29 days in Florida Itinerary

29 days in Florida Itinerary

Created using Inspirock Florida attractions planner

Plan created by another user. Make it yours
Fly
1
Miami
— 2 nights
Drive
2
St. Augustine
— 2 nights
Drive
3
Orlando
— 5 nights
Drive
4
Tampa
— 2 nights
Drive
5
Naples
— 3 nights
Taxi to Marco Island, FL, Ferry to Key West
6
Key West
— 3 nights
Drive
7
Marathon
— 3 nights
Drive
8
Islamorada
— 3 nights
Drive
9
Key Largo
— 3 nights
Unknown

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2
nights
Miami

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Attractions like South Beach and Vizcaya Museum and Gardens make great kid-friendly stops. There's lots more to do: wander the streets of Lincoln Road, browse the different shops at Bayside Marketplace, enjoy some diversion at Lock & Load Miami, and zoom along the surf with a waterskiing or jet-skiing adventure.

To find maps, other places to visit, ratings, and other tourist information, refer to the Miami trip planner.

Salvador, Brazil to Miami is an approximately 12.5-hour flight. The time zone difference moving from Brasilia Standard Time (BRT) to Eastern Standard Time (EST) is minus 2 hours. Traveling from Salvador in December, you can expect nighttime temperatures to be slightly colder in Miami, with lows of 23°C. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow time for the car ride to St. Augustine.

Things to do in Miami

Shopping · Neighborhoods · Parks · Historic Sites

Side Trip

2
nights
St. Augustine

St. Kick off your visit on the 4th (Wed): don't miss a visit to St. George Street, kick back and relax at St. Augustine Beach, and then gain insight at Flagler College. Get ready for a full day of sightseeing on the next day: brush up on your knowledge of spirits at St. Augustine Distillery, pause for some serene contemplation at Memorial Presbyterian Church, then get a taste of the local shopping with High Tide Gallery Art & Gifts, then visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., and finally get engrossed in the history at St. Augustine Pirate & Treasure Museum.

Plan my day in St. Augustine using traveler tips and tourist information provided by Inspirock.

Traveling by car from Miami to St. Augustine takes 5.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Miami in December, expect St. Augustine to be little chillier, temps between 24°C and 15°C. Wrap up your sightseeing on the 5th (Thu) early enough to drive to Orlando.

Things to do in St. Augustine

Museums · Parks · Outdoors · Historic Sites

5
nights
Orlando

Theme Park Capital of the World

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.
Kids will appreciate attractions like Walt Disney World Resort and Universal Orlando Resort. Pack the 8th (Sun) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 9th (Mon) at Magic Kingdom Park. There's much more to do: get in on the family fun at SeaWorld, have some family-friendly fun at Nomadic, and make an unforgettable trip to Happily Ever After Fireworks.

To see photos, more things to do, other places to visit, and tourist information, read our Orlando itinerary planning app.

You can drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. Traveling from St. Augustine in December, expect nights in Orlando to be about the same, around 17°C, while days are a bit warmer, around 29°C. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Tampa.

Things to do in Orlando

Theme Parks · Nightlife · Fun & Games

2
nights
Tampa

Big Guava

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Start off your visit on the 11th (Wed): find something for the whole family at Busch Gardens Tampa Bay. Keep things going the next day: observe the fascinating underwater world at The Florida Aquarium and then kick back and relax at Clearwater Beach.

To see traveler tips, ratings, other places to visit, and more tourist information, go to the Tampa trip itinerary planning app.

You can drive from Orlando to Tampa in 1.5 hours. Other options are to take a bus; or take a train. In December, plan for daily highs up to 30°C, and evening lows to 19°C. Wrap up your sightseeing on the 12th (Thu) to allow time to drive to Naples.

Things to do in Tampa

Theme Parks · Parks · Outdoors · Beaches

Side Trip

3
nights
Naples

Kids will enjoy Dolphin & Whale Watching and Naples Pier. Venture out of the city with trips to St. Jude Nature Trail (in Saint James City) and Fort Myers Beach (in Fort Myers Beach).

To see ratings, photos, traveler tips, and more tourist information, use the Naples online travel route planner.

Getting from Tampa to Naples by car takes about 3 hours. Other options: take a bus. In December in Naples, expect temperatures between 31°C during the day and 20°C at night. Cap off your sightseeing on the 15th (Sun) early enough to travel to Key West.

Things to do in Naples

Outdoors · Wildlife · Tours · Parks

Side Trips

3
nights
Key West

Conch Republic

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.
Kids will appreciate attractions like The Ernest Hemingway Home and Museum and Mallory Square. Spend the 18th (Wed) exploring nature at Dry Tortugas National Park. Next up on the itinerary: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, fly like a bird with a parasailing or paragliding tour, get a new perspective on things with Boat Tours & Water Sports, and don't miss a visit to Duval Street.

For reviews, other places to visit, and more tourist information, use the Key West day trip planner.

Getting from Naples to Key West by combination of taxi and ferry takes about 4 hours. Other options: drive; or take a bus. Expect a bit warmer evenings in Key West when traveling from Naples in December, with lows around 25°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to drive to Marathon.

Things to do in Key West

Parks · Nature · Tours · Adventure

3
nights
Marathon

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kids will appreciate attractions like Bahia Honda State Park and The Turtle Hospital. There's lots more to do: stroll through Sombrero Beach, identify plant and animal life at Dolphin Research Center, pause for some serene contemplation at San Pablo Catholic Church, and explore the galleries of Crane Point Museum & Nature Center.

To see photos, where to stay, reviews, and other tourist information, read Marathon tour itinerary planner.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Marathon can reach 31°C, while at night they dip to 25°C. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

3
nights
Islamorada

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Attractions like Fishing Charters & Tours and Parasailing & Paragliding make great kid-friendly stops. Next up on the itinerary: see some colorful creatures with a scuba or snorkeling tour, take in the exciting artwork at Lobster Trap Art Gift Shop and Gallery, get engrossed in the history at History of Diving Museum, and get a taste of the local shopping with Rain Barrel Village.

To see other places to visit, reviews, and more tourist information, use the Islamorada travel route builder tool.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. Expect a daytime high around 31°C in December, and nighttime lows around 25°C. Finish your sightseeing early on the 24th (Tue) to allow enough time to drive to Key Largo.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Museums

3
nights
Key Largo

Diving Capital of the World

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.
Attractions like Scuba & Snorkeling and Dolphins Plus Marine Mammal Responder make great kid-friendly stops. Get out of town with these interesting Key Largo side-trips: Homestead (Everglades Alligator Farm & Coral Castle) and Anhinga Trail (in Everglades National Park). There's much more to do: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, admire the majestic nature at John Pennekamp Coral Reef State Park, tour the pleasant surroundings at Spiegel Grove, and revel in the low prices at Sandal Factory Outlet.

To find reviews, where to stay, traveler tips, and other tourist information, read Key Largo road trip app.

Key Largo is just a short distance from Islamorada. Traveling from Islamorada in December, expect slightly colder with lows of 22°C in Key Largo. Wrap up your sightseeing on the 27th (Fri) early enough to travel back home.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours

Side Trips

Similar trips

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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.