Outdoor Adventure and Relaxation Week in Pensacola, Florida

Day 1: Downtown & Beach Day

Pensacola, Florida on June 12, 2025

8:00am

Breakfast at The Ruby Slipper Cafe

Enjoy a hearty Southern-style breakfast with fresh, locally sourced ingredients to start your Pensacola adventure energized.
USD15, 1h

9:30am

Pensacola Bay Front Park Walk

A scenic stroll along the waterfront offering beautiful views of Pensacola Bay and a chance to enjoy fresh air and light exercise.
Free, 1h

11:00am

Pensacola Beach

Relax or swim on the white sandy beaches of Pensacola. The beach is perfect for sunbathing and outdoor activities like beach volleyball.
Free, 3h

2:00pm

Lunch at The Sandshaker Lounge & Beach Bar

Casual beachside dining offering fresh seafood and tropical drinks with a lively atmosphere.
USD20, 1h

3:30pm

Gulf Islands National Seashore - Fort Pickens Visit

Explore the historic Fort Pickens and enjoy hiking or birdwatching trails in the surrounding natural environment.
USD10, 3h

7:00pm

Dinner at Peg Leg Pete's

Enjoy a delicious seafood dinner at this local favorite serving fresh, Gulf-caught fish and waterfront views.
USD30, 1.5h
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Day 2: Beach & Nature Park

Gulf Breeze, Florida on June 13, 2025

8:00am

Breakfast at Sunrise Coffee

Grab a quick coffee and pastry from this popular spot to fuel your outdoor day.
USD10, 0.5h

9:00am

Big Lagoon State Park Hiking and Kayaking

Explore hiking trails for all levels or rent a kayak to paddle through the peaceful lagoon waters surrounded by nature.
USD6 park entrance, kayak rental approx USD30, 4h

1:30pm

Lunch Picnic at Big Lagoon

Enjoy a packed or deli-sourced picnic lunch in the park’s picnic areas amid the natural scenery.
USD15, 1h

3:00pm

Visit Gulf Breeze Zoo

Though not a museum, it offers outdoor animal habitats and a relaxing walk surrounded by wildlife.
USD20, 2h

6:00pm

Dinner at The Grand Marlin

Dine on modern seafood dishes with exceptional views of the Pensacola Bay, perfect after a day outdoors.
USD35, 1.5h
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Day 3: Water Adventures

Pensacola, Florida on June 14, 2025

7:30am

Early Breakfast at Seville Quarter

Start your day with fresh coffee and breakfast bites in this lively downtown area.
USD15, 1h

9:00am

Paddleboarding or Jet Ski Rental

Rent paddleboards or jet skis from a beach rental shop to enjoy an active morning on Pensacola Bay or the Gulf waters.
USD40-70 depending on rental, 3h

12:30pm

Lunch at McGuire’s Irish Pub

Experience hearty Irish-American fare in a fun and historic setting—great fuel for the afternoon.
USD20, 1h

2:00pm

Biking Pensacola Beach Trail

Rent a bike and explore the scenic Pensacola Beach Trail, perfect for a relaxed afternoon ride outdoors.
USD20 bike rental, 2h

5:00pm

Sunset at Casino Beach

Wrap up the day with a sunset watching experience at Casino Beach, famous for its soft sands and vibrant views.
Free, 1h

7:00pm

Dinner at Crabs on the Beach

Enjoy fresh seafood with a casual beachfront atmosphere, ideal for relaxing after an active day.
USD30, 1.5h
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Day 4: Nature and Wildlife

Pensacola, Florida on June 15, 2025

8:00am

Breakfast at The Nook

Enjoy a cozy breakfast featuring creative American dishes with fresh ingredients.
USD18, 1h

9:30am

Blackwater River State Park Day Trip

Spend the day hiking, swimming, and tubing in this beautiful park famous for its crystal-clear water and shaded trails.
USD6 park entry, 5h

3:00pm

Afternoon Snack at park picnic area

Rest with a light snack you bring along while enjoying the natural surroundings.
USD10, 0.5h

5:00pm

Return to Pensacola and relax

Take some time to rest at your accommodation or explore local shops downtown for souvenirs.
Free, 1.5h

7:30pm

Dinner at Jaco's Bayfront Bar & Grille

Finish your day with casual dining offering tasty waterfront views and a laid-back atmosphere.
USD25, 1.5h
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Day 5: Beach & Leisure

Pensacola, Florida on June 16, 2025

8:00am

Breakfast at Another Broken Egg Cafe

Indulge in a delicious breakfast with local twists on classic southern dishes to start a relaxing day.
USD20, 1h

9:30am

Relax at Quietwater Beach

Enjoy a less crowded beach with calm waters perfect for swimming or lounging in a peaceful setting.
Free, 3h

1:00pm

Lunch at Red Fish Blue Fish

Casual waterfront dining with fresh fish tacos and other local seafood delights.
USD20, 1h

2:30pm

Explore Bayfront Amphitheater area and Seville Square

Walk around Pensacola’s lively bayfront area known for outdoor markets, street performers, and green space.
Free, 2h

5:00pm

Sunset Paddle or Kayak Rental

Rent a kayak or paddleboard to enjoy the sunset on the water for a calm and scenic experience.
USD35, 1.5h

7:30pm

Dinner at Fish House

Dine at this upscale yet casual restaurant known for its excellent seafood and waterfront views.
USD40, 1.5h
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Day 6: Outdoor Exploration

Pensacola, Florida on June 17, 2025

8:00am

Breakfast at Gulf Coast Eatery

Start your day with fresh-squeezed juices and a tasty breakfast sandwich in a casual setting.
USD12, 1h

9:30am

Hiking at Tarkiln Bayou Preserve State Park

Explore well-maintained trails through diverse habitats including pine flatwoods and wetlands with ample wildlife viewing.
Free, 3h

1:00pm

Lunch at Fishermen’s Corner

Enjoy fresh local catches prepared simply and deliciously in this casual neighborhood spot.
USD20, 1h

2:30pm

Visit Blue Angels Practice at NAS Pensacola

Catch the famous Navy Blue Angels practicing their aerial acrobatics for an exciting outdoor spectacle.
Free, 1.5h

5:00pm

Walk Gulf Breeze Waterfront Park

Enjoy the sunset with a relaxing walk along the waterfront park featuring paths and wildlife viewing.
Free, 1h

7:00pm

Dinner at The Tin Cow

End your outdoor-packed day with comfort food in a cozy atmosphere offering great views and friendly service.
USD25, 1.5h
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Day 7: Departure Day

Pensacola, Florida on June 18, 2025

8:00am

Breakfast at Brownsville Cafe

Enjoy a final local breakfast with American classic dishes before packing up to depart.
USD15, 1h

9:30am

Final Beach Walk at Pensacola Beach

Take a peaceful morning walk on the beach, reflecting on the week of outdoor fun and relaxation.
Free, 1h

11:00am

Check Out & Departure

Prepare for your trip home, ensuring you leave with wonderful memories of Pensacola’s outdoor lifestyle.
Varies, N/A
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