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I’m TERRIFIED of Heights… 😳
Finding Our Isla Sailing

I’m TERRIFIED of Heights… 😳

I’m not going to lie… I was seriously questioning this one. Suspension bridges and heights are not my thing, but sometimes the best adventures happen just outside your comfort zone. Would you have crossed it? ⛵ We’re a family of five sailing the Caribbean and saying “yes” to adventures that push ...
Would You Squeeze Through This? 😳🌋
Finding Our Isla Sailing

Would You Squeeze Through This? 😳🌋

A hike like no other. Deep in Dominica, we found ourselves winding through towering red rock walls and squeezing through incredibly narrow crevasses. Every turn felt like another hidden world waiting to be discovered. Adventures like this are exactly why we chose to raise our family exploring the ...
We Had No Idea What Was Waiting for Us… 🌿😳
Finding Our Isla Sailing

We Had No Idea What Was Waiting for Us… 🌿😳

Every trail leads to a new adventure. One of the greatest gifts of sailing the Caribbean is stepping off the boat and into places we’d never experience otherwise. This jungle hike challenged us, surprised us, and reminded us why we chose this life. What’s the coolest hike you’ve ever done? ⛵ Foll...
Would Your Kids Be Brave Enough? 😳🌴
Finding Our Isla Sailing

Would Your Kids Be Brave Enough? 😳🌴

Sometimes the best memories start with a little courage. Lily and Krew took on the zip line, and their excitement (and a few nervous laughs!) made this one of our favorite family adventures yet. These are the moments that make every mile at sea worth it. ⛵ We’re a family of five sailing the Carib...
She Wanted to Quit… But She Didn’t ❤️🥹
Finding Our Isla Sailing

She Wanted to Quit… But She Didn’t ❤️🥹

She was tired. Her legs hurt. She wanted the hike to be over. But she kept putting one foot in front of the other. Some of the biggest lessons don’t happen in a classroom—they happen on the trail, one step at a time. These are the moments that remind us why we chose this life. ⛵ Follow our famil...
His Little Brother Couldn’t Believe What Happened… 🎣😂
Finding Our Isla Sailing

His Little Brother Couldn’t Believe What Happened… 🎣😂

You never know what’s going to bite when you’re fishing off the back of a sailboat. Watching Krew catch a fish with Miles and Nana wasn’t about the size of the catch—it was about the excitement, the laughter, and making memories together. This is why we traded our normal life for a life at sea. ⛵...
Would You Let Your Kid Climb This? 😳⛵
Finding Our Isla Sailing

Would You Let Your Kid Climb This? 😳⛵

Boat kids learn a little differently. 🌊 Miles loves climbing the rigging on our catamaran, building confidence, strength, and respect for life at sea. Every adventure becomes another lesson as we raise our family while sailing the Caribbean. Would your kids give this a try? ⚓ Follow our family’s ...
Our First Overnight Sail as a Family
Finding Our Isla Sailing

Our First Overnight Sail as a Family

Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected. As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
Kid Jumps Off the Top of Our Sailboat! 🤯⛵
Finding Our Isla Sailing

Kid Jumps Off the Top of Our Sailboat! 🤯⛵

Nothing beats a day at anchor! 🌊 Krew couldn’t resist sending it from the top of our catamaran—and moments like these are exactly why we chose this life. We’re a family of five sailing the Caribbean aboard Isla, making memories one jump, one island, and one adventure at a time. ⚓ Follow along for...
Not Looking Down… 👀 #boatlife #sailingfamily
Finding Our Isla Sailing

Not Looking Down… 👀 #boatlife #sailingfamily

One thing we’ve learned while traveling is that the best views usually come after doing something that feels a little uncomfortable. This suspension bridge definitely tested a few nerves, but it was worth every step. Would you cross it… or find another way around? 😅🌉 ⛵ Full-time sailing family 🌎 ...
We Thought the Lagoon Was Safe… We Were Wrong
Finding Our Isla Sailing

We Thought the Lagoon Was Safe… We Were Wrong

After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
SHARKS! #sailingfamily #fishing
Finding Our Isla Sailing

SHARKS! #sailingfamily #fishing

Most people see sharks and head the other direction. Krew and Miles did the opposite. These nurse sharks are known for being calm and curious, but swimming beside them is still an unforgettable experience. Just another normal day growing up on a sailboat. ⛵ Full-time sailing family aboard Isla 🌎...
Would You Make This Jump? 🌊
Finding Our Isla Sailing

Would You Make This Jump? 🌊

Lily saw the platform, looked down into the crystal-clear blue hole, and decided she was going for it. Our kids really are capable when they're given the chance to explore, grow, and build confidence through adventure. We're so proud of her. 💙 ⛵ Full-time sailing family 🌎 Exploring the ...
Childhood Looks Different Out Here ❤️ #sailingfamily #familyadventure
Finding Our Isla Sailing

