Watch Sailing & Boating Adventures Around the World tagged “Calico skies sailing”

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...

Aug 07, 2019
Language: EN
Play Time: 00:10:01

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 ...

Jul 31, 2019
Language: EN
Play Time: 00:12:12

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...

Jul 21, 2019
Language: EN
Play Time: 00:11:47

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...

Jul 05, 2019
Language: EN
Play Time: 00:11:01

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...

Jun 07, 2019
Language: EN
Play Time: 00:10:51

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...

May 31, 2019
Language: EN
Play Time: 00:11:50

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...

May 23, 2019
Language: EN
Play Time: 00:12:04

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...

May 17, 2019
Language: EN
Play Time: 00:13:43

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...

May 10, 2019
Language: EN
Play Time: 00:12:08

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...

May 03, 2019
Language: EN
Play Time: 00:12:30

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...

Apr 26, 2019
Language: EN
Play Time: 00:09:43

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 ...

Apr 24, 2019
Language: EN
Play Time: 00:02:53

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! ...

Apr 19, 2019
Language: EN
Play Time: 00:08:14

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...

Apr 09, 2019
Language: EN
Play Time: 00:05:59

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. -~-~~-~...

Mar 18, 2019
Language: EN
Play Time: 00:06:05

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