Unique, intimate coastal outings on the Kennebunk River and Atlantic shoreline — sauna, sailing, wine, and sunset trips tailored for small groups.
Choose from a floating sauna, mid-day sail, sommelier-led wine cruise, or evening sunset sail.
water-activities · Kennebunkport
Sink into warmth and fresh river air aboard Pineapple Ketch’s Floating Sauna on the Kennebunk River. A wood-fired, cedar-infused retreat perfect for calming both body and mind.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Curated coastal experiences in Kennebunkport
Intimate and personal outings
Most sails run ninety minutes
Wine sail led by Betsy Ross
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Pineapple Ketch listing.
Pineapple Ketch offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Select dates and book directly to secure a Mid-Day Sail, Sip & Sail, Floating Sauna, or Evening Sunset Sail.
water-activities · Kennebunkport
Set sail from Kennebunkport with Pineapple Ketch for a 1.5-hour mid-day cruise. Whether you want to take the helm or relax with refreshments, this trip offers an easy and authentic taste of Maine’s rugged coastline.
boat-charters · Kennebunkport
Step aboard the Pineapple Ketch for a coastal wine sail along Kennebunkport’s shores, guided by an expert sommelier and paired with artisanal charcuterie. Discover a unique 90-minute journey blending seafaring beauty with wine education.
boat-charters · Kennebunkport
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.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.