See You In Annapolis! I’m Speaking at Cruiser’s University

I still have to pinch myself because I’m not quite sure this is 100% real yet, but I just saw it go up on the Annapolis Boat Show Cruiser’s University website, so it must be! Friends, followers, I have been working hard to put this together so I could finally make this exciting announcement: I am so proud to be speaking with Pam Wall at Cruiser’s University during the week of the Annapolis Boat Show in October! (I’m imagining cheers, applause, sharp whistles, maybe some confetti raining down on the stage … I love confetti!). This is such an honor for me, and I am very grateful to my very good friend and long-time cruising inspiration–Pam Wall–for agreeing to join me in a presentation and the Cruiser’s University team for taking a chance on this relative newbie cruiser and ocean-crosser.

Pam and I will be speaking on Tuesday, October 8th from 12:30 to 3:45 p.m. on how to rig an old(er) boat for comfortable coastal and ocean cruising. Our presentation is called “Old Salts, New Systems: Making an Older Boat Comfortable for Cruising.” Here is the Cruiser’s University Schedule so you can check it out!

I originally met Pam when Phillip and I attended our very first boat show, the Miami International Boat Show in February, 2015, and she was a huge inspiration to me from the very moment I saw her hands clapping and her eyes ablaze talking about her beloved Abacos in the Bahamas. Having now experienced those amazing islands myself, I can see exactly where her fire and Bahamian passion come from. In addition, Pam has also helped Phillip and I over the years analyze and update many systems on our boat; she’s helped us navigate some tricky waters and discover wondrous new anchorages to explore; she’s also connected us with many of her own personal friends and acquaintances along the way who–as many fellow-cruisers often do–opened their arms and quickly shared their vast cruising knowledge and stories with us. I am forever thankful I met Pam and am privileged to be taking the stage with her this coming October.

Our presentation (although it continues to grow and evolve) will cover many different systems new boat-owners and cruisers may want to learn about, inspect, look for, or perhaps install on a boat they are considering purchasing to make it more comfortable and capable for cruising. This will range from discussions about rigging, hull, keel, and rudder structure, weight and displacement, power management, navigation and electronics, even the basic quality-of-life items such as the galley, head, stowage, and communication. Pam and I are both excited to offer our unique forty-year spectrum of knowledge covering older tried-and-true systems as well as the newer generations of electronics and gadgets that are coming out. We expect the presentation will be enlightening and very entertaining with as much Q&A as you can dream up. Lay it on us!

For the next 7-10 days Cruiser’s University will be open to registration by Cruisers University Alum, after which it will be open to the general public for sign-up and registration. I will keep you all informed here on the blog and my social media pages as updates become available about registration or other CU and Annapolis Boat Show highlights. Phillip and I are both incredibly excited to be attending. We’ve never been to Annapolis before! How many of you are planning to go to the Annapolis Boat Show this year? If so, we hope you can join Pam and me on Tuesday during Cruiser’s University!

Introducing: Speaker Annie (Listen In!)

Hello HaveWinders!  This is some very exciting news!  While I have, for five years now, written and filmed and produced and, at times, spoken to inspire others to pursue a more passionate, balanced, challenge-driven life, I have not yet done so professionally.  On a big stage.  Well, life is about challenging yourself, right?  And impacting others.  So, here I go!  My amazing friend, and inspirational speaker herself, Pam Wall, actually inspired me to this.  And, with Phillip as my forever-cheerleader, I believe I can reach a lot of people this way and be able to work more travel in while still working.  Win, win!  You can check out my new speaker website here ( and even give my first five-minute storytelling clip a listen here (

Wow, I do wear a lot of hats!?  I hope you all are as excited as I am about this new Annie chapter, and I hope someday some of you may be able to watch and meet me at a speaking event.  I have been working very hard to fine-tune my talks, build strong tie-ins between my sailing stories and valuable life lessons and it has been a challenge, but a very rewarding one.  If you want to get a little taste of Speaker Annie, I have some more exciting news.  In an effort to push myself into this and really test my talents, I submitted a five-minute storytelling clip to a competition on SpeakerMatch, to be selected and critiqued by this Hollywood story-telling guru (he has worked with the likes of Will Smith, Julia Roberts, Reese Witherspoon … whoa).  And I WAS PICKED!  You can listen to my clip and even register to hear Michael Hague’s critique of me live on air Thursday, July 12th at 12:00 p.m. CST here.

I’ll be waiting eagerly on the line to speak with Michael Hague on air and find out what he feels fit to do with my story: tear it up, build it up, restructure the whole thing.  Bring it on Hague!  I’m eager to learn!  I’ll share with you all here as soon as I get some footage of myself speaking at a live event and testimonials from audience members.  If any of you have and upcoming conference or seminar that you think would benefit from a few salty, motivating tales, feel free to reach out.  It’s all about building your skills, adapting to changes, and finding balance while pursuing both your passions and your biggest challenges.  Through challenge comes creativity, to see new strategies, new solutions, and a new, happier, bolder you.

“I’ve been told: ‘You might be just a bit young to be telling others how to live.’  But the way I see it, you don’t have to be old to die, and you don’t have to be young to live.  It’s the living—challenging yourself to fill every moment with passion and presence—that’s the hard part.  If I can inspire just one person to that end, then I will do it until I truly am old, whenever that may be.” 

— Annie


If you would like to hear my announcement in person, and some other HaveWind news, here is a short video clip below that I put together for my YouTubers (who were curious why Phillip and I haven’t been putting out our usual informative, speaking-into-the-camera type videos in a while) talking about why Phillip and I decided to pull away from the YouTube/Patreon platform last year, the upcoming videos we are planning to make for you all this summer (dropping and reinforcing the rudder, switching to a composting head, if I can get it to fit, and plenty of other boat projects), our cruising plans this coming season, and my Speaker Annie announcement, if you want to hear it in person.  Well, as “in-person” as a YouTube video can be.  It’s the first eight or so minutes of this video, followed by our video from Green Turtle Cay, which you may have already seen (remember the Bucketlust cRaZiEs?!).  Enjoy the Video Annie blurb!