“Somebody forgot to fill the gas up…” 😂 Thank you, Lily, for the status update. We were supposed to take the dinghy into town. Slight problem: no gas. So the ...

Morning coffee while Isla sails along… then I pan over and find Lily living her absolute best life on the nets. ☕️⛵️😂 Some days aboard are chaotic. Some are ...

From a life-threatening health crisis to the turquoise waters of the Mediterranean, the Sailing Pickle Family defines resilience aboard their Prout Snowgoose ...

Miles has spent years learning that everyone has a job when it’s time to sail. ⛵ Today he's helping pull out the genoa while we get Isla underway. One of my ...

Our Monday, Wednesday, Friday workout routine comes with a pretty great reward. 😂🌊 Workout on the boat. Get hot and sweaty. Then everybody jumps straight into ...

Apparently we went crab fishing. 😂🦀 This little guy spotted the food on our hook and was DETERMINED to get it. Watching those tiny claws try to hang on might ...

There's something pretty special about heading home at sunset… when home is floating somewhere out there. 🌅⛵ All five of us piled into the dinghy, salty, ...

Sleepovers look a little different when your neighborhood is an anchorage. ⛵ A dinghy full of friends pulls up, Maddie hops aboard, and they're off for a ...

School. Chores. Sibling antics. Video games. And then there’s handling the dinghy, climbing the mast, and learning to take care of each other. They’re still ...

She’s FIVE. 😂🌊 Lily put on her snorkel, dove underwater and casually did FOUR flips in a row while holding her breath. Meanwhile, I’m watching from above ...

This is what recess looks like when you homeschool. 🌿💦 A river fed by a waterfall, a jungle to explore, and plenty of room to just be kids. We’ve been ...

Just to be clear…this is them before homeschooling. 😂 #sailing #sailinglife #sailingbananapancakes #short

No punching bag? No problem. 😂🥊 Tie a pillow to the halyard and apparently you’ve got yourself a full boat-kid boxing gym. Living aboard means getting ...

Nobody hypes Miles up quite like… Miles. 😂🎣 He hooked a fish and immediately became his own personal coach. The confidence, the commentary, the ...

Most kids have a swing set… ours have a bosun’s chair and a halyard. 😂⛵ Lily loves getting hoisted up the rigging just for fun, swinging above the boat like ...

If you’re dreaming of sailing, family travel, or living life a little differently, come aboard. ⛵ Subscribe for more adventures: ...

A little look back at our July. ❤️ From surprising family in Idaho to making memories we’ll never forget. Subscribe for weekly sailing, family travel, and ...

No fancy plans. No expensive attractions. Just kids, a pool, and a whole lot of laughter. #FamilyAdventure #Childhood #BoatLife #SailingFamily #Summer ...

Dinner has to get made—even when your home floats. Today, Lily and Krew took over potato duty from the best seat in the house: the back of our boat, ...

Our workouts don't end with a treadmill... They end with a jump into the Caribbean. 🌊 Three years ago, we traded ordinary routines for extraordinary ones, ...

No playground. No screens. Just a rope, the ocean, and another unforgettable day aboard Isla. Three years ago, we traded our "normal" life for a life of ...

What if your neighborhood was a tropical island? Where friends arrive by dinghy, the beach is your playground, and every afternoon turns into an adventure. ...

Lily and Krew were beyond excited when they landed one of our biggest catches! But the best part wasn’t catching the fish… it was watching them carefully ...

Kids don't remember what things cost. They remember adventures, friendships, quiet moments, and the people they shared them with. This is the childhood we're ...