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
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., Olga, 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 42 reviews
Visitor rating
  • 42
    Excellent
  • 0
    Very good
  • 0
    Average
  • 0
    Poor
  • 0
    Terrible
Our best afternoon on the island

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... read more

5 of 5 starsReviewed July 13, 2015
ccm0610
Add Photo Write a Review

42 Reviews from our TripAdvisor Community

Your overall rating of this attraction
Roll over, then click to rate
  Click to rate
Date | Rating
  • English first
  • Any
English first
Level Contributor
9 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed July 13, 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. Yes you will learn as much as you want but no boring prep, mostly hands... More 

Was this review helpful? Yes
Portland, Oregon
5 of 5 stars Reviewed June 30, 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 make sailing fun and accessible to any age and experience level. We went out in... More 

Was this review helpful? Yes
Clarksville, Tennessee
Level Contributor
18 reviews
common_n_attraction_reviews_1bd8 17 helpful votes
5 of 5 stars Reviewed June 19, 2015

Ben is an incredibly skilled, patient, and competent guide. The sailing lesson he provided was the highlight of our trip to the Seattle area. His sailing vessels are well appointed and he matches the vessel to your needs and expectations for learning about sailing. Imagine a day filled with the peace and tranquility of being in one of the world's... More 

Was this review helpful? Yes
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 17, 2015

I highly recommend Orcas Island Sailing. If you are an experienced sailor Ben makes the boat check out processes a breeze. After a short check-up quiz from Ben to make sure we had enough sailing skills to keep us and the boat safe my girlfriend and I were quickly rigging up the boat. Ben was standing by, providing useful pointers... More 

Was this review helpful? Yes 1
1 review
5 of 5 stars Reviewed June 7, 2015

We absolutely recommend Ben. He is the best teacher anyone can have. He is very informative and you can tell he loves to be out on the water. He loves what he does. This was a great experience and we feel this was better than taking any sailing scenic charter. We got a very personal experience, we learned a lot... More 

Was this review helpful? Yes
Portland, Oregon
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed May 27, 2015

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
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 8 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
common_n_attraction_reviews_1bd8 4 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
Level Contributor
82 reviews
25 attraction reviews
common_n_attraction_reviews_1bd8 34 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
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 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

Travelers who viewed Orcas Island Sailing also viewed

 

Been to Orcas Island Sailing? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Orcas Island Sailing

Address: 1945 Obstruction Pass Rd., Olga, Orcas Island, WA 98245
Phone Number: +360 310 0100
Location: United States  >  Washington (WA)  >  San Juan Islands  >  Orcas Island  >  Olga

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?