Martha’s Vineyard Bucket List: Biplane Rides Over Martha’s Vineyard

Looking for the ultimate overview of Martha’s Vineyard? There’s really nothing quite like seeing and experiencing the Vineyard from the air — especially the open air cockpit of a biplane.

A common sight in the skies above Martha’s Vineyard, you may easily recognize the red biplanes of Classic Aviators.

Classic Aviators has been flying people around and over Martha’s Vineyard for more than 20 years now. They take off and land at the Katama Airfield, by the Right Fork Diner and South Beach.

The WACO UPF-7 trainer biplanes that they fly, feature an open two-person front cockpit, with the pilot sitting behind you.

Our own Guinevere Cramer suited up, and headed off for her first biplane ride over Martha’s Vineyard, with some prime aerial viewing of the Edgartown Lighthouse and Edgartown Harbor.

Classic Aviators Owner/Pilot Mike Creato and his family have strong ties not only to the Vineyard but the Katama Airfield, which Mike’s grandfather sold to the town in the 1980’s. In-season, if the weather is good, Mike and his pilots are flying.

In the middle of the Summer, it can get quite crowded, so advance reservations are recommended. Flights are 15 to 60 minutes in length, with a variety of different routes and thrill add-ons possible. Classic Aviators info.

Open air, aerial touring of Martha’s Vineyard. There’s nothing else like it — and that’s why it belongs on everyone’s Martha’s Vineyard Bucket List.

The Martha’s Vineyard Bucket List is our ongoing curated video collection of the best Martha’s Vineyard vacation experiences and first-hand travel adventures. From exploring the island by tall ship or biplane to touring its lighthouses to finding the best beach walks, sunsets, and farm to table adventures, there’s a lot to discover. Martha’s Vineyard Bucket List Collection.