16 days in Florida Itinerary

16 days in Florida Itinerary

Created using Inspirock Florida visit planner

Make it your trip
Fly
1
Miami
— 2 nights
Drive
2
Key Largo
— 2 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key West
— 3 nights
Fly
5
Orlando
— 4 nights
Drive
6
Crystal River
— 2 nights
Fly

S M T W T F S
19
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27
28
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31
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Miami

— 2 nights

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.
Explore Miami's surroundings by going to JP Outfitters Inc. (in Hollywood) and Shark Valley Visitor Center (in Everglades National Park). There's much more to do: admire the natural beauty at Fairchild Tropical Botanic Garden, enjoy the sand and surf at South Beach, see the interesting displays at Vizcaya Museum and Gardens, and have fun at Lock & Load Miami.

For other places to visit, photos, ratings, and more tourist information, read our Miami visit planner.

Milan, Italy to Miami is an approximately 13.5-hour flight. You'll gain 6 hours traveling from Milan to Miami due to the time zone difference. Traveling from Milan in December, things will get much warmer in Miami: highs are around 32°C and lows about 23°C. Cap off your sightseeing on the 25th (Sat) early enough to go by car to Key Largo.

Things to do in Miami

Parks · Outdoors · Wildlife · Nature

Side Trips

Key Largo

— 2 nights

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.
On the 26th (Sun), indulge in some personalized pampering at Prana, identify plant and animal life at Capt. Sterling's Everglades Eco-Tours, and then explore the gorgeous colors at Spiegel Grove. Get ready for a full day of sightseeing on the 27th (Mon): get up close and personal with brilliant marine life at Island Dolphin Care, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then view the masterpieces at Old Road Gallery, then cast your line with a fishing tour, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery.

For reviews, other places to visit, traveler tips, and other tourist information, use the Key Largo trip builder tool.

Drive from Miami to Key Largo in 1.5 hours. Alternatively, you can take a bus. In December in Key Largo, expect temperatures between 30°C during the day and 22°C at night. Finish up your sightseeing early on the 27th (Mon) so you can go by car to Marathon.

Things to do in Key Largo

Wildlife · Parks · Tours · Outdoors

Side Trip

Marathon

— 2 nights

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.
Kick off your visit on the 28th (Tue): get close to the beloved marine mammals with Dolphin Connection, enjoy the sand and surf at Sombrero Beach, then browse the exhibits of Crane Point Museum & Nature Center, and finally take in the architecture and atmosphere at San Pablo Catholic Church. Here are some ideas for day two: kick back and relax at Bahia Honda State Park, then indulge in some personalized pampering at SpaTerre at Little Palm Island Resort, and then identify plant and animal life at The Turtle Hospital.

To see other places to visit, traveler tips, reviews, and tourist information, go to the Marathon journey planner.

You can drive from Key Largo to Marathon in 1.5 hours. Alternatively, you can take a bus. In December, daytime highs in Marathon are 31°C, while nighttime lows are 25°C. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Key West.

Things to do in Marathon

Parks · Outdoors · Beaches · Wildlife

Side Trips

Key West

— 3 nights

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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, get engrossed in the history at Truman Little White House, take in nature's colorful creations at Audubon House & Tropical Gardens, and observe the fascinating underwater world at Key West Aquarium.

Plan trip to Key West with our itinerary maker to find out where to go and what to do.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Key West can reach 30°C, while at night they dip to 25°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to travel to Orlando.

Things to do in Key West

Historic Sites · Parks · Museums · Shopping

Orlando

— 4 nights

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.
Explore Orlando's surroundings by going to Stetson Mansion (in DeLand) and Boat Tours & Water Sports (in Kissimmee). Have a day of magic on the 2nd (Sun) at Walt Disney World Resort. Pack the 4th (Tue) with family-friendly diversions at Universal's Islands of Adventure. The adventure continues: get in on the family fun at Universal Orlando Resort, pause for some serene contemplation at St James Roman Catholic Cathedral, and admire the masterpieces at Charles Hosmer Morse Museum of American Art.

To see where to stay, traveler tips, more things to do, and tourist information, you can read our Orlando trip itinerary planner.

You can fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Prepare for a bit cooler weather when traveling from Key West in January: high temperatures in Orlando hover around 25°C and lows are around 13°C. Cap off your sightseeing on the 5th (Wed) early enough to go by car to Crystal River.

Things to do in Orlando

Theme Parks · Historic Sites · Museums · Tours

Side Trips

Crystal River

— 2 nights

The Gem of the Nature Coast

The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
Kick off your visit on the 6th (Thu): contemplate the waterfront views at Homosassa River, then view the masterpieces at Pepper Creek Pottery, and then see some colorful creatures with a scuba or snorkeling tour.

To find where to stay, ratings, traveler tips, and other tourist information, use the Crystal River itinerary planning app.

Drive from Orlando to Crystal River in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Orlando in January, expect a bit cooler with lows of 8°C in Crystal River. Finish your sightseeing early on the 7th (Fri) so you can travel back home.

Things to do in Crystal River

Wildlife · Tours · Outdoors · Nature

Side Trip

Florida travel guide

4.4
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.