Watch Sailing & Boating Adventures Around the World tagged “S/v calico skies” – Page 3 of 5

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 49-72 of 119 results
First Time Moving our Boat in Six Months, What Could Possibly Go Wrong…😂 (Calico Skies, Ep 121)
Calico Skies Sailing

First Time Moving our Boat in Six Months, What Could Possibly Go Wrong…😂 (Calico Skies, Ep 121)

We’re super excited to 1) have my little sister aboard with us and 2) officially leave the dock and move Calico Skies for the first time in MONTHS!! After picking Molly up in Bocas town we waste no time casting the lines and heading for an anchorage near...
YouTube versus Reality! Sailboat Life….High High’s, Low Low’s (Calico Skies Sailing Ep 120)
Calico Skies Sailing

YouTube versus Reality! Sailboat Life….High High’s, Low Low’s (Calico Skies Sailing Ep 120)

This weeks video is sponsored Kamikoto Knives, use the code CalicoSkiesSailing for for $50 off the purchase of any knife! https://kamikoto.com/Calicoskiessailing Calico Skies is docked in the insanely beautiful Red Frog marina on Bastimentos Island, Boca...
Chasing Waterfalls in Boquete; First Mates Days off! (Calico Skies Sailing Ep 119)
Calico Skies Sailing

Chasing Waterfalls in Boquete; First Mates Days off! (Calico Skies Sailing Ep 119)

Grace wanted to visit the mountain highlands of Boquete, Panama since she first saw the immense peaks of Volcan Baru on the horizon and in this episode the first mate finally get’s her wish! The trip begins first with closing the sea cocks to make sure C...
How to Store a Boat for the Long Term?!  (Calico Skies Sailing, Ep. 114)
Calico Skies Sailing

How to Store a Boat for the Long Term?! (Calico Skies Sailing, Ep. 114)

We had a good run, this was is our first time leaving Calico Skies in five years of cruising 😂. We decide to go home to visit family and friends in the States while it is rainy season in Panama. Getting the boat ready for long-term storage in the tropic...
Sailing During Covid: Low Fuel.. Can we Divert?! (Calico Skies Sailing Ep.107)
Calico Skies Sailing

Sailing During Covid: Low Fuel.. Can we Divert?! (Calico Skies Sailing Ep.107)

We knew the route from Mexico to Panama would require a lot of motoring and that there was always a possibility we would have to divert course to get more fuel. Traveling during COVID makes these passage decisions even more difficult. Our route to Panama h...
Would You Jump in 13,000 ft of Water 100 miles Offshore? (Calico Skies Sailing Ep.106)
Calico Skies Sailing

Would You Jump in 13,000 ft of Water 100 miles Offshore? (Calico Skies Sailing Ep.106)

We need a break in the trade winds to make easterly progress from Mexico to Panama. On the second day or our passage we find ourselves in pond like conditions about a hundred miles offshore. The crew decides this would be a good time to jump into the 13,00...
Saying Goodbye 🥲- 1,000 Mile Offshore Passage Apart (Calico Skies Sailing Ep.105)
Calico Skies Sailing

Saying Goodbye 🥲- 1,000 Mile Offshore Passage Apart (Calico Skies Sailing Ep.105)

The time has come for us to say goodbye... After sailing nearly 30,000 miles together, Grace has decided to not sail this passage and will meet Calico Skies in Panama giving new crew the opportunity to log some offshore miles. After saying goodbye the boys...
Will We Escape Hurricane Season?! (Calico Skies Sailing Ep.104)
Calico Skies Sailing

Will We Escape Hurricane Season?! (Calico Skies Sailing Ep.104)

With two tropical cyclones spinning up within a week it's time for us get moving out of the hurricane zone. The only problem is that we have put ourselves a bit into a corner here in Mexico. We need to fight our way a few hundred miles east against persist...
We Made it! Back to Cruising Life, aka Fixing All the Sh*t we Broke 😂 (Calico Skies Sailing Ep.102)
Calico Skies Sailing

We Made it! Back to Cruising Life, aka Fixing All the Sh*t we Broke 😂 (Calico Skies Sailing Ep.102)

Well, we made it to Mexico! And that mean's we're officially back to Cruising Life and done with Passage Life, at least until the next time. There are a few priorities upon arriving and the specifics change depending on where we are, but one thing that nev...
What Fighting 25 Knots in the Gulf Stream on a 36 ft Boat Feels Like (Calico Skies Sailing Ep.101)
Calico Skies Sailing

What Fighting 25 Knots in the Gulf Stream on a 36 ft Boat Feels Like (Calico Skies Sailing Ep.101)

The last part of our passage to Mexico was a perfect demonstration of what fighting 25 knots in the Gulf Stream on a 36 foot sail boat feels like . . . Choppy seas form when wind goes against current but sometimes it's just a battle out there and there's n...
Code Zero Calamity; Broken Shackle & Jammed Halyard…. Can We Recover the Sail? (Ep 100)
Calico Skies Sailing

Code Zero Calamity; Broken Shackle & Jammed Halyard…. Can We Recover the Sail? (Ep 100)

The time to sail has come! Long before we dealt with a broken shackle and jammed halyard we were preparing for this passage. But finally it's time to depart and raise the Code Zero, pointing Calico Skies' bow towards foreign shores once again! We are off t...
Sailing Away for Good, Final Days in the U.S.(Calico Skies Sailing Ep 99)
Calico Skies Sailing

