Direct Flights to the Caribbean

One of the easiest ways to minimize airport time (and shrink your carbon footprint)—is to opt for the fewest flight connections as possible. For many East Coasters, that makes the beaches of the Caribbean a convenient option.

Unfortunately, that’s not the case for West Coasters. “Last year, United and Alaska added new, seasonal nonstop service from Los Angeles and Seattle to the Caribbean,“ explains Indagare trip designer Caroline Hansen. “Unfortunately, not only have airlines not increased these flight offerings, but they’ve discontinued them altogether. The routes proved less profitable than hoped, and in 2025 we’re seeing it once again impossible for West Coast travelers to reach the Caribbean on commercial carriers.”

Here is the latest on non-stop flights to the Caribbean from New York, Boston, Philadelphia, Washington, D.C., Chicago, Dallas and Miami, with flight times to a curated list of some of our favorite Caribbean islands, for travel after November 8, 2025, when several seasonal routes open up.

Direct Flights from New York to the Caribbean

Aruba

• Flight time: 4.5 hours
• Airlines: Delta, JetBlue, United

Antigua

• Flight time: 4.5 hours
• Airlines: American, Delta (beginning December 20), JetBlue

Bahamas (Nassau)

• Flight time: 3 hours
• Airlines: Delta, JetBlue, United

Barbados

• Flight time: 4.5 hours
• Airlines: American, Delta, JetBlue, United

Dominican Republic (Punta Cana; Puerto Plata)

• Flight time: 3.5 hours
• Airlines: American, Delta, JetBlue

Jamaica (Kingston; Montego Bay)

• Flight time: 4 hours
• Airlines: Caribbean Airlines, Delta, JetBlue

Puerto Rico (San Juan)

• Flight time: 4 hours
• Airlines: Delta, Frontier, JetBlue, United

St. Lucia

• Flight time: 4.5 hours
• Airlines: Delta, JetBlue

St. Martin

• Flight time: 4 hours
• Airlines: American, Delta, JetBlue

Turks and Caicos (Providenciales)

• Flight time: 3.5 hours
• Airlines: American, Delta, JetBlue, United

U.S. Virgin Islands (Saint Thomas)

• Flight time: 4 hours
• Airlines: American, Delta, JetBlue

Direct Flights from Boston to the Caribbean

Aruba

• Flight time: 4.5/5 hours
• Airlines: JetBlue

Bahamas (Nassau)

• Flight time: 3.5 hours
• Airlines: JetBlue

Barbados

• Flight time: 4.5 hours
• Airlines: JetBlue

Dominican Republic (Punta Cana; Puerto Plata; Santo Domingo)

• Flight time: 4 hours
• Airlines: JetBlue

Jamaica (Montego Bay)

• Flight time: 4 hours
• Airlines: American, Delta, JetBlue

Puerto Rico (San Juan)

• Flight time: 4 hours
• Airlines: JetBlue, Delta, Frontier

St. Lucia

• Flight time: 4.5 hours
• Airlines: JetBlue

St. Martin

• Flight time: 4 hours
• Airlines: JetBlue

Turks and Caicos (Providenciales)

• Flight time: 3.5 hours
• Airlines: American, Delta, JetBlue

U.S. Virgin Islands (Saint Thomas)

• Flight time: 4 hours
• Airlines: Delta, JetBlue

Direct Flights from Philadelphia to the Caribbean

Aruba

• Flight time: 4.5 hours
• Airlines: American

Dominican Republic (Punta Cana)

• Flight time: 4 hours
• Airlines: American, Frontier, Spirit

Jamaica (Montego Bay)

• Flight time: 3.5 hours
• Airlines: American

Puerto Rico (San Juan)

• Flight time: 4 hours
• Airlines: American, Frontier, Spirit

Turks and Caicos (Providenciales)

• Flight time: 3.5 hours
• Airlines: American

Direct Flights from Washington, D.C. to the Caribbean

Aruba: 4.5 hours

• Flight time: - Airlines: United

Bahamas (Nassau)

• Flight time: 2.5/3 hours
• Airlines: American

Dominican Republic (Punta Cana)

• Flight time: 4 hours
• Airlines: United

Jamaica (Montego Bay)

• Flight time: 3.5 hours
• Airlines: United

Puerto Rico (San Juan)

• Flight time: 4 hours
• Airlines: Frontier, United

St. Martin

• Flight time: 4 hours
• Airlines: United

Turks and Caicos (Providenciales)

• Flight time: 3.5 hours
• Airlines: United

U.S. Virgin Islands (Saint Thomas)

• Flight time: 4 hours
• Airlines: United

Direct Flights from Chicago to the Caribbean

Aruba

• Flight time: 5 hours
• Airlines: American, United

Bahamas (Nassau)

• Flight time: 3.5 hours
• Airlines: American, United

Dominican Republic (Punta Cana)

• Flight time: 4.5 hours
• Airlines: American, United

Jamaica (Montego Bay)

• Flight time: 4 hours
• Airlines: American, United

Puerto Rico (San Juan)

• Flight time: 4.5/5 hours
• Airlines: American, United

St. Martin

• Flight time: 5 hours
• Airlines: American, United

Turks and Caicos (Providenciales)

• Flight time: 4 hours
• Airlines: United

U.S. Virgin Islands (Saint Thomas)

• Flight time: 4.5/5 hours
• Airlines: American, United

Direct Flights from Dallas to the Caribbean

Bahamas (Nassau)

• Flight time: 3 hours
• Airlines: American

Dominican Republic (Punta Cana)

• Flight time: 4.5 hours
• Airlines: American

Jamaica (Montego Bay)

• Flight time: 3.5 hours
• Airlines: American

Puerto Rico (San Juan)

• Flight time: 4.5 hours
• Airlines: American, Frontier, Spirit

Turks and Caicos (Providenciales)

• Flight time: 4 hours
• Airlines: American

U.S. Virgin Islands (Saint Thomas)

• Flight time: 4.5/5 hours
• Airlines: American

Direct Flights from Miami to the Caribbean

Anguilla

• Flight time: 3 hours
• Airlines: American

Antigua

• Flight time: 3 hours
• Airlines: American

Bahamas (Freeport; Georgetown; Marsh Harbour; Nassau; North Eleuthera)

• Flight time: ~1 hour
• Airlines: American, Bahamasair

Barbados

• Flight time: 3.5 hours
• Airlines: American

Cuba (Havana)

• Flight time: 1 hour
• Airlines: American

Dominican Republic (Puerto Plata; Punta Cana; Santo Domingo)

• Flight time: 2 hours
• Airlines: American

Jamaica (Kingston; Montego Bay)

• Flight time: 1.5 hours
• Airlines: American

Puerto Rico (San Juan)

• Flight time: 2.5 hours
• Airlines: American

St. Lucia

• Flight time: 3.5 hours
• Airlines: American

Turks and Caicos

• Flight time: 1.5 hours
• Airlines: American

U.S. Virgin Islands (Saint Thomas; Saint Croix)

• Flight time: 2.5 hours
• Airlines: American

Tradewind Aviation, which handles private and scheduled charter flights to islands like Virgin Gorda, Anguilla, Tortola and St. Barth’s (via its fleet of Pilatus PC-12s), partners with JetBlue, allowing for seamless connections from more than a dozen U.S. airports, including New York’s J.F.K, Boston, Providence, Philadelphia, and Washington D.C. New this year: flights from Fort Lauderdale to Eleuthera.