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April 28, 2024

Calico Skies Sailing

January 07, 2019 SAILING YOUTUBERS

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Joined: January 07, 2019

Subscribers: 34,000

Videos: 250

Social Media Links:

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Two dreamers traveling the world on our 36ft sailboat We don't always know where we're going but we're always going! 30,000+ miles in 2 years, 0 plans to stop! Here’s to enjoying the ride & a life uncommon!

Published on April 28, 2024 by info@weboating.com

Two dreamers traveling the world on our 36ft sailboat
We don’t always know where we’re going but we’re always going!
30,000+ miles in 2 years, 0 plans to stop!

Hereâs to enjoying the ride & a life uncommon!

Calico Skies Sailing Journey and Videos Locations

Calico Skies Sailing Latest Episode

Category:

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Calico Skies Sailing Lastest Videos

It Takes a Village!! Wrapping up our last projects pre-Pacific Crossing (Calico Skies Sailing 222)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) https://www.patreon.com/CalicoSkiesSailing 0:00 Intro 0:10 New Stack Pack Arrives 2:46 Quick shopping trip at Rediviva 6:37 ...

Published: Apr 28, 2024

Language: EN

Play Time: 00:00:22:42

Getting close – But we’re still finding things as we prep to cross the Pacific Ocean! (CSS, Ep 221)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) https://www.patreon.com/CalicoSkiesSailing 0:00 Intro 0:10 Gooseneck Repair 6:50 Chainplate Checks / Inventory Provisions 10:...

Published: Apr 14, 2024

Language: EN

Play Time: 00:00:18:49

Life Update, What It Really Takes To Cross an Ocean (Calico Skies Sailing, Ep 220)

Get 20% off Magic Mind using code SAILING20 https://www.magicmind.com/calicoskies Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) https://www.patreon.com/CalicoSkiesSailin...

Published: Apr 02, 2024

Language: EN

Play Time: 00:00:31:58

Pirates of La Cruz?! (Calico Skies Sailing, Ep 219)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) https://www.patreon.com/CalicoSkiesSailing It always a blast when we can get together with other channels, special shout out ...

Published: Mar 24, 2024

Language: EN

Play Time: 00:00:18:40

A VERY bad passage – One that even made Bills radar 🫣🥺 (Calico Skies Sailing, Ep. 218)

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Published: Mar 17, 2024

Language: EN

Play Time: 00:00:25:21

Its Getting Dirty Over Here 😝 – I’m taking over boat work!!! (Calico Skies Sailing, Ep 217)

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Published: Mar 10, 2024

Language: EN

Play Time: 00:00:18:17

Watch Calico Skies Sailing From The Beginning!

Place your bets! (Calico Skies Sailing Ep. 1)

As temperatures drop in Gibralter this fall we decide to make a beeline back to the Caribbean and have big money riding on our plan to complete the 3400 mile trip in just 25 days - no crew - just us, our 36 foot sailboat, and a whole lot of ocean. -~-~~-~...

Published: Mar 18, 2019

Language: EN

Play Time: 00:00:06:05

Trans-Atlantic Crossroads (Calico Skies Sailing Ep. 2)

It's around the 5 or 6 day mark of our Trans-Atlantic and we're just starting to get into the groove when we're forced to make a choice which becomes a defining moment in our passage. We're facing the first big challenge on this journey but its all just pa...

Published: Mar 26, 2019

Language: EN

Play Time: 00:00:09:11

Trans-Atlantic: In for the Long Haul (Calico Skies Sailing Ep. 3)

After being at sea for a week we are in the groove of our passage. We decide to skip a stop in the Canary Islands and take our chances continuing non-stop to the Caribbean! -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining th...

Published: Apr 02, 2019

Language: EN

Play Time: 00:00:05:25

Trans-Atlantic: Tough Stuff (Calico Skies Sailing Ep. 4)

We're at the mercy of Mother Nature when rough weather brings breakages, leaks, and a whole lot of discomfort. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Consider joining the Calico Skies Patreon family for as little as $2 a month to g...

Published: Apr 04, 2019

Language: EN

Play Time: 00:00:06:48

Trans-Atlantic Arrival: Land Ho!! (Calico Skies Sailing Ep. 5)

We're on the home stretch of this mammoth journey and time seems to stand still until all at once and in an instant we experience what it feels to see land after nearly a month at sea. -~-~~-~~~-~~-~- Thanks to our Patrons! Enjoying our channel? Conside...

