Your day-by-day plan
- 1
Arrive & Establish the Base
Morning:Drive in; grocery mega-run (breakfast supplies save real money over ten days).
Breakfast & coffee:Beach Happy Cafe
Afternoon:Room assignments, pool decompression, first toes-in-sand moment.
Shopping:Kilwins
Evening:Dinner in, then post the week's loose plan on the fridge.
Dinner:The Wine Bar - Watercolor
Insider Tip:Kids behave better inside a known map. So do adults.
- 2
Full Classic Beach Day
Morning:Chairs and umbrellas at Miramar Beach; sandcastle infrastructure projects commence.
Breakfast & coffee:The Bay
Afternoon:Lunch at Whale's Tail steps from the towels, then shifts of shade and swimming.
Lunch:Stinky's Fish Camp
Evening:The Harbor Boardwalk catch-unloading show, then ice cream. Free entertainment, minor budget.
Drinks & nightlife:Salty Duck
Insider Tip:Claim your beach spot by 9 am in summer or rent a pre-set row; the towel land-grab is real.
- 3
Crab Island Day
Morning:A morning double-decker slide pontoon, the one boat that satisfies a 5-year-old and a 15-year-old simultaneously.
On the water:S.E.A. Chase Watersports
Afternoon:Naps and pool for the littles; teens get a free-choice hour.
Evening:Easy tacos at the house; sunset walk for whoever's still upright.
Drinks & nightlife:Shalimar Cheers Pub
Insider Tip:Morning slots get calm water, and the slide gets shorter lines before nap o'clock hits.
- 4
Split-Squad Day
Morning:Teens take a jet-ski dolphin tour or go parasailing; littles and a parent do the Gulfarium.
Parasailing:Parasailing Destin, Florida
Afternoon:Everyone regroups for pool time; trade war stories.
Evening:Reunion dinner at McGuire's. The dollar-bill ceiling wins all ages.
Drinks & nightlife:Hurricane Oyster Bar & Grill
Insider Tip:Splitting once mid-trip resets everyone's patience. Trade squads later in the week so no parent gets only toddler duty.
- 5
Slow Day + Bowling Night
Morning:Lazy morning; pool and books.
Breakfast & coffee:Seagrove Village Market
Afternoon:A matinee at Destin Commons if the heat peaks, or souvenir recon.
Shopping:Paris Banh Mi - Silver Sands Outlets
Evening:Uncle Buck's Fishbowl: underwater-themed bowling where the ball return is a shark's mouth. Go early; it's first-come.
Family fun:Honeybee Ice Cream & Arcade
Insider Tip:The arcade next to the lanes absorbs any wait, and the littles think the shark mouth is the main attraction.
- 6
Big Kahuna's Day
Morning:Full family water-park day: slides for the big kids, Buccaneer Cove for the littles, cabana as home base.
Drinks & nightlife:Beach Camp Brewpub
Afternoon:Wave pool and lazy river as energy fades.
Lunch:Back Beach Barbecue
Evening:Stay for the laser show if it's running, then collapse gratefully.
Family fun:30A Escapes Vacation Rentals
Insider Tip:Pack dry clothes in the car; the drive home goes better un-soggy.
- 7
30A Field Trip
Morning:Bikes in Seaside for whoever can pedal; strollers roll fine on the town paths.
Breakfast & coffee:Boshamps Seafood and Oyster House
Afternoon:Airstream-row lunch, snow-balls at Frost Bites, then a beach hour at Grayton Beach State Park.
Lunch:Borago Restaurant
Evening:A golden-hour family photo at the pavilions (day-seven tans photograph best), then a casual dinner back home.
Drinks & nightlife:Cajun Corner Sports Bar and Grill
Insider Tip:Hire the photographer for this evening when you book the trip; sunset slots go first in season.
- 8
Fishing Day
Morning:Teens and a parent take a half-day party boat; the shore crew does Captain Leonard Destin Park with its splash pads, playground, and pier.
Fishing charter:30A Fishing Charters
Afternoon:Everyone converges as the boat lands; the catch goes straight to the kitchen.
Lunch:Stripes Pub & Grill
Evening:Harbor Docks cooks the crew's catch for the whole table.
Dinner:Tropical Boho
Insider Tip:"We caught dinner" is the single most retold story of any 10-day trip. Engineer it.
- 9
Day-Trip Choice
Morning:Option A is Navarre Beach: Florida's longest Gulf pier plus the Sea Turtle Conservation Center (littles love it, teens tolerate it well). Option B is the Shell Island shuttle from St. Andrews State Park, the empty-island adventure for a crew that's over crowds.
Breakfast & coffee:Bayou Bill's Crab House
Afternoon:Picnic wherever you landed, then home for quiet hour.
Evening:Farewell-eve dinner at LuLu's, then a souvenir sweep at HarborWalk.
Shopping:Boca Boutique & Galeri
Insider Tip:Let the kids vote on A versus B at breakfast; ownership beats itinerary fatigue on Day 9.
- 10
The Long Goodbye
Morning:Sunrise beach walk, then a Donut Hole box for the road.
Breakfast & coffee:Bad Ass Coffee
Afternoon:Staggered packing; one last swim someone always sneaks in.
Lunch:TC's Front Porch
Evening:Drive home planning the return trip out loud.
Drinks & nightlife:Papa Joe's Hideaway
Insider Tip:Ten-day trips earn a repeat-visit discount conversation with your rental company. Ask before checkout, not next January.
More A-List spots for this trip
Hand-picked Destin A-List businesses that fit this itinerary — tap through for hours, photos, and reviews.
Funland Arcade
The Grand 16 - Pier Park
Camp Watercolor
Los Ranchero’s Mexican Bar & Grill
Crab Trap, Fort Walton Beach
Maas Coffee Roasters Destin
Bistrology Breakfast Brunch & Dinner
Truman Show House