This is a topic that every sailor eventually faces, and that’s choosing the right boat, navigating insurance, understanding the market and important outfitting considerations. Our guest today is John Neal. John is widely respected in the sailing community for his decades of passage making experience and for his consulting work, helping sailors select seaworthy boats for offshore voyaging. We first … Read More
Ep 33: Cruising Lessons & Insight From The Mediterranean Sea
We talk with Will and Sarah of @hydrovane and @jillian.greenawalt aboard SV Mugup, who have just completed 14 months in the Med with their 3 kids exploring and enjoying the history, culture, food and kid boats! This is an informative episode with lots of info that applies to any cruising destination in general, but that’ll also surely make you want to set a course … Read More
Ep 32: Why you need a great surveyor and an honest broker
Loved chatting with these two professionals! Our guests this episode are Scott Woodruff, a seasoned boat broker and consultant, and Ian Stewart, an experienced marine surveyor. It’s a great episode, worth careful listening for the nuggets are plentiful and the conversation moves quickly through a bunch of great topics. This episode dives into how to buy and sell used cruising … Read More
Ep 30: Oops My Boat’s Too Big – how to determine what size boat to get
The trend in bluewater cruising, liveaboard, oceans sailing yachts has been moving towards bigger boats, comfortable living spaces with multiple cabins, galley, and larger bathrooms. But these sailboats are expensive to buy, maintain, and insure, requires more crew, are more difficult to handle, both offshore and in marinas or tight areas. We talk with Kim Stephens & John Harries about … Read More
Ep 31: Atlantic Crossing: West to East – what it takes to cross an ocean
This is a fascinating episode with lots of great insights and experience shared! Sailing across the Atlantic Ocean is a demanding undertaking! In this episode we discuss the preps and plans for a West to East crossing with two sailors, who recently made the passage. We discuss what they were thinking about before departure, the projects they did, the weather … Read More
Ep 29: World Schooling Around The World
World schooling is the educational approach where learning takes place primarily through travel and experiencing different cultures and environments around the world. Sometimes, World Schooling can involve short-term trips, like the 3-months Teresa and I are currently spending in Italy while our son, Haven, attends a school here. We’re doing this with a program called Boundless Life. Sometimes, world schooling … Read More
Ep 28: Sailing to, and Cruising The Bahamas
Today we’ll eavesdrop on a conversation Ben had with two sailors who are cruising in the #Bahamas. Our guests are @nicawaters who you may know from the @theboatgalley or her blog Fit2Sail, and Dave Martin, @sailingwithcupcake, a former MoA Student and marine industry professional turned (mostly) full-time cruiser. Ben talked with them about their recent crossings to the Bahamas, which they did earlier this season. So, … Read More
Ep 27: Lessons Learned From A Yacht Delivery
In this episode, we’re talking about delivering boats with two sailors who recently completed their first yacht delivery and learned a lot. Teresa sat down with Nicki Ripple, a professional captain who’s worked for Morse Alpha, Outward Bound, and a number of tall ships. We’re also talking with Mischa Kapijimpanga who was a Morse Alpha student last summer (2023) and recently bought his … Read More
Ep 26: Cruising and Creating: Balancing Content and Adventure
In this episode, we delve into the lives of cruisers who effortlessly balance content creation—blogs, podcasts, videos—with the pleasures of sailing. Discover how these adventurous souls manage to capture their sailing experiences while still relishing the joys of life at sea. Brina Litzenberger, sailor, host of Litzenbergers Saiing Podcast. Started sailing back in 2010 with her husband and they cruised … Read More
Ep 25: Weather, Forecasts & Routing
Ben sat down with Jon Bilger, the founding director of PredictWind, a weather app – well, more than a weather app. It helps sailors plan voyages and find weather windows. Ben also talked with Behan Gifford, Circumnavigator and cruising consultant. The three of them talked about Weather forecasting tools and the professional-level data that is available to all of us … Read More



