Watch Sailing & Boating Adventures Around the World
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Sailing to Santa Rosalia | Sailing Avocet
Join us on our sail from Puerto Refugio to Santa Rosalia, where things got a tad sporty on the water! Luckily, Avocet handed it like a champ as we sailed wing on wing and surfed down waves in front of @KesselUnderway Don't miss out on upcoming sailing adventures, DIY stories, and equipment re...
RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233
Go to or use code JIBSEA at checkout to get 4 extra months of Surfshark VPN! Join us as we finally leave Sint Maarten and set off on an 80 nautical mile night sail to the British Virgin Islands! After days of prepping, provisioning, and tying in our hot water heater to the engine, we’re ready to ...
Sailing The Southern Gulf Islands And Catching Cod! Sailor Barry & Hailly
Support: Patreon: PayPal: Buy Us A Beer!!: Sailor Barry & Hailly Season 2 is HERE! And this is the crazy story of how we got Thunder Child! Part One: - Barry - Hailly #SailorBarry #Sailing #Boating
What is SAILING without something BREAKING? | Sailing Sitka Ep 110
What is Sailing without something breaking?! In this episode of Sailing Sitka, we sail from Puerto Escondido to Agua Verde but not without some unnecessary breakages and loses... Subscribe if you enjoy!
“THIS is what we live for!” | Sailing Sitka Ep 106
This is what we live for! On this episode of Sailing Sitka, we sail from San Jaunico to Isla Coronados which turns out to be a glorious down wind sail. Our 1976 Cheoylee Offshore 41 sailboat LOVES sailing wing on wing and we are reminded exactly why we do this crazy life in the first place! We hope ...
We SAILED to a REMOTE Volcano! | Sailing Sitka Ep 103
In this episode of sailing sitka, we sail to a remote volcanic peninsula located in Baja California, Mex. We sailed south from Bahia Conception to Punta Pulpito and had a beautiful down-wind sail for 8 hours. We show what it is like to sail on our Cheoylee Offshore 41' and even catch us some di...
SAILOR GIRL’S POOR TIMING DURING ATLANTIC CROSSING (Part 4) – Ep 172
Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're on days 12-13 of our transatlantic where we've been awaiting stronger winds, which of course, come at the wrong time! Our galley chef whip...
TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171
Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're approaching Cape Verde in days 7-11 of our transatlantic. The days are getting longer and hotter and as the swell climbs, the winds die, makin...
IMMEDIATE REPAIRS NEEDED DURING ATLANTIC CROSSING (Part 2) – Ep 170
Join us on our Hunter sailboat as we continue our voyage across the Atlantic Ocean sailing from Europe to the tropics of the Caribbean. Our sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We conduct immediate repairs b...
EVERYTHING’S BREAKING at the START of an ATLANTIC CROSSING – Ep 169
Join us on our Hunter sailboat as we embark on a memorable transatlantic from Las Palmas, Gran Canaria to the tropics of the Caribbean. Our production sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We hoist our new as...
We CROSSED the SEA (pt 2) Ep 54
In this weeks episode, we finalize our Sea of Cortez Crossing with fresh Mahi Mahi, dolphin sightings and moonlit nights. After a rough part one of this two part series, we overcame some building seas which caused some major seasickness and a heeled over boat. 3 days at sea, we finally approach Maza...
Amazing day sailing from Hornby Island
We wrap up our Desolation Sound trip by provisioning at Refuge Cove, returning to Tenedos Bay where Floating Freedom broke down last year, and then overnight at Tribune Bay before heading home. We experience a perfect day sailing, wing on wing most of the way back to Nanaimo.
Two SAILBOATS RACING to Ascension Bay! Ep 42
In this episode, we have friendly race with our boat buddies from Gr8 Escape. We lift the anchor and leave Turtle Bay early in efforts to sail towards Ascension Bay (as quickly as possible.) Of course, some things break, the wind dies and shinnanigans are involved but our spirits remain high! Love ...
Back OFFSHORE After EMERGENCY Repairs! (Pt 1) Ep 36
In this episode, we sail offshore towards San Diego after fixing our broken spreader from our main mast! Kenna conquers her sea sickness while we get many visits from nature along the way! . Love what you see? Become a Patreon!! We would love to have you aboard! patreon.com/sailingsitka
FINALLY SAILING! Ep 14
After months of boat projects trying to get Sitka ready for offshore, we set her sails in effort to find our first anchorage of the season!
We DIVE Million $$$ Point! | Sailing with Six | Ep 39
We get a beautiful downwind sail from Port Sandwich on Malekula Island to Aore Island in the Vanuatu island chain. We learn about Luganville, the commercial centre of Vanuatu’s Northern Islands and explore this sleepy town on a Sunday while waiting for the cloud to clear and the sun to come out so w...
Cruising Coastal Waters summer sailing fun
On day three of my blue-water adventure, we left Oshima Island and set sail for Hota, which is on the Eastern side of Tokyo Bay and Western coast of the Chiba Peninsula. After about a 7-hour cruise, we stopped and practiced anchoring and swam in the deep teal-blue water. I had a bit of a fright wi...
Sailing to Oshima, Japan: Home of Godzilla! travel vlog
Day two of my 8-day cruise, we left Misaki and were gone with the wind, reaching a milestone in my sailing journey: Oshima Island! The cruise was amazing, and we sailed most of the way with a wing on wing configuration. Located off the coast of Japan, Oshima is the gateway to the Pacific Ocean. Th...
The reality of lock down on our tiny sailboat – Free Range Sailing Ep 140
Join us this week as we brave the oncoming winter in our tiny sailboat and discuss our plans in light of the current restrictions in Tasmania. 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...
How to run goose wing (wing on wing) – Sailing Ep 171
Goose wing, or wing on wing, what do you call it? We show you how we sail wing on wing using a polled-out genoa and prevented main (or mizzen). Just as we think this sailing life can't get any better a fierce squall hits as we sail into trouble inside a rocky anchorage. This is a desolate part ...
SAILING, SCUBA DIVING AND EXPLORING Conception Island – Barefoot Sail and Dive (Ep 22)
We had the opportunity to go sailing on our friends boat 'Dragonfly" for a couple days! We had such a fantastic time sailing on a catamaran for the first time as well as getting in some scuba time! Thank you to everyone who has subscribed! Don't forget to leave a comment and give us...
Sailing Wisdom: Wing on Wing | Ep 12
Herby and Maddie set sail from Oxford to Easton, but they run aground along the way. Follow us on Instagram: Check out our website: Music: Music provided by Bensound![Perfect Downwind Sailing to the DR — Sailing Uma [Step 64]](https://i.ytimg.com/vi_webp/6moBR5BEuNs/mqdefault.webp)
Perfect Downwind Sailing to the DR — Sailing Uma [Step 64]
We waited and waited in Haiti for the perfect wind to sail East to the Dominican Republic. It was a perfect sail. Calm enough to enjoy a nice spa day onboard. After 3 days at sea, we we're excited to see land once more and await all the new adventures that awaited us on shore. If you enjoyed ...