Watch Sailing & Boating Adventures Around the World – Page 86 of 89

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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Insane ICW Bridges Of South Florida | Sailboat Story 30
Sailboat Story

Insane ICW Bridges Of South Florida | Sailboat Story 30

We go through many icw bridges as we sail South along the intracoastal waterway, getting closer and closer to the Bahamas everyday! Things change the further South that you get along the ICW. The water gets clearer, the people get crazier, and the bridges become MUCH more numerous. These changes o...
1] Goodbye $50,000 Debt, Hello Bluewater Sailboat | Abandon Comfort
Abandon Comfort

1] Goodbye $50,000 Debt, Hello Bluewater Sailboat | Abandon Comfort

We hope our series will serve as a place for actionable advice for those looking to pursue an alternative lifestyle. Whether it be sailing the world or just living smaller. We have never been happier than we are now. Living small on our bluewater sailboat has exceeded our every expectation and we wa...
Our Journey to Sailing The World – Sailing Vessel Somnium Trailer
Learning the Lines

Our Journey to Sailing The World – Sailing Vessel Somnium Trailer

Music - "Rich Kids" by Judah & The Lion. Check out their single "Take It All Back 2.0" here. ----------------------------------------------------------------------------------------------------------------------------------------------- Not-A-Broker Consulting: Facebook:...
Pirate Wench Explores St Augustine – | Sailboat Story 28
Sailboat Story

Pirate Wench Explores St Augustine – | Sailboat Story 28

We've anchored the Sandflea at the Bridge Of Lions in St Augustine. The current is strong, but our anchor is holding strong. Aside from an absolutely ripping current running through the anchorage, our St Augustine stop was just great! What a wonderful city. It's so well managed, so clean...
Searching For Wild Horses On Cumberland Island | Sailboat Story 27
Sailboat Story

Searching For Wild Horses On Cumberland Island | Sailboat Story 27

We've cruised our sailboat along the ICW all the way to Cumberland Island, the Southernmost barrier island of Georgia. It's time to explore Cumberland Island - land of the wild horses - and to see if the cousins of the Carrot Island herd are as bloodthirsty as their kin. No joking now......
Island Hopping the Exumas – S1:E12
Sailing Doodles

Island Hopping the Exumas – S1:E12

The Exuma Islands in the Bahamas are some of the best cruising grounds in the world and we are happy to be island hopping them! We spend a few days at Higbourne Cay before moving down the chain to Warderick wells and the Exuma Land and sea park. Be sure and join us next week when we swim with the...
A Short Break From The Cruising Life GRIND | Sailboat Story 26
Sailboat Story

A Short Break From The Cruising Life GRIND | Sailboat Story 26

In this video, we take a break from cruising life to visit our family that has come to meet us at St Simons Island. The good news - we'll get to visit our family one last time before we head to the Bahamas for a while. The bad news - now we have to say goodbye all over again! In this video, ...
Cruising To Tybee Island + Interview With Molly | Sailboat Story 25
Sailboat Story

Cruising To Tybee Island + Interview With Molly | Sailboat Story 25

Thus far, we've sailed from Maryland to Tybee Island, GA. I hate to say it, I really do, but our home state of Georgia has been the least fun section of the ICW for us. We've grounded 3 times, and had to be SUPER on top of our navigational skills to make it through this tricky GA stretch....
DON’T BE A WANCHOR! Living on a sailboat… Ep 42
followtheboat

DON’T BE A WANCHOR! Living on a sailboat… Ep 42

Don't be a wanchor! Move that sailboat! Anchoring close to other boats drives everybody crazy. "How to anchor a sailboat" should be something we all learn before we start living on a sailboat. Every liveaboard sailor has a tale to tell of bad anchoring, and this was just one such tale...
Liveaboard Family Explores Beaufort SC | Sailboat Story 24
Sailboat Story

Liveaboard Family Explores Beaufort SC | Sailboat Story 24

We've anchored our sailboat in Beaufort. That's Byew-Fert. Now, to further clarify... Boh-Fort is a completely different place, and is in fact, in a completely different state... NC to be exact. Moving on... BEAUFORT, SC! Great little town. One great thing is that the marina offers FREE...
Sailing Across the Gulf of Mexico – S1:E05a
Sailing Doodles

Sailing Across the Gulf of Mexico – S1:E05a

It is our first 3.5 days across the Gulf of Mexico. We have mostly calm seas but the wind starts to give us some issues because it shifts to come out of the direction we are trying to go. Cehck out our web page and patreon account! Music Cool Intro - Stings by Kevin MacLeod is licensed under a ...
A Pretty Girl Joins The Crew – S1:E04
Sailing Doodles

