C$ 148+ Cheap flights to Caribbean

— SJU
10 Oct — 17 Oct1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean

Fri 16/106:30 a.m. -
1 stop9h 50m
Tue 20/104:30 p.m. -
1 stop7h 25m
Deal found 8/9C$ 372
Tue 27/107:00 a.m. -
Nonstop4h 15m
Sat 31/101:30 p.m. -
Nonstop4h 25m
Deal found 9/9C$ 392
Sat 17/1012:40 p.m. -
1 stop6h 50m
Tue 20/104:30 p.m. -
1 stop7h 25m
Deal found 5/9C$ 393
Sat 24/1010:30 p.m. -
1 stop14h 55m
Sat 31/101:30 p.m. -
Nonstop4h 25m
Deal found 9/9C$ 394
Sun 29/117:00 a.m. -
1 stop11h 55m
Thu 3/121:15 p.m. -
Nonstop4h 15m
Deal found 9/9C$ 396
Sat 21/119:10 a.m. -
Nonstop4h 20m
Sat 28/115:35 p.m. -
Nonstop4h 15m
Deal found 9/9C$ 401
Mon 23/1112:30 p.m. -
Nonstop4h 15m
Mon 30/115:45 p.m. -
Nonstop4h 15m
Deal found 8/9C$ 405
Fri 20/113:10 p.m. -
Nonstop4h 25m
Fri 4/128:35 p.m. -
Nonstop4h 20m
Deal found 8/9C$ 407
Sat 31/106:10 a.m. -
1 stop8h 29m
Sat 7/112:30 p.m. -
Nonstop4h 25m
Deal found 10/9C$ 412
Sat 17/107:00 a.m. -
1 stop7h 44m
Wed 21/104:55 p.m. -
1 stop6h 59m
Deal found 9/9C$ 414
Sat 28/119:10 a.m. -
Nonstop4h 20m
Sat 28/115:35 p.m. -
Nonstop4h 15m
Deal found 9/9C$ 415
Sun 25/101:00 p.m. -
1 stop25h 45m
Sun 1/114:50 p.m. -
1 stop24h 56m
Deal found 9/9C$ 416

Find flight deals to Caribbean

Round-trip from

C$ 392

One-way from

C$ 148

Popular in

August

Cheapest in

June

Average price

C$ 644

Good round-trip deal

C$ 394 or less

Good one-way deal

C$ 160 or less
Flair Airlines
  • Flair Airlines
  • 27/10-31/10
  • Nonstop
  • 8h 40m total
  • Toronto to Montego Bay
WestJet
  • WestJet
  • 3/12-31/12
  • Nonstop
  • 5h 25m total
  • Toronto to Caribbean
Highest demand for flights based on searches. 7% potential increase in price (C$ 50 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 13 potential savings vs. average RT price).
Average for round-trip flights in September 2026
Price to beat on a round-trip flight from Toronto to Caribbean.
Price to beat on a one-way flight from Toronto to Caribbean.

Cheapflights Fare Finder

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

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoOranjestad

YYZ Toronto Pearson Intl - AUA Oranjestad Reina Beatrix

YYZAUA

Toronto Pearson Intl

Mon 9/11

7:50 a.m.-2:00 p.m.

Nonstop5h 10m

Oranjestad Reina Beatrix

Wed 31/12

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

Nonstop0h 00m

C$ 164

TorontoOranjestad

YYZ Toronto Pearson Intl - AUA Oranjestad Reina Beatrix

YYZAUA

Toronto Pearson Intl

Wed 11/11

6:30 a.m.-3:20 p.m.

1 stop7h 50m

Oranjestad Reina Beatrix

Wed 31/12

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

Nonstop0h 00m

C$ 236

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$ 244

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$ 244

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$ 245

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Fri 22/1

8:40 p.m.-4:20 p.m.

1 stop18h 40m

Bridgetown Grantley Adams Intl

Wed 31/12

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

Nonstop0h 00m

C$ 245

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Fri 5/2

6:45 a.m.-2:40 p.m.

