23 days in Florida Itinerary

23 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
Drive
1
Chipley
— 2 nights
Drive
2
Live Oak
— 2 nights
Drive
3
High Springs
— 1 night
Drive
4
Naples
— 6 nights
Drive
5
Layton, Long Key
— 6 nights
Drive
6
Big Pine Key
— 5 nights
Drive

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Chipley — 2 nights

Chipley is a city in Washington County, Florida, United States. Start off your visit on the 22nd (Wed): Head underground at Florida Caverns State Park. On the 23rd (Thu), you'll have a packed day of sightseeing: immerse yourself in nature at Falling Waters State Park and then learn about wildlife with up-close encounters at Seacrest Wolf Preserve.

To see where to stay, maps, ratings, and more tourist information, use the Chipley attractions planning app.

Mobile to Chipley is an approximately 2.5-hour car ride. In February, daily temperatures in Chipley can reach 64°F, while at night they dip to 52°F. On the 24th (Fri), you'll have the morning to explore before heading off to Live Oak.
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Parks · Nature · Zoos & Aquariums
Side Trip

Live Oak — 2 nights

Live Oak is a city in Suwannee County, Florida, United States. On the 24th (Fri), admire the majestic nature at Spirit of the Suwannee Music Park and then admire the masterpieces at Stephen Foster Folk Culture Center State Park. Here are some ideas for day two: experience rural life at Gan Eden Farms and then walk around Yogi Bear's Jellystone Park.

To find photos, ratings, and tourist information, use the Live Oak visit planning app.

Traveling by car from Chipley to Live Oak takes 2.5 hours. Traveling from Chipley to Live Oak, you'll lose 1 hour due to the time zone difference. Traveling from Chipley in February, Live Oak is a bit cooler at night with lows of 46°F. On the 26th (Sun), you'll have the morning to explore before heading off to High Springs.
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Parks · Nature · Museums
Side Trips

High Springs — 1 night

High Springs is a city in Alachua County, Florida, United States. On the 26th (Sun), admire the majestic nature at O'Leno State Park.

To find more things to do, traveler tips, maps, and other tourist information, refer to the High Springs holiday planner.

Getting from Live Oak to High Springs by car takes about an hour. In February, plan for daily highs up to 72°F, and evening lows to 47°F. On the 27th (Mon), you'll have the morning to explore before heading off to Naples.
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Nature · Parks

Naples — 6 nights

You'll find plenty of places to visit near Naples: Shark Valley Visitor Center (in Everglades National Park), J.N. "Ding" Darling National Wildlife Refuge (in Sanibel Island) and Fort Myers Beach (in Fort Myers Beach).

For photos, more things to do, traveler tips, and other tourist information, read our Naples travel route planning app.

You can drive from High Springs to Naples in 4.5 hours. Alternatively, you can do a combination of car and flight. Expect a bit warmer temperatures when traveling from High Springs in February; daily highs in Naples reach 78°F and lows reach 60°F. On the 5th (Sun), you'll have the morning to explore before heading off to Layton.
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Parks · Outdoors · Wildlife · Museums
Side Trips

Layton, Long Key — 6 nights

Layton is known for nature. Your trip includes some of its best attractions: admire the majestic nature at Long Key State Park and head outdoors with Dooda Charters.

To find reviews, where to stay, more things to do, and tourist information, go to the Layton travel planner.

You can drive from Naples to Layton in 3.5 hours. Alternatively, you can drive. You'll have a few hours on the 11th (Sat) to wrap things up before traveling to Big Pine Key.
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Nature · Parks · Outdoors
Side Trip
Highlights from your trip

Big Pine Key — 5 nights

Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Step out of Big Pine Key with an excursion to Flamingo in Everglades National Park--about 1h 45 min away. There's still lots to do: kick back and relax at Bahia Honda State Park, experience rural life at Grimal Grove, relax and rejuvenate at Angelic Moon Holistic Day Spa & APOTHECARY, and stop by Out of the Blue Gallery.

To find maps, where to stay, and other tourist information, read our Big Pine Key trip itinerary website.

You can drive from Layton to Big Pine Key in an hour. Another option is to drive. March in Big Pine Key sees daily highs of 81°F and lows of 69°F at night. On the 16th (Thu), you'll have the morning to explore before heading back home.
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Parks · Outdoors · Wildlife · Beaches
Side Trips

Florida travel guide

4.3
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.
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