Watch Sailing & Boating Adventures Around the World

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 1-24 of 66 results
Sailing Wild Toba Inlet via Desolation Sound | Peace, Bears & Waterfalls
Sailing SV Indigo

Sailing Wild Toba Inlet via Desolation Sound | Peace, Bears & Waterfalls

As we sail BC's Desolation Sound and Discovery Islands area, we're on the lookout for 3 things: bears, waterfalls, and a little peace and quiet. Our final destination - giving us the best chance to find all 3 - is sailing to the end of wild Toba Inlet fjord. Highlights along the way includ...
Sailing BC’s Barkley Sound: Part 2  |  Ucluelet, Tofino & Salmon
Sailing SV Indigo

Sailing BC’s Barkley Sound: Part 2 | Ucluelet, Tofino & Salmon

We continue sailing and exploring Barkley Sound, BC, on the Pacific side of Vancouver Island. As one of the salmon fishing capitals of the world, we attempt to catch a salmon for the first time. Highlights include visiting the towns of Ucluelet and Tofino, hiking the Wild Pacific Trail, the Ucluelet...
Sailing BC’s Barkley Sound on Vancouver Island’s West Coast
Sailing SV Indigo

Sailing BC’s Barkley Sound on Vancouver Island’s West Coast

After leaving Bamfield, we set out to explore Barkley Sound, and uncover five secret places along the way. Highlights include a secret trail across Fleming Island marked only by buoys, zig-zagging through a dangerous channel into Jaques-Jarvis Lagoon, finding the mysterious Reeks Island stone face, ...
Sailing Out the Strait of Juan de Fuca Victoria to Bamfield  |  Sailing SV Indigo
Sailing SV Indigo

Sailing Out the Strait of Juan de Fuca Victoria to Bamfield | Sailing SV Indigo

We sail west out the Strait of Juan de Fuca to explore the wild Pacific coast of Vancouver Island BC. Highlights include Victoria, Sooke, Port Renfrew and Bamfield on our way to Barkley Sound.
Sailing BC’s Desolation Sound: Rebecca Spit to Octopus Islands  |  Sailing SV Indigo
Sailing SV Indigo

Sailing BC’s Desolation Sound: Rebecca Spit to Octopus Islands | Sailing SV Indigo

More of our adventures in BC's Discovery Islands. As we sail from Rebecca Spit to Octopus Islands, through Beazley Passage and Surge Narrows, it becomes clear that we're completely unprepared for long term cruising.
Sailing Desolation Sound into Von Donop Inlet  |  Sailing SV Indigo
Sailing SV Indigo

Sailing Desolation Sound into Von Donop Inlet | Sailing SV Indigo

There are times when nothing seems to go your way. As we sail into the Desolation Sound area, a series of constant unexpected challenges started coming as soon as we headed into Campbell River, and then into Von Donop Inlet. But ultimately, it’s not about the challenges, it's how you deal with ...
Sailing to 4 Wineries on Vancouver Island, BC
Sailing SV Indigo

Sailing to 4 Wineries on Vancouver Island, BC

After sailing BC's Gulf Islands for almost a month, it's time for a little shore leave. We anchor in Tod Inlet on Vancouver Island's Saanich Peninsula and tour four local wineries, each just a short distance from our anchorage. Highlights include Deep Cove Winery, Rathjen Cellars, Sym...
SAILING On AND Off anchor! | Ch 5 E 71
Wayward Life Sailing

SAILING On AND Off anchor! | Ch 5 E 71

We head down island to Victoria, BC to jump onboard a Westerly Discus with our friend Trevor and head out for an overnight sail. We somehow manage to get lucky enough to be able to sail (almost) the whole time and just barely need an engine, despite coming very close to a cargo ship and running out...
Can We Do This? Navigating thru Fog & Tidal Rapids in Unfamiliar Waters | A&J Sailing S2.Ep14
Allison & James

Can We Do This? Navigating thru Fog & Tidal Rapids in Unfamiliar Waters | A&J Sailing S2.Ep14

It was an eerie feeling not 'seeing land' for the first time, navigating thru fog across the Queen Charlotte Strait to Deep Cove and onwards thru some gnarly rapids into Drury Inlet, where we had quite the adventure waiting for us.. We acknowledge the Kwakwaka'wakw people as the orig...
Sailing to a Remote Floating Village off the Coast of British Columbia on my Small Sailboat
Allison & James

Sailing to a Remote Floating Village off the Coast of British Columbia on my Small Sailboat

Towering snow capped peaks, pristine wild beauty, rich First Nations culture & the densest population of marine mammals anywhere, few cruising grounds in the world measure up to the incredible remote coast of Northern British Columbia, Canada. This week we're exploring the beautiful Musgam...
The BEST cruising grounds & no one knows about it.. WHALES everywhere! | A&J Sailing S2Ep.11
Allison & James

The BEST cruising grounds & no one knows about it.. WHALES everywhere! | A&J Sailing S2Ep.11

Sailing into this remote group of islands off BC's Northern coast on our 30ft sailboat, we were greeted by enormous humpback whales swimming alongside our boat & dolphins riding the wake of our bow! Towering snow capped peaks, pristine wild beauty, rich First Nations culture and the denses...
Sailing to Surf – (Almost) empty beach breaks in Canada S3E59
Breaking Waves

