Fly The Whale

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Unmatched service. Unscripted experiences. ✈️
Daily service to St. Croix, St. Thomas, San Juan, Block Island & Westerly, RI. Welcome to Fly The Whale!

Charters in the Northeast, Florida, The Bahamas and more. Please become a fan of our page and keep up to date with all the goings on of the world's best private charter company!

10/12/2026

Fall looks even better from the water. 🍂✈️
Trade the highway for a seaplane and experience autumn in the Northeast the Fly The Whale way. From colorful mountain escapes to waterfront destinations, your fall getaway starts the moment you take off.

10/09/2026

Celebrate 62 years of friendship between the U.S. Virgin Islands and Puerto Rico at this year’s V.I.–Puerto Rico Friendship Celebration, honoring the music, food, heritage and community that connect the islands. St. Thomas Source

With Fly The Whale now flying to San Juan from both St. Croix and St. Thomas, it’s easier than ever to come together for the celebration.

Book your VIPR weekend getaway today!

10/07/2026

You front-row seat to fall in the Northeast. 🍁
Charter with Fly The Whale and take in the season from an entirely different perspective. Mountain getaways, weekend escapes, and some of the best views of the year are just a flight away.

09/19/2026

Golden hour looks a little different from up here. ✨

See the Northeast from a whole new perspective with Fly The Whale. From quick weekend escapes to custom charters, we make getting there feel like part of the experience.

09/15/2026

Why stop at the airport when your charter can take you straight to the shoreline? 🌊✈️

With Fly The Whale, some of the Northeast’s best escapes are closer than you think. Our seaplane charters make getting there part of the adventure, with water landings that bring you closer to your final destination.

09/04/2026

Skip the traffic. Skip the terminal. Take off from the heart of NYC. ✈️🌊

With Fly The Whale, the journey can be just as memorable as the destination. Our seaplane charters offer a seamless way to leave the city behind and get closer to where you really want to be.

09/02/2026

From weekend escapes to business travel, Fly The Whale makes group charters throughout the Northeast simple, comfortable, and convenient. Bring your crew and leave the logistics to us.

08/28/2026

Serve, rally, and support a great cause. 🎾🌴

The Fifth Annual VI Open Tennis Tournament returns to the Tennis Club of St. Croix, September 11–13! Catch the action as Mixed Doubles A & B take the court, all while supporting Cancer Support VI.

Whether you’re playing or cheering from the sidelines, it’s a great weekend to be in St. Croix. Fly The Whale and make a weekend of it! ✈️

📅 September 11–13, 2026
📍 Tennis Club of St. Croix
🎗️ $100 donation per player to Cancer Support VI

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08/22/2026

Flying into our favorite season. 🍂✈️

See New England’s fall colors from a whole new perspective with Fly The Whale. Charter your autumn escape and spend less time getting there — and more time taking in the view.

08/20/2026

Come hungry! 🥘🇵🇷 The Festival de la Paella y Arroces is coming to Parque de las Ciencias in Bayamón on August 29. Enjoy an all-you-can-eat celebration featuring 3 paellas, 3 risottos and 3 Puerto Rican-style mamposteao recipes — nine dishes to taste and plenty of reasons to go back for seconds.

Fly The Whale to Puerto Rico and make a delicious weekend of it! ✈️🌴

Español 🇵🇷

¡Ven con hambre! 🥘🇵🇷 El Festival de la Paella y Arroces llega al Parque de las Ciencias en Bayamón el 29 de agosto. Disfruta de una celebración All You Can Eat con 3 paellas, 3 risottos y 3 mamposteao — nueve platos para probar y repetir tus favoritos.

¡Vuela con Fly The Whale a Puerto Rico y disfruta de un fin de semana lleno de sabor! ✈️🌴

Address

60 Thompson Avenue, Hangar 3
East Haven, CT
06512

Website

http://www.flythewhale.com/

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