Your day-by-day plan

1
Day 1
Morning:Clement Taylor bay-park arrival stroll to shake out the drive
Breakfast & coffee:Juana's Pagodas & Sailors' Grill
Afternoon:Grocery and beach-gear run, then a shaded water-bowl patio break at Grand Boulevard
Shopping:Love and Grow Clothing & Smith Coastal
Evening:LuLu's deck dinner (confirm the dog policy same-day)
Dinner:Old Florida Fish House
2
Day 2
Morning:Dog-friendly pontoon day #1: quiet-edge Crab Island wade (life vest on the pup)
On the water:30A Boat Charters
Afternoon:Shade-and-swim rotation off the boat, back to the dock by mid-afternoon
Lunch:Cajun Crab Company
Evening:Bayside picnic at sunset
Dinner:Shrimp Basket
3
Day 3
Morning:Point Washington forest miles
Breakfast & coffee:Pizza by the Sea at WaterColor Crossings
Afternoon:Grayton streets stroll
Lunch:El Paso Mary Esther
Evening:30A patio water-bowl stop.
Dinner:Ye Olde Brothers Brewery
4
Day 4
Morning:Pensacola dog-beach day: Gulf-side leashed zones
Breakfast & coffee:Pho Pier 77
Afternoon:Palafox Street patio lunch with the pup, then a shaded downtown stroll
Shopping:Ross
Evening:Bayview's fenced off-leash swim-and-rinse
Dinner:Fish Out of Water
5
Rest Day
Morning:Shaded morning walks before the heat
Breakfast & coffee:Great American Cookies
Afternoon:Ground-floor lounging and a dog-patio lunch at a 30A café
Shopping:Loft
Evening:Long naps for all species
Drinks & nightlife:Taboo Latin Club
6
Day 6
Morning:Pontoon day #2, or a Rocky Bayou pine-trail morning
On the water:Shallow Minded Fishing Charters 30A
Afternoon:Cool-off bayou swim and a water-bowl patio break
Lunch:El Paso Tacos & Tequila
Evening:Farewell patio dinner
Drinks & nightlife:Bud & Alley's Waterfront Restaurant & Bar
7
Day 7
Morning:Cool-morning last walk on the bay path
Breakfast & coffee:Margaritaville Restaurant - Destin
Afternoon:Pack up, with a final shaded-park romp before the drive
Lunch:Pizza by the Sea at Gulf Place
Evening:Home with one exhausted, salty, extremely happy copilot
Dinner:Johnny McTighe's Irish Pub