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    1. Local experiences/
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    5. Cruise on a Private 3-Hour Sail From Orcas Island
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    Cruise on a Private 3-Hour Sail From Orcas Island

    Sail the San Juan Islands on a private wooden sloop

    4.8 stars• 116 reviews
    From$318incl. taxes and fees

    Duration

    3 Hours

    Ideal For

    Up to 6 people

    Includes

    Private sail, Instruction

    Highlights

    Explore the waters around Orcas Island on a private day sail aboard “Aura,” a 1948 wooden sloop. Take the helm with optional instruction, or sit back and enjoy the island views.

    • Depart from Deer Harbor on Orcas Island
    • Ride a classic 1948 wooden sloop with seating for six
    • Follow a route past the Wasp Islands and Jones Island
    • Bring your own food and drinks to enjoy onboard
    • Learn basic sailing skills with non-certified instruction if you want
    • Watch for seals, porpoises, ospreys, eagles, and occasional whales

    What's Included

    • Private charter for your group (up to 6 passengers)
    • Non-certified sailing instruction (optional)

    Things to know

    No dogs allowed. “Aura” is not wheelchair accessible. Trips longer than 3 hours may be available for an additional hourly charge—clarify the amount with Greetwell before booking.

    Cancellation Policy

    50% refund if canceled less than 48 hours before departure.

    FAQs

    Plan to arrive 5 minutes before departure.

    Dress according to the weather. Bring sunscreen, water, and food. You can bring whatever you want to eat and drink onboard.

    No. Dogs are not allowed on board.

    Meeting details

    Orcas Island

    Experience provided by Northwest Classic Daysailing
    Experience provided by Northwest Classic Daysailing

    Related locations

    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

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    Reference #BZQY2J

    Private Charter

    $318

    For up to 6 people

    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

    4.8
    Excellent
    116 reviews•Google Maps

    Captain Ward has clearly found his calling sailing the San Juan Islands. Reviewers consistently praise his relaxed, friendly demeanor and the way he treats guests like curious friends rather than just passengers. What really sets this experience apart is the hands-on approach - Ward actively encourages everyone to take the tiller, adjust sails, and genuinely learn about sailing, which feels refreshing compared to typical boat tours where you're told not to touch anything. Multiple families mention how much they appreciated this interactive element, with one parent noting their seven-year-old learned more in three hours than he would at a week of sailing camp. The trips offer beautiful scenery around the islands with frequent seal sightings and occasional harbor porpoises. Ward's local knowledge shines through, as he shares regional history and has a knack for finding wind even on calmer days. The 4:30 departure time gets special mentions for spectacular sunsets, and guests appreciate being able to bring wine and snacks aboard. Groups of 4-6 seem ideal for comfort on the boat. Expect a genuinely educational yet relaxing three hours on the water with someone who truly loves what he does.

    What people are saying

    Review 1 of 5
    5/5

    Gorgeous evening on the 4:30 cruise with hardly anyone on the water despite perfect conditions! We have a bit of sailing experience and it was fantastic to shake the cobwebs out with a mini lesson and my husband and I manned the tiller nearly the whole cruise, which was a great treat. We are already planning our next trip with you!

    Photo of lmi2102

    lmi2102

    August 6, 2025

    Review 1 of 1
    5/5

    Gorgeous evening on the 4:30 cruise with hardly anyone on the water despite perfect conditions! We have a bit of sailing experience and it was fantastic to shake the cobwebs out with a mini lesson and my husband and I manned the tiller nearly the whole cruise, which was a great treat. We are already planning our next trip with you!

    Photo of lmi2102

    lmi2102

    August 6, 2025

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