We’ll Take You There
Leave stress behind and arrive in style—Fly The Whale turns weekend getaways into seamless, elevated experiences.
Safety
Style
Spontaneity
Whether you’re jetting from NYC to Nantucket or island-hopping through the Caribbean, Fly The Whale delivers a seamless blend of safety, style, and spontaneity.
Charter a Plane
Designed for those who can’t afford to waste time. Fly The Whale delivers premium, efficient, stylish flights—on your terms, at your speed.
Explore Popular Destinations
Aircraft Maintenance
Fly The Whale’s New Haven, CT maintenance shop offers industry leading maintenance for Cessna C208 land and amphibious seaplanes. Additionally, we are capable of maintaining a variety of general aviation and light turboprop aircraft.
Your schedule, your standards, your sky.
Designed for those who can’t afford to waste time. Fly The Whale delivers premium, efficient, stylish flights—on your terms, at your speed.
Our Story
Offering year round service and multiple daily flights between St. Croix and St. Thomas, USVI, St.Croix and Puerto Rico, and seasonal service between Westerly and Block Island, Rhode Island.
Fly The Whale is more than a regional air carrier—it’s a lifestyle gateway. Founded on the belief that air travel should be as enjoyable as the destination itself, we offer tailored, high-touch experiences that transport passengers not just across coastlines, but into moments of freedom, beauty, and refined relaxation.
At Fly The Whale, you don’t follow a script—you write your own.
Follow The Journey
