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Jamaica Spring Break 2026

Spring Break 2026 in Jamaica with the cousins was one for the books—ya mon, nothing but pure irie vibes all week long. It was a nonstop rotation of beef patties, jerk chicken, Red Stripes, and rum punch, fueling days packed with adventure. Harlow even “learned to walk on water,” thanks to a little help from two incredibly sweet dolphins.

We did it all—fishing, glass-bottom boating, ocean swims, beach days, snorkeling, horseback riding, pool time, SUPing, kayaking, and of course plenty of ice cream. But more than anything, it was the constant laughter and time together with the cousins that made the trip unforgettable. Just good energy from start to finish.

And somehow… we survived the roads once again, making multiple trips between Mobay and Negril—with our fearless (and slightly questionable) driver… yours truly. Ya mon.

Touchdown in Jamaica

We kicked things off with sunset swims at the villa pool, walks along the coast and the first of many irie days with the cousins. 🌴

Touchdown in Jamaica, Jamaica spring break, March 2026

Cliff Jumping in Negril

Crystal-clear turquoise water at the foot of Negril’s cliffs. The kids swam and jumped while we soaked up the views, then cooled off with pool time and cold drinks.

Cliff Jumping in Negril, Jamaica spring break, March 2026

Beach Days and Fresh Coconuts

Long days on the sand, splashing in the warm Caribbean water and sipping fresh coconuts straight from the shell. Plus a little souvenir shopping with the cousins. 🥥

Beach Days and Fresh Coconuts, Jamaica spring break, March 2026

Sandbars and the Glass-Bottom Boat

We waded out to a shallow sandbar in the middle of the sea, then hopped on a glass-bottom boat for a look at the reef below.

Sandbars and the Glass-Bottom Boat, Jamaica spring break, March 2026

Fishing and Snorkeling

Lines in the water, life jackets on and masks down for snorkeling over the reef, then back to the beach for more family selfies and snacks for the road.

Fishing and Snorkeling, Jamaica spring break, March 2026

Water Toys, Stilt Walkers and Dolphins

Floating trampolines, a dancing stilt walker on the beach, and then the big one: swimming with the dolphins! 🐬

Water Toys, Stilt Walkers and Dolphins, Jamaica spring break, March 2026

Walking on Water

Dolphin kisses, hugs and belly rides, and Harlow “walking on water” as two incredibly sweet dolphins pushed her across the lagoon by her feet. The girls could not stop smiling.

Walking on Water, Jamaica spring break, March 2026

Doctor’s Cave and Riding Horses into the Sea

A stop at Doctor’s Cave Beach in MoBay, then horseback riding through the jungle trails and right out into the ocean. What a way to finish the trip! 🐴

Doctor's Cave and Riding Horses into the Sea, Jamaica spring break, March 2026
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