C$ 155+ Cheap flights to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
26 Feb — 5 Mar1
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
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 27 January 2026.

Thu 5/310:50 a.m.
YYZ
-
NAS
Nonstop3h 25m
Porter Airlines
Wed 11/33:15 p.m.
NAS
-
YYZ
Nonstop3h 30m
Porter Airlines
Deal found 27/1C$ 355
Sat 13/67:45 a.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sat 20/612:00 p.m.
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 27/1C$ 359
Sat 21/312:15 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Fri 27/34:50 p.m.
NAS
-
YYZ
Nonstop3h 37m
WestJet
Deal found 25/1C$ 360
Thu 5/34:00 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Mon 9/34:50 p.m.
NAS
-
YYZ
Nonstop3h 37m
WestJet
Deal found 26/1C$ 361
Sat 28/312:15 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sat 4/46:15 p.m.
NAS
-
YYZ
Nonstop3h 35m
WestJet
Deal found 27/1C$ 363
Wed 25/312:15 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Mon 30/34:50 p.m.
NAS
-
YYZ
Nonstop3h 37m
WestJet
Deal found 26/1C$ 364
Thu 26/24:00 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sun 1/38:45 p.m.
NAS
-
YYZ
Nonstop3h 37m
WestJet
Deal found 27/1C$ 366
Fri 27/312:15 p.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sat 4/46:15 p.m.
NAS
-
YYZ
Nonstop3h 35m
WestJet
Deal found 27/1C$ 367
Sun 14/67:45 a.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sun 21/612:00 p.m.
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 27/1C$ 368
Tue 24/210:50 a.m.
YYZ
-
NAS
Nonstop3h 25m
Porter Airlines
Tue 3/33:15 p.m.
NAS
-
YYZ
Nonstop3h 30m
Porter Airlines
Deal found 27/1C$ 370
Thu 5/37:00 a.m.
YYZ
-
NAS
Nonstop3h 30m
WestJet
Wed 11/36:15 p.m.
NAS
-
YYZ
Nonstop3h 35m
WestJet
Deal found 27/1C$ 371
Fri 27/210:00 a.m.
YYZ
-
PUJ
Nonstop4h 35m
Flair Airlines
Thu 5/34:35 p.m.
PUJ
-
YYZ
Nonstop4h 50m
Flair Airlines
Deal found 27/1C$ 378

Find flight deals to Caribbean

Find the latest flights to Caribbean in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 27 January 2026.

Round-trip from

C$ 450

One-way from

C$ 155

Popular in

December

Cheapest in

June

Average price

C$ 604

Good round-trip deal

C$ 384 or less

Good one-way deal

C$ 154 or less
United Airlines
  • United Airlines
  • 16/3-27/3
  • 4 total stops
  • 48h 55m total
  • Toronto to Montego Bay
WestJet
  • WestJet
  • 27/3
  • Nonstop
  • 3h 25m total
  • Toronto to Caribbean
Highest demand for flights based on searches. 3% potential increase in price (C$ 25 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 13 potential savings vs. average RT price).
Average for round-trip flights in January 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

 
Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 27 January 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Thu 7/5

5:15 p.m.-1:47 p.m.

2 stops20h 32m

Nassau Intl

Sun 10/5

3:59 p.m.-11:59 p.m.

1 stop8h 00m

C$ 385

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 18/4

7:43 p.m.-11:28 a.m.

2 stops15h 45m

Nassau Intl

Fri 24/4

2:53 p.m.-2:24 p.m.

1 stop23h 31m

C$ 385

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 1/5

7:00 a.m.-2:57 p.m.

1 stop7h 57m

Nassau Intl

Mon 4/5

3:59 p.m.-11:59 p.m.

1 stop8h 00m

C$ 385

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 17/4

9:00 p.m.-1:47 p.m.

2 stops16h 47m

Nassau Intl

Thu 23/4

2:53 p.m.-11:49 a.m.

2 stops20h 56m

C$ 385

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Wed 22/4

7:00 a.m.-2:57 p.m.

1 stop7h 57m

Nassau Intl

Wed 29/4

3:59 p.m.-3:46 p.m.

1 stop23h 47m

C$ 385

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sun 14/6

7:45 a.m.-11:10 a.m.

Nonstop3h 25m

Nassau Intl

Fri 19/6

12:00 p.m.-3:30 p.m.

Nonstop3h 30m

C$ 386

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 12/6

7:45 a.m.-11:10 a.m.

Nonstop3h 25m

Nassau Intl

Fri 19/6

12:00 p.m.-3:30 p.m.

Nonstop3h 30m

C$ 386

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 12/6

7:45 a.m.-11:10 a.m.

Nonstop3h 25m

Nassau Intl

Thu 25/6

11:15 a.m.-2:38 p.m.

Nonstop3h 23m

C$ 386

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Mon 20/4

7:30 a.m.-1:33 p.m.

1 stop6h 03m

Nassau Intl

Wed 29/4

12:35 p.m.-7:00 p.m.

1 stop6h 25m

C$ 386

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Mon 30/3

2:45 p.m.-12:03 p.m.

2 stops21h 18m

Nassau Intl

Wed 8/4

3:59 p.m.-11:59 p.m.

1 stop8h 00m

C$ 398

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 60 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 12 hours 46 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.

When is the cheapest time to fly to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Caribbean. Price data was last updated on 24 January 2026.

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

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

Plan your trip to Caribbean by taking into account the average rainfall totals 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

Plan your trip to Caribbean by taking into account the average temperature totals 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).

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

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 27 January 2026.
The most popular places in Caribbean to fly to are Dominican Republic, Jamaica, Cuba, Puerto Rico and The Bahamas.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 27 January 2026.
Check out reviews from past customers who have flown Caribbean Airlines,Air Transat, andUnited Airlines 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.

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Food

6.7

Comfort

7.8

Boarding

7.9

Entertainment

6.6

Overall

7.9

Crew

8.3

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, American Airlines 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$ 44, while round-trip flights cost around C$ 92.

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

    A round-trip flight to Caribbean will typically cost around C$ 334, however they can be found for as little as C$ 92.

  • 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).

See more FAQs

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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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