Childhood Looks Different Out Here ❤️ #sailingfamily #familyadventure

It’s hard to put moments like this into words. Just kids, paddle boards, a calm anchorage, and a sunset that seemed to last forever. These simple evenings often become our favorite memories. No screens. No schedules. Just adventure, family, and another beautiful day on the water. ⛵ Full-time sail...
Exploring a Secret Bahamas Cave 🏝️
Finding Our Isla Sailing

Exploring a Secret Bahamas Cave 🏝️

One of the best parts of sailing the Bahamas is finding places you never knew existed. This hidden cave felt like something straight out of a movie. The crystal-clear water, towering rock walls, and the excitement of exploring somewhere completely off the beaten path made this an adventure we’ll ne...
Not Your Average 11-Year-Old #fishing #sailingfamily #familyadventure
Finding Our Isla Sailing

Not Your Average 11-Year-Old #fishing #sailingfamily #familyadventure

One of the coolest parts of raising kids on a sailboat is teaching them where food actually comes from. Miles spotted this bait fish, lined up his shot, and made it count. These aren’t just fishing skills—they’re confidence, patience, and self-reliance. ⛵ SV Isla | Full-time family sailing 🌴 Full ...
Most Kids Will Never Experience This. #boatlife #sailingfamily
Finding Our Isla Sailing

Most Kids Will Never Experience This. #boatlife #sailingfamily

This is what childhood should feel like. ❤️ No screens. No schedules. No rush. Just a little girl, a halyard, and an endless blue ocean. We'll remember this long after the boat, the places, and the miles fade into memories. We're not just sailing around the world—we're building a ...
Paradise Changed FAST 🌩️ #boatlife #sailingfamily #familyadventure
Finding Our Isla Sailing

Paradise Changed FAST 🌩️ #boatlife #sailingfamily #familyadventure

⚠️ One minute it's paradise... the next, it's survival mode. Living on a sailboat teaches you to respect the weather. Out here in the Bahamas, storm fronts don't ask for permission—they just show up. We watched this wall of weather roll across the horizon and knew it was time to get...
This Is What Childhood Should Feel Like ❤️🌊 #boatlife #sailingfamily
Finding Our Isla Sailing

This Is What Childhood Should Feel Like ❤️🌊 #boatlife #sailingfamily

Sometimes I look at moments like this and have to remind myself that this is real life. ❤️ Lily floating in a SunChill in the middle of the Atlantic Ocean, surrounded by crystal-clear water and adventure. When we left our old life behind to move aboard Isla, these were the kinds of memories we hop...
We’d Never Caught This Fish Before 🤔🐟 #boatlife #sailingfamily #familyadventure
Finding Our Isla Sailing

We’d Never Caught This Fish Before 🤔🐟 #boatlife #sailingfamily #familyadventure

One of the coolest parts of fishing in new places is discovering species you’ve never seen before. 🎣🐟 Krew and Miles reeled this fish in, and honestly… we weren’t sure what we were looking at. Now we’re curious… Do you know what kind of fish it is? Drop your guess in the comments! 👇 ⚓ Full-time...
Guess How Much We Spent On Our Catamaran!
Finding Our Isla Sailing

Guess How Much We Spent On Our Catamaran!

After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land." And then we spent $12,870.66. 😳 In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
Dad Let Go Too Soon 😳 #boatlife #sailingfamily #familyadventure
Finding Our Isla Sailing

Dad Let Go Too Soon 😳 #boatlife #sailingfamily #familyadventure

One of those moments that happens so fast your heart immediately jumps into your throat. 😳 Miles was riding alongside Isla on a halyard in some of the bluest water we’ve ever seen. Everything was going great… Until Dad released the cleat before Miles was ready. 😅 Thankfully nobody was hurt, and ...
Nobody Expected Me To Do This 😳🐟 #sailingfamily #boatlife #fishing
Finding Our Isla Sailing

Nobody Expected Me To Do This 😳🐟 #sailingfamily #boatlife #fishing

First time using a gaff… ever 🫣😅 We brought in this mahi, and let's just say confidence wasn't exactly high. One shot. One chance. Somehow... first try. 🎯 Honestly, I think I was more surprised than he was. ⚓ Full-time sailing family aboard Isla 🌎 Learning new skills every day ❤️ Full ...
Can You Identify This Fish? 🎣 #boatlife #familyadventure #fishing
Finding Our Isla Sailing

Can You Identify This Fish? 🎣 #boatlife #familyadventure #fishing

Krew hooked this fish while we were out exploring and fishing from our boat! 🎣🐟 We know what it is... but we're curious how many of you can identify it. Drop your guess in the comments before reading what everyone else says! 👇 ⚓ Full-time sailing family aboard Isla 🌎 Worldschooling through a...
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