Watch Sailing & Boating Adventures Around the World tagged “Calico skies sailing” – Page 4 of 9

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 73-96 of 207 results
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 f...
Our BIG Mistake: Why We’ve Been Missing From YouTube – Episode 86
Sailing One Life

Our BIG Mistake: Why We’ve Been Missing From YouTube – Episode 86

We're BACK!!!! It's been a real struggle for us this last month, and in this video we tell you why, then take you along for more of our sailing adventures in Mexico! Want to help support our video productions? Join our One Life Crew here: https://www.patr...
It’s Time to GO! Sailing Away in our MADE for SPEED 36ft Sailboat (CCS, Ep 160)
Calico Skies Sailing

It’s Time to GO! Sailing Away in our MADE for SPEED 36ft Sailboat (CCS, Ep 160)

After getting swarmed by bugs its time to get out our anchorage and sail off to the next spot. Thats the best thing about living on a sailboat, if you don't like a location sail on to the next anchorage.It's a quick six mile sail but we decide to raise our...
When Everything Goes Right It’s a Beautiful Thing (It DOES Happen..!) (Calico Skies Sailing, Ep 158)
Calico Skies Sailing

When Everything Goes Right It’s a Beautiful Thing (It DOES Happen..!) (Calico Skies Sailing, Ep 158)

This weeks video is sponsored by Kamikoto: https://kamikoto.com/CALICOSKIES For $50 off use the code CALICOSKIES In this episode we begin with a lovely light wind sail in the beautiful Sea of Cortez. We’re sailing just 3 miles north of our current ancho...
Diving W/out Instructors: Just Us, The Black Night, One  Sunken Wreck  & . . . ?!?!! (CSS, Ep. 157)
Calico Skies Sailing

Diving W/out Instructors: Just Us, The Black Night, One Sunken Wreck & . . . ?!?!! (CSS, Ep. 157)

This weeks video is sponsored by Kamikoto: https://kamikoto.com/CALICOSKIES For $50 off use the code CALICOSKIES Want more? The next episode is now live on Patreon! https://www.patreon.com/posts/when-everything-74898101 This episode opens with a visit to...
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: https://kamikoto.com/CALICOSKIES 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 coul...
Wrong Place, Wrong Time: Why our Boat is in Real DANGER Right Now (Calico Skies Sailing Ep154)
Calico Skies Sailing

Wrong Place, Wrong Time: Why our Boat is in Real DANGER Right Now (Calico Skies Sailing Ep154)

This weeks video is sponsored by Kamikoto: https://kamikoto.com/CALICOSKIES For $50 off use the code CALICOSKIES It's not the first time we've been here and we know its a danger but this time there was no way to avoid it. We've just sailed over 2,000 mile...
Craziest Sailing Drone Shots we Have EVER Gotten!
Calico Skies Sailing

Craziest Sailing Drone Shots we Have EVER Gotten!

We were reminiscing about some of the crazy things we have done while out sailing and running this pass between the ocean and the bank in the Bahamas had to be one of them. We were lucky enough to have a friend with a drone up to capture it all. See the f...
It’s Always a Race When 2 Sailboat’s are Headed in the Same Direction!! (Calico Skies Sailing Ep153)
Calico Skies Sailing

It’s Always a Race When 2 Sailboat’s are Headed in the Same Direction!! (Calico Skies Sailing Ep153)

This weeks video is sponsored by Kamikoto: https://kamikoto.com/CALICOSKIES For $50 off use the code CALICOSKIES This episode begins with a morning spent on anchor in a beautiful spot on Mexico's western coast. It's chock full of sea life - Fish jumping e...
Girls on Dinghies & Sailing Friends ❤️👩🏼‍❤️‍👩🏼❤️! (PLUS Delos Circumnavigation Partaayy😋 CSS Ep 151)
Calico Skies Sailing

Girls on Dinghies & Sailing Friends ❤️👩🏼‍❤️‍👩🏼❤️! (PLUS Delos Circumnavigation Partaayy😋 CSS Ep 151)

We had an absolute blast in Barre de Navidad. The festivities started with Brian of Delos finishing his circumnavigation. We didn't make it off the docks before beers were cracked and the party started. The boys had an absolute blast on the water slide, ma...
The Pacific aka Peaceful Ocean…just the Wind, Water and Waves (Calico Skies Sailing Ep 150)
Calico Skies Sailing

The Pacific aka Peaceful Ocean…just the Wind, Water and Waves (Calico Skies Sailing Ep 150)

After what seemed like an eternity of motoring up the coast of Costa Rica, Nicaragua, and Mexico we finally treated to some sailing on the Pacific Ocean. The experience was certainly worth the wait! We are surrounded by marine life..whales, dolphins, turtl...
Not in Control; The Reason We Question This Life Sometimes (Calico Skies Sailing, Ep. 149)
Calico Skies Sailing

Not in Control; The Reason We Question This Life Sometimes (Calico Skies Sailing, Ep. 149)

One thing we get asked ALL the time is, 'What are your plans?', sometimes less pointedly in the following types of ways: 'When are you leaving?' 'How long will you be there?' 'What will you do at XYZ spot?' 'Can I come visit next week? next month? next yea...
After 35,000 miles at sea, this still scares the sh*t out of us! (Calico Skies Sailing, Ep.147)
Calico Skies Sailing