Published: Apr 09, 2019

Language: EN

Play Time: 00:00:05:59

Anchors down! Welcome to the Caribbean (Calico Skies Sailing Ep. 6)

A celebration is in order after arriving to the Caribbean after almost 27 days at sea! In this episode excitement is at an all time high and it takes us some time to ease back into the good ole regular cruiser life. -~-~~-~~~-~~-~- Thanks to our Patrons! ...

Published: Apr 19, 2019

Language: EN

Play Time: 00:00:08:14

Minisode 1: Island Hopping: Sailing the Caribbean Sea

We had a beautiful 300 mile, 45 hour sail from Guadeloupe to Puerto Rico in ideal Caribbean sea conditions. Check out the highlights in this 'Mini-sode' and get a glimpse of our sailing journey as a crew of two in this real time clip. More to come when we ...

Published: Apr 24, 2019

Language: EN

Play Time: 00:00:02:53

The Cruising Life: Fixing the Boat in Exotic Places (Calico Skies Sailing Ep. 7)

It's time to get moving on boat repairs after our big transatlantic passage. But like anything in life, its all about balance. In this episode we tackle sail repairs and a solar panel installation but also make our way deep into Grenada's lush, tropical ju...

Published: Apr 26, 2019

Language: EN

Play Time: 00:00:09:43

Chocolate, Rum and Our Golden Ticket (Calico Skies Sailing Ep. 8)

This week we learn how rum is made, tour a chocolate factory and find our very own golden ticket when our Amazon order arrives and it's everything we've ever dreamed of and more! We also continue repairing breakages from the transatlantic and move one step...

Published: May 03, 2019

Language: EN

Play Time: 00:00:12:30

When Opportunity Knocks we Top Up the Cruising Kitty (Calico Skies Sailing Ep. 9)

This week we take on a couple of odd jobs to help offset the cost of transatlantic boat repairs. We also make time to explore Grenada's north shore and make a trip to a stunning deserted island off the coast. As per usual, there's also more boat repairs m...

Published: May 10, 2019

Language: EN

Play Time: 00:00:12:08

We are a Sailboat Again! (Calico Skies Sailing Ep. 10)

This week we FINALLY finish boat repairs: Calico Skies has never been in better shape, and we've never been more excited! We still need to prepare for departure though, which means provisioning (aka buying lots of chocolate), cleaning the boats anchor chai...

Published: May 17, 2019

Language: EN

Play Time: 00:00:13:43

Welcome to the Jungle (Calico Skies Sailing Ep. 11)

It's all fun and games in the exotic Caribbean island of Dominica. In this episode we make the 36 hour sail from Grenada and arrive into a mountainous island covered in rain forest and dense, tropical jungle. The first thing we do is take a trip via rowboa...

Published: May 23, 2019

Language: EN

Play Time: 00:00:12:04

Neighbor Island’s: Same Caribbean, Different Worlds (Calico Skies Sailing Ep. 12)

It's hard to top the enchanting Indian River we explored in last week's episode but our discovery of an incredible waterfall just inland from our anchorage here in Dominica might be the islands best surprise yet. It's our last bit of tropical jungle explor...

Published: May 31, 2019

Language: EN

Play Time: 00:00:11:50

Bienvenido a Culebra! (Calico Skies Sailing Ep. 13)

The tiny island of Culebra packs a big punch - From the incredibly clear and beautiful greeny-blue water full of sea life to the numerous chill bars with easy dinghy access, we couldn't have asked for more from our very first Puerto Rican experience. While...

Published: Jun 07, 2019

Language: EN

Play Time: 00:00:10:51

Provisioning a Sailboat for the Bahamas Our Way! (Calico Skies Sailing Ep. 14)

Many boats jumping to the Bahamas stock up in Florida. We are in the different position of heading to the Bahamas from the Caribbean, so we get creative and choose to do the majority of provisioning on the tiny island of Culebra! Or at least that was the g...

Published: Jun 14, 2019

Language: EN

Play Time: 00:00:09:23

Preparing our Sailboat for a Blue Water Passage to the Bahamas (Calico Skies Sailing Ep. 15)

It's a busy few days in San Juan, Puerto Rico getting Calico Skies prepped and ready to go for our 750 mile sail to the Bahamas. We're planning for a seven day trip which means everything must be stowed away and the ship made ready for offshore blue water ...

