Watch Sailing & Boating Adventures Around the World – Page 2 of 4

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.

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Ruckus Alaskan Sailing, Kelp Whips & Fond Farewells | Ep. 22 | Sailing into Ketchikan
Sailing Sea Dream of Clyde

Ruckus Alaskan Sailing, Kelp Whips & Fond Farewells | Ep. 22 | Sailing into Ketchikan

The sunshine continues as we awake to perfectly calm morning in Snug Anchorage on Prince of Wales Island near Ketchikan, Alaska. We head to shore for a stroll, Ben and Rachel play with some bull kelp, we check out the beautiful forest, clean up some garbage, then set off on the final day of sailing ...
Fun in the Sun in Alaska! | Ep. 21 | Sailing with Friends Down The Inside Passage
Sailing Sea Dream of Clyde

Fun in the Sun in Alaska! | Ep. 21 | Sailing with Friends Down The Inside Passage

The fun continues with Rachael and Ben as we head further south down Clarence Strait! This episode starts on a foggy morning in Exchange Cove. The fog slowly dissipates as we set off into Kashevarof Passage. Very gentle winds keep us creeping south, before the breeze totally dies for a while. With...
WE|Sail Returns to Paradise | Episode 185
WE|Sail

WE|Sail Returns to Paradise | Episode 185

We're back from the Annapolis Sailboat Show and ready to get back to life as normal on SV VA. Which meant time to get back to full adventure mode on land and on sea. We didn't waste anytime getting back into the salt water and enjoying the magic of Moorea once again. Erica's birthda...
New Crew, Chill Sailing, and Great Fishing in Alaska | Ep. 20 | Petersburg to Clarence Strait
Sailing Sea Dream of Clyde

New Crew, Chill Sailing, and Great Fishing in Alaska | Ep. 20 | Petersburg to Clarence Strait

After a life altering week of solo sailing, my friend's Rachael and Ben join me for the next leg from Petersburg to Ketchikan, Alaska. The week starts out very wet, but we don't let the drizzle dampen our moods as we enjoy some sailing down the dredged channels of Wrangle Narrows. We spe...
Swimming with Whales in Moorea | Episode 184
WE|Sail

Swimming with Whales in Moorea | Episode 184

This episode is a very exciting one where we finally get to actually swim with some of our favorite underwater neighbors- the Humpback Whales! Mo'orea is one of the few places on earth that its possible to actually get in the water with these giant whales, and its been made possible by a marin...
How Solo Sailing Affects Me | Ep. 19 | Reflections on a Week Alone in Alaska
Sailing Sea Dream of Clyde

How Solo Sailing Affects Me | Ep. 19 | Reflections on a Week Alone in Alaska

In this one, I complete my solo journey from Juneau to Petersburg, Alaska. I leave behind Windham Bay were I waited out a gale that never ended up coming. As I enter the strait, I am greeted by good sailing on choppy seas. For a change, the wind angle arches in my favour and brings me into Clevela...
Leaving The Ice Behind in Alaska | Ep. 18 | Solo Sailing In Stephan Passage
Sailing Sea Dream of Clyde

Leaving The Ice Behind in Alaska | Ep. 18 | Solo Sailing In Stephan Passage

In this one I continue my solo journey south from Juneau to Petersburg, leaving behind the beautiful ice in Tracy Arm to go find a good anchorage to wait out a forecast gale. Before I leave Tracy Arm, I go check out some beached ice bergs and collect ice to fill my cooler. Squally weather brings m...
House Sized Ice Bergs and Solo Sailing in Alaska | Ep. 17 | The Inside Passage: Juneau to Tracy Arm
Sailing Sea Dream of Clyde

House Sized Ice Bergs and Solo Sailing in Alaska | Ep. 17 | The Inside Passage: Juneau to Tracy Arm

Heres one for the solo sailing fans! After a few weeks away from the boat, I return to Juneau and start solo sailing south. Mellow but steady winds keep me cruising along happily as I make stops in Taku Harbor and Tracy Arm Cove. In Tracy Arm, I check out the immense icebergs floating around and e...
Spicy Sailing to Juneau, Alaska | Ep. 16 | Whales Everywhere, Squalls, and Arriving in the Big City!
Sailing Sea Dream of Clyde

Spicy Sailing to Juneau, Alaska | Ep. 16 | Whales Everywhere, Squalls, and Arriving in the Big City!

Fresh out of a spectacular visit to Glacier Bay, we now hightail it to Juneau. Icy Strait continues to throw all kinds of weather at us, including some particularly abrupt and strong squalls that send us scrambling to reduce sail. While waiting for the breeze to kick up, a curious sea lion visits us...
Amazing Sailing in Glacier Bay! | Ep. 15 | Whales, Mountains, Ice, and Bananas That Refuse to Ripen!
Sailing Sea Dream of Clyde

Amazing Sailing in Glacier Bay! | Ep. 15 | Whales, Mountains, Ice, and Bananas That Refuse to Ripen!

