Watch Sailing & Boating Adventures Around the World

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A Week That Didn’t Go to Plan | Rain & Marina Life in Grenada
Sailing Big Lost

A Week That Didn’t Go to Plan | Rain & Marina Life in Grenada

Not every week is turquoise water and perfect anchorages. This week in Grenada, heavy rain, canceled plans, and marina life kept us tied to the dock — and gave us a real dose of the cruising lifestyle. Between endless boat chores, a soggy anniversary outing, sewing a DIY bow shade, and watching our...
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
We Made an Offer! Boat Life Decisions & Florida Thrills
Sailing Big Lost

We Made an Offer! Boat Life Decisions & Florida Thrills

🚨 Big News! In this episode, we travel to Georgetown, South Carolina to check out a boat we've had our eyes on—and things get real when we decide to put it under contract! 😱⚓ But it's not all business... After a huge boat life milestone, we surprise the kids with a special family adventur...
We Did It! We bought a catamaran!  ep88   HD 1080p
Motherload sailing

We Did It! We bought a catamaran! ep88 HD 1080p

From Monohull to Multihull: Our next chapter Begins! After three incredible years living aboard our 50' Monohull, we made the big leap-we sold our boat and spent two months on land and Fate had it's way. Now we're back on the water with a new home: A Lagoon410! Join our Family of Seve...
10 rental cars 10 islands
Sailing Banana Pancakes

10 rental cars 10 islands

We rented a car on every island possible. If we weren’t sailing we were road trippin
Intercepted by an A-4 off the Atlantic Coast [OFFSHORE SAILING]
The O'Kelly's

Intercepted by an A-4 off the Atlantic Coast [OFFSHORE SAILING]

Rounding Cape Hatteras requires careful planning and the right weather conditions, but even then we were in for a few surprise visitors as we rounded the great cape on our migration south for the winter. We lost the wind for a time, but enjoyed some epic sailing on our way to Wrightsville Beach to s...
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