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Set sail along Maine’s rugged coast aboard The Pineapple Ketch for a 90-minute sunset journey. Enjoy breathtaking views, historic scenery, and a peaceful atmosphere that makes for an unforgettable evening on the water.
Set sail along Maine’s rugged coast aboard The Pineapple Ketch for a 90-minute sunset journey. Enjoy breathtaking views, historic scenery, and a peaceful atmosphere that makes for an unforgettable evening on the water.
Book with Pineapple Ketch
Verified experiences and guided adventures in the surrounding area.
Operated by Pineapple Ketch · Kennebunkport, Maine
Kennebunkport, Maine, offers one of New England’s most captivating coastal experiences, and Pineapple Ketch’s Evening Sail captures the essence of this rugged shoreline perfectly. Boarding at the historic Nonantum Resort docks, this 90-minute cruise invites adventurers, couples, and sunset seekers to glide along the rocky Kennebunk River mouth and stretch out past offshore ledges that have shaped local maritime folklore for generations. The Pineapple Ketch’s traditional schooner design cuts a classic silhouette against the vibrant skies, framing views of jagged granite outcroppings and dense spruce-lined cliffs that define this stretch of Maine’s coast.
As the sail unfurls, the shifting light touches still tidal pools and sparsely dotted seabirds, while the salty air carries the whispers of a fishing heritage dating back to the 1600s. Each sunset trip delivers a serene atmosphere where the only soundtrack is the water lapping against the hull and the gentle flapping of sails. Guests are encouraged to bring their own snacks and drinks—a nod to the informal, friendly nature of this outing—allowing them to toast the day's end as colors deepen and stars begin to peek out.
Pineapple Ketch’s Evening Sail stands apart by offering a genuine connection to Maine’s maritime culture combined with easy accessibility for novices. Whether celebrating a special occasion or simply seeking a tranquil break from daily routines, this sail provides a front-row seat to coastal beauty that few tours can rival. It’s a must-do for anyone drawn to the sea’s enduring appeal and the timeless rhythms of a New England summer sunset.
easy.
1.5 hours.
No special fitness required; suitable for ages 5 and up.
No prior sailing experience is needed; the trip is guided by experienced crew suitable for all skill levels.
Yes, guests are encouraged to bring their own snacks and beverages to enjoy during the sunset cruise.
Arrive at least 15 minutes before departure at the Nonantum Resort docks to ensure on-time boarding.
Yes, the sail is family-friendly and recommended for ages 5 and older.
Trips may be rescheduled or refunded in the event of unsafe weather conditions; the company monitors forecasts closely.
Yes, parking is available near the Nonantum Resort, but spots can fill quickly during peak season.
Kennebunkport’s maritime roots stretch back to the 1600s when shipbuilding and fishing defined the town’s identity.
Local operators like Pineapple Ketch prioritize sustainable sailing practices to protect delicate coastal ecosystems.
Pineapple Ketch is a boutique maritime operator located in Kennebunkport, Maine. The business offers four distinct water-based experiences designed to showcase the local coastline and provide relaxed, intimate outings for individuals and small groups. Offerings include a luxury Floating Sauna on the Kennebunk River featuring a traditional Scandinavian wood-fired sauna and cedar aroma; a Mid-Day Sail with a knowledgeable captain and crew that allows guests to participate in sailing or simply relax with complimentary refreshments; a 90-minute Sip & Sail Wine Sail led by Certified Sommelier Betsy Ross for up to 10 guests, pairing curated wines with artisanal charcuterie; and a 90-minute Evening Sail that highlights sunset views along the rocky Kennebunkport coast and invites guests to bring personal snacks and drinks to toast the day. Safety and guest enjoyment are supported through attentive crew service and clear pre-departure information. The Floating Sauna emphasizes a restorative, nature-connected experience combining heat and cedar scent with river scenery. Mid-day and evening sails offer scenic coastal views and comfortable cruise options for those seeking relaxation or light sailing engagement. The Sip & Sail experience adds guided wine appreciation led by a certified sommelier. Booking information, availability, and specific operational details are provided directly by Pineapple Ketch via its reservation channels for those planning visits to Kennebunkport.
Book with Pineapple Ketch