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.
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Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for all fitness levels, including families with children age 5 and up.
Wildlife
History
Kennebunkport’s maritime history dates back to the 1700s, with a strong tradition of shipbuilding and fishing shaping the local culture.
Conservation
Pineapple Ketch promotes eco-friendly practices on board, including waste reduction and awareness of local marine habitats to minimize environmental impact.
Pineapple Ketch
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.
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.
Tours Offered
4 Tours
Curated coastal experiences in Kennebunkport
Small Groups
Up to 10
Intimate and personal outings
Typical Duration
90 Minutes
Most sails run ninety minutes
Sommelier-Led
Certified Sommelier
Wine sail led by Betsy Ross
Select dates and book directly to secure a Mid-Day Sail, Sip & Sail, Floating Sauna, or Evening Sunset Sail.
Arrive Early for Boarding
Arrive at least 15 minutes before departure to get settled and meet your crew.
Dress for Coastal Weather
Layered clothing and windproof jackets are recommended, even in summer, as sea breezes can be cool.
Stay Hydrated
Bring a water bottle to stay hydrated; complimentary soda and water are provided on board.
Motion Sickness Precautions
If you’re prone to seasickness, consider taking preventative medication before boarding.
Windbreaker or light waterproof jacket
Protects against coastal winds and occasional sea spray throughout the year.
spring|summer|fall|winter
Non-slip boat shoes or sneakers
Ensures safe footing on wet and uneven deck surfaces.
Sunscreen
Crucial for protecting exposed skin from intense sun reflecting off the water.
summer|spring|fall
Hat with a brim
Keeps the sun off your face and eyes during daytime sails.
summer|spring|fall