Sailing Away for Good, Final Days in the U.S.(Calico Skies Sailing Ep 99)

The time has finally come for us to leave the U.S for the foreseeable future and point our bow towards distant shores once more! We are in the Dry Tortugas staging for a weather window to Isla Mujeres, Mexico. Luckily there is no lack of entertainment he...
One Step Closer to our Cruising Dreams (Calico Skies Sailing Ep 98)
Calico Skies Sailing

One Step Closer to our Cruising Dreams (Calico Skies Sailing Ep 98)

What do cruiser's do with all of their time? Quite a lot as this episode demonstrates 😉. It starts out with pizza night aboard Delos. We make the dough (from scratch of course) early in the morning and as the day goes on we work on the toppings. It's a ...
Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)
Calico Skies Sailing

Welcome to our new home…the Dry Tortugas 😎 (Calico Skies Sailing Ep 97)

Ever wondered what it would be like to live in the Keys? How about living in a place like the Dry Tortugas, a paradise only accessible by boat and sea plane, with white sand beaches, pristine clear water teaming with sea-life, and neighboring islands with ...
Teamwork… How to Run a New Halyard with Mast up (Calico Skies Sailing Ep 96)
Calico Skies Sailing

Teamwork… How to Run a New Halyard with Mast up (Calico Skies Sailing Ep 96)

In this episode we prepare for a big storm coming with 30 knots expected wind predicted to blow for four straight days. We move anchor spots and then Bill gets to work on a boat project. Before the blow hits we decide to resolve an issue we’ve been hav...
Dry Tortugas, Isolated Gem of the Florida Keys (Calico Skies Sailing Ep 95)
Calico Skies Sailing

Dry Tortugas, Isolated Gem of the Florida Keys (Calico Skies Sailing Ep 95)

It's time to escape the hustle and bustle of Miami and get back into what we regard as "real cruising" or sailing the boat to remote, less main stream locations. In this episode we complete an overnight sail from Key Biscayne to the Dry Tortugas. It was co...
Will we be able to run our 16,000 Btu AC off our lithium battery bank?! (Calico Skies Sailing Ep 93)
Calico Skies Sailing

Will we be able to run our 16,000 Btu AC off our lithium battery bank?! (Calico Skies Sailing Ep 93)

In this episode we continue the installation of our marine air conditioner. We get right down to it, drilling a sea water exit hole in the hull. Typically this hole would be placed right at the waterline but we opt to install it near deck level since we ar...
Why to take the ICW when traveling down the US East Coast (Calico Skies Sailing, Ep 85)
Calico Skies Sailing

Why to take the ICW when traveling down the US East Coast (Calico Skies Sailing, Ep 85)

There are two options when heading south down the US east coast, you can take the offshore route which is more exposed to weather but more direct or take the "inside" route down the ICW. The ICW is a 3,000 mile long inland waterway down the Atlantic and G...
Off Season Cruising down the Chesapeake (Calico Skies Sailing, Ep 83)
Calico Skies Sailing

Off Season Cruising down the Chesapeake (Calico Skies Sailing, Ep 83)

Annapolis seems to have some sort of magnetic pull on us in the late fall 😂, this years challenge is to escape before the first snow falls..can we do it?! This town is a great stopover for us as we make our way up and down the east coast. We have lots...
Oops, ANOTHER tow?!!…. (Calico Skies Sailing, Ep 82)
Calico Skies Sailing

Oops, ANOTHER tow?!!…. (Calico Skies Sailing, Ep 82)

They say bad things come in threes.... In this episode we once again find ourselves needing a tow from one of our buddies, SV Avalon. We are becalmed off Cape May NJ after a rough sail in near gale force winds and a malfunctioning engine. We attempt to s...
Can We Escape Maine? Time to Sail South!! (Calico Skies Sailing, Ep 80)
Calico Skies Sailing

Can We Escape Maine? Time to Sail South!! (Calico Skies Sailing, Ep 80)

We seem to make a habit of overstaying our season in each spot we travel to 🙃. Whether it is the sweltering heat of the Bahamas this past June (almost July) or the freezing cold air in Maine at the end of October, we just seem to stay too late LOL. Well...
Injury at Sea (Calico Skies Sailing, Ep. 79)
Calico Skies Sailing

Injury at Sea (Calico Skies Sailing, Ep. 79)

When it rains, it pours! This episode opens with us disconnecting our tow from S/V Delos and getting Calico Skies anchored under power from our dinghy. We being the process of flushing the transmission fluid several times after getting the dipstick caught ...
No wind, no transmission, no problem! S/V Delos to the rescue! (Calico Skies Sailing, Ep 78)
Calico Skies Sailing

No wind, no transmission, no problem! S/V Delos to the rescue! (Calico Skies Sailing, Ep 78)

We are at the point in our season where we are starting to make our way back south and west after getting within ten miles of the Canadian border. Our first stop is Mud Hole. This sweet anchorage is only accessible at high tide. This entrance to this harbo...
Off the Beaten Path, Sailing Down East Maine in the Fall (Calico Skies Sailing, Ep 77)
Calico Skies Sailing

Off the Beaten Path, Sailing Down East Maine in the Fall (Calico Skies Sailing, Ep 77)

In this episode we decide to throw caution to the wind and sail to the very north eastern tip of Maine, right at the Canadian border. Its late September and we should be heading south but adventure calls! Exploring Cross Island is a real treat. The islan...
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