Sometimes traveling within the Caribbean seems impossible – take it from a person who loves this region! Booking websites like Google Flights, SkyScanner and Expedia often don’t include smaller regional airlines that connect these countries and islands.
I’ve put this together so you can piece together your ideal Caribbean vacation whether you’re hopping from Dominica to Puerto Rico or planning an ABC Dutch island trio trip. Not in the mood to plan it all yourself? I got you, email me and I’ll design your custom island-hopping itinerary for you.
This guide focuses on Caribbean inter-island flights and doesn’t look at airline reputation or customer reviews. It also doesn’t include private air charter services that many of the airlines offer.
I’ve listed the airlines in an alphabetical list of Caribbean-based airlines, where they’re based, the destinations they fly to, and links to their official websites. This list was updated July 2025, you should always check with the website to verify the routes they service.
Air Antilles
Based in: Guadeloupe
Website: AirAntilles.com
Services routes between Guadeloupe, Martinique, St. Barths, and St. Martin/Sint Maarten.
Air Caraïbes
Website: AirCaraibes.com
Connects Martinique, Guadeloupe, French Guiana, Haiti, St. Barthelemy (St. Barth) and St. Martin/Sint Maarten with Paris.
Air Century (ACSA)
Based in: Dominican Republic
Website: AirCentury.com
Operates flights from Santo Domingo (the DR) to Aruba, Curaçao, Cuba, St. Martin/Sint Maartenn and Bonaire.
Air Flamenco
Based in: Puerto Rico
Website: AirFlamenco.net
Provides domestic flights across Puerto Rico and its islands, including Culebra and Vieques.
Anguilla Air Services
Based in: Anguilla
Website: AnguillaAirServices.com
Fly easily with scheduled flights between Anguilla, St. Barths, St. Thomas US Virgin Islands and St. Martin/Sint Maarten.
Aruba Airlines
Based in: Aruba
Website: ArubaAirlines.com
Offers flights between Aruba and Curaçao, Bonaire, Guyana…anddd Colombia, Panama, and Miami.
Bahamasair
Based in: The Bahamas
Website: BahamasAir.com
Serves domestic routes across the Bahamian islands and the regional destinations of Haiti, Cuba, Jamaica, Turks & Caicos and 4 US destinations.
Caribbean Airlines
Based in: Trinidad and Tobago
Website: Caribbean-Airlines.com
One of the biggest regional airline services and routes, CAL connects Trinidad, Tobago, Jamaica, Barbados, Guyana, Grenada, St. Vincent & the Grenadines, Dominica, Puerto Rico, Antigua & Barbuda, The Bahamas, Cuba, Curaçao, Guadeloupe, Martinique, St. Kitts & Nevis, St. Lucia, St. Maarten, Suriname, and the British Virgin Islands. Outside of the region, CAL flies to 4 US destinations, Venezuela and Canada.
Cayman Airways
Based in: Cayman Islands
Website: CaymanAirways.com
Operates domestic flights between the Cayman Islands, regional flights like Cuba and Jamaica, and international like Miami, Los Angeles and Panama.
Divi Divi Air
Based in: Curacao
Website: FlyDivi.com/en
Provides short flights between Aruba, Bonaire, and Curaçao (the ABC islands).
EZ Air (Z Air)
Based in: Bonaire / Curacao
Website: FlyezAir.com
Flies between the ABC islands, St. Martin/Sint Maarten and cities in Colombia (Medellin & Barranquilla)
Flamingo Air
Based in: The Bahamas
Website: FlamingoAirBah.com
Offers domestic flights across the Bahamian islands. With 700 islands & cays, trust me you need the options. They have flights to specific small islands like Staniel Cay and Black Point.
Fly Allways
Based in: Suriname
Website: FlyAllways.com
Serves Suriname, Guyana, Venezuela, Cuba, and Curacao. Their website says Antigua & Barbuda coming soon too!
