About Uncharted Caribbean

My wife Mallory plans every trip we take. She finds the islands, plots the route, and tells me what we are doing.

Between the two of us we have stumbled onto some of the most extraordinary places in the Caribbean that most people never find.

We started on cruises. The kind where you wait in line to get on, wait in line to get off, wait in line for a drink, and somehow still wait in line for dinner. We loved them anyway because they showed us exactly which islands were worth coming back to on our own terms.

Then we started going back on our own terms.

We have watched sea turtles hatch on a pitch-black beach in Utila with a biologist named Glen Peterson. We drove on the wrong side of the road in St. Lucia in a car so small a local had to guide us around a turn we were convinced would end us. We ordered pizza delivered to a turtle sanctuary at midnight. We showed up at a disgusting hotel, looked at each other, and dragged our luggage to my sister's place the next morning. A taxi abandoned us at Waterlemon Cay and we walked an hour before a bus appeared like a miracle. We swam alongside sea turtles at Megan's Bay before most people had finished their resort breakfast.

We got married on Secret Harbor Beach in St. Thomas during Covid. The man who married us had grown up in our same hometown. Mallory wore a custom hook bracelet made by Terrell and Jana at the St. John Bracelet Company. The hook means the sea will always bring you back.

It keeps bringing us back.

We fund these trips however we can. Business credit card points that rack up through everyday spending. Crypto profits taken from a porch in Utila while watching the ocean. Rum bought at the Red Hook grocery store instead of the resort bar. We do not check bags. We pack fins in our carry-on. We buy snacks at Pumpkin Hill Minimarket in Utila and stock the fridge at Margaritaville the first night in St. Thomas.

We have a toddler and a second baby on the way. The Caribbean is not going anywhere. Neither are we.

This site is everything we wished we had found before we went.

When you get there — tell them we sent you.