2 stops30h 55m

Bridgetown Grantley Adams Intl

Wed 31/12

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

Nonstop0h 00m

C$ 245

TorontoBridgetown

YYZ Toronto Pearson Intl - BGI Bridgetown Grantley Adams Intl

YYZBGI

Toronto Pearson Intl

Fri 25/9

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

2 stops24h 50m

Bridgetown Grantley Adams Intl

Wed 31/12

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

Nonstop0h 00m

C$ 245

TorontoOranjestad

YYZ Toronto Pearson Intl - AUA Oranjestad Reina Beatrix

YYZAUA

Toronto Pearson Intl

Tue 27/10

4:10 p.m.-3:25 p.m.

2 stops23h 15m

Oranjestad Reina Beatrix

Wed 31/12

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

Nonstop0h 00m

C$ 250

TorontoSanto Domingo

YYZ Toronto Pearson Intl - SDQ Santo Domingo Las Americas

YYZSDQ

Toronto Pearson Intl

Wed 17/2

6:30 a.m.-4:20 p.m.

1 stop8h 50m

Santo Domingo Las Americas

Wed 31/12

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

Nonstop0h 00m

C$ 251

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

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

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

Cheapflights Insights

Everything you need to know about your flight to Caribbean

How long is the flight to Caribbean?

On average, a flight from Toronto to Caribbean takes 10 hours 57 minutes. Flights to Caribbean 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 cheapest airlines that fly to Caribbean?

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

Rainfall in Caribbean by month

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 40.0 mm.

Temperature in Caribbean by month

If weather is an important factor for your trip to Caribbean, 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?

Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

When is the cheapest time to fly to Caribbean?

Users looking for the lowest fares to Caribbean 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.

What are the most popular places to fly to in Caribbean?

The most popular places in Caribbean to fly to are Dominican Republic, Jamaica, Cuba, Puerto Rico and The Bahamas.

Reviews of airlines servicing Caribbean

Check out reviews from past customers who have flown Caribbean Airlines,Air Transat, andWestJet to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Boarding

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Overall

7.9

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

Caribbean climate

Caribbean temperatures usually range between a very comfortable 24 C and 30 C year round. It might be a bit cool in the early mornings and late evenings, but it warms up quickly. It can be humid, but the cooling trade winds make the climate very comfortable. The rainy season is in the fall, and the amount of rain varies across the islands. Winters are dry, but you may encounter the occasional shower. The mountains see more rain. Hurricane season lasts from early June to late November. 

What is good to know if travelling to Caribbean?

  • Puerto Rico and Barbados are the region’s major tourism gateways where most cheap flights to the Caribbean land.
  • St. Vincent and the Grenadines consists of St. Vincent (344sq km) and 31 Grenadines, which account for the nation’s other 45sq km. You can fly to some of the islands, such as Mustique (a favourite of British royals, and Bryan Adams, Mick Jagger and Tommy Hilfiger jet in to hang out), Bequia, Union and Canouan. Other islands, such as Palm Island and Petit St. Vincent, are only accessible by sea. On Mustique, the killer beaches are Macaroni Beach, Endeavour, Pasture Bay and Simplicity.
  • The Tobago Cays, made up of five deserted islets – Petit Rameau, Petit Bateau, Barabel, Jamesby and Petit Tabac – are one of the best diving and snorkelling spots in the Caribbean. To get there, catch a catamaran from Union.
  • Bonaire is another paradise for divers and snorkellers.
  • Grand Cayman is home to the Blue Iguanas. Grand Cayman’s largest native land animal are really blue, matching the sea and sky, more than 1.5 metres long and more than 11kg in weight. The Blue Iguana Recovery Program is helping to protect the critically endangered lizard. More than 300 have been reared and released since 2001. The program is centred in the Cayman Island’s only national park – the Queen Elizabeth II Botanic Park.
  • Dominica offers a unique rainforest experience. An aerial tram, or hanging gondolas that hold up to eight people, sail through protected tropical montane rainforest near the Morne Trois Pitons National Park. Dominica is noted for hiking.
  • St. Kitts also offers a fantastic way of seeing the island. Its scenic railway winds its way around it. The journey takes about three hours.
  • When is the best time to fly to Caribbean?

