Watch Sailing & Boating Adventures Around the World tagged “San Juan Island”

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

Showing 1-5 of 5 results
Cops Boarded My Boat While Sailing Home to Canada | Ep. 38
Sailing Sea Dream of Clyde

Cops Boarded My Boat While Sailing Home to Canada | Ep. 38

This time on Sailing Sea Dream of Clyde, Kat and I set sail from Bellingham to the San Juan Islands for a couple days of sailing together. Some wildly gusty conditions make for a great learning opportunity for Kat as she continue to learn how to sail. Kat ...
Sailing the San Juan Islands | Spencer Spit, Mt Constitution, Westcott Bay
Sailing SV Indigo

Sailing the San Juan Islands | Spencer Spit, Mt Constitution, Westcott Bay

In Episode 1 of Season 3, we depart Seattle headed for the Gulf Islands of British Columbia. Our first several days are spent exploring Washington State's San Juan Islands where pretty much nothing goes according to plan. Featured destinations include Boat...
Sailing the Pacific Northwest – San Juan Islands to Seattle Part 3. E13
Sailing Wind Therapy

Sailing the Pacific Northwest – San Juan Islands to Seattle Part 3. E13

This is the final episode of our sailing trip through the Pacific Northwest, specifically the San Juan Islands. We lived on board our friends' Caliber 47 sailboat for two weeks and had an amazing time, even though the monohull did that whole tilting thing....
Our first taste of CRUISING in the PACIFIC NORTHWEST! – Sailing Reaction Ep 21
Sailing Reaction

Our first taste of CRUISING in the PACIFIC NORTHWEST! – Sailing Reaction Ep 21

Here we continue our journey toward Sucia Island in the San Juan Island Group in the Pacific Northwest. We experience all the different kinds of weather in just a couple days, check into the United States, drink way too many margaritas and get to know our ...
My first flight to Roche Harbor | Boating Journey
Boating Journey

My first flight to Roche Harbor | Boating Journey

In Episode 35 Ally takes a quick flight on Kenmore Air to Roche Harbor for a site inspection for Union Marine's Site Inspection. Follow our blog at www.boatingjourney.com as we visit new ports throughout the PNW. #boatingjourney Please like and subscrib...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart