Build confidence on the water with a lesson shaped around your goals
2 hrs
Up to 6 people
Instructor, bottled water
Build sailing skills with a private lesson tailored to your experience and interests. An experienced instructor can focus on the skills you want to develop; optional gratuity is not included in the listed price.
Cancel at least 7 days before departure for a 100% refund. Cancellations less than 7 days before departure, no-shows, and late arrivals are charged in full. Receive a 100% refund if the operator cancels due to weather, insufficient bookings, or other unforeseen circumstances.
Product ID: SHQ76H
Dress in layers and consider a windbreaker or warmer layer. Bring sunscreen, a sunhat, sunglasses, soft-soled shoes, and a raincoat. You can bring your own drinks, food, and snacks; an onboard refrigerator is available to keep items cool.
You get cold bottled water at no charge. You can also select drinks once aboard, and lobster roll dinner and other meal options are available.
Yes. Each person can choose how much they want to participate. Anyone who prefers can relax and watch while others sail.
Travelers consistently praise the intimate sailing experiences led by Captain Bob and his team, particularly highlighting crew members like Lucy, Chloe, Abby, and Nolan. The warmth and professionalism stand out across every review, with guests remarking on how welcomed and comfortable they felt throughout their cruises. The captains share fascinating local knowledge about Maine's coastline, wildlife, and working lobster boats, making the trips educational without feeling like a forced tour. The boats themselves are spotless and well-maintained, equipped with everything guests need for a comfortable outing. Sunset cruises appear especially popular, though midday sails get equally enthusiastic feedback. The husband-and-wife team running many of the trips creates a genuinely hospitable atmosphere, with thoughtful touches like blankets, drinks, and snacks. People appreciate the smooth booking process and describe the overall experience as relaxing yet engaging. It's clearly a family-run operation that takes pride in sharing their home waters with visitors.
Captain Bob and First Mate Chloe were just awesome. We had a great time on Wood Island and the lighthouse and cottage were great. Only a suggestion, but maybe a little more time on the sailboat would be a good thing. It was a great day and we had a blast. Thank you, Carl, Gia, Shelly, Dave, Rich and Patty!
Carl Demarais
August 19, 2026
Captain Bob and First Mate Chloe were just awesome. We had a great time on Wood Island and the lighthouse and cottage were great. Only a suggestion, but maybe a little more time on the sailboat would be a good thing. It was a great day and we had a blast. Thank you, Carl, Gia, Shelly, Dave, Rich and Patty!
Carl Demarais
August 19, 2026
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