Published: Jun 19, 2019

Language: EN

Play Time: 00:00:11:18

Sailing to the Bahamas without a Gulf Stream crossing!! (Calico Skies Sailing Ep. 16)

In previous episodes we provisioned and prepared our sailboat for a long blue water crossing, well my friends the time to embark has finally come! Join us as we sail 750 miles in 6 days from Puerto Rico to the Bahamas. We are treated to beautiful downwind...

Published: Jul 05, 2019

Language: EN

Play Time: 00:00:11:01

The Good Life: Cruising our Sailboat in the Bahamas (Calico Skies Sailing Ep. 17)

After dreaming, scheming, and sailing for the past four months we are finally back in Bahamas and ready to settle into the cruiser life! It feels like the Bahamas were made just for boaters like us . . . perfect weather, zillions of islands to explore, sec...

Published: Jul 21, 2019

Language: EN

Play Time: 00:00:11:47

Buddy Boats Reunite to Sail the Bahamas!!! (Calico Skies Sailing Ep. 18)

Sailing the Bahamas is better with friends! We left NYC in the fall of 2017 with our friends Chris and Michele of S/V Andromeda, making the trip down to the Bahamas as buddy boats. We weren't sure if paths would cross again. Fast forward 18 months and two ...

Published: Jul 31, 2019

Language: EN

Play Time: 00:00:12:12

Bahamas Sailing; Navigating through Devil’s Backbone (Calico Skies Sailing Ep. 19)

After much planning we finally complete the passage through the notoriously tricky Devil's Backbone reef and arrive at a beautiful secluded beach north of Harbour Island, Eleuthera. We are being extra cautious as we opted to tackle the reef without the aid...

Published: Aug 07, 2019

Language: EN

Play Time: 00:00:10:01

Bahamas Sailing; Water, water everywhere, Nor any drop to drink (Calico Skies Sailing Ep. 20)

It may seems like cruising the Bahamas is all about sunsets and rum cocktails but it wouldn't be boat life without dealing with mechanical breakdowns. This time the culprit is a pump for our water-maker. That's ok though, we are able to macgyver a temporar...

Published: Aug 14, 2019

Language: EN

Play Time: 00:00:10:34

A Day in the Life on our Sailboat in the Bahamas (Calico Skies Sailing Ep. 21)

It's a typical day on our sailboat at anchor in a secluded island of the Bahamas. We dive and spearfish during the day and grill our catch on a bonfire by night. When you've finally found the perfect anchorage in your own private paradise, then its time to...

Published: Aug 21, 2019

Language: EN

Play Time: 00:00:11:12

Bahamas Sailing: An Episode about Nothing (Calico Skies Sailing Ep. 22)

How do you name an episode when there is no central theme, we are the main characters, and the story is just about a typical day in our lives? If you are a Seinfeld fan you may call that a show about "nothing". We don't always have a plan but we always fin...

Published: Aug 28, 2019

Language: EN

Play Time: 00:00:10:39

Exploring Eleuthera’s Caves (Calico Skies Sailing Ep. 23)

We've got one last thing to do before saying Goodbye to Eleuthera and beginning the journey North as hurricane season approaches. And that's to hit the road and explore the inland of this amazing island! The theme of this episode is everything caves . . . ...

Published: Sep 05, 2019

Language: EN

Play Time: 00:00:09:30

Bahamas Sailing; crossing from Eleuthera to the Abaco’s (Calico Skies Sailing Ep. 24)

With temperature's rising, mother nature is giving us all the signs that it's time to head north! We enjoy a lovely sail across the North East Providence Channel, between Eleuthera and the Abacos, pulled along by our large, colorful spinnaker. With the fif...

Published: Sep 13, 2019

Language: EN

Play Time: 00:00:11:44

Offshore Passage Planning for our Sailboat (Calico Skies Sailing Ep. 25)

When you take big jumps offshore as opposed to a couple of nights here and there, overall travel time is reduced but preparing for the passage takes longer. To prepare for our planned 10 - 12 day sail north we’ll need to provision, get fuel, prepare meal...

