We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Improve this listing
Sponsored by:
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Sponsored by:
Get directions
Address: 1945 Obstruction Pass Rd., Eastsound, Orcas Island, WA 98245
Phone Number: +360 310 0100
Website
Description: We offer personalized sailing lessons for those of you looking for a true...
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!
read more

TripAdvisor Reviewer Highlights

Read all 37 reviews
Visitor rating
  • 37
    Excellent
  • 0
    Very good
  • 0
    Average
  • 0
    Poor
  • 0
    Terrible
Wonderful Experience!

Ben provided the perfect opportunity to experience the San Juan's from the water! He was helpful, knowledgable, and very generous. Orcas Island Sailing couldn't be in a better... read more

5 of 5 starsReviewed May 27, 2015
ander6226
,
Portland, Oregon
Add Photo Write a Review

37 Reviews from our TripAdvisor Community

Date | Rating
  • English first
  • Any
English first
Portland, Oregon
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 27, 2015 NEW

Ben provided the perfect opportunity to experience the San Juan's from the water! He was helpful, knowledgable, and very generous. Orcas Island Sailing couldn't be in a better location for seeing the area by boat. His fleet was in wonderful condition and rigged for beginners and experienced sailors to enjoy. We took out "Jazz", the Rhodes 19, and even in... More 

Was this review helpful? Yes 1
Seattle
Reviewer
5 reviews 5 reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed May 10, 2015

When on vacation, especially in a place like Orcas island, most of seek simplicity and tranquility. There are few things that are more perfect for a trip to Orcas than sailing with Ben, either a sailing charter with him, or, if you have the skill, to take a boat out. Working with Ben is relaxed, easy and smooth. He is... More 

Was this review helpful? Yes 2
2 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed February 21, 2015

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
82 reviews 82 reviews
25 attraction reviews
32 helpful votes 32 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 

Was this review helpful? Yes
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
26 helpful votes 26 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 

Was this review helpful? Yes
Cairo, Egypt
Senior Contributor
26 reviews 26 reviews
5 attraction reviews
47 helpful votes 47 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 

Was this review helpful? Yes
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

Was this review helpful? Yes
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 

Was this review helpful? Yes

Travelers who viewed Orcas Island Sailing also viewed

 

Been to Orcas Island Sailing? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage your listing

Questions & Answers

Questions? Get answers from Orcas Island Sailing staff and past visitors.
Posting guidelines
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?