Our classic 1948 wooden sloop “Aura” sails from Deer Harbor on Orcas Island from May through October.

HANDS-ON SAILING! | YOU CAN STEER AND WORK SAILS! | SAILING INSTRUCTION INCLUDED!

Below are just some of our many reviews!

Classic Daysailing
5.0
Based on 23 reviews
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Alice MomeneeAlice Momenee
18:08 14 Sep 22
Incredible sailing experience! Highly recommend and Ward was so helpful in teaching us about how to sail the boat as well. Definitely worth the $ for a very memorable afternoon.
Ananda CoolAnanda Cool
02:54 12 Sep 22
Captain Ward is the real deal. A classic sailor totally in tune with the local waters and his classic boat. We had such a delightful sunset sail with him and the Aura. Highly recommended San Juan Islands experience.
Larissa RanzLarissa Ranz
02:42 21 Jun 22
We had a great sailing trip! Capt. Ward was great. We (even the kids) got to steer the boat and manage the sails, it was a lot of fun!
amy gadsdenamy gadsden
02:08 01 Jun 22
We had a blast with Captain Ward! He was great with my kids and letting them help do things. It was a total stress free awesome experience. I can’t wait to go again!
Jacqueline DiRubboJacqueline DiRubbo
05:21 12 Jul 21
We had a great time on our first sailing experience with our infant son as a gift for my first Mother’s Day! Our captain, Ward, was skilled, knowledgeable, friendly, and had a good sense of humor! Highly recommend. 😀
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Illinois visitor Ward was great we really enjoyed learning how to sale on his 33 foot sloop. He showed us the ropes! Literally ! We had a calm trip and it was serene not a lot of others out on the water
elfi
elfi
September 16, 2022.
Amazing sailing evening Ward was a wonderful captain...patient, knowledgable, full of facts. We are two seniors and a 22 year old and we had an amazing evening sailing the sound.
vickie k
vickie k
September 14, 2022.
Fun day on the water! Worth the $ Incredible sailing experience! Highly recommend and Ward was so helpful in teaching us about how to sail the boat as well. Definitely worth the $ for a very memorable afternoon.
Alice M
Alice M
September 14, 2022.
Sailing amongst the islands Catching the wind, stories about the islands, invitation to sail the 33' wooden boat. We sailed at 4:30 and witnessed a beautiful sunset.
yellow cat
yellow cat
September 6, 2022.
Well worth it. This sailing trip was a great time; Ward was pleasant and did a great job of guiding our adventure and showing us the "ropes" in sailing, having us help in sailing and steering his boat. It was a gorgeous evening weather wise and it was amazingly peaceful and quiet out on the water.
Dan Castaneda
Dan Castaneda
August 9, 2022.
Delightful afternoon! We had a lot of fun sailing with Captain Ward! He taught us how to steer the boat and help with the sails. We explored (by sight from the boat) the little islands between Orcas and San Juan Island and he told us lots of interesting stories. It was very relaxing to be out on the boat and I recommend it to anyone visiting Orcas!
Kathy H
Kathy H
July 8, 2022.
A great time! We had a blast with Captain Ward! He was great with my kids and letting them help do things. It was a total stress free awesome experience. I can’t wait to go again!
amy g
amy g
May 31, 2022.
Great experience! We helped set sail and steer. Great experience! Very experienced skipper. We have to do it again next year.
Natalie Nicole
Natalie Nicole
October 4, 2021.
Wonderful way to spend the morning We had a very pleasant morning sailing with Ward. He was a gracious host and went out of his way to include us (even my young children) in the operation of his boat. We saw some great spots, lots of wildlife, and all around had a very memorable time. Highly recommended!
Daniel C
Daniel C
August 31, 2021.
  •   We had a fantastic adventure with Captain Ward. We were traveling with our two children and the memories he helped make will last a life time.  The journey begins in Deer Harbor and is relatively easy to find. We parked near the post office and made our way down the dock.  There is a place to grab food and bathroom facilities on the dock. Just passed the gift shop on the left was Captain Ward's nostalgic boat.  He had life vest ready for our kiddos which was a blessing. He allowed the kiddos to steer the boat, provided amazing insight to the geographical area, and sailing knowledge. One of our children has special needs and we are truly grateful for Captain Ward's patience and guidance.  He taught us the different parts of the boat, terminology, and allowed us to assist with the sails and different parts of the boat.  We didn't feel rushed. The atmosphere was very peaceful and welcoming. We saw lots of adult and baby seals, birds, a porpoise, and a jellyfish. It was a very relaxing trip. I would highly recommend to anyone wanting to embark on a less touristy experience with a laid back local.

