We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we ...

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair ...

We’ve officially made it to the Bahamas! After months on land adjusting to life as new parents we’re finally back on board sailing to the Bahanas. We checked ...

Welcome back to WE|Sail... Well life post surgery must go on, and the boat jobs must continue! This weeks video is chock full of boat projects, mostly the ...

Sail with us from through New England as we leave Martha’s Vineyard behind and head for the fog-shrouded shores of Nantucket aboard our rugged aluminum ...

After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin ...

👇 Drop a comment: This week we're cruising down the ICW with Oakley and Jackson onboard, weaving through narrow channels and shifting sandbanks. Just when we ...

Join us as we tackle one of our biggest DIY boat projects yet: sewing and installing a full canvas enclosure on our custom aluminum sailboat! In this episode, ...

After weeks of stress and setbacks at Harbour Towne Marina, the moment we've been waiting for is finally here—we're pulling the dock lines and setting sail for ...

Morning chores on the boat never end — especially after a good downpour! 🌧 Today in Buren Bay, it’s me, a bucket, and about 30 liters of rainwater in the ...

As the Caribbean hurricane season approaches it's time to start heading south! The episode begins with a surprise storm slamming the St Martin anchorage; ...

In this episode of Living with the Tide, we dive into some essential boat work —servicing our trusty Beta Marine engine, replacing our tired fridge, and ...

Welcome back to WE|Sail... Life threw us a curveball that we weren't expecting. In this episode, we're sharing the real, unfiltered story of how we're ...

This week hit hard. After being told the marina would cover the damage they caused during our haul out—damaging our sail drive and prop—we got a call no boat ...

We were fast asleep when a 6.1 magnitude earthquake hit at 06:19AM — and it felt like our boat was going to fall over! 😳 The whole yacht started shaking, ...

Welcome back to WE|Sail... Our sailing life just took an unexpected turn that NO ONE saw coming! After months of non-stop travel through New Zealand and ...

We’ve made it through another challenging week in the shipyard — and let’s just say, it hasn’t been smooth sailing. Between two hit-and-runs, a broken sail ...

Support on Patreon: https://www.patreon.com/dylanmagaster After 6.5 months locked down in Oreoi, Greece, I finally set sail again — solo. This episode follows ...

Welcome back to WE|Sail.... where we start sailing again!!!! This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour ...

It’s been an incredibly challenging and frustrating week for the crew of Big Lost. After all the excitement and anticipation of finally closing on our ...

Only one week left to pre-order A Journey Beyond the Blue Zone — my 10th and most personal book yet. From the deck of my sailboat in Japan’s Blue Zone to ...

Want a signed copy of my book? Limited time: https://bethecaptainbook.com Buying your first sailboat? There’s ONE question you must ask before you spend a ...

Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to https://saily.com/jibsea Sailing the British ...

After two seasons of Mediterranean cruising, we’ve come to know Malta well. This visit feels more like a pit stop than a sightseeing adventure, as we gather ...