32 days in Florida Itinerary

32 days in Florida Itinerary

Created using Inspirock Florida trip itinerary maker

Plan created by another user. Make it yours

Route & dates

1
St. Augustine
— 4 nights
2
Panama City Beach
— 3 nights
3
Pensacola Beach
— 2 nights
4
Key West
— 5 nights
5
Marathon
— 4 nights
6
Islamorada
— 2 nights
7
Key Largo
— 4 nights
8
Marco Island
— 3 nights
9
Sanibel Island
— 3 nights

4
nights
St. Augustine

St. Augustine ©
St. Take a break from the city and head to Fort Matanzas National Monument and St. Augustine Alligator Farm Zoological Park. Satisfy your inner culture vulture at Lightner Museum and St. Augustine Lighthouse & Maritime Museum, Inc.. Explore St. Augustine's surroundings by going to Daytona Beach (Beach at Daytona Beach & Angell & Phelps Chocolate Factory), Ormond Beach (in Ormond Beach) and Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet). There's lots more to do: kick back and relax at St. Augustine Beach, brush up on your knowledge of spirits at St. Augustine Distillery, and get engrossed in the history at St. Augustine Pirate & Treasure Museum.

To see where to stay, reviews, photos, and other tourist information, you can read our St. Augustine trip itinerary website.

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. In July, daytime highs in St. Augustine are °F, while nighttime lows are °F. Finish up your sightseeing early on the 3rd (Sat) so you can go by car to Panama City Beach.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Daytona Beach, Ormond Beach, Ponce de Leon Inlet Lighthouse & Museum
Find places to stay Jul 30 — Aug 3:
Highlights from your plan
Ormond Beach ©
Ormond Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Lightner Museum ©
Lightner Museum

3
nights
Panama City Beach

Panama City Beach ©
Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Get a sense of the local culture at Panama City Beach Winery and Garnier Post Office. We've included these beaches for you: St. Andrews State Park and Panama City Beach. There's still lots to do: enjoy the sand and surf at Henderson Beach State Park, fulfill a lifelong dream with a swim-with-the-dolphins experience, and get up close to creatures of the deep with a dolphin and whale watching tour.

For more things to do, other places to visit, maps, and tourist information, read our Panama City Beach road trip website.

Traveling by car from St. Augustine to Panama City Beach takes 5.5 hours. Alternatively, you can fly. In August, daily temperatures in Panama City Beach can reach °F, while at night they dip to °F. Finish up your sightseeing early on the 6th (Tue) so you can go by car to Pensacola Beach.

Things to do in Panama City Beach

Outdoors Beaches Parks

Side Trips

Henderson Beach State Park, Garnier Post Office
Find places to stay Aug 3 — 6:
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Swim with Dolphins
St. Andrews State Park ©
St. Andrews State Park

2
nights
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. On the 7th (Wed), kick back and relax at Gulf Islands National Seashore and then enjoy the sand and surf at Pensacola Beach. Here are some ideas for day two: kick back and relax at Navarre Beach and then sample the fine beverages at Rollins Distillery.

For where to stay, more things to do, other places to visit, and other tourist information, refer to the Pensacola Beach online driving holiday planner.

You can drive from Panama City Beach to Pensacola Beach in 2.5 hours. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In August, plan for daily highs up to °F, and evening lows to °F. Finish up your sightseeing early on the 8th (Thu) so you can travel to Key West.

Things to do in Pensacola Beach

Beaches Parks Outdoors

Side Trips

Rollins Distillery, Navarre Beach
Find places to stay Aug 6 — 8:
Highlights from your plan
Gulf Islands National Seashore ©
Gulf Islands National Seashore
Navarre Beach ©
Navarre Beach
Pensacola Beach ©
Pensacola Beach

5
nights
Key West

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Do some cultural sightseeing at U.S. Coast Guard Cutter Ingham Maritime Museum and Truman Little White House. Popular historic sites such as Fort Zachary Taylor and Key West Lighthouse and Keeper's Quarters Museum are in your itinerary. Spend the 10th (Sat) exploring nature at Dry Tortugas National Park. And it doesn't end there: get up close to creatures of the deep with a dolphin and whale watching tour, cruise along The Overseas Highway, stop by Isle Cook Key West, and explore the different monuments and memorials at Key West Cemetery.

To find maps, more things to do, ratings, and tourist information, refer to the Key West vacation planner.

Traveling by flight from Pensacola Beach to Key West takes 6.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. The time zone difference when traveling from Pensacola Beach to Key West is 1 hour. Traveling from Pensacola Beach in August, Key West is somewhat warmer at night with lows of °F. Wrap up your sightseeing on the 14th (Wed) to allow time to drive to Marathon.

