23 days in Florida Itinerary

23 days in Florida Itinerary

Created using Inspirock Florida planner

Make it your trip
1
Orlando
— 6 nights
Drive
2
Clearwater
— 5 nights
Drive
3
Naples
— 3 nights
Drive
4
Miami
— 3 nights
Fly
5
Orlando
— 5 nights

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Orlando

— 6 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 appreciate attractions like Fishing Charters & Tours and World of Disney. Plan for a day of cool, family-friendly fun on the 7th (Sat) at Universal's Volcano Bay. Next up on the itinerary: revel in the low prices at Orlando International Premium Outlets, don't miss a visit to Cinderella Castle, buy something for everyone on your list at The Florida Mall, and find something for the whole family at Fun Spot America.

For photos, traveler tips, and other tourist information, read our Orlando trip itinerary site.

If you are flying in from Brazil, the closest major aiports are Orlando International Airport, Orlando Sanford International Airport, Daytona Beach International Airport, Leesburg International Airport and Lakeland Linder International Airport. Expect a daytime high around 36°C in May, and nighttime lows around 24°C. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Clearwater.

Things to do in Orlando

Theme Parks · Shopping · Tours · Wildlife

Side Trips

Find places to stay May 6 — 12:

Clearwater

— 5 nights

Fun and Sun for All

Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Family-friendly places like Busch Gardens Tampa Bay and St. Pete Beach will thrill your kids. Change things up with these side-trips from Clearwater: The Dali Museum (in St. Petersburg), Siesta Beach (in Siesta Key) and The Ringling (in Sarasota). The adventure continues: stroll through Clearwater Beach, observe the fascinating underwater world at Clearwater Marine Aquarium, take in the spiritual surroundings of Church of Scientology Information Center, and kick back and relax at Honeymoon Island State Park.

For reviews, ratings, and other tourist information, you can read our Clearwater online holiday planner.

Drive from Orlando to Clearwater in 2 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In May, daytime highs in Clearwater are 36°C, while nighttime lows are 24°C. Finish your sightseeing early on the 17th (Tue) to allow enough time to drive to Naples.

Things to do in Clearwater

Parks · Outdoors · Beaches · Theme Parks

Side Trips

Find places to stay May 12 — 17:

Naples

— 3 nights
Kids will appreciate attractions like Dolphin & Whale Watching and Naples Zoo at Caribbean Gardens. Explore Naples' surroundings by going to Fort Myers Beach (in Fort Myers Beach), Edison and Ford Winter Estates (in Fort Myers) and Three Crafty Ladies (in Sanibel Island).

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

Getting from Clearwater to Naples by car takes about 3 hours. Other options: do a combination of taxi and bus; or do a combination of flight and bus. In May, daytime highs in Naples are 36°C, while nighttime lows are 24°C. Wrap up your sightseeing on the 20th (Fri) early enough to drive to Miami.

Things to do in Naples

Parks · Outdoors · Museums · Beaches

Side Trips

Find places to stay May 17 — 20:

Miami

— 3 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.
Attractions like Island Dolphin Care and Miami Children's Museum make great kid-friendly stops. When in Miami, make a side trip to see Scuba & Snorkeling in Key Largo, approximately Key Largo away. There's much more to do: stroll through South Beach, admire the striking features of Freedom Tower at Miami Dade College, wander the streets of Art Deco Historic District, and don't miss a visit to Wynwood Walls.

To find traveler tips, photos, other places to visit, and other tourist information, you can read our Miami trip website.

You can drive from Naples to Miami in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 36°C in May, and nighttime lows around 27°C. Wrap up your sightseeing on the 23rd (Mon) early enough to fly to Orlando.

Things to do in Miami

Parks · Museums · Tours · Outdoors

Side Trips

Find places to stay May 20 — 23:

Orlando

— 5 nights

Theme Park Capital of the World

You'll visit kid-friendly attractions like Universal Orlando Resort and Discovery Cove. Have a day of magic on the 24th (Tue) at Walt Disney World Resort. Pack the 26th (Thu) with family-friendly diversions at Universal's Islands of Adventure. Explore Orlando further: find something for the whole family at SeaWorld, take an unforgettable tour with a helicopter tour, stop by M&M'S World Disney Springs, and discover the magic at Magic Kingdom Park.

To find ratings, reviews, other places to visit, and more tourist information, read Orlando journey builder app.

You can fly from Miami to Orlando in 3 hours. Other options are to drive; or take a bus. Traveling from Miami in May, Orlando is slightly colder at night with lows of 24°C.

Things to do in Orlando

Theme Parks · Tours · Shopping
Find places to stay May 23 — 28:

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.