easy
2–3 hours
Suitable for most fitness levels; no strenuous physical effort required but comfortable standing and moving on the deck is needed.
Set sail aboard the Pineapple Ketch for a mid-day journey across Kennebunkport Bay. This private charter offers intimate encounters with Maine’s rugged coastline and local wildlife, blending hands-on sailing with expert storytelling.
Private charters fill quickly, especially during peak months—reserve your spot early for the best sailing window.
Coastal conditions can change quickly; bring layers to stay comfortable against changing winds and sun exposure.
Binoculars help catch close-up views of seals, seabirds, and coastal features otherwise missed from the deck.
Maintain a respectful distance from seals and birds to avoid disturbing their natural behavior during your sail.
Kennebunkport’s coastline has long been central to New England’s maritime trade and fishing industries, with colonial-era homes reflecting its storied past.
Pineapple Ketch emphasizes responsible wildlife viewing and supports local efforts to keep Kennebunkport’s marine habitats clean and protected from boating impact.
Protects against wind and occasional spray, crucial for staying comfortable on open water.
spring|summer|fall specific
Ensures firm footing on wet, potentially slick surfaces aboard the ketch.
Shields your eyes from reflective glare off the water during sunny sailing conditions.
spring|summer|fall specific
Enhances wildlife and coastal feature viewing from the boat.