Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Ultimate 5-Day Destin, Florida Road Trip Itinerary

Viewed by 316 travelers

Day 1: Beach Day Bliss

Destin, Florida

8:00 AM

Breakfast at The Donut Hole

Start your day with delicious freshly baked donuts at The Donut Hole, a local favorite known for its sweet treats.
Head to The Donut Hole on Highway 98 for a tasty breakfast.
$, 1 hour

10:00 AM

Beach Time at Henderson Beach State Park

Spend the morning relaxing on the white sandy beaches and crystal clear waters of Henderson Beach State Park.
Drive to Henderson Beach State Park for a day of sun and sea.
$, 4 hours

2:00 PM

Lunch at The Back Porch

Enjoy fresh seafood and stunning views of the Gulf of Mexico at The Back Porch, a beachfront restaurant.
Head to The Back Porch for a delicious lunch by the beach.
$$, 1 hour

4:00 PM

Relaxing Spa Session at Spa Sandestin

Indulge in a pampering spa session at Spa Sandestin to unwind and rejuvenate.
Drive to Spa Sandestin for a relaxing spa session.
$$$, 2 hours

7:00 PM

Dinner at The Crab Trap

End your day with a seafood feast at The Crab Trap, known for its fresh catches and beachfront dining experience.
Head to The Crab Trap for a delicious dinner by the ocean.
$$, 1.5 hours
Find Hotels in Destin

Day 2: Historic Exploration

Fort Walton Beach, Florida

9:00 AM

Breakfast at The Breakfast Table Cafe

Start your day with a hearty breakfast at The Breakfast Table Cafe, serving up delicious Southern comfort food.
Head to The Breakfast Table Cafe for a tasty breakfast.
$, 1 hour

11:00 AM

Visit Heritage Park & Cultural Center

Explore the history and culture of Fort Walton Beach at Heritage Park & Cultural Center, featuring exhibits and artifacts.
Drive to Heritage Park & Cultural Center for a morning of historic discovery.
$, 2 hours

1:00 PM

Lunch at Stewby's Seafood Shanty

Enjoy affordable and delicious seafood at Stewby's Seafood Shanty, a local gem known for its fresh catches.
Head to Stewby's Seafood Shanty for a casual seafood lunch.
$, 1 hour

3:00 PM

Shopping at Uptown Station

Browse through shops and boutiques at Uptown Station for unique finds and souvenirs.
Drive to Uptown Station for some leisurely shopping.
$$, 2 hours

6:00 PM

Dinner at Burrito del Sol

Savor delicious and affordable Mexican cuisine at Burrito del Sol, a local favorite for flavorful burritos.
Head to Burrito del Sol for a satisfying dinner after a day of exploration.
$, 1 hour
Find Hotels in Fort Walton Beach

Day 3: Nature Escapade

Grayton Beach, Florida

8:30 AM

Breakfast at The Perfect Pig

Start your day with a scrumptious breakfast at The Perfect Pig, known for its delicious Southern-inspired dishes.
Head to The Perfect Pig for a delightful breakfast.
$$, 1 hour

10:00 AM

Explore Grayton Beach State Park

Discover the beauty of Grayton Beach State Park with its coastal dune lakes, hiking trails, and pristine beaches.
Drive to Grayton Beach State Park for a day of nature exploration.
$, 4 hours

2:00 PM

Lunch at Chiringo

Enjoy beachfront dining and tasty tacos at Chiringo, a laid-back eatery with a vibrant atmosphere.
Head to Chiringo for a relaxed lunch by the beach.
$$, 1 hour

4:00 PM

Kayaking on Western Lake

Rent a kayak and paddle along the serene waters of Western Lake, surrounded by the natural beauty of Grayton Beach.
Rent a kayak at a nearby rental shop for a peaceful afternoon on the lake.
$$, 2 hours

7:00 PM

Dinner at The Red Bar

Indulge in a flavorful dinner at The Red Bar, a local institution known for its eclectic menu and lively ambiance.
Head to The Red Bar for a memorable dining experience.
$$$, 1.5 hours
Find Hotels in Grayton Beach

Day 4: Artistic Delights

Seaside, Florida

9:30 AM

Breakfast at Great Southern Cafe

Start your day with a delicious breakfast at Great Southern Cafe, known for its Southern comfort food with a modern twist.
Head to Great Southern Cafe for a tasty breakfast to kick start your day.
$$, 1 hour

11:00 AM

Explore Seaside Farmers Market

Stroll through the Seaside Farmers Market, showcasing local produce, artisanal goods, and vibrant community spirit.
Visit the Seaside Farmers Market for a morning of browsing and shopping.
$, 2 hours

1:00 PM

Lunch at Bud & Alley's Taco Bar

Enjoy a casual lunch at Bud & Alley's Taco Bar, serving up delicious tacos and refreshing drinks with ocean views.
Head to Bud & Alley's Taco Bar for a laid-back lunch by the sea.
$, 1 hour

3:00 PM

Visit Ruskin Place Artist Colony

Explore the galleries and boutiques of Ruskin Place Artist Colony, a charming area filled with art and creativity.
Take a leisurely walk to Ruskin Place Artist Colony for a dose of artistic inspiration.
$, 2 hours

6:00 PM

Dinner at The Shrimp Shack

Savor fresh seafood at The Shrimp Shack, a local eatery known for its shrimp dishes and laid-back atmosphere.
Head to The Shrimp Shack for a delicious seafood dinner.
$$, 1 hour
Find Hotels in Seaside

Day 5: Farewell to Destin

Destin, Florida

9:00 AM

Breakfast at Another Broken Egg Cafe

Enjoy a scrumptious breakfast at Another Broken Egg Cafe, serving up a variety of delicious egg dishes and brunch classics.
Head to Another Broken Egg Cafe for a satisfying breakfast before leaving Destin.
$$, 1 hour

11:00 AM

Shop at Destin Commons

Explore the shops and boutiques at Destin Commons for last-minute souvenirs and shopping finds.
Spend some time shopping and strolling around Destin Commons for your final Destin experience.
$$, 2 hours

1:00 PM

Lunch at Camille's at Crystal Beach

Enjoy a delicious lunch at Camille's at Crystal Beach, a cozy spot known for its fresh and flavorful dishes.
Head to Camille's at Crystal Beach for a delightful lunch before departing from Destin.
$$, 1 hour

3:00 PM

Relax at James Lee Park

Unwind at James Lee Park, a serene beach spot perfect for a leisurely afternoon of relaxation before your journey home.
Drive to James Lee Park for some peaceful beach time.
$, 3 hours
Find Hotels in Destin
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

More About destin florida

7-Day Family Beach Trip — Destin, FL (2 adults, 2 kids under 4)
Packing List
Trip Packing List: Destin, Florida (June)
Packing List
Itinerary created by AI-assisted, human-reviewed

Plan Your destin florida Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go