Watch Sailing & Boating Adventures Around the World – Page 18 of 58

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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Near COLLISION and The FEARED Dixon Entrance Back to Canada | Ep. 24 | Inside Passage Sailing
Sailing Sea Dream of Clyde

Near COLLISION and The FEARED Dixon Entrance Back to Canada | Ep. 24 | Inside Passage Sailing

Ahoy! In this one, we leave Alaska and cross back into Canada. The rightfully feared Dixon Entrance that is exposed to the full brunt of the North Pacific Ocean is gentle on us as we rage across the border and on to Prince Rupert, Canada. While the wind was a bit light at times, we took advantage of...
S.I.O. Chats EP#4 Randall Reeves
Sailing Into Oblivion

S.I.O. Chats EP#4 Randall Reeves

Today I sit down with the legend himself Randall Reeves. One of the greatest solo sailors in the world without question. We talk knockdowns and lessons learned. Randall's Book: Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo: Support g...
Enjoying the Turquoise Lagoon of Bora Bora and Swimming with Reef Sharks
Sailing Triteia

Enjoying the Turquoise Lagoon of Bora Bora and Swimming with Reef Sharks

Episode #280 : Season 9 : The South Pacific Hello Friends, On this week's episode I soak up the sights of the unbelievable paradise that is Bora Bora. After anchoring behind the protection of a small island I head out to explore the turquoise waters of the lagoon and swim with friendly reef ...
BROKEN RUDDER! A Sailors Nightmare – S3EP17
Taylor’s Travels

BROKEN RUDDER! A Sailors Nightmare – S3EP17

In this episode we experience every sailors worst nightmare - a broken rudder! We have to haul out last minute and take you through the process of repairing it as quickly as we can. Thanks for watching! If you enjoyed this video be sure to like/leave a comment. Also don't forget to SUBSCRIBE! ...
Reefing Sailing View
Sailing Into Oblivion

Reefing Sailing View

When the winds get up the sails come down. Halfway between South America and South Africa, a perfect day and building winds, time to put in the 3rd Reef. Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo: Support getting the boat back on the O...
Will this Guy have the Courage to Sail Away?
Japan Solo

Will this Guy have the Courage to Sail Away?

If you're feeling lost and drained, you are not alone. ! In this video, I'm sharing my crisis of confidence and the process I am going through. If you are a never-too-later like me check out the free resources at To Track Wahine please consider becoming a Patron or sponsor. These...
Broad Reach Sailing View
Sailing Into Oblivion

Broad Reach Sailing View

Mid Ocean sailing at its finest! Solid winds and full sails flying. The following swell gives us a nice push and these are some of my favorite sailing conditions offshore. Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo: Support getting the boa...
Solo Sailing Around Ketchikan, AK | Ep. 23 | Inside Passage Meanderings & The Arrival of New Crew
Sailing Sea Dream of Clyde

Solo Sailing Around Ketchikan, AK | Ep. 23 | Inside Passage Meanderings & The Arrival of New Crew

Back to solo sailing! In most of this one, I meander around the vicinity of Ketchikan, Alaska, for several days as I await the arrival of a new crew mate, my good friend Alex Cebulski. While singlehanded sailing around the area, I check out a very poorly charted anchorage called Ice House Cove, do...
Big Squall Sailing View
Sailing Into Oblivion

Big Squall Sailing View

Just offshore from Cape Hatteras and headed to Maine, Sparrow and I were taken over by a squall lasting about 3 hours. With just the downsized Mainsail we road it out and had some incredible surfing and fast sailing. Sorry for the shaky camera but the whole boat was vibrating from the wind and surf...
How I Lived 100% Off-Grid For 8 Months Straight (Unlimited Freedom!)
Adventureman Dan

How I Lived 100% Off-Grid For 8 Months Straight (Unlimited Freedom!)

