28 days in Florida Itinerary

28 days in Florida Itinerary

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Route & dates

28 days in Florida Itinerary

Start: Panama City
Fly:  6​h 30​min
1
Miami
— 2 nights
Drive:  1​h 15​min
2
Key Largo
— 4 nights
Drive:  45​min
3
Islamorada
— 3 nights
Drive:  45​min
4
Marathon
— 4 nights
bus:  1​h 15​min
5
Key West
— 5 nights
ferry:  2​h 30​min
6
Marco Island
— 2 nights
Drive:  6​h
7
St. Augustine
— 2 nights
Drive:  2​h
8
Orlando
— 4 nights
Fly:  7​h 15​min
End: Panama City

2
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kick off your visit on the 3rd (Sat): admire the striking features of Freedom Tower. On the 4th (Sun), you'll have a packed day of sightseeing: take a stroll through Lincoln Road, then identify plant and animal life at Shark Valley, and then buy something for everyone on your list at Bayside Marketplace.

To see ratings, other places to visit, maps, and other tourist information, use the Miami trip planning app .

Panama City, Panama to Miami is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. In August in Miami, expect temperatures between 38°C during the day and 30°C at night. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Key Largo.

Things to do in Miami

Parks Outdoors Historic Sites

Side Trips

Miami Beach, Shark Valley Visitor Center
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

4
nights
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.
Your inner history buff will appreciate Key Largo Baptist Church and Saint Justin Martyr Catholic Church. Get outdoors at Scuba & Snorkeling and Grecian Rocks. Go for a jaunt from Key Largo to Everglades National Park to see Anhinga Trail about 48 minutes away. The adventure continues: see the vivid underwater world at Spiegel Grove, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, pause for some photo ops at Christ of the Deep, and admire the majestic nature at John Pennekamp Coral Reef State Park.

To see ratings, more things to do, maps, and more tourist information, you can read our Key Largo trip itinerary builder .

Drive from Miami to Key Largo in 1.5 hours. Alternatively, you can take a bus. In August in Key Largo, expect temperatures between 38°C during the day and 29°C at night. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Islamorada.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trip

Anhinga Trail
Highlights from your plan
Scuba & Snorkeling
Anhinga Trail ©
Anhinga Trail

3
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Step out of the city life by going to Fishing Charters & Tours and Waterskiing & Jetskiing. Get some cultural insight at Indian Key State Historic Site and Lobster Trap Art Gallery. There's much more to do: see some colorful creatures with a scuba or snorkeling tour, fly like a bird with a parasailing or paragliding tour, enjoy the sand and surf at Anne's Beach, and explore the gorgeous colors at Alligator Reef Light House.

To find traveler tips, ratings, where to stay, and other tourist information, you can read our Islamorada travel planner .

Traveling by car from Key Largo to Islamorada takes an hour. Alternatively, you can do a combination of taxi and bus. In August in Islamorada, expect temperatures between 39°C during the day and 31°C at night. Finish your sightseeing early on the 12th (Mon) so you can drive to Marathon.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Alligator Reef Light House ©
Alligator Reef Light House

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.
You'll get in some beach time at Bahia Honda State Park and Sombrero Beach. Get in touch with nature at National Key Deer Refuge and The Turtle Hospital. The adventure continues: take in the architecture and atmosphere at San Pablo Catholic Church, discover the deep blue sea with a scuba or snorkeling tour, look for all kinds of wild species at Sombrero Reef, and get all the information you need at Pigeon Key Foundation.

For maps, where to stay, traveler tips, and other tourist information, go to the Marathon day trip planning site .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In August, daytime highs in Marathon are 39°C, while nighttime lows are 31°C. Wrap up your sightseeing on the 16th (Fri) early enough to take a bus to Key West.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trip

Big Pine Key
Highlights from your plan
National Key Deer Refuge ©
National Key Deer Refuge
Bahia Honda State Park ©
Bahia Honda State Park
The Turtle Hospital ©
The Turtle Hospital

5
nights
Key West

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.
You'll explore and learn at Truman Little White House and Key West Shipwreck Treasure Museum. Popular historic sites such as Fort Zachary Taylor and Curry Mansion are in your itinerary. Next up on the itinerary: identify plant and animal life at Key West Butterfly & Nature Conservatory, see the interesting displays at The Ernest Hemingway Home and Museum, get a new perspective on things with Boat Tours & Water Sports, and get interesting insight from Tours.

To find ratings, reviews, maps, and more tourist information, refer to the Key West trip itinerary maker .

Getting from Marathon to Key West by bus takes about 1.5 hours. Other options: drive. In August, daily temperatures in Key West can reach 38°C, while at night they dip to 32°C. Finish your sightseeing early on the 21st (Wed) to allow enough time to ride a ferry to Marco Island.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Truman Little White House ©
Truman Little White House
The Ernest Hemingway Home and Museum ©
Scuba & Snorkeling

2
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. Start off your visit on the 22nd (Thu): zoom along the surf with a waterskiing or jet-skiing adventure, look for all kinds of wild species at Wildlife Areas, and then contemplate the waterfront views at Capri Paddlecraft Park. Keep things going the next day: cast your line with a fishing tour, pause for some serene contemplation at San Marco Catholic Church, and then fly like a bird with a parasailing or paragliding tour.

For more things to do, other places to visit, and tourist information, you can read our Marco Island holiday planner .

Ride a ferry from Key West to Marco Island in 2.5 hours. Alternatively, you can drive. Plan for little chillier nights when traveling from Key West in August since evenings lows in Marco Island dip to 28°C. Cap off your sightseeing on the 23rd (Fri) early enough to go by car to St. Augustine.

Things to do in Marco Island

Outdoors Tours Wildlife
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Parasailing & Paragliding

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Deepen your sense of the past at sights like St. Augustine Lighthouse & Maritime Museum, Inc. and Cathedral Basilica of St. Augustine. Do some cultural sightseeing at Bulow Plantation Ruins Historic State Park and St. Photios Greek Orthodox National Shrine. Spend the 25th (Sun) exploring nature at Fort Matanzas National Monument. There's much more to do: identify plant and animal life at St. Augustine Wild Reserve, steep yourself in history at Mission of Nombre de Dios, and kick back and relax at St. Augustine Beach.

To see traveler tips, more things to do, ratings, and tourist information, you can read our St. Augustine tour itinerary planner.

Getting from Marco Island to St. Augustine by car takes about 6 hours. Other options: do a combination of bus, flight, and car; or do a combination of bus and flight. August in St. Augustine sees daily highs of 37°C and lows of 28°C at night. Finish your sightseeing early on the 26th (Mon) so you can drive to Orlando.

Things to do in St. Augustine

Historic Sites Parks Nature

Side Trip

Bulow Plantation Ruins Historic State Park
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument

4
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Step out of the city life by going to Discovery Cove and Disney's Animal Kingdom. Have a day of magic on the 28th (Wed) at Walt Disney World Resort. Pack the 30th (Fri) with family-friendly diversions at Universal Orlando Resort.

Inspirock's itinerary builder makes planning a Orlando trip simple and quick.

Getting from St. Augustine to Orlando by car takes about 2 hours. Other options: take a bus. August in Orlando sees daily highs of 39°C and lows of 28°C at night. Wrap up your sightseeing on the 30th (Fri) to allow time to travel back home.

Things to do in Orlando

Theme Parks Parks Outdoors
Highlights from your plan
Discovery Cove ©
Discovery Cove
Disney's Animal Kingdom ©
Disney's Animal Kingdom
Walt Disney World Resort ©
Walt Disney World Resort

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