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.

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Life on Passage Sailing to an AMAZING island! | Sailing Sunday | Ep.173
Sailing Sunday

Life on Passage Sailing to an AMAZING island! | Sailing Sunday | Ep.173

Whats it like sailing your home between countries? Well, come watch and we'll show you! This week we do a long sail from Guadeloupe back down to Martinique through 2 acceleration zones with wind on the nose before dropping anchor just at sunset. Then continue down the coast sailing in light win...
The Adventure You LOVE and HATE | Sailing Sunday | Ep.171
Sailing Sunday

The Adventure You LOVE and HATE | Sailing Sunday | Ep.171

This week we sail close hauled for 24hrs in 20knots with 2m swell in the Caribbean...with a few acceleration zones in between! We hit a storm, have some fun and arrive safely in Guadeloupe! Surprisingly, it was extremely comfortable but gets annoying sitting at 45 degrees the whole time 😂 PLEASE ...
54 Tacks in 10 Miles! | Ep. 6 | Sailing the Skinny Channels of the Inside Passage to Alaska
Sailing Sea Dream of Clyde

54 Tacks in 10 Miles! | Ep. 6 | Sailing the Skinny Channels of the Inside Passage to Alaska

In this one, we get off the boat to check out an abandoned fish cannery, and go for a hike to a lake to do some trout fishing. We face light winds as we claw our way up the rest of Princess Royal Channel, and do a bit of night sailing. The sunny weather returns, and with it comes some strong NW wi...
Exposed to The Pacific Ocean | Ep. 4 | Squalls, Rough Seas & Crossing Cape Caution!
Sailing Sea Dream of Clyde

Exposed to The Pacific Ocean | Ep. 4 | Squalls, Rough Seas & Crossing Cape Caution!

Welcome to Episode 4 of our adventure to Alaska! In this one, we depart Alert Bay and enter Queen Charlotte Sound where we experience the Pacific Ocean swell for the first time on this trip. Heavy squalls allow us to make great progress to Beaver Harbour near Port Hardy, and then the next day we s...
Alaska Bound! | Ep. 3 | Goofy Sailors, Great Sailing, & Some Playful Dolphins
Sailing Sea Dream of Clyde

Alaska Bound! | Ep. 3 | Goofy Sailors, Great Sailing, & Some Playful Dolphins

In this episode, we continue north from Otter Cove at the junction of Discovery Passage and Johnstone Strait up to Alert Bay. As we sail off the anchor, Alex's shoe goes overboard! Ellis documents the skillful recovery of this critical piece of gear, and then we set off up Johnstone Strait wi...
The Sea doesn’t care about your Deadlines – Free Range Sailing Ep 178
Free Range Living

The Sea doesn’t care about your Deadlines – Free Range Sailing Ep 178

Anchored at Lucky Bay we undertake some essential maintenance, food preparation and fishing while awaiting favorable winds to continue our passage. With no more time left to wait we depart hoping the winds will back the compass as predicted... KEEP US SAILING! Support us and gain early access to ...
Sail Trim (part 5): Sailing close-hauled
Sail Fanatics

Sail Trim (part 5): Sailing close-hauled

This fifth video in our Sail Trim series explains how to manage close-hauled sailing, including both sail trimming rules and helm handling.
Gentlemen Never Sail To Weather… but Ben does | Sailboat Story 116
Sailboat Story

Gentlemen Never Sail To Weather… but Ben does | Sailboat Story 116

There's a good reason that gentlemen never sail to weather. It's splashy, chaotic, and ungentlemanly in every way. However, since there are no gentlemen aboard our sailboat, we are exempt from this rule - therefore we often beat our brains out as we smash, splash, and crash our way to wea...
Sailing Solo.  Fighting the wind and current.  Close Hauled all the way home. Ep138
Cruising Off Duty

Sailing Solo. Fighting the wind and current. Close Hauled all the way home. Ep138

In this episode of Cruising Off Duty, I am sailing solo back to my home port in Kingston. I will show you what it takes to sail solo when the direction you need to go is dead into the wind. This requires you to sail "close hauled" (as close as your boat will sail into the wind) and when ...
Drama Aboard a Swan 60 – Ep. 37 RAN Sailing
RAN Sailing

Drama Aboard a Swan 60 – Ep. 37 RAN Sailing

Warning for some bloody footage in this episode but it's not too bad. We left Grenada with Privateer, a Nautor Swan 60, to sail in St. Vincent and the Grenadines. We had some really awesome sailing up to Union Island and we sailed over the underwater volcano Kick'em Jenny. Chatham Bay was ...
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