EIS

C$ 531 Find Cheap Flights to Road Town – Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 909
Typical prices: C$ 1,098-C$ 1,562
Multiple Airlines
Fri 23/11Sat 1/12
YYZ - EIS • 1 stop
Cheapest one-way flights
C$ 531
Typical prices: C$ 575-C$ 725
Multiple Airlines
Mon 29/10
YYC - EIS • 3 stops
Top airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
When to travel
Cheapest • 11% price drop
Most popular
Good to know
+1
Good to know
+1
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We hope you enjoy your trip to Road Town!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Road Town

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Road Town

Mon, 23 Nov - Tue, 1 Dec
Multiple Airlines Logo
9:30 a.m. - 7:15 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
8h 45m2 stops Simpson Bay Princess Juliana Basseterre Robert Bradshaw Intl
Multiple Airlines Logo
11:35 a.m. - 8:45 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
10h 10m2 stops St. John's V.C. Bird Intl Simpson Bay Princess Juliana
C$ 909Multiple Airlines
Mon, 23 Nov - Tue, 1 Dec
Multiple Airlines Logo
9:30 a.m. - 11:05 a.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
24h 35m1 stop Simpson Bay Princess Juliana
Multiple Airlines Logo
7:50 a.m. - 8:45 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
13h 55m1 stop Simpson Bay Princess Juliana
C$ 909Multiple Airlines
Mon, 23 Nov - Tue, 1 Dec
Multiple Airlines Logo
9:30 a.m. - 7:15 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
8h 45m2 stops Simpson Bay Princess Juliana Basseterre Robert Bradshaw Intl
Multiple Airlines Logo
7:50 a.m. - 8:45 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
13h 55m1 stop Simpson Bay Princess Juliana
C$ 909Multiple Airlines
Mon, 23 Nov - Tue, 1 Dec
Multiple Airlines Logo
9:30 a.m. - 11:05 a.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
24h 35m1 stop Simpson Bay Princess Juliana
Multiple Airlines Logo
11:35 a.m. - 8:45 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
10h 10m2 stops St. John's V.C. Bird Intl Simpson Bay Princess Juliana
C$ 909Multiple Airlines
Tue, 9 Feb - Tue, 16 Feb
American Airlines Logo
7:15 a.m. - 5:16 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
9h 01m1 stop Miami
American Airlines Logo
5:59 p.m. - 12:30 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
19h 31m2 stops Miami Chicago O'Hare Intl
C$ 932American Airlines
Tue, 9 Feb - Tue, 16 Feb
American Airlines Logo
7:00 a.m. - 6:21 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
10h 21m2 stops Charlotte Douglas Miami
American Airlines Logo
5:59 p.m. - 1:02 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
20h 03m2 stops Miami New York LaGuardia
C$ 939American Airlines
Wed, 13 Jan - Sat, 23 Jan
American Airlines Logo
7:15 a.m. - 6:21 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
10h 06m1 stop Miami
American Airlines Logo
7:01 p.m. - 12:34 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
18h 33m1 stop Miami
C$ 973American Airlines
Wed, 13 Jan - Fri, 29 Jan
American Airlines Logo
7:15 a.m. - 6:21 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
10h 06m1 stop Miami
American Airlines Logo
7:01 p.m. - 12:34 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
18h 33m1 stop Miami
C$ 973American Airlines
Wed, 13 Jan - Sat, 23 Jan
American Airlines Logo
7:15 a.m. - 6:21 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
10h 06m1 stop Miami
American Airlines Logo
7:01 p.m. - 11:11 a.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
17h 10m2 stops Miami Charlotte Douglas
C$ 979American Airlines
Wed, 13 Jan - Fri, 29 Jan
American Airlines Logo
7:15 a.m. - 6:21 p.m.YYZ  Toronto Pearson Intl-EIS Road Town Beef Island
10h 06m1 stop Miami
American Airlines Logo
7:01 p.m. - 12:36 p.m.EIS  Road Town Beef Island-YYZ Toronto Pearson Intl
18h 35m2 stops Miami Chicago O'Hare Intl
C$ 980American Airlines
Booking Insights

Price, demand, and travel trends for Canada to Road Town flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Canada to Road Town with more confidence.

What is the cheapest flight to Road Town?

Toronto Pearson Intl Airport to Road Town is the cheapest route at C$ 909 round-trip, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

What is the cheapest day to fly to Road Town?

Thursday is the cheapest day to fly to Road Town at C$ 1,139 round-trip on average over the past 12 months on KAYAK. Saturday is the most expensive at C$ 1,452.

What is the cheapest month to fly to Road Town?

•February is the cheapest month to fly to Road Town with an average price of C$ 1,137 round-trip.
•September (C$ 6,225) and May (C$ 1,593) are the most expensive.
•Based on KAYAK data over the past 12 months.

What is the cheapest time of day to fly to Road Town?

Evening flights to Road Town are the cheapest at C$ 1,170 round-trip on average. Afternoon flights are the most expensive at C$ 1,455.

Key details for flights to Road Town

Low season

August

Cheapest flight

C$ 531
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly and prices are also 1% lower on average.
Flights from Calgary to Road Town

When to book flights to Road Town

Are your dates flexible? Find out the best times to travel to Road Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your questions about flights to Road Town, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Where can I fly from to get the cheapest fares to Road Town?

    Based on fares booked in the past 5 days, the cheapest flights to Road Town are from:
    • Toronto, from C$ 909 round-trip

  • How do I know if a flight to Road Town is a good deal?

    A good deal on a flight to Road Town is around C$ 1,098 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

Your guide to booking Road Town flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For flights to Road Town, recent KAYAK data shows that stronger deals tend to land around C$ 1,098 round-trip. If you see a fare below that threshold, it's a strong deal – book before the price climbs back up.
  • If you can choose when to go, aim to travel to Road Town in February. Round-trip fares historically average C$ 1,137 that month – typically the cheapest month to travel based on the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat selection costs on budget carriers.
    • Verify whether you need any travel documents beyond an ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to afternoon to save up to C$ 284 per round-trip. Afternoon flights to Road Town average C$ 1,170 compared to C$ 1,455 for noon flights. See the time-of-day chart above for the full breakdown.

Reviews of the top airline flying to Road Town

 
Need help choosing which airline to fly with to Road Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 12075 reviews
7.4Boarding
6.4Food
7.2Comfort
7.9Crew
6.8Entertainment
Airline reviews

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

2.0 MediocreRichard, Jul 2026
Read more American Airlines reviews

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

I got bumped by Qantas to American Airlines incurring a 6 hr layover at lax. I was not happy

Air conditioning was out for about 15 minutes that made it uncomfortable. WiFi went out halfway into the flight. Flight was about 45 minutes late.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

Horrible. Got delayed many hours because their pilot wasn't trained for night landing at the airport and a rain delay made it a night landing. We have to wait hours for a qualified crew. They give us 12 dollar meal vouchers but most everything in the airport was closed and definitely more expensive than the vouchers.

Baggage allowances are terrible and the experience of only being allowed one bag and paying so much to take sporting equipment to a known ski area should be addressed.

The flight was on time and crew were nice, seats were tight and there was entertainment available

Good service, friendly staff. Food was average for airlines and the seats were small.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

Travelling to a place near Road Town?

Book flights to Road Town if you plan to visit one of these locations
Scrub Island
Jost Van Dyke

More options for your flight to Road Town