Watch Sailing & Boating Adventures Around the World – Page 2 of 7

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 25-48 of 149 results
HORRIBLE Sail- Everything’s broken!! 😥(Calico Skies Sailing, Ep 208)
Calico Skies Sailing

HORRIBLE Sail- Everything’s broken!! 😥(Calico Skies Sailing, Ep 208)

Get 10% off your own Superior Life Saving Life Raft using the Coupon Code CALICOSKIESSAIL Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 After Over a Year Finally Departing Puerto Penasco! 4:42 Bac...
Last Push: The Boats (Almost) Ready to Go But What About Me?! 🫣 (Calico Skies Sailing, Ep 207)
Calico Skies Sailing

Last Push: The Boats (Almost) Ready to Go But What About Me?! 🫣 (Calico Skies Sailing, Ep 207)

Start speaking a new language in three weeks with Babble 🎉! Get 60% off your subscription during their Black Friday sale here ⬇ Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Time to Install a New ...
To Prepare for our Pacific Crossing! (Calico Skies Sailing, Ep 206)
Calico Skies Sailing

To Prepare for our Pacific Crossing! (Calico Skies Sailing, Ep 206)

Don't miss the once-a-year big sale season! check out BougeRV Black Friday discount! 1. Aspen without wheels: Aspen Pro with wheels: Code CALICO25 for 25% off until 31st Dec 2. Amazon link: Remember to collect the $130 coupon Enjoying our channel? Consider joining the Calico Skies Pa...
There are some things we have to tell you … (Calico Skies Sailing, Ep 205)
Calico Skies Sailing

There are some things we have to tell you … (Calico Skies Sailing, Ep 205)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) One of the most asked questions we get is 'what are your plans? When are you going to cross the Pacific? So that inspired us with the idea to film a video this way...
Riding this BEAST of a RIB into a Stunning FJORD 🇨🇦 (Calico Skies Sailing Ep 204)
Calico Skies Sailing

Riding this BEAST of a RIB into a Stunning FJORD 🇨🇦 (Calico Skies Sailing Ep 204)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) Check out our friends channels: @idreamofdinghy @offgridislandwithbremily 0:00 Intro 0:10 Once Again Off On a Random Adventure 1:43 Accommodations 2:54 Evening Cru...
Hurricane Hilary, Should We Have Stayed at Anchor? (Calico Skies Sailing, Ep 202)
Calico Skies Sailing

Hurricane Hilary, Should We Have Stayed at Anchor? (Calico Skies Sailing, Ep 202)

AC200P purchase link: 3% Discount code (only for AC200P): Calico3 Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 The Hurricane Begins! 4:20 This Weeks Sponsor, Bluetti! 7:29 Th...
Does Size Matter? 50ft vs 36ft Sailboat! (Calico Skies Sailing, Ep 200)
Calico Skies Sailing

Does Size Matter? 50ft vs 36ft Sailboat! (Calico Skies Sailing, Ep 200)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Racing Against Alegria - GulfStar 50 9:51 And the winner is ...? 10:50 Upwind Sailing 16:40 Raft Up Shenanigans! ~-~~-~~~-~~- For business inquiries...
Honey the Outboard must be TORN Apart to Try & Save our Season 🥹  (Calico Skies Sailing, Ep 199)
Calico Skies Sailing

Honey the Outboard must be TORN Apart to Try & Save our Season 🥹 (Calico Skies Sailing, Ep 199)

Help us win the "Inspirational Cruiser of the Year Award"! Make sure to confirm your vote in your email or it won't count! 🙌 Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Anchor L...
Whale Sharks at our Bow!  (Calico Skies Sailing, Ep 198)
Calico Skies Sailing

Whale Sharks at our Bow! (Calico Skies Sailing, Ep 198)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Pizza Night!!! 3:26 SouthBound Again 7:42 It's a Scorcher 10:01 Trying Out Our New Kite 15:51 On the Hunt for Whale Sharks 23:50 Fuel Mission ~-~~...
How We Live 100% Off Grid on Our Sail Boat  (Calico Skies Sailing, Ep 197)
Calico Skies Sailing

How We Live 100% Off Grid on Our Sail Boat (Calico Skies Sailing, Ep 197)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Beautiful Morning Aboard Calico Skies 1:32 Watermaking, Key to Off Grid Living 2:06 WaterMaker Maintenance 8:12 Diving & SpearFishing 10:59 Bread...
Too Hot for Clothes!! How to Survive the Desert in Summer on a Boat, Calico Skies Sailing Ep. 196
Calico Skies Sailing

Too Hot for Clothes!! How to Survive the Desert in Summer on a Boat, Calico Skies Sailing Ep. 196

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 The Heat Wave is Here! 3:24 Weather Models Don't Work Here 5:00 To Keep Cool Get in the Water 6:59 Running the Air Con on the Hook 8:35 Let's...
Nature is Healing…REAL LIFE Aboard Anchored Sailboat (raw and unfiltered) (CSS Ep 195)
Calico Skies Sailing

Nature is Healing…REAL LIFE Aboard Anchored Sailboat (raw and unfiltered) (CSS Ep 195)

Go to to get a FREE 1-year supply of Vitamin D3+K2 and 5 AG1 travel packs with your first purchase. Thanks to AG1 for sponsoring today's video! Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 ...
Engine STALLS After All Our Work … Why??! 😥 (Calico Skies Sailing, Ep 194)
Calico Skies Sailing

