Watch Sailing & Boating Adventures Around the World

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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Docking Gone Wrong – Twice: | Tayvallich : West Coast Scotland | Osprey Sailing Adventures EP15 01
Osprey Sailing Adventures

Docking Gone Wrong – Twice: | Tayvallich : West Coast Scotland | Osprey Sailing Adventures EP15 01

Docking in tight harbours is never stress-free… but in this episode, it goes properly wrong — twice 😅 We arrive in beautiful Tayvallich with plans for a simple stopover, but things quickly unravel as our docking attempts don’t quite go to plan. After a couple of less-than-graceful moments (and a few...
Depth Sounder Fails, Fog and Rocks ahead | Falmouth to The Isles of Scilly | Oyster 56 | Ep 08 01
Osprey Sailing Adventures

Depth Sounder Fails, Fog and Rocks ahead | Falmouth to The Isles of Scilly | Oyster 56 | Ep 08 01

We set off from Falmouth to The Isles of Scilly on our Oyster 56, Osprey, and of course things didn’t go to plan. Partway across, the depth sounder developed a fault, the wind disappeared, and then the fog rolled in. Not exactly the easiest crossing! But once we made it, The Isles of Scilly totally...
We Bought A Boat | Oyster 56 | Osprey Sailing Adventures Ep: 1 | 01
Osprey Sailing Adventures

We Bought A Boat | Oyster 56 | Osprey Sailing Adventures Ep: 1 | 01

LIFE IS A JOURNEY NOT A DESTINATION. We are two middle aged Aussies sailing as many oceans for as along as we can taking friends and crew along for the ride. Join us in this video as we fly around the world to find the perfect Bluewater sailing yacht. 12 months later We move aboard our Oyster 56 ...
The Most PERFECT Monohull To SAIL THE WORLD? [Full Tour] Learning the Lines
Learning the Lines

The Most PERFECT Monohull To SAIL THE WORLD? [Full Tour] Learning the Lines

Sovana is a stunning example of the Passport 545 Vista Center Cockpit, designed with luxurious accommodations, beautiful lines, safety, and ease of handling in mind. The Passport 545 Vista CC was named the 2012 "Cruising Boat of the Year" by Cruising World magazine judges. Sovana has a s...
The PERFECT Monohull to SAIL THE WORLD? [Full Tour] Learning the Lines
Learning the Lines

The PERFECT Monohull to SAIL THE WORLD? [Full Tour] Learning the Lines

Go to and apply today, risk-free This 2006 Oyster 56 sailing yacht is a truly impressive vessel. From the moment you step on board, it is clear that this yacht has been built with the utmost attention to detail and quality craftsmanship. The interior is spacious and luxurious, with beautiful wood...
Sailboat Tools – The Tools We Use Most Aboard Our Boat | Boating Man Cave Insider
SailingBritican

Sailboat Tools – The Tools We Use Most Aboard Our Boat | Boating Man Cave Insider

We help couples and families find FREEDOM, ADVENTURE & FULFILLMENT by helping them transition into the sailing cruising lifestyle. Please like, subscribe, and hit the notification button to see more from Simon. In this episode, he pulls some of his tools out of his man cave. Perhaps in a futur...
Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update
SailingBritican

Family Boat Life: Everything Except Boat Problems | Sailing Britican Sailing Channel Update

Please give us a thumbs up and subscribe to our channel. Purchase a copy of 'A Sailing Cruisers Guide To Making Money,' as mentioned in the video here on Amazon: +++++++++++++++ Freebies - Sailing Guides +++++++++++++++ Check out our SailingBritican.com website for these free guides: ...
St Martin’s Best Anchorage – Sailing Britican
SailingBritican

St Martin’s Best Anchorage – Sailing Britican

Please give us a thumbs up and subscribe to our channel. Get more information on this anchorage and have the ability to leave comments about the video here: +++++++++++++++ Resources +++++++++++++++ JOIN US FOR A SAIL ON BRITICAN The Britican Experience: Check out our blog hosting over 400 art...
How To Change Your Anchor Chain – Top Tips To Avoid Buying The Wrong Anchor Chain
SailingBritican

How To Change Your Anchor Chain – Top Tips To Avoid Buying The Wrong Anchor Chain

Purchase a digital/downloadable copy of our Checklists For Sailors here: +++++++++++++++ Resources +++++++++++++++ JOIN US FOR A SAIL ON BRITICAN The Britican Experience: Check out our blog hosting over 400 articles and videos all about sailing/cruising/liveaboard life here: Visit our Saili...
WE’RE SAILING AGAIN!!! A Britican Sailing Channel Video Update!
SailingBritican

WE’RE SAILING AGAIN!!! A Britican Sailing Channel Video Update!

