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    5. Private 2-Hour Sunset Sailing Charter in Kennebunkport
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    Private 2-Hour Sunset Sailing Charter in Kennebunkport

    Reserve a private 2-hour sunset sail for up to 6 guests

    5.0 stars• 376 reviews
    From$801incl. taxes and fees

    Duration

    2 Hours

    Ideal For

    Up to 6 people

    Highlights

    Reserve the entire boat for a private sunset sail off the Maine coast. Relax with plenty of space on board as you watch the changing colors of the sky.

    • Charter a private sailboat for just your group
    • Sail with up to 6 guests for more room and seating
    • Depart once daily with timing based on sunset
    • Bring your own drinks, food, and snacks if you’d like
    • Add a customized massage or professional photographer after booking

    What's Included

    • Bottled water
    • Blankets

    Things to know

    Gratuity is not included. There is an additional fee for the Biddeford pickup location; clarify the amount with Greetwell before booking.

    Cancellation Policy

    Full refund if the operator cancels due to weather or other unforeseen circumstances. Cancel 7 days prior to departure for a 100% refund. Cancellations made less than 7 days, no-shows, and those that arrive after departure times will be charged the full price.

    FAQs

    Dress in layers and plan for it to feel cooler and windier on the water. Soft-soled shoes work best, and a windbreaker or warm layer can help—especially after sunset. Bring sunscreen, a hat, and sunglasses as needed.

    You can bring your own drinks, food, and snacks. A raincoat can be useful, and you can store items you want to keep cool in the on-board refrigerator.

    You get cold bottled water at no charge. You can also select drinks once aboard (soda, iced tea, mixed drinks, beer, cider, and wine), and a lobster roll dinner is available.

    Meeting details

    Kennebunkport, Maine

    Experience provided by Broad Reach Adventures
    Experience provided by Broad Reach Adventures

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Report an issue

    Reference #R2KFC3

    Private Charter

    $801.43

    Be our exclusive guests onboard ~ Up to 6 passengers per boat

    0

    VIP Private Charter

    $1,064.65

    Be our exclusive VIP guests! To see a description of the VIP benefits, select quantity of 1 & click below VIP info box.

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    376 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 5
    5/5

    Beautiful, intimate cruise with knowledgeable and kind captain and guide.

    Photo of Bryce Ferguson

    Bryce Ferguson

    October 18, 2025

    Review 1 of 1
    5/5

    Beautiful, intimate cruise with knowledgeable and kind captain and guide.

    Photo of Bryce Ferguson

    Bryce Ferguson

    October 18, 2025

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