Come Experience The Cruising Lifestyle

NW Sailing Adventures is your ticket to fully crewed, fully customized sailing charters of the beautiful San Juan Islands. Whether a daysail around the bay or a six day cruise through the islands, your sailing adventure awaits.

Your

Cruise Options

Check out our different charter options and let us customize the cruise of your dreams.  From anchorages to meals, we strive to provide the most premium products.  Give Captain Scott a call, text, or email, and we can start designing your personal San Juan Island sailing charter.

San Juan Islands Sailing Vacations

Set sail on your ultimate fully crewed, all-inclusive San Juan sailing vacation.

Private Sailing Yacht Charter

You want a break. You deserve a break. But your busy schedule won’t allow you to take a much-deserved longer vacation.

Overnight & Day Sailing Adventures

Not enough time for an extended sailing adventure? Want to try a shorter cruise to see if it’s your cup of tea? 

Special Occasions, Weddings, & Holiday Cruises

Make your upcoming event something to remember forever with a specialty cruise package from NW Sailing Adventures.

A Few Words​

About Us​

NW Sailing Adventures is a Crewed Sailing Charter and Tour Company based out of Bellingham Washington, currently offering sightseeing sails of the San Juan Islands. We are happy to accommodate your group on your customized cruise of our majestic Pacific Northwest waterways for a duration of 3hr up to six plus days.  Let Captain Scott and First Mate/Chef Todd create a customized adventure living up to (and hopefully exceeding) your culinary and cruising dreams.  We hope to welcome you aboard S/V Diminuendo soon.

Our Guests Love Us​

Latest Reviews​

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Nancy Cronin
September 16, 2026
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When a long time friend invited me to accompany her on a 6 night private charter through the San Juan Islands I said YES! Our time aboard the Diminuendo absolutely exceeded any expectations I had about this trip. We chose to have only four anchorages during this week so that we could stay put in a couple of the best areas to take full advantage of the hiking and kayaking opportunities. We kayaked at least once every day, and had so much fun paddling and floating while observing all sorts of different wildlife. Seals were always popping up alongside our kayaks and the sailboat, we observed porpoises, Stellar sea lions, otters, swimming mink, and so many different birds. I was so fortunate to be there during crabbing season, and Captain Scott proved to be an excellent crabber! First mate/Chef extraordinaire Todd outdid himself with each meal. Dungeness crab twice a day if we wanted. Very important to me was the fact that Todd took into consideration our own preferences with the food that he prepared. Each meal was nourishing in every way - healthy, delicious, satisfying, and beautifully presented. But more importantly than any of this was the professionalism of the crew. Both Scott and Todd are very knowledgeable about sailing, navigating and maintaining a beautifully kept boat. Their teamwork and camaraderie is what really makes this company A+. I was able to fully relax during this week due to their easy-going nature. I knew I was in excellent hands.
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Rachel Dorsey
September 5, 2026
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We had the best trip out with Captain Scott and First Mate & Chef Todd. Lovely tour of the islands & really nice time off boat on Sucia hiking and kayaking. They were very generous to share their sailing knowledge, and we learned so much. Chef Todd was so accommodating to dietary restrictions, and each of our meals were absolutely incredible. Highly recommend!!
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Peter Lacey
September 1, 2026
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My wife and I just got back from a 5 day/4 night cruise around the San Juan Islands on the Diminuendo and we couldn't be more pleased. Captain Scott and First Mate Todd are not only skilled sailors, they are engaging company. They are knowledgeable, entertaining, and helpful. While at the same time reserved and discreet. The weather was wonderful, even the smoke from BC was kept at bay by the ocean. The ocean was calm and the coves were like glass. My wife enjoyed paddle boarding most mornings (she even saw orcas!) and we both enjoyed some kayaking. We were even afforded some off-boat time to explore Friday Harbor and San Juan Island. It would be criminal of me if I didn't also mention the food. From the caught-that-morning dungeness crab to the delicious meals cooked up by first mate Todd. Everything was perfect, especially that first hot cup of coffee first thing on waking up. We will happily sail again on the Diminuendo!
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Sarah Schiffman
August 21, 2026
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We had a wonderful week onboard with Captain Scott and First Mate/Chef Todd. They took excellent care of our multigenerational family, they were helpful, easygoing, and full of interesting information. We went to spots that we would have never been able to access on our own. We paddle boarded, kayaked, hiked, explored ports, crabbed, fished, saw incredible wildlife (including a pod of Orcas!), and sailed of course. Captn Scott’s knowledge of the area was invaluable and Chef Todd’s food was beautiful and beyond expectation. They really know what they are doing. Thank you again, guys!
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Bruce Hein
August 15, 2026
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We had a wonderful time sailing with Captain Scott and First Mate/Chef Todd. We provided them with information about what we wanted to see and do, as well as food preferences and restrictions. Scott's Sailing skills were great and informative as we moved through the islands. Both Scott and Todd are easy to converse with about the trip and the food. Todd provided awesome meals for us and we were very pleased with each one. I will recommend sailing with NW Sailing Adventures to everyone! Thanks guys Bruce
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Ethan Macey-Cushman
August 10, 2026
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I didn't know what to expect, but Scott and Todd had everything we needed to make it a great time. You'll eat well, you'll learn a lot, and you'll have opportunities for whatever type of adventure you want.
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Angela MC
August 9, 2026
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After living in Western Washington for 30 years, we finally got out on boat to sail the Salish Sea. It has been an incredible trip, with lots of time to hike, kayak, paddle board, catch (and eat!) crab, and just relax as a family. If you are thinking about a chartered trip with loved ones, it doesn’t get better than this. Things to know: All meals were astounding and prepared by Chef Todd. You do not need to worry about food, and you will eat very well! Bring beverages of your choice. Be sure to bring a book, a sketch pad, or a notebook, since you will finally have time to just relax. Consider a simple game to play after dinner, as the sun sets. Beyond that, you don’t need much else, which makes this a really great way to get away for a one-of-a-kind trip without a lot of packing or logistics.
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Ken Goldman
August 3, 2026
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My wife and I chartered Diminuendo for two days in July 2026 and had an amazing trip with Captain Scott and First Mate/Chef Todd. They are terrific hosts and extremely able sailors. We so enjoyed our trip and spending the time with them. They are easy to be with, and great storytellers. On top of that, Todd is a first class chef. The boat was very comfortable, and the unexpected bonus was that the entire cockpit is able to be fully enclosed in the case of inclement weather. I've been a boater my whole life, owned numerous boats over the past 53 years, and have over 4,000 hours at the helm of the boats that I've owned. Scott runs an A+ yacht and this is a trip I highly recommend if you are in the area (we traveled all the way from Florida to visit family and made this a priority on our vacation). Seeing seals and porpoises was the icing on the cake.
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nikki thomas
August 2, 2026
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My family had an amazing 5 night sailing on the Diminuendo with Captain Scott and First Mate Todd. We visited many of the San Juan Islands and hiked, explored, and paddled. We enjoyed all of the hospitality and the many delicious meals. Going on vacation surrounded by nature and being completely taken care of was such a luxury. Can’t wait to sail again.
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Rebecca Lyons
July 20, 2026
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Wow! What a fabulously relaxing 4 days aboard the Diminuendo with Capt Scott (CS), Chef & First Mate Todd, and my family (mom & 2 brothers). We requested phenomenal weather & Mother Nature delivered (apparently that's above CS's abilities and we had to go to a higher power). We left the destinations up to CS after we provided some input; we thoroughly enjoyed each place we stopped for the night. We hiked, kayaked, paddle boarded and remembered how to relax. Sitting on the bow of boat, feeling the waves and sun was so special. Todd is a master in the kitchen and crafted sinfully delicious meals every day, breakfast, lunch & dinner! He and CS worked very well as a team manning our journey. Both guys were a joy to get to know and we will venture out with them again down the road (or coast)! Thank you both for an experience we'll never forget!

