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Sailing Adventures like no other

Made Custom Just For You

In a changing world, we provide a safe, truly off-the-beaten-track opportunity to escape the crowds and control your own vacation environment.  Private, flexible itineraries in remote Alaska’s unspoiled ancient wilderness ensure that you won’t be traveling shoulder to shoulder with strangers on cookie-cutter trips.

Clients essentially do a complete buyout of our 46-foot sloop for their closest family and friends only.  Our charters are well suited for multigenerational family vacations because Alaska has something exciting for everyone from kids to grandparents. All of our trips are customized for you. 

Our Tours

You’ll explore at YOUR pace on an unspoiled frontier where a rich diversity of wildlife abounds before majestic vistas and where you can vacation sequestered in the real Southeast Alaska. Or, you can mix it up and stop in small settlements to immerse yourself in the rural “bush” culture far flung from the mainstream. There’s no better way to see Southeast Alaska than from the water. 

Now featuring more locations! Check out places like, Tracy Arm, Icy Straights, Yakutat and Icy Bay, and Baranoff Warm Springs. 

“...had the time of our lives.”

“My husband Dave and I did a three-week charter with John and had the time of our lives. He planned a fantastic itinerary with a great mix of wildlife, scenery, and funky little towns. The boat was great, very comfortable with attention to the little details that made it great for the trip. And the food was fantastic! Highly, highly recommended.”
-Carolyn Shearlock-
Author of The Boat Galley Cookbook
Kris W
Breathtaking and amazing - MAY 2021
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Captain John was great, friendly, funny, and knowledgeable of the area and sailing. He has great stories about Alaska and other places he has sailed all over the world. The S/V Shamrock is a great sailboat. Well maintained and clean. The food was wonderful and plenty for all of us. We did a short trip to Traci Arm Glacier. What a beautiful trip. We saw whales and was able to get out and do some kayaking with seals laying on the small chunks of ice in front of the glacier. Seeing all the waterfalls and great sunsets was amazing. We lucked out and there was hardly anyone on the water so it was so peaceful along with the beauty of the virgin wilderness that not everyone is blessed to see Traci Arm since you can only go by boat. I love photography and I was able to shoot so many pictures. I don’t think the camera left my hands except to sleep and eat, but it was near by the entire trip. My only wish is we could explore more of the waters in Southeast and other parts of Alaska. Thanks John I can’t wait to take another sail.
Dr Schnitzel
Dr Schnitzel
A family affair - Sept 2020
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Such a treat to be on S/V Shamrock with Captain John and his son. We loved our three-day trip to Tracy Arm and Taku Harbor -- off-grid, in nature and in good hands. Of special note: we brought our then-11-month-old infant aboard and he was welcomed and kept very safe throughout the journey. John also has a knack for hospitality, delivering thoughtfully prepared meals and memorable conversation. I highly recommend the experience!
Françoise L
Françoise L
Fantastic family private sailing trip July 2022
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We had the most amazing 4 days sailing to the Tracy Arm Fjord and Glacier with our 3 kids with Sailing Alaska. Captain John and Tammy who run this family business are highly experienced sailors as well as super kind and caring couple thriving to make our trip the best possible one: beautiful sceneries, bear and whales viewing, fishing, wonderful meals with local fresh seafood. All of it in a super friendly atmosphere including great patience and humour with our energetic 3 boys !!! This will remain for sure as one our best trip memories
Sandy Brandy
Sandy Brandy
An authentic adventure!!! - AUG 2021
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Sailing SE Alaska with John was by far the highlight or our summer adventures; my only regret was reserving only 3 days aboard S/V Shamrock with John at the helm. I wish we had 3 weeks. For anyone looking for a custom-built, authentic adventure, and lovers of off-the-beaten-path travel, I highly recommend contacting John (, facebook @alaskasailingcharter) and letting your imagination run with the endless possibilities his services provide. Not only did John cater to our saltwater and river fishing desires (not to mention our four young children), evenings in the cockpit (kids asleep in the main salon) were an adventure in and of themself; sharing stories of passages, family, open waters, foreign land. To our kids, John quickly became part of the family. When we arrived home in NE Oregon, my 6-year-old daughter said “mommy, I miss John!” Sailing with 6 people in our group (including ages 5, 6, 8, 9) is an intimate experience and John’s patience and demeaner made it a trip that will endure in our hearts always. I particularly encourage people who craft their own DIY adventure travel to explore opportunities off S/V Shamrock. Upon anchor, we loaded our crew up in the skiff, motored to small islands, explored coastline geology, fished streams chalk full of salmon, set and pulled crab pots and, at every turn, chose our own adventure. The opportunity to build the adventure that you are after abound. Quiet coves, secret bays, paddling, wildlife viewing, photography, fishing, excellent meals, and forgetting that you have any other purpose save to explore and enjoy the wilds of Alaska await. For us, it was the perfect floating base camp and means of SE Alaska travel. Sarah Brandy La Grande, Oregon
Nic R
Nic R
Alaska Sailing Charter of Lifetime!!! - AUG 2021
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Sailing Alaska and Captain John delivered the trip of a lifetime! We were a scurvy crew of 2 adults and 4 young children, ages 5, 6, 8, and 9, which poses countless challenges aboard a sailing vessel. Nevertheless, both Captain John and his sailboat Shamrock were well equipped and up for creating a sailing charter in southeast Alaska tailored to our wants and needs. Sailing Alaska absolutely starred at providing us with a safe, fun, and adventurous Alaska sailing charter we will never forget. One of the most remarkable parts of our Alaska sailing adventure with Sailing Alaska was the flexibility available to us as part of our sailing charter in Southeast Alaska aboard S/V Shamrock. It's uncommon to have the opportunity to work hand-in-hand with a highly experienced charter captain to design a sailing adventure that exceeded all of our expectations. By encouraging us to take part in exploring options and making decisions throughout the process, Sailing Alaska created an Alaska sailing charter with that was truly tailored to our desires and delivered an unforgettable experience sailing Southeast Alaska.

Tours for Everyone!

Come with the entire family or just solo, no matter what there is fun and adventure to be had. 

Go to all the places from one spot! 

Tracy Arm 

Elfin Cove & Cross Sound 

Baranoff Warm Springs

Berners Bay 

Yakutat & Icy Bay 

Family Friendly Adventures
Let us know if you have kids and what kind of adventure you would like to have.
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the Shamrock

S/V Shamrock (46’ Morgan Sloop) Draft 6.5 ft Beam 13’.
Shamrock has four comfortable cabins. Aft, there is a private stateroom for two with a full-size berth, a private head, shower and bathtub.  The cabin has access to the deck.

JOhn Joeright

Captain and Owner of the Shamrock Vessel.  John has an avid interest in history and exploration. He holds a 50-Ton, Near Coastal, Master Mariner Credential (MMC) issued in 2019 by the US Coast Guard. He earned his first Near Coastal Masters license MMC with a sail endorsement in 1999.

Put your trust in the best. 

Our rates

The experiences and memories that Alaska creates in one’s soul are forever.  The love, joy, and adventure on one of our journeys is one that will stay with you for the rest of your life.  Don’t wait, you will not be disappointed.  Check out our rates now. 

Sailing Alaska Specials

Every trip is personally catered and custom altered to fit your needs and desires.  

Excursions to Alaskan bush communities, Alaska Native American communities, day trips in Glacier Bay or sea plane tours can be arranged. 

Contact us and let us know what kind of trip you would like.  Juneau, Alaska is central location to many amazing places such as Glacier bay, Berners Bay, Funter Bay etc. 

As SV Shamrock meanders the remote fjords of rural Alaska, thru rich Alaskan history, in-your-face wildlife or 10,000-year-old floating ice that calved from glaciers to put in your beverage.  You can watch for Humpback and Killer Whales, Dahl Porpoises, seals and Stellar Seal Lions. Keep an eye out for mountain goats on dramatic cliff faces in places like Tracy Arm Fjord, bathe in the Baranof Island Warm Springs or hike peaceful trails. 

Sailing Alaska Ltd is an equal opportunity provider and employer, operating on the Tongass National Forest under a special use permit from the USDA Forest Service.

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