New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Ultimate 11-Day Pensacola Adventure

Ultimate 11-Day Pensacola Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to Pensacola!

Morning
Start your Pensacola adventure with a delightful breakfast at The Ruby Slipper Cafe, known for its unique twists on Southern breakfast classics. Afterward, head to the historic Pensacola Lighthouse and Maritime Museum to enjoy panoramic views of the bay.
Afternoon
For lunch, savor the flavors of the Gulf Coast at The Fish House, a local favorite. Afterward, spend the afternoon at Sam's Fun City, a family-friendly amusement park with a variety of rides and attractions.
Evening
In the evening, enjoy a seafood dinner at The Global Grill, a top spot for innovative cuisine. Take a leisurely stroll along Pensacola Beach to end your first day.
Bedtime
Find amazing hotels in Pensacola.

Dolphin Encounters and Beach Fun

Morning
Have a relaxing morning with a beachside breakfast at The Ruby Slipper Cafe. Then, embark on a Private Dolphin Sightseeing Tour for up to 6, Pensacola Beach to witness these majestic creatures in their natural habitat.
Afternoon
For lunch, enjoy a casual meal at The Fish House before spending the afternoon on a Private Dolphin Tour with Secluded Beach/Snorkel Stop. Take the opportunity to snorkel and bask in the sun at a secluded beach.
Evening
As the day winds down, treat yourself to a dinner at Jackson's Steakhouse, known for its prime cuts and elegant atmosphere.
Bedtime
Find amazing hotels in Pensacola.

Historic Pensacola Exploration

Morning
Start your day with a hearty breakfast at The Ruby Slipper Cafe. Then, immerse yourself in the history of Pensacola with a visit to the Pensacola Lighthouse and Maritime Museum.
Afternoon
For lunch, try the unique offerings at The Global Grill, a local gem. Spend the afternoon exploring the historic streets of downtown Pensacola and visit the shops and art galleries.
Evening
Enjoy a fine dining experience at Jackson's Steakhouse, where you can savor a delicious meal in a sophisticated setting.
Bedtime
Find amazing hotels in Pensacola.

Thrills and Chills at Sam's Fun City

Morning
Indulge in a leisurely breakfast at The Ruby Slipper Cafe before heading to Sam's Fun City for a day of thrilling rides and family fun.
Afternoon
Enjoy a casual lunch at The Fish House before continuing your adventures at the amusement park. Take your time to explore the various attractions and games.
Evening
For dinner, try the unique fusion cuisine at The Global Grill, a perfect way to end a day of excitement.
Bedtime
Find amazing hotels in Pensacola.

Culinary Delights of Pensacola

Morning
Start your day with a delicious breakfast at The Ruby Slipper Cafe. Then, take a leisurely walk around downtown Pensacola to admire the historic architecture.
Afternoon
For lunch, experience the flavors of the Gulf Coast at The Fish House, known for its fresh seafood. Afterward, visit the shops and art galleries in the area.
Evening
Enjoy a memorable dinner at Jackson's Steakhouse, where you can enjoy a fine dining experience in a beautiful setting.
Bedtime
Find amazing hotels in Pensacola.

Beach Day and Sunset Cruise

Morning
Have a relaxing breakfast at The Ruby Slipper Cafe before heading to Pensacola Beach for a day of sun and sand. Take a dip in the Gulf of Mexico and unwind on the white sandy beaches.
Afternoon
For lunch, enjoy a beachside meal at The Fish House before embarking on a Pensacola Beach Sunset Dolphin Tour private up to 6 ppl. Witness a breathtaking sunset over the water.
Evening
Conclude the day with a seafood dinner at The Global Grill, a perfect way to end a day at the beach.
Bedtime
Find amazing hotels in Pensacola.

Seville Haunted Luncheon and Ghost Tour

Morning
Start your day with a spooky twist by joining the Seville Haunted Luncheon and Ghost Tour. Experience a unique combination of history and hauntings.
Afternoon
After the tour, enjoy a late lunch at The Fish House, where you can relive the ghostly tales. Spend the afternoon exploring the historic streets of downtown Pensacola.
Evening
For dinner, try the innovative dishes at The Global Grill, a culinary experience that will intrigue your taste buds.
Bedtime
Find amazing hotels in Pensacola.

Dolphin Cruises and Scavenger Hunt

Morning
Embark on a Public Dolphin & Scenic Bay Sightseeing Cruise, Pensacola FL in the morning to see dolphins in their natural habitat. Enjoy the serenity of the bay.
Afternoon
For lunch, try the fresh and creative dishes at The Global Grill. Afterward, participate in the Pensacola Beach Scavenger Hunt for a fun and interactive experience.
Evening
End the day with a seafood dinner at The Fish House, a perfect way to wrap up a day of adventure.
Bedtime
Find amazing hotels in Pensacola.

Fourth of July Fireworks Cruise

Morning
Start your day with a special breakfast at The Ruby Slipper Cafe to fuel up for the festivities ahead.
Afternoon
Enjoy a leisurely lunch at The Fish House before boarding the Fourth of July Fireworks Cruise. Experience a memorable Independence Day celebration on the water.
Evening
After the cruise, savor a late dinner at The Global Grill and reflect on the day's patriotic events.
Bedtime
Find amazing hotels in Pensacola.

Private Dolphin Tours and Fine Dining

Morning
Spend the morning on a Private Dolphin Tour with Secluded Beach/Snorkel Stop, enjoying the company of dolphins and the beauty of the Gulf Coast.
Afternoon
For lunch, indulge in the culinary creations at The Global Grill. Afterward, take a leisurely walk around downtown Pensacola and visit the local shops.
Evening
Conclude your day with a sophisticated dinner at Jackson's Steakhouse, where you can enjoy a memorable meal in an elegant setting.
Bedtime
Find amazing hotels in Pensacola.

Farewell to Pensacola

Morning
On your last morning in Pensacola, enjoy a final breakfast at The Ruby Slipper Cafe and take a moment to soak in the charm of the city.
Afternoon
Spend your remaining time exploring any missed attractions or simply relaxing at a local cafe. For lunch, savor the flavors of the Gulf Coast at The Fish House.
Evening
As the sun sets on your Pensacola adventure, have a farewell dinner at Jackson's Steakhouse, reminiscing about the wonderful experiences you've had in the city.
Bedtime
Find amazing hotels in Pensacola.

Top Pensacola Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?