For those who don't mind mingling with strangers, companies like Tradewind offer shuttles between places like New York and Boston, Stowe, and Nantucket, as well as Caribbean Islands like St. Barth's and Anguilla. (Flights begin at $250 plus tax each way.) The bonus? On a route from from San Juan to St. Barth's, a Tradewind rep will meet you at your terminal and help shuttle you through. JetSuiteX, affiliated with JetBlue, sells seats on planes between Burbank and Las Vegas.
After your initial enquiry you will be assigned a personal charter expert who will send you a selection of quotes for you to choose from. Each quote will have a clear breakdown of aircrafts and airports and reasons they have been selected for you. Should you wish to go ahead they will then book the aircraft and send you all the flight details including directions to the terminal and any other important information. They will be your first point of call for any further enquiries you may have up to the flight and, if possible, they will meet you at the terminal. From your initial quote you will be able to contact your account manager 24/7 (if on holiday you will be assigned another account manager to cover) so you can call from wherever, whenever you like.