More Reviews

"The camaraderie between these two sailors was so palpable and fun to be around, and both Scott and Todd are so mellow and easy going— we just laughed and smiled and talked about a million things and loved the time. The freedom to go where we wanted, to kayak, to sail!, to hang out on the boat, whatever we chose, made the adventure so unstructured and open.

It is hard also to find sufficient praise for the food. Todd’s food is the stuff of legends. It was beyond delicious, and so carefully crafted to our tastes!

I think anyone who likes adventure, loves sailing, and wants to be happy for six days should join Captain Scott and Todd, soon - this season when it’s all available and happening! - and call themselves blessed. A once in a lifetime experience, except I hope not, as we plan to return!"

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Donelle Morgan

"Wonderful hosts. Great sailing. The food was excellent and so personalized. The boat is very comfortable. Exceeded our expectations."

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Susan J. Smith

"After scheduling a five day sailing cruise with North West Sailing Adventures, I anticipated beautiful scenery, amazing wildlife, and incredible waterways. What I did not anticipate is the incredible professionalism, kindness and dedication of our amazing crew, Captain Scott and First Mate/Chef Todd. They were so knowledgeable of the area, and made every effort to accommodate our every wish or request. The meals were delicious, beautifully plated, as well as healthy, and the humorous banter between the crew members only added to the fun and memories of an amazing adventure!

I can say, without a doubt, that this sailing trip to the San Juan Islands with NW Sailing Adventures was, without question, one of the best vacations ever!  Thank you, Captain Scott and First Mate Todd for providing us with such a memorable adventure.  And please save us a slot next season, we will be back!”

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Mae Pierini - Nipomo, CA

Our trip was a great success. We are sailors and Scott is the most knowledgeable sailor we have met. Moreover the navigation and radar equipment is top grade enabling motoring in a morning of deep fog with ease. We sailed for 4 nights (5 days) and winds enabled us to sail without motor assistance for many hours a day. The islands are lovely and a big surprise was the looming, snow capped Mt Baker in the background on several occasions. Seals were abundant and on one occasion we saw half a dozen sea lions sunning themselves on a nearby rock. Tod the mate was also the cook who trained for 2 years in a cooking school. The food was excellent and every effort was made--successfully--to meet the requests we had submitted prior to the cruise. We enthusiastically recommend this cruise company.

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Bill

Lastest from

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Sail Away with Us!

Experience the scenic beauty of Washington’s San Juan Islands in safety and comfort aboard the charter sailing yacht Diminuendo. Your fully crewed, all-inclusive sailing vacation allows you to relax and enjoy the ever-changing panorama while we cater to your every need. Want to take a turn at the helm?  Great.  We encourage all guests to participate in sailing as much or as little as they please.