Flights across The Caribbean

1,996 Flights routes run across The Caribbean, reaching 42 places in 21 countries through 88 operators On the 16 busiest of them, priced on 8 October 2026, the cheapest fare is €47.34 and the fastest journey is 4h 4m door to door. A median route runs 2,373 km.

Checked 8 October 2026Priced for 8 October 2026One passenger, all fees included

The network
Modes compared
Routes
Countries
When to book
Operators
Questions

The network

Flights in The Caribbean, in numbers

What we actually sell, counted rather than claimed.

1,996Routes we sell
559Corridors
42Places served
21Countries
88Operators
50Domestic routes
326Cross border routes
1,620Routes out of the region
2,373 kmMedian route
10,962 kmLongest route

Door to door

How the modes compare across The Caribbean

Every mode measured on the same 16 corridors in The Caribbean, priced on 8 October 2026 for one passenger.

Median fare, median door-to-door time and median carbon per passenger, over the corridors of The Caribbean where each mode runs.
Mode	Corridors priced	From	Door to door	CO2
Train	2	€179.37	6h 53m	381.0 kg
Flight	16	€278.92	7h 10m	618.8 kg

Routes

The corridors that matter in The Caribbean

Ranked by how much service runs, then priced. The country and city pages carry the rest.

The busiest routes we sell in The Caribbean, priced on 8 October 2026 for one passenger with every fee included.
Route	From	Fastest	Distance
Santa Clara to Miami flight	€47.34	4h 4m	375 km
Fort Lauderdale to San Juan flight	€175.37	5h 45m	1,675 km
Orlando to Santo Domingo flight	€183.04	5h 47m	1,618 km
Orlando to San Juan flight	€196.02	6h 6m	1,915 km
Punta Cana to Atlanta flight	€248.53	6h 36m	2,315 km
San Juan to Atlanta flight	€253.25	6h 51m	2,486 km
Punta Cana to New York flight	€256.20	6h 52m	2,518 km
Boston to Santo Domingo flight	€267.41	7h 2m	2,658 km
Kingston to Toronto flight	€290.42	7h 17m	2,869 km
Punta Cana to Toronto flight	€300.45	7h 28m	2,977 km
Oranjestad to New York flight	€328.77	7h 45m	3,159 km
Punta Cana to Lima flight	€352.96	8h 14m	3,534 km
Castries to Toronto flight	€381.87	8h 33m	3,739 km
Marigot to Paris flight	€672.74	12h 29m	6,718 km
Bridgetown to London flight	€700.47	12h 20m	6,780 km
Punta Cana to Moscow flight	€955.35	15h 33m	9,266 km

Countries

Countries in The Caribbean

Every country in The Caribbean we sell in, most routes first.

Routes, places and carriers in each country of The Caribbean.
Country	Routes	Places	Operators
Dominican Republic	558	20	53
Cuba	276	16	40
Jamaica	212	17	26
Puerto Rico	210	18	28
Bahamas	148	8	17
Trinidad & Tobago	100	12	11
St Martin	98	13	23
Barbados	94	13	16
Cayman Islands	76	6	8
Aruba	72	4	19
Turks & Caicos Islands	70	9	10
Antigua & Barbuda	64	12	12
Curaçao	58	7	21
US Virgin Islands	58	6	10
Haiti	50	5	12
Martinique	48	9	13
Guadeloupe	44	7	12
St Lucia	38	4	9
Dominica	24	7	5
British Virgin Islands	14	5	4
St Vincent & the Grenadines	10	3	2

Booking window

When to book in The Caribbean

The same search run at seven lead times across 3 corridors in The Caribbean.

€360.043 days
€341.167 days
€256.2021 days
€181.2745 days
€268.5984 days

Cheapest lead time: Across the routes we sampled the typical fare is lowest around 45 days ahead, at €181.27.
How much it moves: The gap between the cheapest and dearest lead time is 50 percent. At the dearest point the typical fare is €360.04, 3 days out.

Catchment

How far people travel to get here

Every origin we sell by Flights, grouped by how far it is in a straight line.