A Pretty Girl Joins The Crew – S1:E04

Megan joins the crew, we make our final preparations and finally set sail! Thanks to all the family and new cursing friends that helped us get going! Help us keep going by checking out our website Also check out our friend at Windward Sea Venture to learn about sailing or charter Check out Wa...
We’re on a boat! – S1:E03
Sailing Doodles

We’re on a boat! – S1:E03

In this Episode we move down to the boat and start getting it ready to set sail. I encounter quite a few snags and gross set backs but its all worth it in the end! Support us on patreon: Follow us on Instagram: @Sailingdoodles Music by: Silent Partner: Daisy Dukes Riot: Jupiter One Topher Moh...
Welcome to the Boat Graveyard  (EP 1 – MJ Sailing)
MJ Sailing

Welcome to the Boat Graveyard (EP 1 – MJ Sailing)

Click subscribe to follow all our adventures. Please become a Patreon! Check out our previous sailing photos on Instagram: Our first entry in our video series after cruising for 3 years and blogging for 6! In this episode you will see the history of how we arrived at where we now are in India...
Moving Aboard Our Endeavour 32 Sailboat | Sailboat Story 16
Sailboat Story

Moving Aboard Our Endeavour 32 Sailboat | Sailboat Story 16

We move aboard our Endeavour 32 sailboat. She's a 1979 32 foot sloop with solar panels, composting toilet, dinghy davits, and a Yanmar 3YM20 diesel engine. This is it. The time is now. Time to load up our things, leave town for the final time, and move aboard our new home - a 1979 Endeavour 3...
Pre-Departure Boat Projects – Part 2 | Sailboat Story 15
Sailboat Story

Pre-Departure Boat Projects – Part 2 | Sailboat Story 15

We paint the bottom, change the oil, install a bimini, wax the hull, and complete our list of boat projects in this vlog. This is part 2 of our pre-departure boat work. We spend another 5 days in Maryland working hard on the boat, and doing everything we can to be sure that is ready to go. It won...
Sail Life – Refleks stove placement, DIY sailboat restoration
Sail Life
Boat #9: 1985 Niagara 35
HaveWindWillTravel.com

Boat #9: 1985 Niagara 35

That's right. It's s/v Plaintiff's Rest from post re-rig, re-fit and repairs. I will also show you each of the features on our boat that Phillip and I believe make it a great cruising vessel from engine access to battery maintenance to the sump box and more. If any of you out ther...
Countdown to Cuba!  (Announcing Season 4)
HaveWindWillTravel.com

Countdown to Cuba! (Announcing Season 4)

Quick video sharing some of our fun ideas for Season 4 on the Tube! Feel free to chime in. While we prepare to go cruising this winter, we're going to share it all in a series of "How To's" as steps towards cruising. What topics would you like us to cover? And, are you ready ...
#74: Splash Day!  (Say “Bye, Bye Shipyard!”)
HaveWindWillTravel.com

#74: Splash Day! (Say “Bye, Bye Shipyard!”)

We completed our three-month stint at the yard, documented in complete detail at Phillip says "Take that 'Hard Times on the Hard!'" We are out of the yard! Looking back, though, it almost seemed easy. Almost. But it was definitely worth it. After three months in the yard, ...
Get Inspired. Get on Board!
HaveWindWillTravel.com

Get Inspired. Get on Board!

Curious about cruising? Come aboard. At we're creating cruisers, one dreamer at a time by sharing our story through books, blogs and videos, touring boats and giving away "Gifts of Cruising" (currently a 6-day bareboat charter course) to help people just like you who have the dream...
#73: Raising the New Rig — Part 2
HaveWindWillTravel.com

#73: Raising the New Rig — Part 2

Here comes the Hotstepper! And here comes the hi-mods. Watch as we step the mast and install mechanical fittings (hi-mods) on each of the stays and shrouds to complete the final phase of replacing our original 1985 rod rigging with uniform 5/16 stainless steel wire. Now that the stick is back up,...
#72: Raising the New Rig — Part 1
HaveWindWillTravel.com

#72: Raising the New Rig — Part 1

Three months in the yard and we are finally ready to raise the new rig. Watch as we assemble the shrouds and stays, put our first hi-mod mechanical fitting on the forestay and complete all of the leg-work in order to (finally!) step the mast and raise the new wire rig. Curious about cruising? Com...
#71: The 847 Other Boat Projects We Did at the Yard
HaveWindWillTravel.com

#71: The 847 Other Boat Projects We Did at the Yard

Three months at the yard documented in detail at They say: "If you're going to haul out, be sure to do this and that and this while you're out of the water." Well, trust me. We did. I have spared you for quite some time but I now think you're ready. I give you .... jus...
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