Things to do in Key West

Outdoors Tours Wildlife
Find places to stay Aug 8 — 14:
Highlights from your plan
Dolphin & Whale Watching
Scuba & Snorkeling
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

4
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Your itinerary includes some good beach time at Bahia Honda State Park and Sombrero Beach. Visiting Dolphin Research Center and The Turtle Hospital will get you outdoors. And it doesn't end there: look for all kinds of wild species at Sombrero Reef, snap pictures at Seven Mile Bridge, cast your line with a fishing tour, and see the interesting displays at Crane Point Museum & Nature Center.

For traveler tips, other places to visit, where to stay, and more tourist information, you can read our Marathon trip itinerary website.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In August, daily temperatures in Marathon can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 18th (Sun) early enough to drive to Islamorada.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trip

Big Pine Key
Find places to stay Aug 14 — 18:
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Bahia Honda State Park ©
Bahia Honda State Park

2
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 19th (Mon): see the vivid underwater world at Alligator Reef Light House, thensee what you can catch with a fishing tour, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery. Get ready for a full day of sightseeing on the 20th (Tue): kick back and relax at Anne's Beach, fly like a bird with a parasailing or paragliding tour, and then discover the deep blue sea with a scuba or snorkeling tour.

For more things to do, other places to visit, ratings, and more tourist information, refer to the Islamorada trip itinerary maker.

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. Expect a daytime high around °F in August, and nighttime lows around °F. Wrap up your sightseeing on the 20th (Tue) early enough to drive to Key Largo.

Things to do in Islamorada

Outdoors Wildlife Tours
Find places to stay Aug 18 — 20:
Highlights from your plan
Parasailing & Paragliding
Fishing Charters & Tours
Scuba & Snorkeling

4
nights
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
You'll explore the less-touristy side of things at Anhinga Trail and Parasailing & Paragliding. Get in touch with nature at Scuba & Snorkeling and Everglades Alligator Farm. There's lots more to do: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, explore the gorgeous colors at Grecian Rocks, explore the landscape on two wheels at Florida Keys Visitor Center, and take in the architecture and atmosphere at Key Largo Baptist Church.

To find traveler tips, more things to do, and more tourist information, read Key Largo driving holiday tool.

Key Largo is very close to Islamorada. In August, daytime highs in Key Largo are °F, while nighttime lows are °F. Wrap up your sightseeing on the 24th (Sat) to allow time to drive to Marco Island.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trips

Everglades Alligator Farm, Anhinga Trail
Find places to stay Aug 20 — 24:
Highlights from your plan
Florida Keys Wild Bird Rehabilitation Center ©
Anhinga Trail ©
Anhinga Trail
Spiegel Grove ©
Spiegel Grove

3
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Take a break from the city and head to Fishing Charters & Tours and Waterskiing & Jetskiing. Discover out-of-the-way places like Parasailing & Paragliding and Stand-Up Paddleboarding. Take a break from Marco Island with a short trip to Speed Boats Tours in Everglades City, about 38 minutes away. There's still lots to do: get up close to creatures of the deep with a dolphin and whale watching tour.

To see traveler tips, photos, maps, and other tourist information, refer to the Marco Island trip itinerary planning site.

Getting from Key Largo to Marco Island by car takes about 3 hours. Other options: do a combination of bus and taxi; or do a combination of bus and ferry. In August, daily temperatures in Marco Island can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Sanibel Island.

Things to do in Marco Island

Tours Outdoors Wildlife

Side Trip

Speed Boats Tours
Find places to stay Aug 24 — 27:
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Parasailing & Paragliding

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Your inner history buff will appreciate St. Isabel Catholic Church and Edison and Ford Winter Estates. Museum-lovers will get to explore The Bailey-Matthews National Shell Museum and Tower Gallery. There's much more to do: stroll through Captiva Beach, enjoy the sand and surf at Bowman's Beach, stroll around Pond Apple Park, and look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge.

To find traveler tips, where to stay, more things to do, and more tourist information, use the Sanibel Island planner.

You can drive from Marco Island to Sanibel Island in 2 hours. In August, daytime highs in Sanibel Island are °F, while nighttime lows are °F. Finish your sightseeing early on the 30th (Fri) so you can drive back home.

Things to do in Sanibel Island

Parks Beaches Outdoors

Side Trips

Edison and Ford Winter Estates, Captiva Beach
Find places to stay Aug 27 — 30:
Highlights from your plan
Captiva Beach ©
Captiva Beach
The Bailey-Matthews National Shell Museum ©
The Bailey-Matthews National Shell Museum
J.N. ©

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