16 days in Florida Itinerary

16 days in Florida Itinerary

Created using Inspirock Florida trip planner

Make it your trip
Drive
1
Orlando
— 5 nights
Drive
2
Key West
— 3 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key Largo
— 2 nights
Fly
5
Fort Walton Beach
— 2 nights
Fly

S M T W T F S
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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.
Kids will enjoy Universal Orlando Resort and Walt Disney World Resort. Pack the 29th (Tue) with family-friendly diversions at Universal's Islands of Adventure. Plan for a day of cool, family-friendly fun on the 28th (Mon) at Discovery Cove. It doesn't end there: find something for the whole family at SeaWorld and get up close and personal with brilliant marine life at SEA LIFE Orlando Aquarium.

To find reviews, ratings, traveler tips, and more tourist information, refer to the Orlando trip itinerary website.

Cleveland to Orlando is an approximately 4-hour flight. You can also drive; or take a bus. In June, Orlando is a bit warmer than Cleveland - with highs of 91°F and lows of 73°F. Finish your sightseeing early on the 1st (Thu) to allow enough time to fly to Key West.

Things to do in Orlando

Theme Parks · Zoos & Aquariums · Parks

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.
Kids will appreciate attractions like The Ernest Hemingway Home and Museum and Key West Butterfly & Nature Conservatory. And it doesn't end there: discover the deep blue sea with a scuba or snorkeling tour, examine the collection at Mel Fisher Maritime Heritage Museum, don't miss a visit to Duval Street, and view the masterpieces at 7 Artists & Friends Gallery.

To see maps, ratings, other places to visit, and tourist information, use the Key West trip itinerary builder site.

Traveling by flight from Orlando to Key West takes 3 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer evenings in Key West when traveling from Orlando in July, with lows around 81°F. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Marathon.

Things to do in Key West

Parks · Museums · Wildlife · Outdoors

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 6th (Tue): take in the views from Old Seven Mile Bridge, kick back and relax at Bahia Honda State Park, and then stroll through The Turtle Hospital. On the 7th (Wed), you'll have a packed day of sightseeing: get up close and personal with brilliant marine life at Florida Keys Aquarium Encounters, discover the deep blue sea with a scuba or snorkeling tour, then stroll through Sombrero Beach, and finally make a trip to Shady Palm Art Gallery & Photography.

To see reviews, maps, traveler tips, and more tourist information, you can read our Marathon day trip planning tool.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 92°F, and evening lows to 81°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Key Largo.

Things to do in Marathon

Parks · Outdoors · Beaches · Wildlife

Side Trip

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 8th (Thu), get up close and personal with brilliant marine life at Island Dolphin Care, tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, then tour the pleasant surroundings at Spiegel Grove, and finally explore the gorgeous colors at Grecian Rocks. On the 9th (Fri), you'll have a packed day of sightseeing: relax and rejuvenate at Island Flow Yoga, get outside with Outdoor Activities, and then take in the exciting artwork at Lobster Trap Art Gift Shop and Gallery.

To see photos, more things to do, reviews, and more tourist information, use the Key Largo driving holiday site.

Getting from Marathon to Key Largo by car takes about 1.5 hours. Other options: take a bus. Plan for little chillier nights when traveling from Marathon in July since evenings lows in Key Largo dip to 76°F. Cap off your sightseeing on the 9th (Fri) early enough to catch the flight to Fort Walton Beach.

Things to do in Key Largo

Wildlife · Parks · Tours · Outdoors

Side Trip

Fort Walton Beach

— 2 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Kick off your visit on the 10th (Sat): admire nature's wide array of creatures at Gulfarium Marine Adventure Park, then kick back and relax at Henderson Beach State Park, and then fulfill a lifelong dream with AJ's Water Adventures. On the 11th (Sun), you'll have a packed day of sightseeing: stroll through Navarre Beach and then head off the coast to Okaloosa Island.

To see ratings, traveler tips, reviews, and other tourist information, refer to the Fort Walton Beach tour itinerary planning app.

You can fly from Key Largo to Fort Walton Beach in 3.5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In July, plan for daily highs up to 89°F, and evening lows to 74°F. Wrap up your sightseeing on the 11th (Sun) early enough to fly back home.

Things to do in Fort Walton Beach

Outdoors · Parks · Beaches · Nature

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.