Straight line distance from each origin we sell, not the distance the route runs.
Distance	Routes	Share	Nearest of them
Under 200 km	68	3%	Charlotte Amalie, 125 km
200 to 600 km	236	12%	Freeport, 213 km
600 to 1,500 km	342	17%	Roseau, 613 km
Over 1,500 km	1,350	68%	Havana, 1537 km

Carriers

Airlines

The carriers with the largest networks inside The Caribbean.

United Airlines TUIfly TUI fly Netherlands Sun Country Airlines Avianca El Salvador LAN Peru LAN Ecuador

Flight destinations

Flights to Havana Flights to Santo Domingo Flights to San Juan Flights to Holguín Flights to Port-au-Prince Flights to Punta Cana Flights to Santa Clara Flights to Matanzas Flights to Kingston Flights to Camagüey Flights to Pointe-à-Pitre Flights to Nassau Flights to Santiago de Cuba Flights to Santiago de los Caballeros Flights to Bridgetown Flights to Willemstad Flights to Montego Bay Flights to Fort-de-France Flights to Morón Flights to Puerto Plata Flights to Oranjestad Flights to La Romana Flights to Port of Spain Flights to St John's Flights to Marigot Flights to George Town Flights to Roseau Flights to Castries Flights to Providenciales Flights to Cienfuegos Flights to Aguadilla Flights to Guantánamo Flights to Charlotte Amalie Flights to Freeport Flights to Cap-Haïtien Flights to Kingstown Flights to Ponce Flights to St Croix Flights to Scarborough Flights to Road Town Flights to Marsh Harbour Flights to Treasure Cay

Other ways to travel across The Caribbean

Trains across The Caribbean Buses across The Caribbean Ferries across The Caribbean Everything we sell in The Caribbean

Common questions about Flights across The Caribbean

How many Flights routes does Orlero sell across The Caribbean?

1,996 of them, across 21 countries reaching 42 places through 88 operators

How much does travelling by Flights cost in The Caribbean?

On the 16 busiest Flights corridors in The Caribbean, priced on 8 October 2026, the lowest fare is €47.34 and the median is €278.92.

Is Flights the fastest way across The Caribbean?

On the corridors we priced, flight takes a median of 7h 10m door to door, against 6h 53m by Train. Both figures include reaching the terminal and leaving it at the other end.

Which countries in The Caribbean have Flights routes we sell?

Dominican Republic, Cuba, Jamaica, Puerto Rico, Bahamas, Trinidad & Tobago, St. Martin, Barbados, Cayman Islands, Aruba, Turks & Caicos Islands, Antigua & Barbuda, Curaçao, U.S. Virgin Islands, Haiti, Martinique, Guadeloupe, St. Lucia, Dominica, British Virgin Islands, St. Vincent & Grenadines.

Who runs the Flights services in The Caribbean?

United Airlines, American Airlines, Turkish Airlines, Southwest Airlines, Delta Air Lines, Lufthansa, among 88 carriers we sell across The Caribbean.

When should I book travel across The Caribbean?

Fares on the corridors we sampled bottom out about 45 days before departure. Booking then rather than 3 days ahead was 50 percent cheaper on this sample.

How far apart are the places we sell in The Caribbean?

The median route runs 2,373 km in a straight line and the shortest is 125 km. The longest we sell is 10,962 km, from Havana to Luanda.

Where these numbers come from

Places, coordinates, operators, which operator serves which pair, and every distance on this page are real and come from open data. Where a corridor has a filed timetable the departure times are real too, and ferry fares are the prices the operators publish themselves.

Where no operator publishes a fare for a corridor, the price here is our own estimate, worked out from the real distance and the real operator through a fare curve that follows lead time, day of the week and season. It tells you roughly what the journey costs. It is not a seat anyone has agreed to sell, and the payment step will not take it.

Defined in full at Door to door, Fares

Regions: A region is a set of countries, and a route counts for it when either end is inside it. Countries are grouped from their ISO code alone, so the map grows with the data and nothing here is drawn by hand.
The sample: Fares, journey times and carbon are measured on the 16 highest ranked corridors in this region, spread across it rather than taken from the top, so the figures describe the region and not its busiest country.