After 35,000 miles at sea, this still scares the sh*t out of us! (Calico Skies Sailing, Ep.147)

It's late in the season when we finally depart northern Costa Rica bound for Chiapas, Mexico. We hear that the coast of El Salvador & Nicaragua is known to spawn early season hurricanes as well as house intense squall activity. The squalls we encounter...
From Rocky Anchor Life to Marina BLISS- My first Shower in 96 DAYS 😮 (CS Sailing Ep.146)
Calico Skies Sailing

From Rocky Anchor Life to Marina BLISS- My first Shower in 96 DAYS 😮 (CS Sailing Ep.146)

This episode begins with a recap of the challenges faced while sailing in Costa Rica. While we loved Costa Rica as a country maybe next we will come back without the boat 🙃. We faced many rolly anchorages, rapidly changing weather conditions, and expens...
The Good, Bad & Ugly of Cruising Life + Why are all the Fish DEAD?? (Calico Skies Sailing Ep.145)
Calico Skies Sailing
Swimming in a Croc River?!!!!  (Calico Skies Sailing Ep144)
Calico Skies Sailing

Swimming in a Croc River?!!!! (Calico Skies Sailing Ep144)

Rosetta Stone Limited time offer: $179 from $299 for the Lifetime Subscription!! https://tryrosettastone.com/calicoskiessailing-1 There's a lot of unknowns in our this lifestyle, most of them inconsequential but some potentially resulting in breakage or w...
Dirty, Hot and Miserable 🙃.. sailing the MOST Biologically Diverse Place in the World (Ep143 )
Calico Skies Sailing

Dirty, Hot and Miserable 🙃.. sailing the MOST Biologically Diverse Place in the World (Ep143 )

Cruising Costa Rica epitomizes the old saying that cruising is full of high, highs and low, lows. Almost a bipolar existence. We are blown away by the beauty of the Osa Peninsula. Covering an area of just 700 square miles on the southern Pacific coast of C...
Why this life may not be for you 🙃…blasting our car (dinghy) through a 6ft surf break (Ep. 142)
Calico Skies Sailing

Why this life may not be for you 🙃…blasting our car (dinghy) through a 6ft surf break (Ep. 142)

In this weeks episode we set off for our next stop in Costa Rica, the gorgeous Osa Peninsula. This region is known as one of the most bio diverse areas in the entire world. However our alternator has other ideas. We don't know for sure what the issue is bu...
The Authorities Say We Need to Move the Boat But We Can’t! Our Most Stressful Check in EVER (Ep 141)
Calico Skies Sailing

The Authorities Say We Need to Move the Boat But We Can’t! Our Most Stressful Check in EVER (Ep 141)

Checking into Costa Rica on a good day is a challenge..known for its arduous, bureaucratic check in process and an in person boat inspection for pork of all things, not to mention pricey with fees totaling over $500. However for us the bureaucracy was the ...
Ive waited a long time for this..dropping the hook in the PACIFIC for the 1st time (CSS Ep. 140)
Calico Skies Sailing

Ive waited a long time for this..dropping the hook in the PACIFIC for the 1st time (CSS Ep. 140)

The last part of our passage to Isla Parida was super light and we had to motor some but we did manage to eek out some sailing. We experienced our first battery shutdown due to overheating which began the process of installing a blower for our batteries. R...
The Joy of Sailing, Our First Sail in a New Ocean! + FISH ON! (Calico Skies Sailing Ep. 139)
Calico Skies Sailing

The Joy of Sailing, Our First Sail in a New Ocean! + FISH ON! (Calico Skies Sailing Ep. 139)

Join us as we embark on our very first sail in the Pacific Ocean. We depart from Playita Marina located just outside Panama Canal and set our waypoint for Punta Mala (Bad point), a point with a confluence of strong currents, notoriously rough in high wind...
How I Nearly Blew Up $6k Worth of New Lithium Batteries & the $40 Part that Saved Us (Ep.138)
Calico Skies Sailing

How I Nearly Blew Up $6k Worth of New Lithium Batteries & the $40 Part that Saved Us (Ep.138)

Morale is high as we complete our Panama Canal transit and enter the Pacific Ocean for the very first time! What a feeling as that last lock gate opens and we shoot out into the Pacific Ocean! What a contrast when compared to how we feel a few days later w...
The Surprising Things We Learned Transiting the Panama Canal.. What does it cost?! FINES?! (Ep.137)
Calico Skies Sailing

The Surprising Things We Learned Transiting the Panama Canal.. What does it cost?! FINES?! (Ep.137)

This episode begins at Shelter Bay Marina near the entrance to the Panama Canal. We’ve just arrived after a beautiful two day passage from the San Blas Islands, squeezing in behind the break wall after successfully circling around a tanker in a stiff bre...
End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)
Calico Skies Sailing

End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)

We leave the San Blas after cruising the tropical paradise for a whole two months - It feels too short but a canal crossing is on the horizon! We haul anchor, set the Spinnaker and zoom off following Delos our buddy boat. It’s a lovely passage and after ...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart