29 days in Florida Itinerary

29 days in Florida Itinerary

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Route & dates

29 days in Florida Itinerary

Start: Salvador
Fly:  12​h 30​min
1
Miami
— 2 nights
Fly + Drive:  4​h 30​min
2
St. Augustine
— 2 nights
Drive:  2​h
3
Orlando
— 5 nights
Drive:  1​h 30​min
4
Tampa
— 2 nights
Drive:  2​h 45​min
5
Naples
— 3 nights
ferry:  3​h
6
Key West
— 3 nights
bus:  1​h 15​min
7
Marathon
— 3 nights
Drive:  45​min
8
Islamorada
— 3 nights
Drive:  45​min
9
Key Largo
— 3 nights
Drive + Fly:  13​h 15​min
End: Salvador

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.
Family-friendly places like South Beach and Lincoln Road will thrill your kids. There's much more to do: see the interesting displays at Vizcaya Museum and Gardens, have fun at Lock & Load Miami, get to know the fascinating history of Art Deco Historic District, and let your taste buds guide you at a local gastronomic tour.

To find photos and tourist information, go to the Miami holiday planner .

Salvador, Brazil to Miami is an approximately 12.5-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll gain 2 hours traveling from Salvador to Miami. Expect slightly colder evenings in Miami when traveling from Salvador in December, with lows around 23°C. Finish your sightseeing early on the 3rd (Tue) to allow enough time to travel to St. Augustine.

Things to do in Miami

Shopping Tours Historic Sites

Side Trip

Miami Beach
Highlights from your plan
Bayside Marketplace ©
Bayside Marketplace
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Kick off your visit on the 4th (Wed): make a trip to St. George Street, tour the pleasant surroundings at St. Augustine Beach, and then explore and take pictures at Flagler College. Keep things going the next day: sample the fine beverages at St. Augustine Distillery, pause for some serene contemplation at Memorial Presbyterian Church, take in the exciting artwork at High Tide Gallery Art & Gifts, then visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., and finally examine the collection at St. Augustine Pirate & Treasure Museum.

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

You can do a combination of flight and car from Miami to St. Augustine in 4.5 hours. Other options are to drive; or take a bus. Prepare for a bit cooler weather when traveling from Miami in December: high temperatures in St. Augustine hover around 24°C and lows are around 15°C. Wrap up your sightseeing on the 5th (Thu) early enough to drive to Orlando.

Things to do in St. Augustine

Museums Historic Sites Parks
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach

5
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.
Kids will enjoy 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 lots more to do: get in on the family fun at SeaWorld Orlando, make an unforgettable trip to Happily Ever After Fireworks, and have some family-friendly fun at Nomadic.

Plan my Orlando trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. While traveling from St. Augustine, expect somewhat warmer days and about the same nights in Orlando, ranging from highs of 29°C to lows of 17°C. Finish up your sightseeing early on the 10th (Tue) so you can go by car to Tampa.

Things to do in Orlando

Theme Parks Nightlife Fun & Games
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

2
nights
Tampa

Tampa ©
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.
On the 11th (Wed), get in on the family fun at Busch Gardens. Here are some ideas for day two: meet the residents at The Florida Aquarium and then kick back and relax at Clearwater Beach.

To find traveler tips, more things to do, photos, and tourist information, read Tampa trip planner.

You can drive from Orlando to Tampa in 1.5 hours. Other options are to take a bus; or take a train. In December, daily temperatures in Tampa can reach 30°C, while at night they dip to 19°C. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Naples.

Things to do in Tampa

Theme Parks Parks Outdoors

Side Trip

Clearwater Beach
Highlights from your plan
Busch Gardens ©
Busch Gardens
Clearwater Beach ©
Clearwater Beach
The Florida Aquarium ©
The Florida Aquarium

3
nights
Naples

Naples is a city in Collier County, Florida, United States. Bring the kids along to Dolphin & Whale Watching and Naples Zoo at Caribbean Gardens. Explore Naples' surroundings by going to Fort Myers Beach (in Fort Myers Beach) and St. Jude Nature Trail (in Saint James City). Spend the 13th (Fri) on the water with a fishing tour. There's much more to do: take a leisurely stroll along Naples Pier, stop by Island Trends, and take in nature's colorful creations at Naples Botanical Garden.

