Watch Sailing & Boating Adventures Around the World – Page 33 of 42

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.

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We Bought a HUGE Gypsy SAILBOAT ⛵️🌊
Expedition Drenched

We Bought a HUGE Gypsy SAILBOAT ⛵️🌊

Learn more about our plans and how you can come aboard: Watch out world be bought a boat! We are so excited and proud to introduce you to our new floating home Sylfia. It was a long road for us to reach this point, but we couldn't be more stoked to be here chasing after our wildest dreams. H...
Treasure hunt FAIL around Tobago Cays – EP 88 Sailing Seatramp
Sailing Seatramp

Treasure hunt FAIL around Tobago Cays – EP 88 Sailing Seatramp

We are just sitting at the airport in Union Island to clear into the Grenadines when we see on Instagram a post of SV Delos with a treasure hunt. The few hints are enough for Nina to know where he should be. We change our plans and go to the island to look for the treasure... unfortunately unsuccess...
#39m The Start of Our Circumnavigation – Cape Town to Namibia | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#39m The Start of Our Circumnavigation – Cape Town to Namibia | Sailing Sisu Leopard 45 Catamaran

We did it! We started our circumnavigation! We moved onto the boat end of November 2018 and left Cape Town beginning February 2019. We had three months to prepare Sisu and ourselves for this day...Now you know why we were a bit busy :-) RYA Yachtmaster Offshore, Aftermarket stuff such as Lithium and...
Sailing Moreton Bay – Sailing Australia Ep.45
Sailing Yacht Florence

Sailing Moreton Bay – Sailing Australia Ep.45

Florence plowed through a smack of jellyfish we entered Moreton bay but with poor weather forecast we went and hid in a marina. This allowed us to meet up with a couple who follow our channel and they very kindly lent us their car so we could make the most of the time by exploring inland and the gla...
Nooooo, we’ve got water flooding in! Turn on the pumps! | Sailing Ruby Rose | Sailing Vlog 90
Sailing Ruby Rose

Nooooo, we’ve got water flooding in! Turn on the pumps! | Sailing Ruby Rose | Sailing Vlog 90

You guys. This launch day did *not* go to plan. The boat went back in the water just fine. However, when we went to check the seacocks, we noticed they were leaking... And that's when the fun started. Watch on to see what happens next! Cheers, Nick & Terysa The equipment we use: Pan...
Upwind sailing fun back to Carriacou – EP 87 – Sailing Seatramp
Sailing Seatramp

Upwind sailing fun back to Carriacou – EP 87 – Sailing Seatramp

After we have repaired our window we decide to explore the south of Grenada. It would be an upwind sail so we decide to use the engine for the few miles. Trampi flies through the water and tries to get rid of Nina. Nina cracks her first coconut and we start our way to St. Georg's for refueling...
SCUBA Adventures & Plastic Heartbreak || Huahine, Society Islands French Polynesia
Gone with the Wynns

SCUBA Adventures & Plastic Heartbreak || Huahine, Society Islands French Polynesia

With the sun high in the sky, slack tide on the way and the seas relatively calm, there was only one thing to do.  Go scuba diving! TAKE ACTION with our #PlasticFree tips: JOIN OUR SAILING CREW ⛵ 🎥 OUR CAMERA GEAR  📷 Main Cam:  Second Cam: gonewiththewynns.com/product/productsony-dsc-rx100m...
Hitchhiking & Lunch with the GODS! || Huahine, Society Islands French Polynesia
Gone with the Wynns

Hitchhiking & Lunch with the GODS! || Huahine, Society Islands French Polynesia

We’re embracing each new island like a field trip. So, lace up your comfy shoes, grab your raincoat and lets go on walkabout around the island of Huahine. MORE DEETS on the BLOG post: JOIN OUR SAILING CREW ⛵ 🎥 OUR CAMERA GEAR  📷 Main Cam:  Second Cam: gonewiththewynns.com/product/productsony-...
Ep 41.  Sailing, SCUBA Diving and Sad Goodbyes. (Sailing Susan Ann II).
The Daley Adventure

Ep 41. Sailing, SCUBA Diving and Sad Goodbyes. (Sailing Susan Ann II).

I know, I know, we promised an episode a week and failed after only a few weeks! This was not Hayley’s fault tho. She’s had an issue with trying to export the finished episode from iMovie and it turns out there was 1 dodgy frame somewhere that was making it fail. It took us forever to find it! T...
Engine failure in the Great Sandy Straits, Australia – Sailing Australia Ep.44
Sailing Yacht Florence

Engine failure in the Great Sandy Straits, Australia – Sailing Australia Ep.44

Experiencing engine failure twice and coming face to face with a wild Dingo on Fraser Island. The life of a cruising sailor can be very varied, having to fix an engine issue in the middle of a massive thunder and lightning storm is not our favourite occupation, and coming face to face with a Dingo a...
A private Island – our home after sailing? – EP 85 Sailing Seatramp
Sailing Seatramp

A private Island – our home after sailing? – EP 85 Sailing Seatramp

Early in the morning we left the Tobago Cays and are on our way to Union Island to check out. Before we arrive in Grenada, Nina sees a small island on the horizon and claims property for it. We anchor with Seatramp on 2.50 m water depth and go to explore the island with the Dinghy. With a lot of ima...
Daily Life on A Boat
Gone with the Wynns

Daily Life on A Boat

After epic days in Moorea swimming with whales, it was time to fix broken bits and dust off the spinnaker for a beautiful overnight sail to Huahine. JOIN OUR SAILING CREW ⛵ MORE DEETS on the BLOG post: 🎥 OUR CAMERA GEAR  📷Main Cam: Second Cam: gonewiththewynns.com/product/productsony-dsc-r...
Gone With The Wynns Q&A: Patreon Crew, Future RV Plans, and Dealing With Expectations.
Sailing Ruby Rose

Gone With The Wynns Q&A: Patreon Crew, Future RV Plans, and Dealing With Expectations.

