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Orcas Island Sailing
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We offer personalized sailing lessons for those of you looking for a true sailing experience. No prior experience is required. No crowds, just you and yours. Families are encouraged! We have a wonderful fleet of boats each with their own appeal: 19...more
1945 Obstruction Pass Rd, Olga, Orcas Island, WA 98279-9608
+360 310 0100
Most Helpful Review
Reviewed 28 June 2011

We sailed with Ben a couple of weeks ago on a sunny, light wind, 60 degree day. Our daughters (ages 11 and 13) had never been sailing before and we chose to have this experience instead of whale watching with many other tourists. The girls...More

6  Thank AnniePDX
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All reviews an excellent teacher patient teacher by chance lovely afternoon nat lesson wind boat captain orcas charter island highlights
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1 - 10 of 50 reviews
Reviewed 27 August 2018

From booking to sailing, Captain Nat was wonderful to work with. He gave us great advice about what to book, was very accommodating with our dog, and created a great experience for a group of 5 friends. Nat was friendly and personable, educational and fun,...More

1  Thank mtitensor
Reviewed 10 May 2018

Our family just finished a lovely afternoon of sailing with Captain Nat. While the wind was not particularly cooperative we still managed to have a pleasant sail and acquired a level of sailing proficiency under Captain Nat’s patient tutelage. He has the perfect demeanor for...More

1  Thank smjt2
Reviewed 20 August 2017

I booked a lesson for my husband and grown son the morning of August 7th. The previous morning was very foggy and I was concerned about possibly having to cancel if there were fog the next morning. I called Nat and asked if by chance...More

1  Thank Suma
Reviewed 18 July 2017 via mobile

My husband and I booked a half day sail with our 9 year old son. Nat could not have been more patient and accommodating with us. He has a natural gift for teaching both adults and children, while making it feel like you're just out...More

Thank David C
Reviewed 14 September 2016

Full disclosure, I did not sail with this company but they were so darn nice to me on the phone I just had to give them credit for it! They were booked otherwise I would have gone!

Thank ScubaTroy
Reviewed 24 August 2016

I went out twice this summer on half-day sails, once with 9 y/o daughter and once with my wife. Nat is a wonderful teacher. You're in good hands, as he's extremely knowledgable, having sailed all over Alaska. Whether you're a beginner or intermediate sailor, he...More

Thank Michael W
Reviewed 17 June 2016

My husband arranged this sailing lesson for our recent visit to Orcas Island. This was the highlight of my trip. My husband has been sailing for a few years and I am brand new to the sport. Nat was awesome. He was so patient with...More

1  Thank HeatherT2270
Reviewed 29 December 2015 via mobile

Loved our introduction to sailing from Capt Ben! My partner and I headed out with our 7 yrs old and 12 years old daughters. We our starting to plan our 2016 vacation and my family can not stop chatting about our day sailing! It's a...More

Thank Juls L
Reviewed 14 July 2015

We all had a fantastic time with Ben on Zany. Though 2 of us had some sailing experience and 2 had none, Ben was able to challenge each of us. Not only an excellent teacher but a truly pleasant guy to spend an afternoon with....More

Thank ccm0610
Reviewed 30 June 2015

We can't say enough good things about our experience today with Ben and Orcas Island Sailing. It was my wife and myself, plus my 16 y/o daughter and my 13 y/o son. Ben is a fantastic teacher and able to talk in a way to...More

Thank Mark P
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