14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida travel route builder

Make it your trip
Fly
1
Miami Beach
— 1 night
Drive
2
Key Largo
— 2 nights
Drive
3
Big Pine Key
— 1 night
Drive
4
Key West
— 3 nights
Fly
5
Orlando
— 4 nights
Fly

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Miami Beach

— 1 night

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 2nd (Tue): take a stroll through Collins Avenue, take a stroll through Lincoln Road, then get a taste of the local shopping with Aventura Mall, then buy something for everyone on your list at Bayside Marketplace, and finally take in the exciting artwork at Walt Grace Vintage. Get ready for a full day of sightseeing on the 3rd (Wed): take a stroll through Art Deco Historic District, don't miss a visit to Ocean Drive, and then kick back and relax at South Beach.

To see reviews and other tourist information, go to the Miami Beach trip itinerary maker.

Cape Town, South Africa to Miami Beach is an approximately 23-hour flight. The time zone changes from South Africa Standard Time (SAST) to Eastern Standard Time (EST), which is usually a -7 hour difference. Traveling from Cape Town in June, expect Miami Beach to be much hotter, temps between 37°C and 29°C. Finish your sightseeing early on the 3rd (Wed) to allow enough time to drive to Key Largo.

Things to do in Miami Beach

Shopping · Neighborhoods · Historic Sites · Parks

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 4th (Thu), get up close and personal with brilliant marine life at Island Dolphin Care, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and then get interesting insight from Tours. Get ready for a full day of sightseeing on the 5th (Fri): discover the deep blue sea with a scuba or snorkeling tour and then identify plant and animal life at Anhinga Trail.

For reviews, ratings, and more tourist information, refer to the Key Largo trip builder.

Traveling by car from Miami Beach to Key Largo takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In June, daily temperatures in Key Largo can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing on the 5th (Fri) early enough to drive to Big Pine Key.

Things to do in Key Largo

Wildlife · Outdoors · Tours · Parks

Side Trips

Big Pine Key

— 1 night
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Kick off your visit on the 6th (Sat): stop by Out of the Blue Gallery, look for all kinds of wild species at National Key Deer Refuge, and then kick back and relax at Bahia Honda State Park.

For maps, more things to do, where to stay, and other tourist information, read our Big Pine Key itinerary planning tool.

You can drive from Key Largo to Big Pine Key in 2 hours. Alternatively, you can take a bus. In June, daily temperatures in Big Pine Key can reach 38°C, while at night they dip to 30°C. Finish your sightseeing early on the 6th (Sat) to allow enough time to drive to Key West.

Things to do in Big Pine Key

Parks · Beaches · Outdoors · Wildlife

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.
Get in touch with nature at Key West Butterfly & Nature Conservatory and Fishing Charters & Tours. For shopping fun, head to Alan S. Maltz Gallery or Isle Cook Key West. And it doesn't end there: see the interesting displays at The Ernest Hemingway Home and Museum, take in the exciting artwork at 7 Artists & Friends Gallery, get interesting insight from Tours, and fly like a bird with a parasailing or paragliding tour.

To find more things to do, other places to visit, photos, and more tourist information, refer to the Key West road trip planning website.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In June, daily temperatures in Key West can reach 36°C, while at night they dip to 30°C. Wrap up your sightseeing on the 9th (Tue) early enough to travel to Orlando.

Things to do in Key West

Outdoors · Tours · Wildlife · Museums

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.
Bring the kids along to Walt Disney World Resort and Universal Orlando Resort. Plan for a day of cool, family-friendly fun on the 12th (Fri) at Discovery Cove. Pack the 13th (Sat) with family-friendly diversions at Universal's Islands of Adventure.

To see more things to do, other places to visit, and other tourist information, you can read our Orlando journey planner.

Traveling by flight from Key West to Orlando takes 4.5 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler evenings in Orlando when traveling from Key West in June, with lows around 26°C. Cap off your sightseeing on the 13th (Sat) early enough to travel back home.

Things to do in Orlando

Theme Parks

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.