Published: Sep 20, 2019

Language: EN

Play Time: 00:00:11:49

Autopilot Failure at Sea PART 1 (Calico Skies Sailing Ep. 26)

In this episode we take you with us on our planned 12 day offshore sailing passage from the Bahamas, headed north. We begin by sailing off anchor and face calm conditions initially, though soon afterwards strong winds have us reefing down the mainsail. As ...

Published: Sep 28, 2019

Language: EN

Play Time: 00:00:12:28

Offshore Sailing: Our Boat’s Taking on Water!! PART II, (Calico Skies Sailing Ep. 27)

This episode chronicles our passage from the Bahamas to Canada, and begins on a relative high note when a new lead results in an improvement to the autopilot’s performance. The temporary good feelings are short lived however, when a new problem suddenly ...

Published: Oct 08, 2019

Language: EN

Play Time: 00:00:13:35

There are Two Types of Sailors: Those who Run Aground & Those who LIE about it (Ep. 28)

This is an old saying so we can't take any credit for it, but since we run aground in this Episode it seemed to fit! In it, we get to work on fixing our hydraulic autopilot that failed on our passage from the Bahamas. We've detoured to North Carolina and a...

Published: Oct 18, 2019

Language: EN

Play Time: 00:00:13:41

The Great Escape: Hello Sailing, Goodbye East Coast! (Calico Skies Sailing Ep. 29)

Temperatures are soaring here in Beaufort, North Carolina, but that does little to slow us down. In this Episode, we do some more provisioning, and Bill finishes the autopilot repair. Then he cleans Calico’s bottom and we’re finally ready once again to...

Published: Oct 27, 2019

Language: EN

Play Time: 00:00:13:05

Offshore Sailing & The Gulf Stream: Riding the Magic Carpet North (Calico Skies Sailing Ep. 30)

In this episode we set out on our 1000 mile sailing passage to Canada. Initially we encounter steep waves and choppy seas off Beaufort NC but offshore conditions mellow out considerably. We utilize Predictwind and our Iridium Go satellite phone to optimi...

Published: Nov 06, 2019

Language: EN

Play Time: 00:00:12:07

This is Bliss: Offshore Sailing at it’s Finest (Calico Skies Sailing Ep. 31)

Sailing is about the journey, not the destination and this episode is evidence of that. It begins on the fifth day of our 1,000 mile passage from North Carolina to Nova Scotia, Canada. We continue to encounter light but favorable winds and comfortable seas...

Published: Nov 17, 2019

Language: EN

Play Time: 00:00:18:06

Sailing Nova Scotia: A Cruiser’s Playground (Calico Skies Sailing Ep. 32)

This episode sets the theme for our first Canadian Cruising Experience: A little thing we like to call Adult Summer Camp! First, we set sail and head into Lake Bras’dor by navigating the famous St. Peter's Lock. Once anchored, we do some provisioning in ...

Published: Dec 01, 2019

Language: EN

Play Time: 00:00:17:55

Lake Livin’: Sailing Lake Bras d’Or (Calico Skies Sailing Ep. 33)

In this episode, we get busy living our best life on Lake Bras d'Or, Nova Scotia. We pass the time paddling, hiking, making bon fires, and occasionally moving Calico Skies to a new cove for a change in scene. We’re beginning to understand the allure of l...

Published: Dec 10, 2019

Language: EN

Play Time: 00:00:12:49

Happy Holidays from Calico Skies Sailing!

Real time update coming at ya!! We're getting Calico Skies decorated for Christmas and because we're underway it's gotta be done sailboat style (aka can survive heeling). Check out our creative way of putting up 'our tree' and find out what we've been gett...

Published: Dec 17, 2019

Language: EN

Play Time: 00:00:02:09

Summertime and the Livin’s Easy; Spinnaker Sailing on Lake Bra’s Dor (Calico Skies Sailing Ep. 34)

It's time to explore a new part of Nova Scotia's Lake Bras Dor, and as we're starting to realize, there seems to be no end to great sailing days on this beautiful lake! First, we set out with a gorgeous downwind sail, and take the opportunity to explain a ...

Published: Dec 26, 2019

Language: EN

Play Time: 00:00:14:42

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Channel Information:

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Calico Skies Sailing Journey and Videos Locations

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Watch Calico Skies Sailing From The Beginning!