Your day-by-day plan
- 1
Day 1
Morning:Gates-open Henderson
Breakfast & coffee:Fonville Press Market + Café
Afternoon:Midday retreat
Evening:5 pm dinner doctrine established.
Dinner:Curly Cream Rolled Icecream
- 2
Day 2
Morning:Topsail long-walk filter day
Breakfast & coffee:Chopstix
Afternoon:Deer Lake boardwalk
Lunch:Havana Beach Bar & Grill
Evening:Café Thirty-A early table.
Dinner:Sugar Mill Sweets
- 3
Day 3
Morning:Weekday 8 am Crab Island
On the water:Charter Boat Lady Em
Afternoon:The private-lagoon hour
Family fun:Camp Watercolor
Evening:Home before the flotilla.
Dinner:Frutas Locas
- 4
Day 4
Morning:Eglin-pass day at the reservation's quiet beaches (Princess Beach; grab the free pass)
Breakfast & coffee:Beach Walk Cafe
Afternoon:Shell the empty sand and picnic — no crowds, no vendors
Lunch:Main Brew Coffee
Evening:Sunset back in town and a quiet harbor dinner
Dinner:Rum Runners
- 5
Day 5
Morning:REST midweek: pool
Breakfast & coffee:Summer Kitchen Cafe
Afternoon:Porch
Evening:5 pm oysters at an empty bar.
Dinner:Modica Market
- 6
Day 6
Morning:Shell Island expedition: shuttle from St. Andrews State Park
Breakfast & coffee:The Perfect Pig @ Watercolor Crossings
Afternoon:Snorkel the jetties and walk the seven shopless miles
Snorkeling:Dolphin And Snorkel Tours Inc.
Evening:Ferry back and a low-key dinner
- 7
Day 7
Morning:Sunrise-to-breakfast beach walk finale
Breakfast & coffee:The Crack of Dawn Cafe
Afternoon:One last empty-cove swim and a slow pack-up
Lunch:The Caf
Evening:Home before checkout traffic exists
Dinner:Royal Palm Grille
Finn's tips
Weekday + dawn + long-walk is the three-part formula; September–October makes all three easier.
More A-List spots for this trip
Hand-picked Destin A-List businesses that fit this itinerary — tap through for hours, photos, and reviews.
Saczynski Gallery
Odessa Beach Pavilion
Marine Adventures 30A - Dolphin & Sunset Cruises
Coffee Ave
Sugar & Co.
Basmati's Asian Cuisine
Rick's Crab Trap
Flatwoods Trail