10 days in Florida Itinerary

10 days in Florida Itinerary

Created using Inspirock Florida itinerary planner

Make it your trip
Miami Beach
— 2 nights
— 2 nights
Fly to Key West, Bus to Marathon
— 2 nights
Key West
— 2 nights


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.
Kick off your visit on the 18th (Tue): take a stroll through Collins Avenue. Here are some ideas for day two: take in the architecture and atmosphere at Saint Francis de Sales Catholic Church, join in the after-dark buzz at Art Deco Tours, then get to know the fascinating history of Art Deco Historic District, and finally tour the pleasant surroundings at South Beach.

To find photos, more things to do, traveler tips, and other tourist information, refer to the Miami Beach road trip planning app.

Chicago to Miami Beach is an approximately 5-hour flight. You can also drive; or do a combination of bus and subway. The time zone difference when traveling from Chicago to Miami Beach is 1 hour. Plan for somewhat warmer temperatures traveling from Chicago in June, with highs in Miami Beach at 37°C and lows at 29°C. Finish your sightseeing early on the 20th (Thu) to allow enough time to fly to Orlando.

Things to do in Miami Beach

Parks · Neighborhoods · Outdoors · Historic Sites

Side Trips


— 2 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.
Start off your visit on the 21st (Fri): laugh and play at Happily Ever After Fireworks, play a few rounds at Pirate's Cove Adventure Golf, and then admire the landmark architecture of Stetson Mansion. Keep things going the next day: get in on the family fun at Walt Disney World Resort.

To find photos, ratings, more things to do, and more tourist information, use the Orlando trip site.

Getting from Miami Beach to Orlando by flight takes about 3 hours. Other options: drive; or take a bus. In June in Orlando, expect temperatures between 38°C during the day and 26°C at night. Cap off your sightseeing on the 22nd (Sat) early enough to travel to Marathon.

Things to do in Orlando

Theme Parks · Golf · Outdoors · Historic Sites

Side Trip


— 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.
Visiting Bahia Honda State Park and Marathon Garden Club will get you outdoors. We've included these beaches for you: Sombrero Beach and Sunset Park Beach. There's lots more to do: pause for some serene contemplation at San Pablo Catholic Church, get answers to all your questions at Pigeon Key Foundation, identify plant and animal life at National Key Deer Refuge, and soothe aching muscles at some of the top local wellness centers.

To see where to stay, other places to visit, photos, and other tourist information, refer to the Marathon online travel route planner.

Do a combination of flight and bus from Orlando to Marathon in 4.5 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer nights when traveling from Orlando in June since evenings lows in Marathon dip to 30°C. Wrap up your sightseeing on the 25th (Tue) to allow time to drive to Key West.

Things to do in Marathon

Parks · Outdoors · Beaches · Wildlife

Side Trips

Key West

— 2 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.
On the 26th (Wed), kick back and relax at Fort Zachary Taylor, steep yourself in history at Truman Little White House, then identify plant and animal life at Key West Butterfly & Nature Conservatory, then take in the architecture and atmosphere at Saint Mary Star of the Sea, and finally explore the different monuments and memorials at Key West Cemetery. Get ready for a full day of sightseeing on the next day: see some colorful creatures with Fun In The Sun Key West, then admire the natural beauty at Audubon House & Tropical Gardens, and then steep yourself in history at Curry Mansion.

To find maps, traveler tips, more things to do, and tourist information, you can read our Key West road trip tool.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In June, daily temperatures in Key West can reach 36°C, while at night they dip to 30°C. Finish your sightseeing early on the 27th (Thu) to allow enough time to fly back home.

Things to do in Key West

Historic Sites · Outdoors · Wildlife · Parks

Florida travel guide

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.