Wed Oct 22nd 2025 Caribbean Airlines · BW 263 Depart at 1:45pm from Saint Andrew Parish (DOM) Fly for 1h 45m Arrive at 3:30pm in Port of Spain (POS)
Layover in Port of Spain for 2h 25m
Wed Oct 22nd 2025 Caribbean Airlines · BW 550 Depart at 5:55pm from Port of Spain (POS) Fly for 5h 20m Arrive at 11:15pm in New York (JFK)
Layover in New York for 9h 25m
Thu Oct 23rd 2025 AeroMéxico · AM 4594 Depart at 8:40am from New York (JFK) Fly for 4h 4m Arrive at 11:44am in Cancún (CUN)
Stay in Cancún for 14 nights
Thu Nov 6th 2025 Flair Airlines · F8 2613 Depart at 7:50pm from Cancún (CUN) Fly for 4h 5m Arrive at 11:55pm in Toronto (YYZ)
Layover in Toronto for 8h 35m
Fri Nov 7th 2025 WestJet · WS 2512 Depart at 8:30am from Toronto (YYZ) Fly for 5h 27m Arrive at 2:57pm in Bridgetown (BGI)
Layover in Bridgetown for 23h 38m
Sat Nov 8th 2025 interCaribbean Airways · JY 740 Depart at 2:35pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 3:35pm in Saint Andrew Parish (DOM)
Wed Oct 22nd 2025 Caribbean Airlines · BW 263 Depart at 1:45pm from Saint Andrew Parish (DOM) Fly for 1h 45m Arrive at 3:30pm in Port of Spain (POS)
Layover in Port of Spain for 2h 25m
Wed Oct 22nd 2025 Caribbean Airlines · BW 550 Depart at 5:55pm from Port of Spain (POS) Fly for 5h 20m Arrive at 11:15pm in New York (JFK)
Layover in New York for 9h 25m
Thu Oct 23rd 2025 AeroMéxico · AM 4594 Depart at 8:40am from New York (JFK) Fly for 4h 4m Arrive at 11:44am in Cancún (CUN)
Stay in Cancún for 14 nights
Thu Nov 6th 2025 WestJet · WS 2131 Depart at 9:15pm from Cancún (CUN) Fly for 4h 1m Arrive at 1:16am in Toronto (YYZ)
Layover in Toronto for 7h 14m
Fri Nov 7th 2025 WestJet · WS 2512 Depart at 8:30am from Toronto (YYZ) Fly for 5h 27m Arrive at 2:57pm in Bridgetown (BGI)
Layover in Bridgetown for 23h 38m
Sat Nov 8th 2025 interCaribbean Airways · JY 740 Depart at 2:35pm from Bridgetown (BGI) Fly for 1h 0m Arrive at 3:35pm in Saint Andrew Parish (DOM)
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One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.
❝Founded by a remote worker and frequent flyer, who discovered that the best deals come from searching with flexible dates across entire countries or regions. Our streamlined platform strips away the clutter found on typical travel sites, offering a clean interface that focuses solely on finding cost-effective flights. Unlike traditional booking sites, FlightList allows users to search by date ranges and broad destinations, unveiling opportunities that rigid parameters often miss. Our filters let travelers tailor searches to their specific needs, whether they're digital nomads seeking their next adventure or budget-conscious explorers maximizing travel funds. We've made finding cheap flights into a quicker and easier experience, empowering users to discover just how far their budget can take them.❞
Hans Desjarlais, Founder