To find more things to do, maps, ratings, and other tourist information, use the Naples road trip site .

You can drive from Tampa to Naples in 3 hours. Another option is to take a bus. Expect a daytime high around 31°C in December, and nighttime lows around 20°C. Wrap up your sightseeing on the 15th (Sun) to allow time to travel to Key West.

Things to do in Naples

Outdoors Wildlife Tours

Side Trips

Dolphin & Whale Watching, Fort Myers Beach, St. Jude Nature Trail
Highlights from your plan
Dolphin & Whale Watching
Fort Myers Beach ©
Fort Myers Beach
Naples Zoo at Caribbean Gardens ©
Naples Zoo at Caribbean Gardens

3
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.
Spend the 18th (Wed) exploring nature at Dry Tortugas National Park. There's lots more to do: examine the collection at The Ernest Hemingway Home and Museum, find your balance on the water with some of the best stand-up paddleboarding in the area, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and take in the waterfront at Mallory Square.

For traveler tips, photos, maps, and tourist information, refer to the Key West trip planning app .

You can ride a ferry from Naples to Key West in 3 hours. Other options are to drive; or take a bus. Traveling from Naples in December, plan for somewhat warmer nights in Key West, with lows around 25°C. Cap off your sightseeing on the 18th (Wed) early enough to catcht the bus to Marathon.

Things to do in Key West

Parks Nature Outdoors
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dry Tortugas National Park ©
Dry Tortugas National Park

3
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.
Kids will appreciate attractions like Bahia Honda State Park and Sombrero Beach. When in Marathon, make a side trip to see National Key Deer Refuge in Big Pine Key, approximately 34 minutes away. The adventure continues: identify plant and animal life at Crane Point Museum & Nature Center, take in the architecture and atmosphere at San Pablo Catholic Church, take in the views from Seven Mile Bridge, and cast your line with a fishing tour.

To see where to stay, other places to visit, reviews, and other tourist information, you can read our Marathon day trip website .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 31°C in December, and nighttime lows around 25°C. Finish up your sightseeing early on the 21st (Sat) so you can go by car to Islamorada.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Dolphin Research Center ©
Dolphin Research Center

3
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kids will enjoy Anne's Beach and Parasailing & Paragliding. There's lots more to do: see what you can catch with a fishing tour, indulge your thirst for a good beer at Florida Keys Brewing Company, discover the deep blue sea with a scuba or snorkeling tour, and take in the exciting artwork at The Rain Barrel Artisan Village.

To see photos, ratings, where to stay, and tourist information, read Islamorada online trip planner .

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In December, daytime highs in Islamorada are 31°C, while nighttime lows are 25°C. Cap off your sightseeing on the 24th (Tue) early enough to go by car to Key Largo.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Anne's Beach ©
Anne's Beach
Parasailing & Paragliding
Fishing Charters & Tours

3
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.
Kids will appreciate attractions like Dolphins Plus Marine Mammal Responder and Florida Keys Wild Bird Rehabilitation Center. Change things up with these side-trips from Key Largo: Anhinga Trail (in Everglades National Park) and Homestead (Everglades Alligator Farm & Coral Castle). The adventure continues: see some colorful creatures with a scuba or snorkeling tour, explore the gorgeous colors at Spiegel Grove, admire the majestic nature at John Pennekamp Coral Reef State Park, and grab your bike and head to Key Largo Chamber of Commerce and Florida Keys Visitor Center.

To find reviews, maps, traveler tips, and tourist information, use the Key Largo trip itinerary maker .

You can drive from Islamorada to Key Largo in an hour. Alternatively, you can do a combination of bus and taxi. Expect a bit cooler evenings in Key Largo when traveling from Islamorada in December, with lows around 22°C. Finish your sightseeing early on the 27th (Fri) so you can travel back home.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trips

Homestead, Anhinga Trail
Highlights from your plan
Dolphins Plus Marine Mammal Responder ©
Spiegel Grove ©
Spiegel Grove

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