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Orcas Island Sailing

Address: 1945 Obstruction Pass Rd., Eastsound, Orcas Island, WA 98245
Phone Number: +360 310 0100
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Type: Boat tours, Boat Tours & Water Sports
Owner description: We offer personalized sailing lessons for those of you looking for a true sailing experience. No...
More attraction details
Attraction details
Type: Boat tours, Boat Tours & Water Sports
Owner description: 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' daysailer, 26' heavy keel sloop and a custom built 30' Trimaran! For qualified sailors we also offer bareboat charters. Please give us a call today!

Hotels near Orcas Island Sailing

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35 reviews from our community

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Date | Rating
  • English first
  • Any
English first
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed February 21, 2015 via mobile

I highly recommend Orcas Island Sailing. Regardless of your skill level, Ben totally puts you at ease. We were lucky to have Tara along too. Instruction is easy to follow with no pressure. Ben instructs you at your comfort level and pace. Ready About! Har dalee! And just plain fun! Afternoon of memorable, relaxing sailing! It's an awesome experience!

Was this review helpful? Yes 1
Saint Paul, Minnesota
Top Contributor
81 reviews 81 reviews
25 attraction reviews
27 helpful votes 27 helpful votes
5 of 5 stars Reviewed January 19, 2015

My husband and I both love to sail but have had very different experiences. Previous sailing trips together culminated in some really unfortunate docking incidents and some words not allowed by the FCC. We needed a voice of reason to bolster our ability to work together. The voice of reason turned out to be Captain Ben. He spent the morning... More 

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Mountain View, California
Reviewer
5 reviews 5 reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed August 5, 2014

We had a great time sailing with Ben from Orcas Island sailing. There were 4 of us and the 26' Pearson was large enough for sitting around in the cockpit and moving around to handle the boat. I am an experienced sailor and the other three in our group had experience ranging from none to some, and we all had... More 

Was this review helpful? Yes 1
Pacific Northwest
Senior Contributor
21 reviews 21 reviews
4 attraction reviews
24 helpful votes 24 helpful votes
5 of 5 stars Reviewed July 31, 2014

For family vacations, we each get a unilateral vote and mine was sailing. We chose Ben based on tripadvisor and our lodge proprietor's recommendation. It is hard to overstate what a great teacher and sailor Ben is. He brought me back to basic mechanics (lift, Bernoulli's) and made this so much fun. My 10 year old was inordinately spooked by... More 

Was this review helpful? Yes 2
Seattle, Washington
1 review
5 of 5 stars Reviewed July 16, 2014

My boyfriend and I have been sailing collectively for about 3 years now and were vacationing in Orcas over the weekend when we heard of Orcas Island Sailing. It had been a dream of ours to sail in the San Juans and this experience surpassed what we had hoped. Our first interaction with Ben was incredibly welcoming and easy. After... More 

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Cairo, Egypt
Senior Contributor
26 reviews 26 reviews
5 attraction reviews
46 helpful votes 46 helpful votes
5 of 5 stars Reviewed July 14, 2014

We read the all excellent Trip Advisor reviews on Orcas Island Sailing that described Captain Ron's superb customer service and warm approach. We were not in any way disappointed! Ron provided friendly, informative, and safety conscious instruction on his Rhodes 19 sailboat. We had never sailed and knew nothing, yet from beginning to end Ron took great care to help... More 

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1 review
5 of 5 stars Reviewed June 22, 2014

All boats in perfect repair, very high quality outfitting and maintenance. But even more superlative is the instruction, the best you can imagine: Ben adapts his style flawlessly to the needs of each client on board. And you can hardly beat Orcas for beauty and access to great sailing! Jim P, repeat client x 3

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Bothell, Washington
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 9, 2014

We both had an awesome time on the water with Ben! My hubby Dave is an old pro having grown up with a Blanchard Jr Knockabout. Ben is a great adult teacher; he was great with me and my learning curve, being that I'm way past the 12-year girl that can just get it! Dave was so excited to get... More 

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Aledo, Texas
1 review
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed August 15, 2013

My husband and our two teenage daughters sailed with Ben for the first time this summer. We've visited Orcas Island several times, but wanted to try something new. From all the great reviews here I felt confident we would have a good time, but it was so much more than that. Ben is wonderful!! He immediately put me at ease... More 

Was this review helpful? Yes 4
Portland, Oregon
2 reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed August 14, 2013

My wife Shelda and I have been coming back to sail with Ben just about every year for 10 years. Ben's an excellent teacher, very patient and very positive and enjoyable to be around. We highly recommend Orcas Sailing

Was this review helpful? Yes 1

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?