One of the things I love best about the sailboat cruising lifestyle are the spectacular views and sunsets that we get on a regular basis. It’s been difficult being under lock down due to Covid but we still had wonderful views. And now that we’re able to finally move about again we can re-experience ...
Sailboat Racing In Antigua | Liveaboard Sailing Cruisers that Race | Sailing Britican
SailingBritican

Sailboat Racing In Antigua | Liveaboard Sailing Cruisers that Race | Sailing Britican

Get the full scoop about Sailboat Racing in Antigua at the Oyster Antigua Regatta 2019. Find out what the crew thought of the event, get behind the scenes information, check out some amazing sailboat racing photos and more. Read the associated article that goes with this video here: Please give us...
Sailing St Kitts & Nevis
SailingBritican

Sailing St Kitts & Nevis

In this video, we’ll take you from Saba, past St. Eustatius and down to St Kitts and Nevis. Find out what tasks Simon does at 5am in the morning, experience a very bumpy ride, learn all about booking in and out of St Kitts and Nevis, see what cruisers get up to in St Kitts & Nevis, check out St ...
Sailing to the Caribbean Island of Saba
SailingBritican

Sailing to the Caribbean Island of Saba

Please give us a thumbs up and subscribe to our channel. Then get our FREE checklist on how to start living the sailing lifestyle. Get 160+ steps here: Ever wonder what sailing to the Caribbean Island of Saba might be like? Heck, have you ever heard of the tiny 5 miles long Dutch island of Saba? J...
Sailing The British Virgin Islands (2 of 2)
SailingBritican

Sailing The British Virgin Islands (2 of 2)

In this two-part series, we show you what it's like sailing the British Virgin Islands. In part 1, we show you Spanish Town on Virgin Gorda, the famous geological attraction called The Baths. We then sail over to Leverick Bay to catch a pirate singing show and give you a tour of the Leverick Ba...
Sailing The British Virgin Islands (1 of 2)
SailingBritican

Sailing The British Virgin Islands (1 of 2)

In this video, we’re going to show you what it's like sailing the British Virgin Islands. We’ll show you Spanish Town on Virgin Gorda, the famous geological attraction called The Baths. We’ll then sail over to Leverick Bay to catch a pirate singing show and give you a tour of the Leverick Bay R...
Sailing to Dominican Republic
SailingBritican

Sailing to Dominican Republic

Please give us a thumbs up and subscribe to our channel. Then get our FREE checklist on how to start living the sailing lifestyle. Get 160+ steps here: In this video, you’ll sail with us out of Blue Haven Marina in the Turks and Caicos. You’ll then experience what it’s like to anchor off a deserte...
Oyster Yachts 56 | Sailing Britican
SailingBritican

Oyster Yachts 56 | Sailing Britican

SPECIAL EDITION: Sienna, Britican's Admiral, provides a never been seen before walk through her yacht. PLEASE subscribe to our channel and leave a comment below :) Our Sailing Britican channel aims to educate, entertain, inspire and connect with other sailors. We’re a family of three that ha...
Fort Lauderdale via the ICW | Sailing Britican #25
SailingBritican

Fort Lauderdale via the ICW | Sailing Britican #25

The Intracoastal Waterway in Florida is a popular sailing destination for many reasons. One of the biggest benefits is the variety of scenery that can be enjoyed while sailing. The waterway runs along the eastern coast of the state, and as you travel, you'll see everything from quiet mangrove-l...
Sailing to Florida – Amelia Island | Sailing Britican #20
SailingBritican

Sailing to Florida – Amelia Island | Sailing Britican #20

Our Sailing Britican channel aims to educate, entertain, inspire and connect with other sailors. We’re a family of three that have been live aboard sailors since 2014. In this vLog we leave Charleston and head to our first stop during our sailing to Florida adventure - Ameila Island. Remember to sub...
Time Away From The Boat | Sailing Britican #17
SailingBritican

Time Away From The Boat | Sailing Britican #17

In this episode we take time away from the boat. Join us for our trip from Charleston, SC to England where we meet with friends and family, enjoy some sightseeing, attend a Halloween themed wedding and much more. Please subscribe to this channel to see more videos about what it's like to be a...
Buying a Sailboat – Prioritizing what matters most
SailingBritican

Buying a Sailboat – Prioritizing what matters most

Simon and I talk about seven things that we prioritized as being important factors for buying the right sailboat for us. Make sure to also read the associated article on SailingBritican.com PLEASE subscribe to my channel and leave a comment below :) Read the article associated with this video at: ...
Sailing in Bermuda – Anchored in St George’s Harbor | Sailing Britican #3
SailingBritican

Sailing in Bermuda – Anchored in St George’s Harbor | Sailing Britican #3

Get a free guides here! 'How to buy a sailboat without getting screwed' and 'How to make money sailing around the world': PLEASE subscribe to my channel and leave a comment below :) Read the article associated with this video at: Music credits: Buy my new book!!! 'C...
Saying Goodbye to Sailing Puffin | Sailing Britican
SailingBritican

Saying Goodbye to Sailing Puffin | Sailing Britican

The tide is changing in our lives. We're soon sailing Britican to Bermuda and our long-term liveaboard neighbors, Brad and Cherie from Sailing Puffin, are moving too. Brad and Cherie, however, are hanging up their sailing caps and moving back to land. Whenever we spend a winter, hurricane seaso...
Sailing From Hogsty Reef to Fort Lauderdale Florida
SailingBritican

Sailing From Hogsty Reef to Fort Lauderdale Florida

For insurance purposes we were instructed to make arrangements for the Caribbean hurricane season running from July to November. We had to get above 30 degrees north so we decided to sail from the US Virgin Islands to the east coast of American to North Carolina. This video includes our voyage fr...
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