Your day-by-day plan
- 1
(Friday) - Land, Assign, Provision
Morning:Staggered arrivals at the big house.
Family fun:La Paz
Afternoon:Room draft, massive grocery blitz with a shared cart list, pool hour as people trickle in.
Family fun:Coaster's
Evening:First-night dinner in; house-rules-and-Venmo summit (dish rotation, quiet hours, expense captain appointed).
Family fun:Fat Daddy's Pizza - Santa Rosa Beach
Insider Tip:The expense thread starts night one or resentment starts night two. There is no third option.
- 2
(Saturday) - The Flotilla
Morning:Double-decker slide pontoon(s) to Crab Island, morning slot: coolers packed, sober captains designated, waterproof speaker charged.
On the water:Tiki Cruise
Afternoon:Sandbar Olympics: football, floats, food boats if the vendors are out.
Family fun:Space Walk of the Emerald Coast
Evening:Showers, then the big-table dinner at McGuire's with the group photo under the dollar bills.
Dinner:El Paso Mary Esther
Insider Tip:One boat per 12 people, and July's double-decker rentals sell out a month ahead. This was booked before the house was.
- 3
(Sunday) - Pancakes & Promises
Morning:Pancake mountain at the house; photo-review show-and-tell.
Breakfast & coffee:Big Bad Breakfast - Destin
Afternoon:Final beach hour, cleanup sprint, lost-and-found sweep.
Lunch:Ye Olde Brothers Brewery
Evening:Staggered departures with next year's house already discussed.
Dinner:Pho Pier 77
Insider Tip:Reunion-sized homes are the scarcest inventory on this coast. Book the same one for next year before the first car leaves.
More A-List spots for this trip
Hand-picked Destin A-List businesses that fit this itinerary — tap through for hours, photos, and reviews.
Bayou Bill's Crab House
TC's Front Porch
Tisano's
amici 30A Italian Kitchen
IntraCoastal Experience
Staci's on the Beach
Surfing Deer
Rick's Crab Trap