About Bear Paw Luxury Charters

Luxury expedition charter vessel like no other

Your Journey Aboard

At Bear Paw Charters, our passion is our lifestyle, and we’re thrilled to share the extraordinary beauty of Alaska with you. Nestled in the heart of nature’s wonders, Alaska unfolds its breathtaking facets, and we invite you to be a part of this enchanting journey. For us, every day is a celebration of the Alaskan way of life, and we’re eager to extend an invitation for you to experience it too. Join us in a world where pristine nature meets unparalleled luxury.

We love our customers

We love what we do

We love our customers

We love our customers

Get to know us

Meet Bill and Chrystal: Captains of the Bear Paw Adventure

In the heart of the Pacific Northwest, Bill’s story begins with a childhood spent hunting, fishing, and turning wrenches on hot rods in Montana. His journey into sailing started with an invitation to explore Flathead Lake, Montana. Captivated by the allure of the sea, Bill, his wife, and two young boys ventured into the Caribbean on a sight-unseen sailboat, embracing the cruising lifestyle.

Over the next 14 years, Bill honed his skills in marine mechanical repairs, navigating various boats across the USA’s waterways. Settling in San Juan Island, Washington, he established a thriving marine repair business and operated the Vessel Assist fleet. Bill’s tales of search & rescue missions and salvage operations are riveting, marked by bold moves and close calls.

In 2014, Bill remarried to Chrystal, bringing her into the maritime world. Chrystal, with a background in managing a lighting showroom and a love for the ocean, seamlessly embraced the sailing life. Her powerboating days island hopping around the Gulf and San Juan Island’s, meeting Bill in Friday Harbor, her journey culminated in a shared dream of sailing into the sunset.

Returning to the Caribbean to operate charter boats, hurricanes Irma & Maria redirected them to the Pacific Northwest. In 2019, they set sail for Alaska, now calling Sitka home. Bill and Chrystal are keen to share their incredible world, especially aboard Bear Paw.

Bill’s Story: Alaska has become a haven under the northern lights, where hunting and fishing are a way of life. With vast experience, Bill’s storytelling unfolds the adventures and challenges faced, making him a captivating storyteller. From the Pacific side of the USA to Alaska, Bill invites you to join him on Bear Paw for a journey filled with sundowners, camaraderie, and a touch of yee-haw!

Chrystal’s Story: Growing up playing billiards and managing a lighting showroom in Victoria, BC, Chrystal found her passion for the ocean. Her love for power boats eventually merged with Bill’s sailing dream. Chrystal’s galley is a hub of culinary delights, where she shares her love for food with guests. From homemade bread to fresh-caught fish, she caters to diverse palates and even offers insights into smoking salmon.

Both captains hold USCG licenses, making them a formidable team. Bill and Chrystal’s extensive knowledge spans the San Juan and Gulf Islands, with the past 6 years dedicated to exploring the wonders of SE Alaska. Bear Paw is not just a vessel; it’s a dream come true, awaiting new friends to join this extraordinary adventure.

**BEAR PAW will operate with a crew of 3, and 4 upon request.

Luxury Accomodations

We understand the importance of feeling at home. Each stateroom is not just a place to rest; it's an extension of the luxurious lifestyle we offer. Immerse yourself in the tranquility of the sea without compromising on the comforts of home.

Fine Dining

We believe that every culinary experience should be as unique as your journey. Whether you're a seafood enthusiast, vegetarian, or have specific allergies, we will curate a menu that suits you


Escape the ordinary and embrace the extraordinary! Bear Paw Charters invites you to find solitude in the vast expanse of Alaska, where every stroke and cast become a part of your unforgettable journey.

Our team

Captain Bill

My wife and I welcome you to Bear Paw! This dream come true for us needs to be shared and we welcome you. There is always room for more friends on my vessel 

Captain Chrystal

Ahoy! I love meeting new people and sharing our lifestyle. I welcome fun loving people and I aim to deliver. Communication is key, let me know what you need on your alaskan yacht charter and I’m sure we can make it happen! Bill and I welcome you.

Bringing a wave of hospitality and safety to the high seas, Shelby is a dedicated stewardess on a luxurious and adventuress motor yacht. Joining Bear Paw from Missouri, Shelby’s passion for travel and commitment to providing an exceptional guest experience alongside her professional training and service and safety protocols.  With each voyage, Shelby will ensure that every detail is shipshape, creating unforgettable journey and serene sea escapes. 
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Professional Photographers for hire

Ron Loccarini
Wolfgang Kaehler