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#82: (Halloween Special) How to Throw the Best Party at the Anchorage [PG-13]
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#82: (Halloween Special) How to Throw the Best Party at the Anchorage [PG-13]

If there's one thing Phillip and I learned from (surviving) our 2nd Annual Ft. McRee Boozer Cruiser, it's how to throw the best party at the anchorage. You only need four things: Costumes, Drinks, Music and Boat-to-Boat participation. Oh, and "engine wood" (new term we invented...
#81: How to Dock Single-Handed
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#81: How to Dock Single-Handed

If docking has ever been a sore spot for you and your significant other or if the inability to dock the boat alone has hindered your cruising, Phillip and I hope this video demonstration can help. Being able to bring a boat in safely single-handed is a crucial skill for any sailor both for ease of ...
Boat #11: 1969 Bill Tripp Custom 60′ Ketch
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Boat #11: 1969 Bill Tripp Custom 60′ Ketch

You can go offshore on this boat! Book at This stunning Bill Tripp custom-designed 60' ketch was built in 1969, originally designed for two people to handle fairly easily, it has since been re-designed, re-engineered, and completely re-fitted over the course of the last two years by Captain ...
#80: How to Find Out if Offshore Voyaging is for You
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#80: How to Find Out if Offshore Voyaging is for You

If the thought of going offshore overnight makes you a little hesitant to go cruising, that is the very reason you should do it. And, thanks to Captain Ryan with I hope I have found the perfect opportunity for you to do it on a phenomenal boat, at a discount and occasionally with Phillip and I on ...
Gift #3: Offshore with Andy Schell
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Gift #3: Offshore with Andy Schell

Who wants to go offshore? If you said yes, then get on board with our 3rd Gift of Cruising -- an incredible offshore voyage giveaway with Andy Schell and Mia Karlsson at Here's the deal. Since this is SUCH a big gift, Phillip and I need your help. First, watch the video (particularly Andy&...
#79: How to DIY Inspect, Repair & Replace Rigging
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#79: How to DIY Inspect, Repair & Replace Rigging

Thank goodness we went with the hi-mods, as we were able to change these out ourselves and get our (newly-stepped) rig back up and going again on our own, without having to call in a rigger. Just some fun tips for you all that we learned while trying to drop a new main halyard, stepping the mast to...
#78: How To Budget (and Brace) for BIG Boat Repairs
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#78: How To Budget (and Brace) for BIG Boat Repairs

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...
Boat #10: 1985 Alberg 37 (Rigged Up for Cruising with Kids!)
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Boat #10: 1985 Alberg 37 (Rigged Up for Cruising with Kids!)

You may know these two sexy sailors: Jeremiah and Brittany from Lazy Gecko Sailing ( Now you're going to get to know their "sexy boat," a beautiful, solid, well-built bluewater boat, a 1985 Alberg 37. Watch as Jeremiah gives you a detailed tour and shows off Brittany's ingeniou...
#77: How to Make Money Remotely (and Keep Your Daydream)
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#77: How to Make Money Remotely (and Keep Your Daydream)

If you feel money is your biggest roadblock to living a life of travel and adventure NOW, this video is for you. I have shared the numerous, creative ways I have found to make money so Phillip and I can cruise (as well as the many mistakes and failures I experienced along the way) and have also col...
OFFICIAL TRAILER: “Trans-At on a Fast Cat”
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OFFICIAL TRAILER: “Trans-At on a Fast Cat”

At that's exactly what we do: Ride the wind and travel! This time, to France! Phillip and I recently completed our first trans-Atlantic passage crewing aboard a 46' catamaran and sailing 4,600 nautical miles across the Atlantic Ocean from Florida to France. It was an incredible adventu...
#76: How to Cross Oceans (My Trans-At Movie Trailer)
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#76: How to Cross Oceans (My Trans-At Movie Trailer)

What do you need to cross an ocean? A level-head, an adventurous spirit and a sense of humor! Exciting news guys! I have completed the complete, 90+ minute movie from mine and Phillip's first trans-Atlantic this past June when we crewed aboard a 46' catamaran from Florida to France. It...
#75: How to Get Your Wife to Go Cruising
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#75: How to Get Your Wife to Go Cruising

"She is NOT a passenger, she is crew!" is one of our main tips at There's no magic secret to getting your wife (husband, boyfriend, girlfriend, significant other) on board with cruising. She just needs to know the realities and infinite rewards of the lifestyle and want those. Sha...
Boat #9: 1985 Niagara 35
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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)
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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 ...
2nd Gift of Cruising Winners: Hallie & Joe!
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2nd Gift of Cruising Winners: Hallie & Joe!

We're giving it away at Our second Gift of Cruising, a 6-day bareboat charter course through Lanier Sailing Academy in Pensacola, Florida goes to lucky Patron Hallie Heuser (pronounced "High-zer," as in Anheuser Busch she told me!) and her awesome boyfriend Joe. We've got a ...
#74: Splash Day!  (Say “Bye, Bye Shipyard!”)
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#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
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#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
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#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...
Gift #2: 6-Day Bareboat Charter Course!
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Gift #2: 6-Day Bareboat Charter Course!

Gift of Cruising Campaign #2 ... LAUNCHED! I'm giving away a 6-day live-aboard Coastal Cruising and Bareboat Charter course through Lanier Sailing Academy ( in Pensacola, FL this October which will (of course!) include a tour of our Niagara 35 post-shipyard and a day sail with Phillip and I ab...
#71: The 847 Other Boat Projects We Did at the Yard
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#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...
#70: Turnbuckles, Tangs, Taps … Oh My!
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#70: Turnbuckles, Tangs, Taps … Oh My!

Complete documentation of rod to wire rigging at If any of you have re-rigged your own boat, you know -- there are so many crucial, critical pieces that must all fit together and offer fair leads for each shroud and stay. In short, a LOT of work goes into a re-rig. Watch as we match, mount and m...
Boat #8: 1988 (Slow Boat to the Bahamas!) Island Packet 31
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Boat #8: 1988 (Slow Boat to the Bahamas!) Island Packet 31

Celebrity boat tour here! Our very own fellow sailing author, blogger and podcaster, Linus Wilson's, 1988 Island Packet 31 -- THE slow boat to the Bahamas ( Not only do you get a glimpse of my SlowBoatSailing video podcast interview, but also an in-depth insightful tour of Linus's boat -...
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