Fly Montserrat
Based in: Montserrat
Website: FlyMontserrat.com
Provides service between Montserrat, Antigua, Barbuda (yes directly to the island) and Nevis (not St. Kitts).
InterCaribbean Airways
Based in: Turks and Caicos
Website: InterCaribbean.com
One of the widest-reaching regional carriers, serving loads of Caribbean destinations: Antigua, the Bahamas, Barbados, Cuba, Haiti, Dominica, Dominican Republic, Guyana, Grenada, Jamaica, St. Kitts, Puerto Rico, St. Vincent, St. Lucia and British Virgin Islands.
LIAT
Based in: Antigua and Barbuda
Website: FlyLiat20.com
Currently serves Antigua, Barbados, Dominica, St. Lucia, Grenada, Guyana, Jamaica, St. Kitts, St. Lucia, St. Martin/Sint Maarten, St. Vincent, British Virgin Islands and Trinidad.
Mustique Airways
Based in: St. Vincent and the Grenadines
Website: Mustique.com/transport/mustique-airways
Technically a charter airline but you can book “shared charters” which we can count as almost commercial.. maybe kinda. It’s one of the and regional flights to Mustique and neighboring Grenadine islands.
Pineapple Air
Based in: The Bahamas
Website: PineappleAir.com
Provides domestic flights, especially connecting Nassau with Eleuthera (one of my favourite family islands, no bias here).
Seaborne Airlines
Based in: USVI
Website: SeaborneAirlines.com
Connects San Juan with USVI, BVI, and The Bahamas using seaplanes and regional aircraft.
Sky High Dominicana
Based in: Dominican Republic
Website: SkyHighDominicana.com
Connects the DR with Caribbean islands: Anguilla, Antigua, Aruba, Bonaire, Curacao, Cuba, Guyana, Martinique, Guadeloupe, Puerto Rico, St. Kitts and the USVI.
St. Barth Commuter
Based in: St. Barths
Website: StBarthCommuter.com
Flights between St. Barths, Guadeloupe and St. Martin/Sint Maarten.
Sunrise Airways
Based in: Haiti
Website: SunriseAirways.net
Operates routes to Cuba, Panama, Dominica, Dominican Republic, Guadeloupe, Grenada, St. Maarten, Antigua, St. Kitts, St. Vincent and St. Lucia.
Suriname Airways
Based in: Suriname
Website: Flyslm.com
Connects Suriname with Guyana, Trinidad, the ABC islands, Saba, Sint Eustatius (Statia), Guadeloupe, Dominica, St. Kitts, Sint Maarten/St. Martin, St. Barths, Antigua and internationally, the Netherlands Brazil and Miami.
SVG Air
Based in: St. Vincent and the Grenadines
Website: FlysvgAir.com
Connects mainland St. Vincent with the Grenadines’ islands of Bequia, Canouan, Union Island, Barbados, Antigua, Montserrat and Grenada and Carriacou.
Tropic Air
Based in: Belize
Website: TropicAir.com
Connects Belize with Guatemala, Honduras (including Roatan), Mexico, and they offer the amazing flights to exclusive experience the Blue Hole from above.
Winair
Based in: Sint Maarten
Website: Fly-winair.sx
Its hub in St. Maarten with routes to Saba, Sint Eustatius (Statia), Antigua, Aruba, Barbados, Bonaire, Tortola (British Virgin Islands), Curacao, Dominica, Monsterrat, St. Kitts, Nevis, and St. Barths.
The Caribbean is incredibly diverse, and so are the ways to get around. In the event you choose to fly instead of hop on a ferry, this is a long list of options! There are more domestic airlines in Dominican Republic, The Bahamas, Turks & Caicos and even St. Vincent & the Grenadines! Whether you’re heading to a lesser-known island or planning multi-island adventures, these regional airlines are a great starter key to unlocking the region. Of course, destinations and routes may vary so be sure to check in with the airlines before making and booking your big plans! Have fun planning your trip!
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