Sailing to Surf – (Almost) empty beach breaks in Canada S3E59

Breaking Waves Crew cooks their catch on a fire before pushing through some big swell to try and catch some surf. The team are faced with big swell, Sealions and Bears as they navigate the remote and challenging west coast of Vancouver Island. Thanks to our new Patrons for signing up! We are now a...
A Creative Solution for Fixing our Steel Boat! | Ch 5 E 2 | The Wayward Life
Wayward Life Sailing

A Creative Solution for Fixing our Steel Boat! | Ch 5 E 2 | The Wayward Life

Rebuilding parts of a steel boat sounds great until we started to wonder how on earth we were going to get our heavy equipment to the boat yard... but we can up with a creative solution for moving our compressor and welder back and forth! Patreon: Website: Instagram: Facebook: Intro drone foo...
Fixing our Steel Sailboat | Ch5E1 | The Wayward Life
Wayward Life Sailing

Fixing our Steel Sailboat | Ch5E1 | The Wayward Life

After six months of amazing cruising, we haul out and begin some big boat projects, starting with decommissioning the v-berth so we don't light her on fire with the metal work! Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in t...
What it Cost Us to Sail for 6 Months | Ch4 E50 | The Wayward Life
Wayward Life Sailing

What it Cost Us to Sail for 6 Months | Ch4 E50 | The Wayward Life

This year we spent 6 months cruising and sailing on our sailboat in British Columbia, Canada. We broke down our monthly costs for you to give you a better idea of what it might cost you to cruise and sail in this area of the world! The math isn't exact but it will give you a good overview of ...
Autumn Sailing in British Columbia, Canada | Chapter 4 Episode 49 | The Wayward Life
Wayward Life Sailing

Autumn Sailing in British Columbia, Canada | Chapter 4 Episode 49 | The Wayward Life

0:00 Intro 0:23 Leaving Nanaimo 4:23 Sailing Blue Jersey 11:39 Tod Inlet 15:34 Butchart Gardens 18:11 Heading Home For our last adventure before hauling out for a major refit, we sail south from Nanaimo to Cowichan Bay and then to Tod Inlet. We explore Butchart Gardens and visit with friends! Join...
Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life
Wayward Life Sailing

Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life

As our amazing time in Princess Louisa Inlet continues, we decide to hike to famous trapper's cabin trail and then further up the mountain into the beginning of the alpine- all from our sailboat! 0:00 intro 0:59 The hike! 6:59 the cabin! 10:30 the lookout! 14:24 a dinner for the books Patreo...
PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life
Wayward Life Sailing

PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life

If you live and cruise in the Pacific Northwest, you've probably heard of Princess Louisa Inlet. This place is somewhat of a pilgrimage and right of passage for cruisers in the PNW, and there is a good reason why! More info about the inlet: 0:00 intro 1:04 Ming's Loop 3:33 To Chatterb...
Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life
Wayward Life Sailing

Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life

We start our last adventure of 2021 sailing up Princess Louisa Inlet! Jervis Inlet blew us away with its amazing beauty on this incredibly sunny September day. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Hiking A Mountain From Our Sailboat | Ch 4 E 43 | The Wayward Life
Wayward Life Sailing

Hiking A Mountain From Our Sailboat | Ch 4 E 43 | The Wayward Life

We leave Campbell River and start our journey to Princess Louisa with a few stops along the way! 0:00 intro 1:45 Savary Island 11:25 Cortes Bay 15:46 Pender Harbour Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Johnstone Strait is NOT to be Messed With | Chapter 4 Episode 41 | The Wayward Life
Wayward Life Sailing

Johnstone Strait is NOT to be Messed With | Chapter 4 Episode 41 | The Wayward Life

After weeks of waiting, we start to head down Johnstone Strait, but weather reports don't tell us the truth in this gnarly bit of ocean. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Boat Tour: STEEL Blue Water Sailboat with Bright Interior | Van De Stadt Norman 40
Wayward Life Sailing

Boat Tour: STEEL Blue Water Sailboat with Bright Interior | Van De Stadt Norman 40

Welcome to Unna, our 40 foot steel Van De Stadt Norman 40 tiny home on the water. She was built in a boat yard in Amsterdam in the late 1990s and has lived in Europe as well as Canada. We plan to take her into Northern latitudes and on icy adventures in the future! Patreon: Website: Instagram:...
The MOST BEAUTIFUL anchorage in the Pacific Northwest | Chapter 4 Episode 34
Wayward Life Sailing

The MOST BEAUTIFUL anchorage in the Pacific Northwest | Chapter 4 Episode 34

We leave Turnbull Cove and make our way to the most beautiful place we visited all summer! The Pacific Northwest at its best- just outside of Nimmo Bay Resort. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
The Remnants of One of British Columbia’s Largest Industries | Chapter 4 Episode 32
Wayward Life Sailing

The Remnants of One of British Columbia’s Largest Industries | Chapter 4 Episode 32

0:00 Intro 0:29 Exploring ruins on the beach 5:04 Rafting up! 8:10 Fishin'! 9:47 Hiking in grizzly territory Claydon Bay is an amazing bay in Wells Passage, Broughton Archipelago that holds some pretty awesome places to explore! We hunkered down for a few days and went on some adventures throu...
WeBoating
Logo
Shopping cart