We just completed our first (but def won't be our last) adventure with Jonathan and Brittany on the Gypsy Wind. You'll see the theme in every review...'trip of a lifetime'! It's completely true! Words simply can't do this trip justice. The geography and wildlife are majestic and unique, something new and awe inspiring every day. The boat is unbelievable, every detail enhances the experience. But the key to the experience is clearly Jonathan and Brittany!! They were amazing in every way, doing so much to ensure you are having your trip of a lifetime, whether that's being constantly on the move, hiking, kayaking, fishing, foraging or just relaxing in the hot tub or on deck in the bean bags!! And the food...no way to adequately describe how good that was, often eating what we caught or picked! We proclaimed every meal as our favorite, until we ate the next. Then it was our favorite! Just unbelievable!! So sell your jewelry, mortgage your house! Do whatever it takes to make this trip happen! It really is #tripofalifetime !!

thumb J S R.
6/17/2021

  We just completed our first trip with Jonathan and Brittney, it was an awesome adventure. We relaxed in the tranquility of the inland passage while underway, explored the depths of the forest, kayaked, fished, observed a wide range of wildlife including bear, eagles, whales, sea lion, seals ... and dined on five star cuisine which often included the catch of the day.

Brittney and Jonathan went out of their way to ensure our nine year old twin boys had the adventure of their lifetime. We all agreed it was the best vacation ever and we cannot wait for our next adventure on the Gyspy Wind.

thumb Lee M.
7/12/2020

  Without a doubt the best trip my husband and I have ever had . We saw eagles,came very close to bears grabbing salmon out of the stream , went up stream salmon fishing. We picked mushrooms and Berry's, and caught a ridiculous amount of salmon and halibut . Our hosts were amazing, and just by talking to us knew what we might be interested in. We saw little town after town and really experienced it from a locals lifestyle. Definitely a more personal experience than a cruise. The captain and chef were amazingly accommodating in every aspect. The food was also an amazing highlight! So in my opinion take the leap and book it I guarantee you won't be sorry or disappointed

thumb Pegi B.
7/30/2019

July 2020 Juneau to Sitka

July 14th to 22nd                       Juneau to Sitka Thank you so very much Jonathan and Brittany for the best vacation trip ever! Im so glad we found your booth at…

July 2020 Sitka to Juneau

  July 3rd to 12th 2020                 Sitka to Juneau What a wonderful experience, the trip of a lifetime. The trip was not only a experience but an adventure.  Cameron,…

Pegi B.

Without a doubt the best trip my husband and I have ever had.  We saw eagles, came very close to bears grabbing salmon out of the stream, went up stream…

Liz B.

wild flowers

This was a once in a lifetime trip. We can’t thank you enough for such a wonderful trip.  We look forward to sailing with you again. We where able to…

Annie K.

Glaciers in alaska

By far one of the best things I have ever done in my life! Alaska was an extraordinary adventure that mixed a good amount of both leisure and adventure. I…

Jan S.

alaskan waterfalls

We wanted a small boat adventure in Southeast Alaska, and wow, did we have one aboard Gypsy Wind, complete with four kayaks and a skiff for onshore hikes and kayak…