Watch Sailing & Boating Adventures Around the World – Page 2 of 6

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 124 results
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...
FIRST LOOK at our Brand NEW Jib ….& Logo!! 😲😲 (Calico Skies Sailing, Ep. 189)
Calico Skies Sailing

FIRST LOOK at our Brand NEW Jib ….& Logo!! 😲😲 (Calico Skies Sailing, Ep. 189)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) Thanks to @PrecisionSailLoftVictoria working with us on our new sails! 0:00 Intro 0:10 New Headsail 1:23 Replacing a Chafed Furling Line 4:18 Fixing Interior Cabine...
Is Life as We Know It, Over? (Calico Skies Sailing, Ep 186)
Calico Skies Sailing

Is Life as We Know It, Over? (Calico Skies Sailing, Ep 186)

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 Unexpected Bad News 1:52 Surgery Recovery 11:35 Tour of the Hyperbaric Treatment Facility 16:26 Oncology Appt 20:21 Bill's Back at the Boat Closi...
The GRAND Reveal: Show Me Your Boot Stripe!!  (Calico Skies Sailing, Ep. 181)
Calico Skies Sailing

The GRAND Reveal: Show Me Your Boot Stripe!! (Calico Skies Sailing, Ep. 181)

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 Medical Update 1:52 Calico is on the move! 3:10 Off to Mexico 7:30 WindStorm 8:41 Settling into Our New Spot 10:27 Finalizing the bottom 11:10 Feels li...
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...
If at First you Don’t Succeed … Try, Try, AGAIN!  (Calico Skies Sailing, Ep. 179)
Calico Skies Sailing

If at First you Don’t Succeed … Try, Try, AGAIN! (Calico Skies Sailing, Ep. 179)

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 Grace is back 1:42 Breakfast at Max's 2:02 Walkthrough of all the progress on Calico Skies 6:17 Wind Generator Reinstall 14:30 Rudder Reinstall ~-...
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...
Boats n’ Holes! (Calico Skies Sailing, Ep 167)
Calico Skies Sailing

Boats n’ Holes! (Calico Skies Sailing, Ep 167)

This episode opens with Calico Skies being fitted into a travel lift. She's being raised up and out of the water and onto solid ground at the Cabrales Boat Yard in Penasco Mexico. Right away we can tell the bottom is not in great shape and since we haven't gone down to the barrier coat sin...
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...
RADAR is BROKEN: Tens of Thousands of Miles on This Thing Can we FIX it? (CS Sailing, Ep165)
Calico Skies Sailing

RADAR is BROKEN: Tens of Thousands of Miles on This Thing Can we FIX it? (CS Sailing, Ep165)

This episode opens with Calico Skies leaving the dock in San Carlos after the hurricane has cleared out. Skies are sunny and clear and we set out on a 24 hour passage headed north west to get us back towards the area we were before the storm but also a bit further up the Sea of Cortez. Grace ends ...
Our Worst Fears, Witness to a Shipwreck in a Hurricane (Calico Skies Sailing,  Ep.164)
Calico Skies Sailing

Our Worst Fears, Witness to a Shipwreck in a Hurricane (Calico Skies Sailing, Ep.164)

We arrive into San Carlos in the Sea of Cortez Mexico looking to hide from a massive hurricane that is less than 24 hours away. Because of our shallow draft and small size (36ft length, 4'2 draft) we are lucky to score a slip in a marina that is fully packed. We move from the anchorage into our...
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...
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