Want an itinerary like this for your trip?
Tell us where you're going and get a personalized plan in seconds — completely free.
Plan My Trip

Explore Pensacola in 3 days

Viewed by 279 travelers

Day 1: Downtown Discovery

Pensacola, Florida

8:00AM

Breakfast at Drowsy Poet Coffee Company

Start your day with a cozy breakfast and a cup of freshly brewed coffee at Drowsy Poet Coffee Company.
Head to 86 E 9 Mile Rd, Pensacola, FL 32534
$10, 1 hour

10:00AM

Explore Historic Pensacola Village

Step back in time as you wander through the historic streets lined with preserved 19th-century buildings.
Walk around the corner from the coffee shop to Historic Pensacola Village.
$15, 2 hours

12:30PM

Lunch at The Fish House

Enjoy a delicious seafood lunch with waterfront views at The Fish House.
Head to 600 S. Barracks St., Pensacola, FL 32502
$20, 1.5 hours

2:30PM

Visit Pensacola Lighthouse and Maritime Museum

Climb to the top of the lighthouse for panoramic views of the city and explore the maritime history exhibits.
Drive to 2081 Radford Blvd, Pensacola, FL 32508
$8, 1.5 hours

5:00PM

Dinner at Jaco’s Bayfront Bar and Grille

End your day with a delightful dinner overlooking the bay at Jaco’s Bayfront Bar and Grille.
Head to 997 S Palafox St, Pensacola, FL 32502
$25, 2 hours
Find Hotels in Pensacola

Day 2: Beach Day

Pensacola Beach, Florida

8:00AM

Breakfast at Native Cafe

Fuel up with a hearty breakfast at Native Cafe before hitting the beach.
Head to 45 Via De Luna Dr, Pensacola Beach, FL 32561
$12, 1 hour

10:00AM

Relax on Pensacola Beach

Spend the day soaking up the sun, swimming in the turquoise waters, and strolling along the powdery white sands of Pensacola Beach.
Pensacola Beach is a short walk from Native Cafe.
Free, 4 hours

2:00PM

Lunch at Flounder’s Chowder House

Indulge in fresh seafood and flavorful chowder for lunch at Flounder’s Chowder House.
Head to 800 Quietwater Beach Rd, Pensacola Beach, FL 32561
$20, 1.5 hours

4:00PM

Water Sports Activities

Try out some water sports activities like paddleboarding or jet skiing to add some excitement to your beach day.
Rent equipment from one of the beachside vendors.
$40, 2 hours

6:30PM

Sunset Dinner at Casino Beach Bar & Grille

Enjoy a picturesque dinner by the beach as you watch the sun set over the Gulf of Mexico at Casino Beach Bar & Grille.
Head to 41 Fort Pickens Rd, Pensacola Beach, FL 32561
$30, 2 hours
Find Hotels in Pensacola Beach

Day 3: Aviation Adventure

National Naval Aviation Museum, Pensacola, Florida

9:00AM

Breakfast at Polonza Bistro

Start your day with a delicious breakfast at Polonza Bistro before diving into the world of aviation.
Head to 5674 Pensacola Blvd, Pensacola, FL 32505
$15, 1 hour

10:30AM

Explore National Naval Aviation Museum

Discover the fascinating history of naval aviation and explore the impressive aircraft on display at the museum.
Drive to 1750 Radford Blvd, NAS Pensacola, FL 32508
Free, 3 hours

1:30PM

Lunch at Wings & Things

Enjoy a casual lunch at Wings & Things near the museum, known for their delicious wings and comfort food.
1882 Airport Blvd, Pensacola, FL 32504
$18, 1 hour

3:00PM

Flight Simulator Experience

Try your hand at flying a plane with the interactive flight simulators available at the museum.
Located within the museum premises.
$10, 1 hour

5:00PM

Farewell Dinner at McGuire’s Irish Pub

Conclude your Pensacola adventure with a festive dinner at McGuire’s Irish Pub, known for its hearty Irish dishes and lively atmosphere.
Head to 600 E Gregory St, Pensacola, FL 32502
$35, 2 hours
Find Hotels in National Naval Aviation Museum
0

More About pensacola

Pace High School → Jacksonville Overnight Trip
Packing List
Trip Packing List: Pensacola, Florida (June)
Packing List
Itinerary created by AI-assisted, human-reviewed

Plan Your pensacola Trip

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