6 days in Florida Panhandle Itinerary
Created using Inspirock Florida Panhandle trip itinerary planner
Start: Chicago
Fly
1
Pensacola
— 1 night
Drive
2
Miramar Beach
— 2 nights
Drive
3
Panama City Beach
— 2 nights
Fly
End: Chicago
Sun, May 14 - Fri, May 19
Edit
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18
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Pensacola — 1 night

Western Gate to the Sunshine State
On the 14th (Sun), head off the coast to Santa Rosa Island, then stroll through Navarre Beach, and then stroll through Pensacola Beach. On the next day, stop by Perdido Key Seafood, then learn about all things military at National Naval Aviation Museum, and then identify plant and animal life at Chase-N-Fins.
To see ratings, other places to visit, traveler tips, and other tourist information, read our Pensacola road trip planning site.
Chicago to Pensacola is an approximately 4-hour flight. You can also drive; or do a combination of train and bus. Traveling from Chicago in May, things will get a bit warmer in Pensacola: highs are around 83°F and lows about 66°F. Wrap up your sightseeing on the 15th (Mon) early enough to drive to Miramar Beach.
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To see ratings, other places to visit, traveler tips, and other tourist information, read our Pensacola road trip planning site.
Chicago to Pensacola is an approximately 4-hour flight. You can also drive; or do a combination of train and bus. Traveling from Chicago in May, things will get a bit warmer in Pensacola: highs are around 83°F and lows about 66°F. Wrap up your sightseeing on the 15th (Mon) early enough to drive to Miramar Beach.
Side Trips
Highlights from your trip
Miramar Beach — 2 nights

On the 16th (Tue), contemplate the waterfront views at Destin Harbor, then fulfill a lifelong dream with AJ's Water Adventures, and then make a trip to Destin Harbor Boardwalk. Keep things going the next day: buy something for everyone on your list at Le NailSpa, then admire the majestic nature at Henderson Beach State Park, then take in the waterfront at The Village of Baytowne Wharf, and finally kick back and relax at Santa Rosa Beach.
For other places to visit, ratings, where to stay, and more tourist information, you can read our Miramar Beach trip app.
Traveling by car from Pensacola to Miramar Beach takes 1.5 hours. Expect a daytime high around 83°F in May, and nighttime lows around 69°F. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Panama City Beach.
more
For other places to visit, ratings, where to stay, and more tourist information, you can read our Miramar Beach trip app.
Traveling by car from Pensacola to Miramar Beach takes 1.5 hours. Expect a daytime high around 83°F in May, and nighttime lows around 69°F. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Panama City Beach.
Side Trips
Highlights from your trip
Panama City Beach — 2 nights
World's Most Beautiful Beaches
Kick off your visit on the 18th (Thu): step off the mainland to explore Shell Island, admire the majestic nature at St. Andrews State Park, and then get outside with Outdoor Activities. Get ready for a full day of sightseeing on the 19th (Fri): test your team's savvy at popular escape rooms, enjoy the sand and surf at Panama City Beach, and then browse the different shops at Pier Park.
To see traveler tips, ratings, more things to do, and tourist information, refer to the Panama City Beach online sightseeing planner.
Traveling by car from Miramar Beach to Panama City Beach takes an hour. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Plan for little chillier nights when traveling from Miramar Beach in May since evenings lows in Panama City Beach dip to 62°F. Finish your sightseeing early on the 19th (Fri) so you can fly back home.
more
To see traveler tips, ratings, more things to do, and tourist information, refer to the Panama City Beach online sightseeing planner.
Traveling by car from Miramar Beach to Panama City Beach takes an hour. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Plan for little chillier nights when traveling from Miramar Beach in May since evenings lows in Panama City Beach dip to 62°F. Finish your sightseeing early on the 19th (Fri) so you can fly back home.
Highlights from your trip
Florida Panhandle travel guide
The Emerald Coast
Stretching over 322 km (200 mi) of beautiful coastline along the Gulf of Mexico, the Florida Panhandle encompasses an area of pristine white-sand beaches and turquoise waters, earning it the nickname the Emerald Coast. Distinguished from the rest of the Sunshine State by its laid-back southern influence, the region remains a popular tropical holiday destination for those looking to avoid the larger vacation hubs of Miami and Orlando. Explore the beachfront shops and fresh-caught seafood cafes of the region's fishing villages, or head to the bigger seaside communities of Pensacola and Panama City for a wide selection of retail and entertainment options, including some of the coast's most active nightlife.
Destin travel guide
World's Luckiest Fishing Village
With emerald water and white beaches, Destin is one of America's favorite vacation destinations. The city originated as a small fishing village, but today tourists from all over the world flock here to enjoy itineraries filled with dolphin cruises, snorkeling, and superb sailing. The city boasts a lively nightlife scene, and when the sun sets, beachfront bars and seafood restaurants are abuzz with activity. The sand of Destin's idyllic beaches is considered to be some of the whitest in the world; made up of finely ground quartz crystal, it resembles sugar.