Paddleboard Adventure

Alaska Wilderness Charters Paddleboard Photography Fishing

Paddleboarding is an off-shoot of surfing, which originated in Hawaii. Book Soon — There are Only Five Places Left!

Alaska. Paddleboard. Adventure.

Alaska Wilderness Charters, Alaska Paddleboard Adventure
Brittney in Endicott Arm

Alaska and inflatable paddleboards... the perfect union of a fantastic wilderness destination with great adventure gear. Paddleboards are versatile enough to handle an 8-day paddling quest in Alaska, or a quick jaunt on the waters near your backyard. Whether you’re an inflatable fanatic or an intrigued adventurer, we are ready to treat you to an amazing challenge. Let’s band together and sing our praises to Alaska and inflatable paddleboards!

On our 2020 Alaska Paddleboard Adventure you'll have endless opportunities for uncrowded, pristine paddling. Each day features unmatched paddling in the astonishing blue-green waters of calm coves and bays, or among haunting icebergs adrift in mystical fjords. And the beautifully rugged Alaska coast creates an incomparable stage for hiking and photography excursions. Along our route of travel, we'll see quaint fishing village, and observe Alaska's magnificent wildlife — including bears, eagles, and humpback whales. Smash it all together, and it's absolutely E-P-I-C.

Are you ready to join us on this amazing paddling adventure? Give it some thought. You won't be out there in a traditional canoe or kayak. You'll be paddling an Inflatable Stand-Up Paddleboard (SUP). We know what you're thinking. "How is that even possible?" Well, not only is it possible, it might even be easier thank you think. We've had novice paddlers join a paddleboard adventure, and within days they are leading the pack!

This will be our third year operating week-long paddleboard adventures. During your active week, you'll experience the scenic wilderness of Southeast Alaska. The 95' Glacier Bear is an outstanding platform to anchor our adventure. After daily paddling challenges, it's a cozy warm environment, complete with hot tub! The Crew will pamper you, and the Chef will delight you, while the Captain maneuvers Glacier Bear to perfect paddling locations.

2020 Paddleboard Adventure with Michelle Eshpeter
  • Trip Dates: June 13 – June 20, 2020
  • Trip Price: $5,925 (per person). Book early for your choice of accommodation. See Staterooms
  • Starts: Juneau, Alaska
  • Ends: Juneau, Alaska
  • Trip Duration: 8 days and 7 nights
Hala Carbon Hoss 11' x 34" Vol 353L
Hala Grafik Travel Paddle
Alaska Wilderness Charters Paddleboard Photography Fishing

Michelle Eshpeter glides past an amazing waterfall in Red Bluff Bay.

Our Paddleboard Guide

Alaska Wilderness Charters, Alaska Paddleboard AdventureMichelle Eshpeter

Michelle Eshpeter is from the Yukon Territory, Canada and is a specialist in cold-water paddleboarding. She is known for leading the first backcountry paddleboarding expedition within Glacier Bay National Park, Alaska. Following that expedition, she was selected to be a test athlete in the stand up paddleboard category of the Yukon River Quest. This was the first year the organizers of the 715km paddling event welcomed paddleboarding athletes. Of the 10 athletes selected, Michelle finished as the second woman and sixth overall. She is an Advanced Flatwater Instructor for Paddle Canada and is also certified in Coastal Touring.

To balance out her paddling, Michelle also studies wine and yoga. She has been training as a wine professional through the Wine & Spirit Educational Trust, and is currently WSET Level 2 certified. She has completed her Yoga Alliance approved 200-hr Teacher Training, and uses her skills to teach community yoga classes, competitive sports teams, kids yoga in schools and to lead retreats.

For additional information, contact Michelle at:

In 2020 Michelle will lead the following trip for Alaska Wilderness Charters:

  • Women's Paddleboard Retreat
    June 13 – June 20, 2020
Hala Carbon Straight Up 10'6" x 32" Vol 311L
Hala Grafik Carbon Paddle
Alaska Wilderness Charters Paddleboard Photography Fishing

It's a beautiful sunny day in Tracy Arm. Time for another group photo?

Our Guests Speak Highly Of Us!

Alaska Wilderness Charters, Alaska Paddleboard Adventure
Jackie Bowen

  Absolutely in awe by this entire experience. I had some expectations, and all were exceeded. I learned so much, saw more than I could have imagined, and have never eaten this well in my life. As fun-packed as it was, it was just as relaxing. Five-Star all around. Would do this all over again in a heartbeat. Thank you from the bottom of my heart. Amazing!  

— Jackie Bowen, Calgary

  Thank you so much for this wonderful experience. Will be hard to beat for sure. Neil ~ Great captain. Awesome skills getting up close to everything. Al ~ thanks for keeping us warm with fresh towels and hot tub. Michelle ~ you are an awesome teacher. An amazing person. Thank you so much. Katie ~ your talents as a chef, I have no words. Good luck in your future career. You will make an incredible nurse practitioner. Adriane ~ thanks for making us laugh and making us all look great in the photos!  

— Cari Buckmaster, Michigan

Alaska Wilderness Charters, Alaska Paddleboard Adventure
Cari Buckmaster
Alaska Wilderness Charters, Alaska Paddleboard Adventure
Deborah Reid

  Wow, what an incredible experience. The Women's Paddleboard Retreat was the perfect combination of physical activity/adventure at your own challenge, relaxing cruise, wildlife and sightseeing, delicious local foods, wine tasting and some impromptu dancing. The hot tub on top of the beautiful Glacier Bear really was the cherry on the top. The captain and crew were exceptional and the trip was truly authentic. As a "local" it was incredible to have the opportunity to see remote areas of Southeast Alaska, which are difficult to access without a large vessel. The itineraary was well thought out. Each location had something unique to offer, and got more and more exciting and beautiful each day. With little paddleboard experience prior to the retreat, I felt safe, well-cared for, and prepared for anything with the gear provided and helpful skills shared by Michelle. The trip was more than I expected and I would highly recommend to both locals and tourists. Thank you Neil, Michelle, Katie, Ayesha, Al and John for everything you did to make this trip so memorable.   

— Deborah Reid, Juneau

  To Neil and Crew, I can't thank you enough for sharing some of your favorites places with us. Last August i started looking for a trip that would offer me a unique experience of a lifetime, and you and your team have most definitely fulfilled that for me. Everything about this holliday holds treasured memories. Until we meet again.  

— Marie di Mambro, England

Alaska Wilderness Charters, Alaska Paddleboard Adventure
Marie di Mambro
Alaska Wilderness Charters, Alaska Paddleboard Adventure
Amy and Brittney

  Thank you Captain Neil and Crew for a fabulous 8-day sail around the Inside Passage. So many breathtaking views of the landscape and wildlife along the route. It was awesome living aboard the Glacier Bear and being able to have paddle experiences in areas most visitors are unable to access. The trip was truly an adventure of a lifetime! Our heartfelt thank-you for all of your generosity. All the best until we sail again!  

— Amy and Brittney, Chicago

Hala Carbon Nass 12'6" x 30" Vol 350L
Hala Grafik Travel Paddle
Alaska Wilderness Charters Paddleboard Photography Fishing

cautious Paddle in the morning fog in Ford's Terror Wilderness.


Alaska Wilderness Charters: Family Charters


Alaska Wilderness Charters: Sport fishing and Stream Fishing


Alaska Wilderness Charters: Paddleboard


Alaska Wilderness Charters: Photography


Alaska Wilderness Charters: Bears, Eagles and Whales

Alaska Wilderness Charters Paddleboard Photography Fishing