A highly popular way to reach the Caribbean, presumably because of the speed and convenience, is via airplane. Although it's usually best to book your ticket in advance, if your travel plans are flexible, you can seek out last-minute bargains.
Another money-saving option is to pick off-peak flight times. For example, flights departing mid-week or in the fall, spring, and summer months are often cheaper than flights on the weekends or in the winter months. A Saturday stay-over or departure from an alternate airport can also diminish the price of your ticket. Specially priced plane tickets are typically nonrefundable. Also, you'll likely incur a fee if you later alter the date or time of your travel.
Most flights from the United States are nonstop to the Caribbean, and direct flights typically connect in San Juan or St. Thomas. Many Caribbean airports are small, so arriving passengers cannot typically deplane directly to the terminal. Few airports provide shuttle service, so expect a long walk on the tarmac to the terminal to claim your luggage. If you have a physical ailment preventing you from walking, be sure to arrange an alternate form of transportation with one of the airline attendants prior to arriving in the Caribbean.
Airlines
Once you're in the Caribbean, you can island hop by way of one of the many small Caribbean airlines. To get there, though, you'll want to rely on one of these airline companies, all of which have regularly scheduled flights to the Caribbean from hubs as indicated:
Airlines servicing the Caribbean from the United States:
| Airline | Telephone Number |
| Air Jamaica | 800-523-5585 |
| American Airlines | 800-433-7300 |
| Bahamasair | 800-222-4262 |
| Cayman Airways | 800-GCAYMAN (800-422-9626) 345-949-2311 |
| Continental | 800-231-0856 |
| Delta Air Lines | 800-241-4141 |
| Frontier JetBlue | 800-432-1FLY (800-432-1359) 800-JET-BLUE |
| Lynx Air | 888-LYNX-AIR (888-596-9247) |
| Mexicana | 800-531-7921 |
| North American Airlines | 800-967-3510 |
| United | 800-538-2929 |
| U.S. Airways USA 3000 | 800-622-1015 877-USA-3000 |
| Airline | Telephone Number |
| Air Canada | 888-247-2262 |
| Air France | 800-237-2747 |
| Air Jamaica | 800-523-5585 |
| British Airways | 800-247-9297 |
| Condor | 866-960-7915 |
| Iberia | 800-772-4642 |
| K.L.M. Royal Dutch Airlines | 866-434-0320 |
| LACSA | 800-225-2272 |
| Lufthansa | 800-645-3880 |
| Martinair WestJet | 800-MARTINAIR 888-WES-TJET |
| Virgin Atlantic | U.K.: 0844-874-7747 U.S.: 800-821-5438 |
| Airlines | Telephone Number |
| Aviacsa | 866-246-0961 |
| Isleña Airways | 504-522-9910 |
| La Costeña | 011-505-263-2142, ext 2203 |
| Maya Island Air | Belize: 011-501-223-1140 U.S.: 800-225-6732 |
| Mexicana | 800-531-7921 |
| Roraima Airways | 592-225-9648 |
| Sol Air | 866-4-SOLAIR (866-476-5247) |
| Surinam Airways | 597-465700 |
| Trans Guyana Airways | 592-222-2525 |
| Airline | Telephone Number |
| Air Charter Bahamas | 866-FLY-ISLANDS (866-359-4752) 305-885-6665 |
| Air Culebra, Inc. | 787-427-4808 |
| Air Jamaica | 800-523-5585 |
| Air Caraibes | 590-82-4780 |
Air Sunshine | 800-327-8900 |
| Air Turks and Caicos American Eagle | 694-946-4999 800-433-7300 |
| Bahamasair | Nassau: 242-377-5505 U.S.: 800-222-4262 The Family Islands: 242-300-UFLY (242-300-8359) |
Cape Air | 800-352-0714 |
| Carib Aviation Ltd. | 800-744-2323 |
| Caribbean Wings-BVI Airlines | 284-495-6000 |
| Cayman Airways | U.S.: 800-GCAYMAN (800-422-9626) Outside the U.S.: 345-949-2311 |
| Cubana | 537-834-4446 |
| Fly BVI Fly Montserrat | 284-495-1747 664-491-3434 |
| Island Birds | 284-495-2002 US Toll Free: 877-515-5066 |
| Leeward Island Air Transportation (LIAT) | In the Caribbean: 888-844-5428 Outside the Caribbean: 868-624-4727 |
| Mustique Airways | St. Vincent: 784-458-4380 U.S.: 800-526-4789 |
| Seaborne Airlines | 340-773-6442 888-FLY-TOUR (888-359-8687) |
| Sky King | 649-941-3136 |
| SVG Air | 784-457-5124 |
| Windward Islands Airways (WINAIR) | 809-448-2181 |
| Windward Express Airways | 599-548-3085 |
| Regulator | Telephone Number |
| Air Travel Service Problems | 202-366-2220 |
| Aviation Safety Hotline | 800-255-1111 |
| Aviation Consumer Protection Division | 202-366-2220 |
| Questions about FAA-monitored consumer issues | 866-TELL-FAA (835-5322) |
| Transportation Security and Baggage Screeners Concerns | 866-289-9673 |