Your day-by-day plan

1
Day 1
Morning:Settle into the monthly-rental recon base
Breakfast & coffee:Crab Trap, Fort Walton Beach
Afternoon:Provision run and a first shaded-park sniff-around
Lunch:Los Ranchero’s Mexican Bar & Grill
Evening:Long cool-air bay walk
Dinner:AJ's Grayton Beach
2
Day 2
Morning:Forest miles at Point Washington
Breakfast & coffee:Barefoot BBQ
Afternoon:Heated-patio lunch
Lunch:AJ's Oyster Shanty
Evening:Sunset (5-ish!) stroll.
Dinner:Local Cantina Greenway Station
3
Day 3
Morning:Pensacola day: Bayview off-leash swim (the bayou stays calm even in January)
Drinks & nightlife:The Shrimp Shack
Afternoon:Palafox Street patio lunch and a dog-friendly downtown stroll
Drinks & nightlife:Crush Wine Bar
Evening:Early dinner on the drive back toward Destin
Drinks & nightlife:Roberto’s Pizzeria Sports Bar & Grill
4
Day 4
Morning:Grayton streets and a dune-lake path walk
Drinks & nightlife:Pickle's Burger and Shake
Afternoon:30A patio lunch — winter crowds won't mind the wagging
Shopping:Smile, Mon!
Evening:Quiet cook-in as the cool air settles
Drinks & nightlife:Coyote Ugly Saloon
5
Rest Day
Morning:Naps in the winter sunbeams
Shopping:Tillys
Afternoon:A slow bay-path amble and a warm patio coffee
Breakfast & coffee:Corner Cafe
Evening:An early night — both of you
Drinks & nightlife:Sammy's on the Island
6
Day 6
Morning:Rocky Bayou pines morning
Breakfast & coffee:Hardee’s
Afternoon:Farmers-market Saturday treats (yes, dog vendors appear)
Shopping:Coffee Shoppe at 30A
Evening:Early supper.
Drinks & nightlife:The Block
7
Day 7
Morning:Final cool sunrise walk
Shopping:Little Red
Afternoon:Pack the base, with a last shaded-park romp
Drinks & nightlife:Taco Bar
Evening:Home running next-winter math for two species
Drinks & nightlife:Hammerhead's Bar & Grille