Watch Sailing & Boating Adventures Around the World

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Sailors Helping Sailors – Head Injury After Dangerous Crash Jibe! (Calico Skies Sailing, Ep 256)
Calico Skies Sailing

Sailors Helping Sailors – Head Injury After Dangerous Crash Jibe! (Calico Skies Sailing, Ep 256)

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 Helping @Sailing_Songbird after dangerous crash jibe 2:53 Getting Out of Town and Exploring Tonga 4:50 Checking Out the Caves 7:47 Private Island 9:...
A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD
BoatFools Sailing

A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD

#SailboatForSale #VineyardVixen #BluewaterSailboat #BoatFoolsSailing #Sailing #Sailboats #CruisingLife #Liveaboard #SailingLifestyle #boatforsale A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. [[SOLD!]] Update 05/13/2025: SOLD! About a month ago, ...
The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR
BoatFools Sailing

The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR

#SailboatForSale #SeaSprite34 #SailingLife #BoatBuying #classicyacht The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR This Fantastic SAILBOAT Is A RARE STUNNER for $49,500! First of all, I am SORRY for all the FANTASTICs! I think my brain froze in the cold temps...Never ...
What We Found In This Remote Island Will Change Your Mind About Humanity [Ep. 156]
Sailing Sweet Ruca

What We Found In This Remote Island Will Change Your Mind About Humanity [Ep. 156]

The Gambier Islands are a group of islands located in French Polynesia, offering untouched beauty, fascinating culture, and unparalleled human spirit.
We waited a long time for this! (Calico Skies Sailing, Ep 213)
Calico Skies Sailing

We waited a long time for this! (Calico Skies Sailing, Ep 213)

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 Chamela Anchorage 5:38 Hair Cut Time! 7:50 Bill's Flying Solo Again 8:34 New Crew Aboard Continuing South 11:47 Doctor Calls with Good News! 13:...
Escaping the Sea of Cortez (Calico Skies Sailing, Ep 201)
Calico Skies Sailing

Escaping the Sea of Cortez (Calico Skies Sailing, Ep 201)

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 Dolphins in the Anchorage 2:35 Diving/Spearfishing 6:07 Potluck Dinner with Friends 8:20 We Gotta Go! 14:11 Passage North 18:18 Back in Penasco 19:27 Po...
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...
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 ...
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...
REAL LIFE aboard our 50ft Sailboat (on the HARD out of the blue) | EE 104
Expedition Evans

REAL LIFE aboard our 50ft Sailboat (on the HARD out of the blue) | EE 104

Real Life aboard our 50ft Sailboat Eva but we're on the hard, out of the blue.
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...
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...
Change of Plans, I Have to GO (Calico Skies Sailing,  Ep.162)
Calico Skies Sailing

Change of Plans, I Have to GO (Calico Skies Sailing, Ep.162)

This episode begins with an exceptionally rolly morning on the hook. Conditions have changed completely overnight and we are rocking and rolling so much that our buddy boat One Life can see the keel of Calico Skies! We decide to set a stern anchor to help steady us out but first have to dig out all ...
It’s Getting HOT in Here!! We Better Get WET 🙃 (Calico Skies Sailing, Ep 161)
Calico Skies Sailing

It’s Getting HOT in Here!! We Better Get WET 🙃 (Calico Skies Sailing, Ep 161)

This episode opens with Calico Skies underway, motor sailing of the Baja California Peninsula’s eastern shores, in the Sea of Cortez located on Mexico’s western coast. We left a little fishing village are set out for a spot called Los Gatos, which is famous for its beautiful red rock formations. Whi...
Sailing Dream vs Reality: Is This Really What We Came For?? (Ep.156, CSS)
Calico Skies Sailing

Sailing Dream vs Reality: Is This Really What We Came For?? (Ep.156, CSS)

This weeks video is sponsored by Kamikoto: For $50 off use the code CALICOSKIES We finally arrive into the Sea of Cortez after 2,000+ miles of sailing desperate to be back into the swing of cruising; our expectations couldn't be higher after months of dreaming. We arrive at 6am after a 3.5 d...
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