This is a simple video breakdown of how I've lived off-grid non-stop for the past eight months. Along with some inspiration & motivation to help get out there and doing this for yourself. This lifestyle of true freedom was not easy to achieve. And took me several years to get right. And I&...
Exploring Bora Bora by Sailboat in French Polynesia
Sailing Triteia

Exploring Bora Bora by Sailboat in French Polynesia

Episode #279 : Season 9 : The South Pacific Hello Friends! On this week's episode I explore Bora Bora and find out that Triteia is small enough to get to anchor free all around the island! We then untie and make way for the "Free Zone" on the northern side of the lagoon. If you e...
DESERTED ISLAND in Puerto Rico – S3EP16
Taylor’s Travels

DESERTED ISLAND in Puerto Rico – S3EP16

Check out highfieldnorthamerica.com if you are in search of a dinghy, they have a wide variety to choose from! In this episode we explore one of Puerto Rico's most mysterious deserted islands, Isla Caja De Muertos (aka Coffin Island). We share some of the tales of it's past as we hike up ...
Sailing View of the Dolphins
Sailing Into Oblivion

Sailing View of the Dolphins

Just few clips for the dolphin lovers out there. One of the best parts of sailing offshore is the random visits you get from these beautiful creatures. Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo:
Sailing to Bora Bora in French Polynesia on a Vintage Sailboat
Sailing Triteia

Sailing to Bora Bora in French Polynesia on a Vintage Sailboat

Episode #278 : Season 9 : The South Pacific Hello Friends, On this episode I leave the protected lagoon that surrounds Raiatea and Taha'a and make way for Bora Bora. Just outside of the pass I encounter a large pod of sleeping pilot whales who pay me little mind. I had mellow motorsail unti...
Chatting with soon to be solo sailor@BumblingSailor
Sailing Into Oblivion

Chatting with soon to be solo sailor@BumblingSailor

Today I had a quick conversation with Tery, @BumblingSailor , about how things are going aboard his Contessa. The videos are great, and the commentary is hilarious! He has a great story and even better attitude when it comes to the adventures that he has planned. Glad to sit and have a chat from a...
How I replaced my inverter – and it was SO EASY!
Japan Solo

How I replaced my inverter – and it was SO EASY!

In this video, I`ll show you how I installed a Xantrex Inverter. Thanks to Xantrex, we can keep our power running in bad weather conditions! If you're having trouble with your power or you're just looking for a new inverter, be sure to check out this video! We'll show you how to inst...
Sunset Sailing View
Sailing Into Oblivion

Sunset Sailing View

Atlantic Ocean December 2021 Westsail32
Visiting The Amazing Coral Gardens on the Island of Taha’a in French Polynesia
Sailing Triteia

Visiting The Amazing Coral Gardens on the Island of Taha’a in French Polynesia

Episode #277 : Season 9 : The South Pacific Hello Friends, On this episode I explore the incredible Coral Gardens near the island of Taha'a. This was easily one of the most fun things I have done in my life. Coral Gardens is a hoa (water that flows between small islands aka Motus) with a fast...
Sunrise Sailing View
Sailing Into Oblivion

Sunrise Sailing View

Labrador Sea August 2020 Westsail 32
The Untold Truth of Sailboat Crew *(Don’t let THESE people on your boat!)*
Adventureman Dan

The Untold Truth of Sailboat Crew *(Don’t let THESE people on your boat!)*

Having others join your sailboat as crew to help share in the experiences and work of sailing & cruising can be wonderful. But like anything in life, it can also be a nightmare if you invite the wrong person. I've had a few bad crew over the past four years. And usually it wasn't a ...
Ending My Sailing Career With A Big Storm
Daniella :-)

Ending My Sailing Career With A Big Storm

Ending My Sailing Career With A Big Storm (both real & personal) | S02E23 Sailing Pivo If you liked this video, I recommend watching the series from the beginning: ****** SUPPORT THE PRODUCTION: 🤲 Consider supporting us on Patreon: 💪1-time contribution: 🔱Amazon: 🥷SWAG: ****** Conor and...
During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands
Huub Vlogs

During Strong Christmas Trade Winds crossing from Dominica to the Saints Islands

Sailing from the South of Dominica to the North, exploring an authentic Dominica (NOT Dominican Republic) village, then continuing crossing the channel to The Saints (Guadeloupe) during the Christmas trade winds, to have Christmas with my friends Keith and Becca From buying a sailboat, to making it...
EP#150 Conversation with Solo Sailor/Thru Hiker Dan
Sailing Into Oblivion

EP#150 Conversation with Solo Sailor/Thru Hiker Dan

Today I sit down with a fellow solo sailor and long-distance hiker.  Dan and I met a few years back in Maine and somehow ended up at the same marina in South Carolina for a few weeks.  Big thanks to Dan for taking some time to come on the show and talk about sailing and hiking. Support the Podcast ...
Southern Ocean Sailing View
Sailing Into Oblivion

Southern Ocean Sailing View

Deep in the Southern Ocean Westsail 32 Mighty Sparrow March 2018, 900 miles from Cape Horn
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