Sip & Sail Wine Tour with Pineapple Ketch in Kennebunkport
Difficulty
easy
Duration
1.5 hours
Fitness Level
No special fitness required; guests should be able to embark and disembark a sailboat safely.
Overview
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.
Sip & Sail Wine Sail
Ages 21+ • 1.5 Hour Sail • Public and Private Options Available
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Adventure Photos
About This Adventure
Embark on a unique 90-minute Wine and Sail Tour aboard the Pineapple Ketch, where the stunning Kennebunkport coastline meets expertly curated wines and artisanal charcuterie. Led by Certified Sommelier Betsy Ross, this intimate experience for up to 10 guests promises an engaging and memorable evening of wine appreciation.
Wine and Sail Tour,
Step aboard the Pineapple Ketch for a 90 minute coastal escape blending the scenic wonder of the Kennebunkport coastline with a curated selection of wines and an artisanal charcuterie cup served by Betsy Ross of Wine House on Maine. This intimate experience welcomes up to 10 guests for a beautiful evening.
Betsy Ross is a Certified Sommelier and the owner of Wine House on Main in Kennebunk, Maine. With over 20 years of experience in hospitality, Betsy has built wine programs and led service teams at some of the nation’s most iconic venues—including Michelin-starred restaurants in San Francisco, the Metropolitan Museum of Art, and the U.S. Open in New York. Her background spans fine dining, luxury hotels, national wine distribution, and hands-on winemaking in France and California. Known for her engaging, down-to-earth style and deep knowledge of wine, Betsy brings an expert yet approachable energy to every tasting, making wine more enjoyable and accessible for all.
Adventure Tips
Dress for Coastal Weather
Layered clothing is key as temperatures can shift quickly on the water, especially during evening sails.
Arrive Early for Boarding
Plan to arrive 10-15 minutes before your departure to settle in and receive a safety briefing.
Limited Guest Capacity
Tours accommodate up to 10 guests, so book in advance to secure your spot on this intimate sail.
Bring ID for Age Verification
This experience is for guests aged 21+, so carry valid identification for boarding.
Local Insights
Wildlife
- Harbor seals often bask on the rocks or swim near the boat during the sail.
- Seasonal seabirds like common terns and cormorants are frequently spotted along the coast.
History
Kennebunkport has a rich maritime history rooted in fishing, shipbuilding, and lobster trade dating back to the 18th century.
Conservation
Efforts by local organizations promote marine habitat preservation, ensuring wildlife and water quality are protected amid increasing tourist activity.
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Adventure Hotspots in Portland, Maine
Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protects against coastal breezes and variable spring weather during the sail.
spring specific
Comfortable Non-Slip Shoes
Ensures safety and stability on the deck during boarding and sailing.
Sunglasses
Shields eyes from glare reflecting off the water on sunny summer afternoons.
summer specific
Warm Hat
Adds warmth during cooler fall evenings on the water.
fall specific