Okay, so first of all, I apologise for the audio in this video. There was a lot of background hull slap which the microphone picked up, so trying to reduce that while still keeping our voices sounding natural was a challenge for me. Anyway, onto the Q&A! Huge thankyou to our Patrons for submit...
Gone With The Wynns & Ruby Rose. Outtakes, Bloopers & NSFW Behind the scenes.
Sailing Ruby Rose

Gone With The Wynns & Ruby Rose. Outtakes, Bloopers & NSFW Behind the scenes.

First of all, there's quite a bit of strong language in this video and it's not bleeped out. So if you find it offensive or are watching with young children, you've been warned! Now that's out the way, without further ado, in celebration of April Fool's Day, sit back, relax...
Arriving in paradise: Tobago Cays – EP 84 Sailing Seatramp
Sailing Seatramp

Arriving in paradise: Tobago Cays – EP 84 Sailing Seatramp

After a short stop on the fuel station we leave Barbados and set sails to St. Vicent and the Grenadines. It's a night sail together with our friends Mark and Marijke from GreatCircle. We arrive in paradise, also known as Tobago Cays were we meet the Kiwi Family Ocean Alley and end the day wit...
Completing our voyage across the Worlds Largest Ocean – Sailing the Pacific Ep.43
Sailing Yacht Florence

Completing our voyage across the Worlds Largest Ocean – Sailing the Pacific Ep.43

This 6 day offshore passage from New Caledonia to Australia completed our 12000 mile journey across the south pacific, the worlds largest ocean. Despite ripping our mainsail and having to come up with an alternative sail plan, we finally reach Australia, the end of the south pacific journey for us. ...
Sailing fun with GreatCircle on Barbados – EP 83 Sailing Seatramp
Sailing Seatramp

Sailing fun with GreatCircle on Barbados – EP 83 Sailing Seatramp

Challenge of this episode: Reminding Mark how much fun a monohull sailing can be In this episode we wait for a weather window to cross to the St. Vicent and the Grenadines but the forecast looks bad. We sail with our friends Mark and Marijke back to Port St. Charles. Since we bought a new drone...
Goodbyes and Our Honest Thoughts on Catamarans | The Wynns & Sailing Ruby Rose, Part 6
Sailing Ruby Rose

Goodbyes and Our Honest Thoughts on Catamarans | The Wynns & Sailing Ruby Rose, Part 6

This week is our very last Gone With The Wynns episode. I know. I'm sad about it too. Huge thankyou to Nikki and Jason for having us onboard and letting us film practically non-stop! We owe you guys big time. If you've enjoyed this mini-series, please let us know in the comments below!...
Touching land after an ocean crossing, say Hi to Barbados – EP 82 Sailing Seatramp
Sailing Seatramp

Touching land after an ocean crossing, say Hi to Barbados – EP 82 Sailing Seatramp

It still feels unreal: After 17 days in the middle of the Atlantic, surrounded only by water, we arrive in the Caribbean. First stop Barbados. We are overwhelmed to be able to walk on land again, but there is only a small break to relax. Our friends are already in the plane on the way to us... I...
Party at the End of the Road || Pro Surfing & Freediving at Teahupo’o Tahiti (Chopes)
Gone with the Wynns

Party at the End of the Road || Pro Surfing & Freediving at Teahupo’o Tahiti (Chopes)

A world famous surf break brings pro surfers to the end of the road in Tahiti-iti, & we're joining in on the party. JOIN OUR SAILING CREW ⛵ MORE DEETS on the BLOG post: OUR TOP CAMERA GEAR 📷 🎥 🎶 AWESOME tunes for vids: - Artists Used In This Video: Giants and Pilgrams, Adi...
Join us on Patreon!
Ryan & Sophie Sailing

Join us on Patreon!

Thank you!!! Let's be real, without you, making these videos wouldn't be the same and we really appreciate all the support that we receive from the community. I hesitated a long time before getting on the Patreon train, and again, this wouldn't have happened without you! If you wa...
Ep 38. Sailing around the World means: Fixing things in beautiful places.  (Sailing Susan Ann II)
The Daley Adventure

Ep 38. Sailing around the World means: Fixing things in beautiful places. (Sailing Susan Ann II)

Ep 38 WE HEAR THE BABY’S HEART BEAT! At long last we’ve reached the 12 week point in Hayley’s pregnancy and head to a great Doc in St Martin and see and hear our little angel. You’ll have to watch thru to the end to see how it goes. We start this episode in Anguilla doing all the regular maintena...
Escaping the Rat Race Sailing New Caledonia – Sailing the Pacific Ep.42
Sailing Yacht Florence

Escaping the Rat Race Sailing New Caledonia – Sailing the Pacific Ep.42

We escape from the city and explore the southern lagoon of New Caledonia's main island, enjoy some great sailing, stunning anchorages and find a master of disguise hiding in the reef. It is going to be sad to leave all these beautiful islands behind as we leave the south pacific. We are a Brit...
The CRAZIEST Hiking Experience Of Our Lives | Hiking Mo’orea | The Wynns & Ruby Rose Part 5
Sailing Ruby Rose

The CRAZIEST Hiking Experience Of Our Lives | Hiking Mo’orea | The Wynns & Ruby Rose Part 5

This week we set off on what we thought would be a fairly standard 2-3 hour hike. It turned into an epic adventure climbing along a narrow ridge in what felt like a set from Lord of the Rings. The views were definitely worth it though! And then, just as we decided to turn back and face a steep desce...
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