Watch Sailing & Boating Adventures Around the World – Page 88 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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#44: Gift #1 – Pam Wall Cruising Consultant Package
HaveWindWillTravel.com

#44: Gift #1 – Pam Wall Cruising Consultant Package

Big news kids! I'm going to give an invaluable gift of cruising to one of my Patrons. If you all help just a little, I can give something very BIG to one of YOU. I believe this is the best way to use my Patreon funds to give back with an exclusive Pam Wall Cruising and Sailing Consultant, &q...
#43: Removing the Shrouds: How Many Lawyers Does it Take?
HaveWindWillTravel.com

#43: Removing the Shrouds: How Many Lawyers Does it Take?

Two apparently! Removing these shrouds required some hefty plumbing wrenches and a few bad lawyers jokes but we finally got them off! Enjoy!
#41: The Cause of our Rotten Stringers
HaveWindWillTravel.com

#41: The Cause of our Rotten Stringers

Complete rotten stringer repair documented in vlogs at Here, we found out why our stringers rotted. You want to know? Mud clogging the weep hole in our mast step which allowed water to sit constantly in the step and eventually seep down into the stringers because they were not glassed on top. V...
#40: Missing the Mast Already
HaveWindWillTravel.com

#40: Missing the Mast Already

It's sad to see our mast lying lonely on her side at the shipyard. She loves to be standing tall, with lots of folks "hanging around." But I sleep soundly knowing she's got sunny, silky dreams to keep her warm. More sailboat silking at
#39: Pulling the Mast
HaveWindWillTravel.com

#39: Pulling the Mast

Watch us run around like chipmunks in time-lapse mode as we pull the mast. Pretty interesting to see her become completely detached and lifted away. Also, enjoy the Video Breakdown by Yours Truly!
#38: Here Comes the Crane!
HaveWindWillTravel.com

#38: Here Comes the Crane!

Just a few last detachments (just a few, I swear!). This mast pull prep is no effin joke. But all that's left now are the rods holding her up. Here comes the crane!
#37: Here Comes the Boom!
HaveWindWillTravel.com

#37: Here Comes the Boom!

You guys watch closely, because we're counting on you to help us put all of this crap back together. Preparing the boat to pull the mast turned into one heap of a mess, but don't let it get you down! Getting that stringer fixed will get us one step closer to sailing south! Follow along ...
#35: Time to Replace the Old (B)rods
HaveWindWillTravel.com

#35: Time to Replace the Old (B)rods

The only really bad thing about rod rigging is that she doesn't show her age, but we knew, at 30+ years, our original rods were getting up there. If we wanted to sail south next season, a re-rig was in high order. Let the debate begin ... rod versus wire.
#33: Havana Daydreaming
HaveWindWillTravel.com

#33: Havana Daydreaming

We've got a TON of projects coming up kids, so I wanted to give you a little glimpse of what it is that motivates us when we're doing all of this scraping, cleaning, sanding and prepping. Plenty of cruising vids at
#32: When Rigging Fails
HaveWindWillTravel.com

#32: When Rigging Fails

Because sometimes it just does, although our takeaway here was: check your chafe points. But, we were surprised to see our mast (even with a rotten base) stood up to some of the heaviest forces she has ever seen. This was, easily, our worst sail ever on the boat.
Sail Life – House vs Boat, Liveaboard Q&A
Sail Life

Sail Life – House vs Boat, Liveaboard Q&A

After having uploaded the last video, I received an email from Rutger and Ilse with a bunch of questions. All the questions had to do with transitioning from living in a house to become a full-time liveaboard. I figured these questions might be of interest to other potential liveaboards. Let me know...
#28: You’re Doing WHAT with the Handrails?
HaveWindWillTravel.com

#28: You’re Doing WHAT with the Handrails?

