29 days in Florida Itinerary

29 days in Florida Itinerary

Created using Inspirock Florida attractions planner

Plan created by another user. Make it yours

Route & dates

1
Miami
— 2 nights
2
St. Augustine
— 2 nights
3
Orlando
— 5 nights
4
Tampa
— 2 nights
5
Naples
— 3 nights
6
Key West
— 3 nights
7
Marathon
— 3 nights
8
Islamorada
— 3 nights
9
Key Largo
— 3 nights

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.
Attractions like South Beach and Art Deco Historic District 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 °C. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow time for travel to St. Augustine.

Things to do in Miami

Shopping Neighborhoods Parks

Side Trip

Miami Beach
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

2
nights
St. Augustine

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, thenget a taste of the local shopping with High Tide Gallery Art & Gifts, thenvisit 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 flight from Miami to St. Augustine takes 5 hours. Alternatively, you can drive; or take a bus. Traveling from Miami in December, expect St. Augustine to be little chillier, temps between °C and °C. Wrap up your sightseeing on the 5th (Thu) early enough to drive to Orlando.

Things to do in St. Augustine

Museums Beaches Outdoors
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
St. Augustine Pirate & Treasure Museum ©
St. Augustine Pirate & Treasure Museum

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 appreciate attractions like Walt Disney World Resort and Universal's Islands of Adventure. Pack the 7th (Sat) with family-friendly diversions at Universal Orlando Resort. 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 °C, while days are a bit warmer, around °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
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.
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 °C, and evening lows to °C. Wrap up your sightseeing on the 12th (Thu) to allow time to drive to Naples.

Things to do in Tampa

Theme Parks Parks Beaches

Side Trip

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

3
nights
Naples

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

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 °C during the day and °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

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.
Kids will appreciate attractions like The Ernest Hemingway Home and Museum and Duval Street. 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 tour the pleasant surroundings at Mallory Square.

For ratings, more things to do, and more tourist information, read our Key West journey planning app.

Traveling by combination of taxi and ferry from Naples to Key West takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in December, Key West is somewhat warmer at night with lows of °C. Wrap up your sightseeing on the 18th (Wed) early enough to drive to Marathon.

Things to do in Key West

Parks Nature Adventure
Highlights from your plan
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Parasailing & Paragliding

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 Crane Point Museum & Nature Center. 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 view the masterpieces at Shady Palm Art Gallery & Photography.

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 °C, while at night they dip to °C. Wrap up your sightseeing on the 21st (Sat) early enough to drive 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.
Attractions like Fishing Charters & Tours and Anne's Beach 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 °C in December, and nighttime lows around °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
Highlights from your plan
Anne's Beach ©
Anne's Beach
Fishing Charters & Tours
Scuba & Snorkeling

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.
Attractions like Scuba & Snorkeling and Spiegel Grove make great kid-friendly stops. Get out of town with these interesting Key Largo side-trips: Anhinga Trail (in Everglades National Park) and Homestead (Everglades Alligator Farm & Coral Castle). There's lots more to do: take a tour by water with Dolphins Plus Marine Mammal Responder, revel in the low prices at Sandal Factory Outlet, get answers to all your questions at Florida Keys Visitor Center, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

For reviews, maps, and other tourist information, go to the Key Largo trip itinerary planning tool.

Key Largo is just a stone's throw from Islamorada. Traveling from Islamorada in December, Key Largo is little chillier at night with lows of °C. Cap off your sightseeing on the 27th (Fri) early enough to travel back home.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trips

Homestead, Anhinga Trail
Highlights from your plan
Florida Keys Wild Bird Rehabilitation Center ©
Dolphins Plus Marine Mammal Responder ©
Dolphins Plus Marine Mammal Responder
Scuba & Snorkeling

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