Engine STALLS After All Our Work … Why??! 😥 (Calico Skies Sailing, Ep 194)

Bouge RV CODE: CALICO20 FOR 20% OFF valid until 30th August BougeRV is celebrating Happy 6th Anniversary, please check it here: Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Back Underway 2:13 ...
Harder Than We Remembered: Our FIRST Sail in 9 months😳(Calico Skies Sailing, Ep.193)
Calico Skies Sailing

Harder Than We Remembered: Our FIRST Sail in 9 months😳(Calico Skies Sailing, Ep.193)

👟 Check out Vessi styles at Use code CALICO for 15% off your order. Free shipping for CA, US, AU, JP, TW, KR, SGP. Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Valve Cover Gasket Change 5:24 Fare...
We Are Saying FAREWELL to our Jerry Cans! 👋🏼 (Calico Skies Sailing, Ep. 191)
Calico Skies Sailing

We Are Saying FAREWELL to our Jerry Cans! 👋🏼 (Calico Skies Sailing, Ep. 191)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Installing New Fuel Tanks?! 2:18 Removal of Old Holding Tank 5:40 Prep Work to Measure for a New Tank 7:48 Templating for new Tanks 9:53 Installing the...
Get Back in your HOLE, Hunny! /Jackery Solar Generator (Calico Skies Sailing, Ep 180)
Calico Skies Sailing

Get Back in your HOLE, Hunny! /Jackery Solar Generator (Calico Skies Sailing, Ep 180)

@JackeryInc has just launched their flagship ‘Jackery Solar Generator 3000 Pro’ in Canada! Check out Jackery's official website: link: Use the code 'CA-3000Pro-YT' to enjoy early sale discount up to 499 CAD OFF (Validity period: April 26th - May 26th) Check out thei...
Can THIS GUY Successfully Engineer a Solar Arch In a Foreign Country?? (CSS, Ep 172)
Calico Skies Sailing

Can THIS GUY Successfully Engineer a Solar Arch In a Foreign Country?? (CSS, Ep 172)

Get Surfshark VPN at - Enter promo code CALICO for 83% off and three extra months for free! This episode begins with the sanding down of the now-cured fiberglass blisters on Calicos' hull. Next, Bill and friends Big D and Jared work together using Total Boat fairing compound to smooth out th...
Brand $New$ Rudder, But Will it FIT??? (Calico Skies Sailing, Ep 171)
Calico Skies Sailing

Brand $New$ Rudder, But Will it FIT??? (Calico Skies Sailing, Ep 171)

This episode opens with Bill cleaning the rudder stuffing box with a wire brush in an attempt to remove years of corrosion in preparation for new packing material. Next, Bill switches gears back to our new arch project and continues to remove items from the stern of the boat to prepare for the new s...
What Does it COST to Refit a 40 Year Old Sail Boat? Ep. 170
Calico Skies Sailing

What Does it COST to Refit a 40 Year Old Sail Boat? Ep. 170

This episode opens with a reveal of our plans to build a whole new arch system from scratch. We discuss how we ended up with our current 'franken-davits' with a brief blast from the past to our NY sailing days and first cruises on Calico Skies. We lay out our design considerations and wi...
Genius? Or Do You Have a Better Idea?? Livin’ Life on the EDGE in the Boat Yard 🤪 (CSS, Ep.169)
Calico Skies Sailing

Genius? Or Do You Have a Better Idea?? Livin’ Life on the EDGE in the Boat Yard 🤪 (CSS, Ep.169)

In this episode Bill begins work at the yard by dropping the rudder the rest of the way down, a continuation of last week's videos work. We've decided to have a whole new rudder made after discovering deep pitting on the stainless steel pipe. He needs to remove the bushing but to drop the ...
Rudder is TOAST: The Straw that Broke the Camel’s Back (Calico Skies Sailing, Ep 168)
Calico Skies Sailing

Rudder is TOAST: The Straw that Broke the Camel’s Back (Calico Skies Sailing, Ep 168)

In this episode Bill explains that the next project will be dropping the rudder because of suspect-looking pitting at the joint. Calico Skies is hauled out at Cabrales boat yard in Penasco Mexico and it's the beginning of a mini refit. For this project Bill first must first uninstall and remo...
Adulting for the WIN, Calico Skies Sailing Ep. 166
Calico Skies Sailing

Adulting for the WIN, Calico Skies Sailing Ep. 166

This episode opens with a dinghy ride at sunset. We are driving, then cutting the engine to float and observe the very well camouflaged coyotes on the beach. It's a peaceful evening at dusk and we are in our element enjoying nature together surrounded by stunningly beautiful red cliffs. The n...
Running Away from a  Hurricane…Without a Working Engine 😳 (Calico Skies Sailing, Ep 163)
Calico Skies Sailing

Running Away from a Hurricane…Without a Working Engine 😳 (Calico Skies Sailing, Ep 163)

This episode opens in the gorgeous Honeymoon Cay in the Sea of Cortez Mexico where Bill and Grace have just recently reunited after a 4 day separation. Grace had jumped aboard Delos to help out when our friend Kazza was sick. Now she's back, and better, so it's time to celebrate because it...
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...
WeBoating
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