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The Keys, 2026

Four D’Amicos, six Learys, one house on the water in Marathon, and a week of salt, sun, and questionable sunburn management.

JULY 19 – 27 Β· MARATHON, FLORIDA KEYS
10of us
8days
2reef trips
1ballgame
∞key lime pie

βš“οΈThe Crew

JimKerriAceAvery Uncle & AuntThe Cousins Γ—2 GrandmaGrandpa

Base camp: a waterfront house in Marathon β€” pool, dock, and enough bedrooms that nobody has to sleep on the couch. Probably.

πŸ—“The Plan

Sunday Β· July 19

The drive down

Jupiter to Marathon, four-ish hours and one very long bridge at a time. Grocery run, unpack, first sunset from the dock.

Monday Β· July 20

Ease into island time

Sombrero Beach morning, then the famous Turtle Hospital tour while the afternoon storm does its thing.

Tuesday Β· July 21

Looe Key reef snorkel Booked

8am to noon on one of the best reefs in the Keys β€” all ten of us in the water. Early boat means glassy water and the good visibility.

Afternoon plans: naps. Everyone's.

Wednesday Β· July 22

BBQ at Bahia Honda

A cookout with friends at the Keys' postcard park β€” swim off Calusa Beach, eat too much, wander the old bridge. Then everyone scrubs the sand off for family pictures at 7 β€” golden hour doesn't wait.

Thursday Β· July 23

Key West day The plan

Hemingway's six-toed cats, the lighthouse climb for the brave, butterflies for the smart (it's air-conditioned), a beach at Fort Zach, Cuban food, key lime pie on a stick, and the sunset circus at Mallory Square.

Friday Β· July 24

Pizza & a band Booked

Sparky's Landing: wood-fired pizza, water views, and hometown heroes Abstract Radio playing into the night. We'll be the table of ten that got there early.

Saturday Β· July 25

Last full day, all together

Maybe a boat and a sandbar, maybe one more perfect beach β€” the crew votes, the weather gets a say, and either way there's a sunset walk on the Old Seven Mile Bridge with dinner to follow.

Sunday Β· July 26

Goodbyes & one more reef Booked

Checkout and hugs β€” then the four of us head up to Key Largo. A 1:00 reef snorkel straight off the dock of our hotel, then a bayfront night at the Reefhouse. The boat leaves from the marina we're sleeping at β€” planning doesn't get smarter than that.

Monday Β· July 27

Phillies at Marlins, 6:40 Tickets in hand

A lazy resort morning on the water, then up the highway to Miami to watch the Phils handle the Marlins. Home to Jupiter by midnight, sandy and satisfied.

πŸŒ…The Big Stuff

🐠 Looe Key Reef

A protected spur-and-groove reef with 150+ species of fish. The grandparents are going in. This is not a drill.

🐈 Hemingway's Cats

Roughly sixty six-toed cats with full run of a literary landmark. The real owners of Key West.

🎸 Abstract Radio

Marathon's own β€” twin brothers raised a few mile markers from our rental, playing rock & funk under the tiki lights.

⚾️ Phils in Miami

The road trip finale. Four of us, one ballpark, and the drive home to Jupiter after the last out.