20 days in Florida Itinerary

20 days in Florida Itinerary

Created using Inspirock Florida trip itinerary maker

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

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Miami Beach

— 2 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
On the 1st (Tue), take a stroll through Collins Avenue. Get ready for a full day of sightseeing on the 2nd (Wed): see the interesting displays at Vizcaya Museum and Gardens, admire the natural beauty at Fairchild Tropical Botanic Garden, and then enjoy some diversion at Lock & Load Miami.

For maps, other places to visit, ratings, and tourist information, refer to the Miami Beach trip builder website.

Boston to Miami Beach is an approximately 5-hour flight. You can also drive; or take a bus. In December, Miami Beach is warmer than Boston - with highs of 81°F and lows of 68°F. Wrap up your sightseeing on the 3rd (Thu) to allow time to travel to Everglades National Park.

Things to do in Miami Beach

Parks · Shopping · Neighborhoods · Outdoors

Side Trips

Everglades National Park

— 3 nights

Largest Subtropical Wilderness in the United States

A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S. Overflow from Lake Okeechobee into the Florida Bay formed these wetlands, which are home to manatees, American crocodiles, Florida panthers, and an array of wading birds, land birds, and birds of prey.
Everglades National Park is known for wildlife, trails, and nature. Your plan includes some of its best attractions: appreciate the views at Shark Valley Visitor Center, head outdoors with Osceola panthers, look for all kinds of wild species at Mahogany Hammock, and hike along Old Ingraham Highway.

To see photos, other places to visit, maps, and more tourist information, go to the Everglades National Park trip app.

Use the Route module to find suitable travel options from Miami Beach to Everglades National Park. In December, plan for daily highs up to 80°F, and evening lows to 71°F. Finish your sightseeing early on the 6th (Sun) so you can travel to Marathon.

Things to do in Everglades National Park

Parks · Outdoors · Nature · Wildlife

Marathon

— 3 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.
Get out of town with these interesting Marathon side-trips: Fishing Charters & Tours (in Islamorada), Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Island Dolphin Care (in Key Largo). There's still lots to do: take in the architecture and atmosphere at San Pablo Catholic Church, enjoy the sand and surf at Bahia Honda State Park, get outside with Gemini Dream Charters, and explore the galleries of Crane Point Museum & Nature Center.

To see more things to do, photos, traveler tips, and more tourist information, you can read our Marathon trip builder website.

Explore your travel options from Everglades National Park to Marathon with the Route module. Expect a daytime high around 80°F in December, and nighttime lows around 71°F. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Key West.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trips

Key West

— 4 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: examine the collection at The Ernest Hemingway Home and Museum, steep yourself in history at Audubon House & Tropical Gardens, observe the fascinating underwater world at Key West Aquarium, and don't miss a visit to Southernmost Point.

Quickly create a custom-made itinerary for Key West using our trip planner.

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 79°F, while at night they dip to 71°F. Cap off your sightseeing on the 13th (Sun) early enough to catch the flight to Crystal River.

Things to do in Key West

Historic Sites · Museums · Parks · Shopping

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.
On the 14th (Mon), get a dose of the wild on a nature and wildlife tour, contemplate the waterfront views at Homosassa River, and then take in the exciting artwork at Pepper Creek Pottery. Keep things going the next day: get outside with Salt River Outfitters and then see some colorful creatures with a scuba or snorkeling tour.

To find more things to do, maps, and other tourist information, read our Crystal River online visit planner.

Traveling by flight from Key West to Crystal River takes 3 hours. Alternatively, you can drive; or do a combination of ferry, taxi, and bus. Traveling from Key West in December, things will get slightly colder in Crystal River: highs are around 74°F and lows about 52°F. Finish your sightseeing early on the 15th (Tue) so you can drive to Orlando.

Things to do in Crystal River

Outdoors · Wildlife · Tours · Nature

Side Trip

Orlando

— 5 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.
You've now added Walt Disney World Resort to your itinerary. Explore the numerous day-trip ideas around Orlando: DeLand (Stetson Mansion, Stetson University, &more). And it doesn't end there: get in on the family fun at Universal Orlando Resort, have some family-friendly fun at The Escape Game Orlando, stop by Tharoo & Co, and laugh and play at Disney’s Hollywood Studios.

For more things to do, reviews, ratings, and tourist information, refer to the Orlando travel route planner.

Traveling by car from Crystal River to Orlando takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a bit warmer evenings in Orlando when traveling from Crystal River in December, with lows around 59°F. Finish your sightseeing early on the 20th (Sun) so you can fly back home.

Things to do in Orlando

Theme Parks · Fun & Games · Parks · Historic Sites

Side Trips

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.