It's not often that you share a table with the person who actually made your wine. Outdoor Odysseys is proud to partner with the some of the best winemakers in the State for these three day kayaking and camping excursions out in the San Juan Islands throughout the season. Different dates will feature different vintners including Boudreaux Cellars July 18th - 20th 2025 attended by winemaker and owner Rob Newsom. After a full day’s paddling along the coastline of the San Juan Channel to Jones Island where we'll set up camp; enjoy some stellar multi-course cuisine as Rob pairs his Boudreaux wines with our locally sourced ingredients. What is better than enjoying the sunset with a wine glass in hand? Find out more, including daily detail, about our trip below and we hope to see you on your next San Juan Island Kayak Tour! Contact us if you'd like to put together a custom group or a private trip!
Your Outdoor Odysseys guide(s) will meet you in Friday Harbor on San Juan Island. Our van will take the group to our launch site on the south side of San Juan Island.
After packing all camping and personal gear, we'll have a thorough orientation covering the fitting of the kayak, paddling technique, safety and boat handling. We won't get on the water until everybody feels comfortable about kayaking. We'll our paddle north past the unique and numerous islands and wildlife refuges that comprise the 172 islands of the archipelago. We’ll keep a sharp eye out for wildlife including eagles, harbor seals and the smallest of the whale family, the harbor porpoise. As we look to the east, you'll have spectacular views of Mt. Baker. Our destination for the night is Jones Island, one of the jewels of the San Juan Islands. Jones is entirely State Park and ringed with waterfront campsites and a forest of evergreens and Gary oak trees. After camp is set up, your guide will prepare a gourmet dinner while you get to relax with a glass of wine and appetizers. We’ll be pairing premium wines with tastefully prepared cuisine.
Awaken to the sounds of the sea and a hot cup of coffee from our on-island roaster. Indulge in a warm breakfast cooked by your guide in a dutch oven before starting your kayaking tour. Choose from a number of routes weaving through the broken chain of Wasp Islands or paddle beneath the cliffs and lime kiln ruins on the north side of Orcas Island. Spend the late afternoon hiking a portion or all 4 miles of the trail around Jones or lay on the beach and watch river otters and mink play along the rocks. Dine on more food and wine pairings while you watch the sun dip below the horizon from arguably the best sunset view in the archipelago. Finish your evening by the campfire and under the light of the stars.
The adventure is far from over on the last day. We’ll kayak past picturesque Yellow and Low Islands, which are owned and managed by The Nature Conservancy. Enjoy a long lunch on Turn Island with views of harbor seal haul outs and Mount Baker. We’ll complete our journey on the east side of San Juan Island, load our gear and our paddlers, and have you back to Friday Harbor between 2-4 PM to meet your Washington State ferry or continue your time on the islands.
The OO crew couldn't have been more professional and prepared from the moment they picked us up at Friday Harbor through the launch and landing. It was beyond expectations and worth every penny.
BrianIf you’re looking for a fun and unforgettable kayak trip in the San Juan Islands, I highly recommend Outdoor Odyssey. Our 3-day trip was superb.
ShellyI am not usually someone to pay for a guided tour, but this was absolutely worth it and a huge highlight during our time in the San Juan Islands. Our guide was awesome. We were a group kids, teens and adults (two families). We learned a lot about the island, and had a ball along the coast for our 7 mile day trip.
Seth KThe food was excellent. Organic as much as possible, fresh as much as possible, well prepared, and plenty of it.
TimThis trip was one I will never forget. Outdoor Odysseys does such a great job on these kayak trips. Our guides were wonderful. The food was beyond belief...for anywhere, not just a kayaking trip.
DJWThis company has been around for a long time. They know how to treat people.
CocoaTom Murphy graduated from Lawrence University with a biology degree in 2003. After graduation Tom spent a year and a half overseas. He traveled through India, worked for an NGO in Nepal, and taught elementary students science in the…
Read MorePeter, a lifelong New York City region resident, now lives full time on San Juan Island, helping to run Outdoor Odysseys. Peter has a long and storied career in government, tourism, and in corporate America. Peter has a graduate…
Read MoreBorn on the coastal islands of Georgia and raised in the marshes and swamps of the south, Laura has always maintained a deep connection to the ocean. Her earliest memories are paddling canoes through the Okefenokee Swamp with her…
Read MoreHayden’s roots are in Colorado and Central Oregon. She ventured out to the Pacific Northwest when she started school at University of Oregon, where she studied human physiology and business. These days, she finds joy in connecting others to…
Read MoreEli Todaro grew up in Southeast Louisiana. Eli is a NOLS Wilderness First Responder alumni with specialties in swift water and high angle rescue. He has always had a great passion for the outdoors. Growing up hunting and fishing…
Read MoreSam grew up outside Seattle, WA, with the Cascade Mountains and the Puget Sound as his backyard. After getting a degree in Environmental Studies from the University of Washington, Sam vagabonded through Europe, Australia, and the US before finding…
Read MoreGrowing up in Seattle, Maddie Hollister gained a love for outdoor recreation and education attending a summer camp on Puget Sound, where she eventually became a lifeguard and outdoor educator. She studied marine biology and science communication at Quest…
Read MoreBoston bred, Georgia grown, and Seattle seduced; Patrick remains as footloose as his “military brat” childhood would deem but continues to rebound back to the San Juan Islands. In Georgia he attended both high school and college where he…
Read MoreDuncan will be returning for a second season to the San Juan Islands as an Outdoor Odysseys guide and adventure filmmaker. Born in San Mateo, California, Duncan grew up SCUBA diving, backpacking and sailing. After college he spent a…
Read MoreBorn in Snohomish, WA, Christina grew up mushroom picking, squid jigging, crabbing, traveling, backpacking, fishing, clamming, skiing, frog catching, climbing, and everything else outdoorsy. Christina made her way down to Orange, CA to attend Chapman University as a Business…
Read MoreBorn near the ocean cliffs of northern California, Zoey was raised just as much by redwoods and harbour seals as she was by her parents. She is currently going into her 4th year at Quest University, focusing her studies…
Read MoreElliott grew up in sunny Seattle and spent countless days exploring the Cascades, Puget Sound, and the forests and deserts throughout Washington. He studied environmental science and policy down in California, and uses his emphasis in ecology daily while…
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