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Travel AI

5 Days Exploring Pensacola Florida Itinerary

Last updated: 2024 Jun 14

Welcome to Pensacola

Morning

Start your day with a hearty breakfast at The Ruby Slipper Cafe, known for its Southern-inspired brunch dishes. Afterward, head to the Pensacola Beach and relax on the white sandy shores.

Afternoon

Enjoy lunch at Red Fish Blue Fish, a waterfront restaurant offering fresh seafood and stunning views. Post-lunch, embark on the Private Dolphin Sightseeing Tour for up to 6, Pensacola Bch to see playful dolphins in their natural habitat.

Evening

Dine at The Fish House, famous for its seafood and Southern cuisine. In the evening, take a leisurely stroll along the Pensacola Beach Boardwalk and enjoy the sunset.

Bedtime

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5.00
Private Dolphin Sightseeing Tour for up to 6, Pensacola Bch
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Historical and Haunted Pensacola

Morning

Begin your day with breakfast at Another Broken Egg Cafe. Then visit Historic Pensacola Village to explore its museums and historic buildings.

Afternoon

For lunch, try Hub Stacey's Downtown for delicious sandwiches. Afterward, join the Seville Haunted Luncheon and Ghost Tour for a spooky yet informative experience of Pensacola's haunted history.

Evening

Have dinner at Jackson's Steakhouse, known for its fine dining experience. End your evening with a visit to Seville Quarter for some live music and entertainment.

Bedtime

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4.00
Seville Haunted Luncheon and Ghost Tour
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Nature and Adventure Day

Morning

Kick off your morning with breakfast at The Leisure Club Coffee Bar & Restaurant. Then head to Big Lagoon State Park for hiking trails and bird watching.

Afternoon

Grab lunch at Flora-Bama Yacht Club before enjoying an adventurous Private Dolphin Tour with Secluded Beach/Snorkel Stop. This tour offers both dolphin sightings and snorkeling opportunities.

Evening

Dine at McGuire's Irish Pub of Pensacola for a lively atmosphere and hearty meals. Spend your evening exploring Palafox Street's shops and bars.

Bedtime

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5.00
Private Dolphin Tour with Secluded Beach/Snorkel Stop
Book Now

Cultural Exploration

Morning

Have breakfast at Polonza Bistro before visiting the National Naval Aviation Museum to see historic aircrafts and exhibits.

Afternoon

Enjoy lunch at The Oar House with views of Bayou Chico. Spend your afternoon exploring Fort Barrancas located within Naval Air Station Pensacola.

Evening

For dinner, head to Global Grill which offers tapas-style dishes. Finish your day by attending a performance or concert at Saenger Theatre.

Bedtime

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Relaxation Day

Morning

Start your final day with breakfast at Bodacious Brew before heading back to Pensacola Beach for some relaxation time or beach activities like paddleboarding or kayaking.

Afternoon

Lunch will be at Peg Leg Pete's where you can enjoy seafood right by the water. Spend your afternoon visiting Gulf Islands National Seashore for scenic views and wildlife spotting.

Evening

Conclude your trip with dinner at Jaco's Bayfront Bar & Grille while watching the sunset over the marina.

Bedtime

Find amazing hotels in Pensacola, Florida.