If we want to get that boat moving south next year, it's time to get to work. It's stupid what one "little leak" can do to your boat. Rebed Take One (because, yes, this is worthy of a three-part saga). Enjoy! Thanks to my Patrons who make it all possible. Get inspired. Get ...
Sail Life – House VS boat, transitioning to be a liveaboard
Sail Life

Sail Life – House VS boat, transitioning to be a liveaboard

I've been living board the boat for three months now. I know I haven't done a lot of "liveaboard" videos lately. Here is why :-) Do I love being a liveaboard? YES! I could easily see myself living aboard a boat the rest of my life. Links: Facebook: www.facebook.com/saildotlife T...
#27: Where Are You Going?
HaveWindWillTravel.com

#27: Where Are You Going?

Cuba! I'm kidding (sort of). Maybe. There and 1,000 other places. I'll share our (very vague) plans but we're less than a year out and--believe me--that's not near enough time. (But it never is.) A big shout-out to just a few of the other wanderlusts who inspire us: Dani &a...
#26: Where Have You Been?
HaveWindWillTravel.com

#26: Where Have You Been?

Before we tell you where we're going, I thought it might help to know where we've been. In fact, I wrote it all down for you in my first sailing book -- SALT OF A SAILOR (FREE TODAY on Kindle): Happy Thanksgiving followers!
#25: What is Your Story, Annie?
HaveWindWillTravel.com

#25: What is Your Story, Annie?

Time to get real people. I've had a great time making entertaining videos but it seems folks want to know the REAL STORY. Well, this is it. The story of me. Stay tuned for the Keys to the Kingdom book launch at
#14: Brandon Makes Us Dock Under Sail!
HaveWindWillTravel.com

#14: Brandon Makes Us Dock Under Sail!

Come along as our good friend and boat repair expert Brandon with comes out for a day sail to teach us a few sailing tips aboard our 1985 Niagara 35 and bets us we can't dock under sail. "What would you do if the engine went out?" he asked. It's friends like Brandon that make ...
#13: Aerial Silks on a Boat — The Outtakes Reel
HaveWindWillTravel.com

#13: Aerial Silks on a Boat — The Outtakes Reel

While the on-board routine was fun, the outtakes were funner (that's a word today). So I had to share. Watch your head Phillip! Enjoy!
#12: Aerial Silks on a Boat — The Reward
HaveWindWillTravel.com

#12: Aerial Silks on a Boat — The Reward

Now that you know how to rig it up, it's time for your reward: an aerial silks routine on-board. Silk at your own risk people and enjoy more boat silking videos at
#11: Aerial Silks on a Boat – The Rigging
HaveWindWillTravel.com

#11: Aerial Silks on a Boat – The Rigging

Want to know how to rig the silks on the boat? I'll show you! WARNING: Kids - do not try this at home (try it on your boat!). Hang at your own risk. Silk carefully people! More silking videos at
#10: Sailing Dragon, Hidden Lessons
HaveWindWillTravel.com

#10: Sailing Dragon, Hidden Lessons

Join us for a fun day-sail aboard our Broker-Turned-Boat-Buddy, Kevin's, Pearson 36 cutter, PanDragon where we share some lessons and some "YouTube crazy" good times.
#7: This is Me … Not Kiting
HaveWindWillTravel.com

#7: This is Me … Not Kiting

I was all kinds of a cluster that day. Couldn't get my sh*& together ... But, I did get to 'back it up'! "Hey thick girl, can you back it up?"
#4: Tour of Our Niagara 35 – Topside
HaveWindWillTravel.com

#4: Tour of Our Niagara 35 – Topside

Seems the first tour I did I forgot entirely we even HAD a topside. You might want to see the--you know--sails and rigging and stuff. So, here 'tis. Tour of zee boat, topside! More photos and write-ups about our beautiful boat under "The Boat" tab at
#3: Tour of Our 1985 Niagara 35 – Below Decks
HaveWindWillTravel.com

#3: Tour of Our 1985 Niagara 35 – Below Decks

Virtual tour of our 35 foot live aboard sailboat, a Canadian-built 1985 Niagara 35 designed by Mark Ellis and built by Hinterhoeller with one stateroom, a separate stand-up shower stall, and a spacious but functional interior. Perfect cruising vessel for a couple. Also, Video Annie says embarrassi...
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