Having just finished an afternoon ski on the mountains above Reid Inlet, naturally, we set off sailing as evening approaches! But before we pulled the anchor up, we collected some glacier ice for the cooler that was floating around near the boat. We got a nice little sail out of the inlet, but the...
Van Life with Humpback Whales! Mission to an Isolated Canadian Island (Brier Island)
Chesca & Ben

Van Life with Humpback Whales! Mission to an Isolated Canadian Island (Brier Island)

It was time for a dose of normality after an incredible first couple of weeks exploring the back roads and forests of Nova Scotia. Some packages that we ordered have finally arrived, although none of them in the same location! As we divert our travels to pick up our parcels, we explore the Acadian S...
Splashing Our Little Floating Sailboat Home | Ep. 156
WE|Sail

Splashing Our Little Floating Sailboat Home | Ep. 156

We are FINALLY finished with all the major jobs that could only be completed with the boat out of the water so we are very happy to get here back were she is happiest - in the water!! We had 7 sun up to sun down days of work on the boat, nonetheless we got it all done. There is plenty of work lef...
The Sailing STOPS & Work STARTS | Episode 154
WE|Sail

The Sailing STOPS & Work STARTS | Episode 154

Just what you all wanted- more boat projects and work videos right?! Well you're in for a treat! Actually this is just the beginning, we TRY to haul out at the first yard which turns out to be a bit too tight for our beam, (again- you think we wouldn't make this mistake again) The downsi...
Sailing Isla Isabel, Mexico’s Galapagos or Next Jurassic Park | Episode 153
WE|Sail

Sailing Isla Isabel, Mexico’s Galapagos or Next Jurassic Park | Episode 153

We have stepped off the boat and onto Jurassic Park, or what will soon become one at least. We dropped the anchor at Isla Isabel, claiming to be Mexico's Galapagos Islands. Before setting foot on land we have already been blown away at the sea life circling the little island and once we get o...
Sailing Pacific Mexico During Whale Season | Episode 152
WE|Sail

Sailing Pacific Mexico During Whale Season | Episode 152

We are now sailing new territory in the Pacific Coast of Mexico. On this episode, we are getting closer to Palm trees and further away from cactus trees. Warren finishes up some of the necessary projects and issues aboard VA before we can leave Mazatlán and continue our southern hop to Puerto Vallar...
Sailing with HUMPBACK WHALES! [Ep22 RED SEAS]
Sailing Red Seas

Sailing with HUMPBACK WHALES! [Ep22 RED SEAS]

We explore Tintamarre island and find a plane wreck then go sailing back to the mainland and spot THREE HUMPBACK WHALES on our way!! There's even time to send our new (very old, but we only just found it!) spinnaker up for a test - will it work or will the whole thing be a bag of rags?? 🙌🏻 Sup...
Sailing Canada’s Fjords (Nootka Sound) – Ep 55 S3
Breaking Waves

Sailing Canada’s Fjords (Nootka Sound) – Ep 55 S3

After stopping off in Tahsis British Columbia in Nookta Sound we continue our sailing journey north towards Queens Cove in hopes of finding some surf. Our goal is 100 Patrons so that Alie can become a full time content creator! We donate a portion of our proceeds from season 3 to Rugged Coast Res...
If the WHALES keep this up we might HIT THEM | Ep 100 | Sailing Merewether
Sailing Merewether

If the WHALES keep this up we might HIT THEM | Ep 100 | Sailing Merewether

This week we leave Papeete and set sail to Moorea that has been on the bucket list for a long time. I prepare lunch while Kieran picks up the anchor with his new system, although he still need me in the end;) Arriving at the petrol station there is no water?! A petrol station without a tap? This is ...
He caught his FIRST fish and it was the biggest caught onboard! | Ch 4 E 38
Wayward Life Sailing

He caught his FIRST fish and it was the biggest caught onboard! | Ch 4 E 38

Chapter 4, Episode 38 After spending a couple of weeks in Port Mcneil, we get out fishing and finally catch some salmon and see some whales!! Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Spearfishing With Sailing LaVagabonde (CRAZY Sharks & Whales Encounter!) #TeamSeas
Back 2 Basics Adventures

Spearfishing With Sailing LaVagabonde (CRAZY Sharks & Whales Encounter!) #TeamSeas

$1 Donated = 1 Pound Of Trash Out Of The Ocean - LETS REMOVE 30,000,000 POUNDS OF TRASH FROM THE OCEAN BEFORE THE END OF THE YEAR! Well done to Mr Beast & Mark Rober for creating this. This Episode we link up with the legends from Sailing La Vagabonde and head out spearfishing. Join us for so...
Sailboat CRUISING, one of our BEST experiences yet – Unforgettable Sailing
Unforgettable Sailing

Sailboat CRUISING, one of our BEST experiences yet – Unforgettable Sailing

We had so many epic moments living on a boat and sailing around the world and life aboard never stops to amaze us. Sometimes all it gets is to have new crew onboard, we felt so motivated to show our good friend this beautiful place and to go on some adventures. We took Luigi to our favorite spots ...
We’ve being waiting this for a LONG TIME (swimming with whales) – Unforgettable Sailing
Unforgettable Sailing

We’ve being waiting this for a LONG TIME (swimming with whales) – Unforgettable Sailing

Everybody secretly has a bucket list of things they wish to do in life before leaving this planet, and swim with whales was one of ours. To have a close encounter with these giants of the ocean was something we had being looking for a while. French Polynesia is one of the few places in the world ...
Making a Splash at Nudey Beach – Fitzroy Island –  Ep 26
Dreamtime Sail

Making a Splash at Nudey Beach – Fitzroy Island – Ep 26

Nearing the northern most point of our Covid escaping Great Barrier Reef cruising, we sail from Dunk Island and witness an incredible display from Humpback Whales as we dodge fast moving squalls. Rolling swells convince us to skip our planned destination of Russell Island in the Franklin Group and p...
Great Sails & More Whales | Episode 110
WE|Sail

Great Sails & More Whales | Episode 110

On this episode we continue our sail north in the Sea of Cortez and have another amazing experience with a few large whales along the way. We feel so incredibly lucky to already had an experience with a blue whale, and now 3 other species of whales as we make our way north back to San Carlos, Mexi...
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