All Aboard The Pineapple Ketch

There’s something timeless about sailing the Maine coast, and an evening aboard the Pineapple Ketch captures that feeling perfectly. Departing from the heart of Kennebunkport, guests leave the bustle of the harbor behind as the classic wooden ketch glides into open water.

The experience is equal parts adventure and relaxation. The crew welcomes everyone aboard, whether you're an experienced sailor or stepping onto a sailboat for the first time. Guests are invited to take the helm, help trim the sails, or simply settle in and enjoy the ride. As the wind fills the canvas, the only sounds are the gentle splash of the bow, the creak of the rigging, and the occasional call of a seabird overhead.

As the sun begins to set, the coastline takes on a golden glow. Historic homes, rocky breakwaters, and quiet islands frame the horizon while the Atlantic stretches endlessly beyond. It's a chance to slow down, breathe in the salty air, and experience Kennebunkport from a perspective few visitors ever see.

Whether you're celebrating a special occasion, making memories with family, or simply looking for the best seat in town for a Maine sunset, a sail aboard the Pineapple Ketch is an unforgettable way to spend an evening on the water.

Jump aboard, let the wind do the work, and discover why sailing has been part of Maine's story for generations. A huge thank you goes out to Justin and Abby for hosting an incredible sunset sail. Please be sure to check out our friend on the Pineapple Ketch this summer!