Watch Sailing & Boating Adventures Around the World – Page 3 of 4
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.
Hey hey crew! As I write from La Rochelle, I have a confession to make. I’ve been saving a treat for you! I was holding this for when I knew we would likely be shoving offshore, so you all would have a fun video to watch as we struck out tomorrow into the notorious Bay of Biscay. We’re planning t...
Ahoy crew! We’ve been saving this fun announcement for you. Many followers have asked our cruising plans this winter, and it’s likely not at all what you would have guessed. We’re going to complete our first Atlantic Circle! I mean ... life is very full for me and Phillip at HaveWind!
We will b...
Life is swell in Spanish Wells! Or breathtakingly beautiful at least. Phillip and I were happily shocked to find our favorite beach from our entire Bahamas trip tucked away on the north shore of what we thought was going to be an industrial little fishing island near Eleuthera. We were also reall...
If there is one thing the steady north winds in the Bahamas are good for, it’s flying the chute, headed south to Little Harbour! Ahoy followers! In Bahamas vlog time, we are just wrapping our stay at beautiful Hope Town, Bahamas (where we got lucky enough to snag a ball inside the harbor our first...
Enough with this maintenance in Marsh Harbour! It’s time to get sailing and set our hopes on Hopetown. This was one of our favorite stops in the Abacos. Many cruisers live here full-time on a ball in the harbor which gives the place a very welcoming, community feel. There are lots of quirky litt...
Have any of you ever wondered this? “How do they change their oil when they’re sailing around the world?” I’ll be honest, when we were first boat-shopping, I wasn’t even entirely aware the boat had an engine, much less one that had oil that needed changing, or that we (Phillip and I) would be the ...
What’s that old saying? There are only three types of wind: too much, too little, or in the wrong direction. While that is fairly true, thankfully, for us, no matter what speed or direction, we can usually bust out one of our many “wind toys” and do something with it, either go sailing, kiting, or...
Kiting in winds of 25 plus! Dancing with party-people all 25 and under! Eddie the nipping cat at Nippers. Bucketlusters, kite-surfers, Vladimir Platypus (my winter, wet-suit alter-kite ego) and “Bahamas Boys” looking for some cheebah? Or bitcoin crypto ... I believe they’re the same. If anyone ...
Like wet silk perhaps? Or running your fingers along the top of a pan of jello? No, it’s softer than that. I’m trying to think of how to describe it. The silky smooth belly of a stingray. While I’m not sure any words can quite capture it, I’m proud that I can say, now, I have experienced it. A...
“I’ll bet seeing that from the air while making a landing on the runway wouldn’t be a very comforting sight,” Phillip mused as we motored our way over to it. The dock master at Spanish Cay had given us some very good advice insisting we dive the sunken airplane on the other side of the island befor...
“Time to go explorkeling!” shouts Scuba Annie! Yes, Phillip loves cruising with me. This was our first stop after we wrapped our “holiday on the hook” at Pensacola Cay. I could write about what we found at Hog Cay but this footage encompasses a thousand words. The beauty of coral and marine life...
I mean, with the name “Pensacola,” we had to at least stop and see. And then we decided December 25th it shall be! Merry Christmas in blog time followers! I hope you all are enjoying our Bahamas Voyage vicariously. Fun video for you here and blog post at from our “holiday on the hook” at Pensac...
Ironically, it wasn’t a great “sail” at all to Great Sale Cay, but it was one of the most memorable trips Phillip and I have made on our boat. Visually, the most striking, for sure. As Phillip put it: “It was like motoring across a swimming pool.” AND IT WAS. Fun video for you all here, along wi...
“First you start wit da coconut rum ... “ Those were our first words from our first Bahamian bartender and boy were they true. Every drink in the Bahamas starts “wit da coconut rum!” Fun video for you all here from our cruise across Little Bahamas Bank to our first anchorage in the Abacos. It was...
The current of the Gulf Stream is no joke, particularly when it is pushing you into head winds. Watch as we reef up and cross a pretty kicked up sea state across the Gulf Stream, sing to our first Cuban sunrise, deal with an issue with the furling gear on our headsail, navigate the entry to Marina ...
Last time we documented power management underway, now we're dealing with a rudder post that won't stay ... put anyway. Follow along as we fix our boat in exotic places (i.e., on the way to Cuba). You'll also hear extensively from Phillip in this episode about preparing for a lightn...
Follow along as we are mesmerized by a jumping pod of dolphins at the bow, monitor the power situation (and show you our cool below-decks inverter), and make our one BIG tack of the trip. We had some great wind that allowed us to hold a pretty steady rhumb line all the way to Cuba. Hope you guys a...
Unexpected mast pulls can happen to you! While we've dealt with our fair share of boat projects at it's good to be reminded there will always be more and you need to know "How To" be ready -- both mentally and financially. Have fun watching Annie go up the mast (I lost count h...
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...
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, ...
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...
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,...
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...
Plenty of how NOT-to videos at Another valuable lesson here from Video Annie: "Don't Shoot the Messenger!" I keep telling myself I'm learning how to fix things at sea if they break in the most inopportune way (like back up in the steering column). Great tutorial here on how t...
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