    Peak Season Winter – from mid-December to mid-April – is the peak season for flights to the Caribbean, with the highest travel times around Christmas. Hotel rates and flights to the Caribbean are at their highest and reservations must be made in advance. Off Season The low season generally runs from mid-April through mid-December and when most travelers can find cheap flights to the Caribbean. If you can tolerate the hot and humid summer, there are some remarkable deals to be had on flights and hotel rooms. However, many restaurants are closed for the season, and some hotels offer fewer facilities and catch up on any construction or remodelling work during the off season.

  • What is the best way to travel around the Caribbean?

    If you want to see a lot within a short period and don’t want to do much planning, taking a cruise would be the best option. Several companies provide cruises around the Caribbean that take you through many countries. Planes are the second-best option if you’re going to be island hopping. Book cheap flights to the Caribbean and enjoy great Caribbean flight deals while at it. Moreover, you can compare flights to the Caribbean and Caribbean airfare before booking through Cheapflights. Some islands have quite some distance between them, and planes get the job done easily. Ferries are the third-best option, and in some cases, the only option for reaching certain destinations. A region-wide ferry network doesn’t exist, but you’ll find ferries between Trinidad and Tobago, St. Vincent to the Grenadines, within the Bahamas archipelago, and Grenada to Carriacou.

  • What are some things to do in the Caribbean?

    For some fun in the sun and white-sand beaches, visit Maho Beach in Saint Martin. It lies just next to the airport, and you get a good view of the planes taking off and landing. There’s no shortage of history in Puerto Rico, and a tour of this region should take you through old settlements, 16th-century fortresses, cathedrals, and crashing waterfalls at El Yunque. Jardin Botanique in Guadeloupe is another must-visit if you wish to see the exotic Caribbean flora and fauna. And for a diving adventure to explore the famous Antilla Shipwreck, visit Aruba.

  • How long is the flight to the Caribbean?

    You can book flights to the Caribbean from any of the major Canadian international airports. The flight times for flights to the Caribbean depend on your arrival and departure airports. If you book cheap flights to the Caribbean from Toronto (YYZ), it will take you about 4h to get to Montego Bay, Jamaica, on a direct flight, and 6h 20min, if you’re flying to Punta Cana, Dominican Republic on a one-stop flight. You can also get flights to the Caribbean from Vancouver and Calgary. Unfortunately, only single-layover flights exist currently. Flying to the Caribbean from Vancouver (YVR) takes about 9h 25min if you’re heading to Montego Bay and 18h 32min if you’re flying to Punta Cana. You can also book flights to the Caribbean from Calgary (YYC), and the flight time to Montego Bay is about 10h 15min.

  • What do I need before my flight to the Caribbean?

    You need to ensure that your passport is up-to-date before visiting the Caribbean. Also, ensure that you change to the local currency before leaving the country to get what you need at your destination easily. It would help to inform your credit card provider of your travel plans before visiting the Caribbean to avoid any inconveniences. Most countries in the Caribbean don’t require visas from Canadians, but if you’ll be visiting the few that do require one, ensure you have your visa ready before your trip. It would help if you also did some research on the local transport network of the countries you’ll be visiting; however, most countries in the Caribbean have Uber and other ridesharing apps.

  • Can I find cheaper flights to Caribbean 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 on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

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

  • What is the cheapest airport to fly to in Caribbean?

    Port of Spain Piarco Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to Port of Spain Piarco Intl typically cost C$ 48, while round-trip flights cost around C$ 204.

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

    A round-trip flight to Caribbean will typically cost around C$ 506, however they can be found for as little as C$ 204.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, 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).

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How does Cheapflights help users find flights to Caribbean?

Cheapflights makes it easy to find Caribbean flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

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.

Can Cheapflights find flights to Caribbean with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights to Caribbean flexibly with Cheapflights today.

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

Yes! Start tracking prices for Caribbean flights today and get alerted when prices change. To subscribe and begin receiving alerts, click the bell icon next to the flight deals above and provide your email address.

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