    thumb Ocean Aurora R.
    8/22/2022

      This was the first time my wife and I had ever been sailing, and what a wonderful experience! Ward was a great captain/host and he was VERY knowledgeable about not only sailing, but also about the history of the San Juan Islands... as we'd sail along, he was always pointing out little details about different islands or houses that we'd see. I also loved how he got us involved in the actual sailing of the boat. Overall fantastic experience. Highly recommend if you've never done it before.

    thumb Christopher M.
    10/10/2020

      Ward was very personable and taught us a bit about sailing. He encouraged my daughter to steer the entire way. She was quite timid about going on the sailboat at first and by the time she got off the boat, she wanted one of her own. He engaged my husband and father in law to help with the sails and jib. It was very relaxing and we even got to see some seals and eagles. Though it says for up to 6 people, I think 4 is more than sufficient. It might be quite tight with more than 4 people. Very fun outting.  We all loved it.

    thumb Becky D.
    4/28/2019
  •   This was a terrific day sailing trip on a classic wooden boat.  Captain Ward takes you around the Wasp Islands and the channel between Orcas and San Juan (depending on wind).  He identifies the islands for you and even tells a few stories.  Best of all, he has you help sail the boat, both steering the tiller and hauling rope for sails (if you have delicate hands, bring gloves).   Just a great trip.

    thumb Josh B.
    9/14/2021

      I booked this adventure with my husband and three of our kids (11, 13, 16), and we had an absolute blast!!  I highly recommend Classic Daysailing.  Each of us learned how to steer, hoist up the sails, tack.  Ward was a highly experienced captain, responsive to the group, professional and fun at the same time.  Seeing my kids lighthearted and curious again was the best part.

    thumb Carrie W.
    6/15/2021

      Ward showed us a great time with beautiful views of the islands from the water. Also got nice sailing lession!! Highly recommend this!

    thumb Dave R.
    9/13/2018
  •   Could not have had a better day
    Sunny, warm and just the right amount of wind. A true blessing for the first weekend in Oct
    Ward was very calm and polite
    Let you do as much or as little as you wanted. Ask the question and he shares openly, instructs and gives pointers in recognizing wind, current, other boat traffic
    Pointing out landmarks, history flora and fauna
    Would sail again with Ward any day

    thumb Holly W.
    10/01/2022

      We had a lovely time with Ward!! Absolutely awesome day of sailing out of Orcas Island. Ward was very relaxed, patient, and knowledgeable about the area. He even allowed us to take turns steering the boat and taught us a little about sailing! It was my parents' first trip out to the San Juan's and our day sailing with Ward was definitely the highlight! We brought some snacks, paid for an extra hour, and I think we could have stayed all day. 🙂 we will definitely be back again to sail with Ward!

    thumb Kelly A.
    7/26/2019

      Wonderful sailing around the San Juan Islands with Captain Ward! He allows you to help in the sailing and patiently answers all questions. A wonderful way to spend the afternoon.

    thumb Jesica J.
    8/16/2021
  •   We had a great time sailing with Captain Ward on his beautiful sailboat, Aura. He was knowledgeable, skilled, fun, and easy to talk to. I went with my partner and our infant son, and felt safe and happy the entire time. It was a great new experience, and the Captain was accommodating and also let us participate and learn as we went!

    thumb Jacqueline D.
    7/11/2021