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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3 Tiny Sailboats You Could Actually Live On
Lady K Sailing

3 Tiny Sailboats You Could Actually Live On

Historsea Channel: @Historsea What are the best small sailboats you can actually live on? In this episode, we look at three small cruising sailboats under 30 feet that make real sense as tiny liveaboard boats: the Albin Vega 27, Pacific Seacraft Dana 24, and Cape Dory 28. These are not just weeken...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
Sailing Zingaro

He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026

A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
10 Sailboats Under $10K You Can Actually Buy! #1 is ACES.
BoatFools Sailing

10 Sailboats Under $10K You Can Actually Buy! #1 is ACES.

#boatfoolssailing #sailing #boatsforsale #cheapboats 10 Sailboats Under $10K You Can Actually Buy! #1 Is a ACES! Ahoy BoatFools Nation! This week **Canadian Ken and I dive back into the Maine boat market to find the 10 best sailboats for sale under $10,000. Some of these boats are incredible barg...
Cruising Lealea Christmas Eve 2025
Cruising Lealea

Cruising Lealea Christmas Eve 2025

Over last weekend, Petersburg, Alaska got more snow than ever recorded here. The Harbor Master let everyone know to clear the snow off their boats before the next storm rolls in. Merry Christmas everyone! For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - &q...
If at first you don’t succeed…
Cruising Lealea

If at first you don’t succeed…

Second try = Success! Lealea is now back in the water with fresh bottom paint and a new zinc anode. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Ha...
2025 Haulout – First try
Cruising Lealea

2025 Haulout – First try

The weather was fine. The motor was purring, The yard crew was ready. And then... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - &qu...
Lealea’s New Crew Member
Cruising Lealea

Lealea’s New Crew Member

Her name is Charlotte. She's ten weeks old. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii&quo...
Cruising Lealea: From the Boat
Cruising Lealea

Cruising Lealea: From the Boat

Laura from Cruising Lealea shares her struggles adjusting to life on land after years living on their boat. With 9 months of neglect, the vessel requires extensive cleaning, repairs, and maintenance before winter. Their plan is to tackle a full refit next summer but focus on essential tasks first.
The Only News We Really Trust: The Petersburg Pilot Vol.50 No.31
Cruising Lealea

The Only News We Really Trust: The Petersburg Pilot Vol.50 No.31

Discover the most recent local news from the charming town of Petersburg, Alaska. Explore stories on various topics including politics, crime, environment and more to stay informed about what's going on in this beautiful Alaskan community.
From the House to the Boat in under 10 Minutes
Cruising Lealea

From the House to the Boat in under 10 Minutes

Just a short walk down to the harbor to where Lealea rests in her slip next to F/V Starship. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii&q...
The Only News We Really Trust: The Petersburg Pilot 7/25/24
Cruising Lealea

The Only News We Really Trust: The Petersburg Pilot 7/25/24

In this week's Petersburg Pilot News, we explore stories about Pia building new infrastructure, Arts Festival at Kaufman Cove, an upcoming election affecting 14 local positions, a successful beach san operation for king salmon restoration, and more. Get caught up on everything happening in Pete...
The Only News We Trust: The Lealea Crew Reads the Newspaper
Cruising Lealea

The Only News We Trust: The Lealea Crew Reads the Newspaper

Join the Lealea Crew as they present real, truthful news right from their hometown of Petersburg, Alaska, by reading through the weekly Petersburg Pilot newspaper. From front page stories about potential debt for a water project to discussions on abandoned vessel disposal costs, experience the local...
Summer 2024 – Video 487
Cruising Lealea

Summer 2024 – Video 487

Experience a unique adventure of horse sitting on an island, overlooking stunning scenery while caring for arthritic horses. Join us as we explore the tranquil life of this small community and bond with the aging equine companions.
Cruising Lealea: Status Report March 2024
Cruising Lealea

Cruising Lealea: Status Report March 2024

Chuck and Laura bringing everyone up to date on our Lealea lives in Alaska For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Crui...
Cruising Lealea: New Stuff
Cruising Lealea

Cruising Lealea: New Stuff

Lots of changes but still "Cruising Lealea" For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii...
The COLDEST BOAT TOUR | -22 Celsius Tiny Home Sailing
Chasing Currents

The COLDEST BOAT TOUR | -22 Celsius Tiny Home Sailing

An Albin Vega boat tour in the snow, below freezing temperatures, what's not to love? Come join us for a Tiny home boat tour in North Sweden! Tam's YouTube channel - BioLite Solar - Join the Chasing Currents family!! If you enjoyed this video, consider buying a coffee on our buyacoffee...
CONTINUED: All the News That Matters
Cruising Lealea

CONTINUED: All the News That Matters

It's just our life. For more adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - "Sailing from Hawaii...
Adventures/Misadvantures…and the VA Healthcare System
Cruising Lealea

Adventures/Misadvantures…and the VA Healthcare System

It's just our life... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - "Sailing f...
Cruising Lealea LIVE Stream today at 1200 AKST, Nov 6, 2022
Cruising Lealea

Cruising Lealea LIVE Stream today at 1200 AKST, Nov 6, 2022

Barring an unexpected Pet Emergency... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - &qu...
Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT. 10-23-22
Cruising Lealea

Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT. 10-23-22

Barring an unexpected Pet Emergency... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - &qu...
Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT.
Cruising Lealea

Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT.

Barring an unexpected Pet Emergency... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - &qu...
Copy of Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT.
Cruising Lealea

Copy of Cruising Lealea LIVE Stream today at 1200 AKDT, 1100 Pacific, 1600 (4PM) ET, 2000 GMT.

Barring an unexpected Pet Emergency... For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruising Lealea in Hawaii" - &qu...
Cruising Lealea
Cruising Lealea

Cruising Lealea

To view the complete Cruising Lealea Refit Playlist, click the link! For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii" - "Cruisin...
Cruising Lealea LIVE 10-09-2022 Tourist Season is Over
Cruising Lealea

Cruising Lealea LIVE 10-09-2022 Tourist Season is Over

Preparing Lealea for Winter, Local News, BIG Plans, Exciting happenings, Questions? Answers! For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back to Hawaii&q...
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