Watch Sailing & Boating Adventures Around the World – Page 4 of 15
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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 having with our code zero furler. Our boat is cur...
Cruising Life, it’s not just about Sailing! | Sailing on a Whim Ep. 35
On this episode of Sailing on a Whim, we're spending time at one of our favorite islands in the Bahamas, Manjack Cay in the Abacos. Cruising life is not just about sailing and in this episode of Sailing on a Whim we spend our time on the island working on art projects and resurrecting a Val Tri...
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 cool to watch the majestic Fort...
SAILING Our PERFORMANCE CATAMARAN 1200 NM Florida to Rhode Island | Ep 33
SAILING Our PERFORMANCE CATAMARAN 1200 NM Florida to Rhode Island | Ep 33 After a few weeks of boat maintenance in Ft. Lauderdale we are embarking on a 1200 nautical mile passage from South Florida to Newport, Rhode Island on our Seawind 1600 catamaran. The state where I grew up, and Fabio lived fo...
Would you dare swim here? Anchored in a Seal Colony (feat. EAGLE v. DRONE) Free Range Sailing Ep 176
We explore remote Daw Island in the Recherche Archipelago, Western Australia. KEEP US SAILING Support us and gain early access to videos and other exclusive rewards. Become a patron of Free Range Sailing today! Some of our fans prefer to make a direct contribution by Paypal: OUR SOCIALS Fo...
Sailing with a baby (First Time) – Unforgettable Sailing #188
It's time to move anchorage and set sail. Most things in life have only one first time and this will be baby Isla first sail ever. Will she enjoy it? Do you remember you first time sailing? Tell us in the comments. I do remember mine (Georgia here) it was in a lake in South Brazil, things were...
How to survive a relationship – Sailing Ep 257
How do we argue and remain friends on a small boat? SKIP TO 03:09 FOR THE FULL DISCUSSION. What's it like living 24/7 in such a tiny home? Has the last year been worse? 00:00 [Intro] Liz in a bad mood, Jamie annoying her 00:10 Sailing for the first time in a few weeks 01:32 Is interactive rad...
Our MOST remote anchorage yet – Hogsty Reef | Sailing Aequus – Episode 15
We make landfall in the Bahamas at the super friendly island of Inagua. After checking in with customs and immigration we decide to stretch our legs and explore the old lighthouse that James thinks the English built! We then head off to explore Hogsty Reef which is a unique horseshoe coral atoll l...
Human vs Autopilot, Which is Better? (Sailing Popao) Ep.49
After 600 nautical miles with a broken Autopilot it was a BLOODY good feeling pulling into Airlie Beach knowing there was a brand new tiller pilot awaiting our arrival. SKIP TO YOUR FAVOURITE PART: 00:00 - Intro 00:37 - Wild Ride 01:40 - Airlie Beach 04:23 - Tiller Pilot Upgrade 08:35 - Calibrat...
Heavy Wind and Rain at Anchor!!! | Caribbean Sailing
EP 174: Boat Life is Boat Work in Exotic Places... We finally managed to catch a gap in our rainy weather window to head off to the shops to buys some boat stuff.. one being hooks so i can actually hang stuff up on the boat.. such as hats, towels etc.. I couldn't find anything remotely aesthe...
Catamaran Life: What A Spectacular Difference! | Sailing Ruby Rose
Welcome to Catamaran life! After nine years of Sailing our Monohull, Ruby Rose around the world, we are now slowly realising the joy of Catamaran life. The space, the simplicity that everything seems to have, even the sailing ability. It's fair to say that the transition from life on boat a m...
BOAT PROBLEMS: We NEED a new DINGHY…
EP 172: BOAT PROBLEMS: We NEED a new DINGHY... We headed off to go see the Leather back Turtles up north by Levera Beach here in Grenada. It was amazing to see how massive these beautiful creatures get and managed to see a mama laying her eggs. We showed the Germans how South Africans "Braai&q...
Boat Life | Where are the LOBSTERS?
EP171: BOAT LIFE: Where are the LOBSTERS? We attempter our first HASH! (No.. it's not what you're thinking 😜) The Hash in Grenada is a fun run or walk and takes part every weekend on different parts of the island so it's a pretty cool way you can explore the island. Our boat got c...
SAILING LIFE: Why is it so hard to say goodbye? #86
I want to believe that I will eventually get used to it, but I really don’t. Time after time after time, saying goodbye is still hard. Ryan actually cried after watching the first cut of this video :) I try to hang on the fact that it is only hard because the friendship is meaningful, which… yeay!!...
Sailing Australia | We Have Something Amazing To Show You!
Sailing in Australia is some of the worlds finest Sailing. Many of you kn ow that we are moving to our new catamaran at the end of this year. This gives us the opportunity to learn the lines before we move on board Ruby Rose 2 Join us as we sail the Eastern Coast of this amazing Southern Land. All ...
Goodbye Ruby Rose- Our Final Episode
Goodbye to Ruby Rose, our home for 6 years. Saying goodbye to a sailboat is quite an emotional thing- Ruby Rose kept us safe and comfortable for so many years and we had some amazing adventures on her. Leaving her for the final time is strange and discombobulating, particularly since we have no idea...
How to Prepare Your Boat for an offshore Passage Ep 50
It is time for another passage and this time we have created a pre-passage checklist to help us remember to check all those various items before we sail. Check out the checklist in our Extras section at Then we go get our COVID test (#5) for admittance to Turks and Caicos and then we check out of ...
We BROACH our Yacht! | Sailing Aequus – Episode 3
We go on an exciting mini adventure for 5 days for New Years Eve with @RyanSophieSailing on our yacht sailing Aequus, alongside@thelastpirate on Mikes beautiful Hanse 575 (Ellipsis). Our last sail of 2020 pretty much summed up the year most people have had... LOUSY!!! In the space of 6 hours we ha...
Getting a tow, a broken outboard, and the MOST BEAUTIFUL ANCHORAGE in the world. Sailing to Milos.
We get a tow from a kind man with a working outboard after ours breaks AGAIN. Plus we wake up in the most beautiful anchorage in the world. For Greece's top 10 anchorages head here Thanks to everyone for your support - like and subscribe if you enjoyed :) and below are some more ways you ca...
SAILING LIFE: What cruising looks like in 2021. #82
Brainstorm Hurricane season 2021 with us: Navigating amidst at pandemic: Tips for going from 0 to full time cruising: Support the Channel, join our Patreon crew! It’s a bit chaotic, but it’s not all bad! You wouldn’t know it by watching this video, but Bonaire is currently on level 6 a...
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 the time has come for us to start our long tre...
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 harbor is very tight, Brian (S/V Delos) jumps in ...
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 island shows the rugged side of Maine and also it...