11 hours 31 minutes. Flights to Caribbean Islands from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from Toronto to Caribbean Islands are WestJet, Air Canada and Flair Airlines.

Air Canada
Air Canada
From C$ 223
WestJet
WestJet
From C$ 181
Air Transat
Air Transat
From C$ 294
United Airlines
United Airlines
From C$ 165

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Toronto to Caribbean Islands are United Airlines, WestJet and American Airlines.

Rainfall in Caribbean Islands by month

In terms of precipitation, rainfall in Caribbean Islands ranges from 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean Islands when rainfall is around 40.0 mm.

Temperature in Caribbean Islands by month

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

When is the best time to book a flight to Caribbean Islands?

To ensure you get the cheapest price possible for a flight to Caribbean Islands, you should look to book at least 88 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

When is the cheapest time to fly to Caribbean Islands?

Users looking for the lowest fares to Caribbean Islands should consider flying on Tuesday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday evenings, when prices are usually at their highest.

Reviews of airlines servicing Caribbean Islands

See what other customers who have flown with Caribbean Airlines,Air Transat, andWestJet to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
232 reviews
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Air Transat
7.8
Good
576 reviews
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
WestJet
7.2
Good
3,447 reviews
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Air Canada
7.1
Good
11,594 reviews
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Flair Airlines
6.0
Okay
275 reviews
Caribbean Airlines
7.9
Good
232 reviews
Check prices

Crew

8.3

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Entertainment

6.6

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

    Based on reviews from Cheapflights users, Air Canada is rated the highest out of the airlines that fly to Caribbean Islands.

  • How much is a round-trip flight to Caribbean Islands?

    A round-trip flight to Caribbean Islands will typically cost around C$ 507, however they can be found for as little as C$ 204.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Toronto offers the quickest one-way flight (3 hours 20 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0.0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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When you search for this flight to Caribbean Islands, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

Why should you use Cheapflights to find cheap flight tickets to Caribbean Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands.

Can Cheapflights find flights to Caribbean Islands with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights to Caribbean Islands become cheaper?

Of course! You can track prices for flights to Caribbean Islands and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals to set up your price alerts.

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