29 days in Florida Itinerary

29 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
Fly
1
Orlando
— 5 nights
Fly
2
Fort Walton Beach
— 3 nights
Fly
3
Miami
— 3 nights
Drive
4
Everglades National Park
— 3 nights
Fly
5
Key West
— 5 nights
Drive
6
Marathon
— 2 nights
Drive
7
Islamorada
— 2 nights
Drive
8
Key Largo
— 3 nights
Fly

S M T W T F S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4

Orlando — 5 nights

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.
Change things up with a short trip to Osceola County Welcome Center and History Museum in Kissimmee (about 34 minutes away). Have a day of magic on the 5th (Thu) at Walt Disney World Resort. Pack the 7th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: get in on the family fun at Universal Orlando Resort, make a splash at Discovery Cove, and make an unforgettable trip to Disney's Animal Kingdom Theme Park.

To find reviews, ratings, more things to do, and more tourist information, read Orlando holiday planner.

Kuala Lumpur, Malaysia to Orlando is an approximately 28-hour flight. You'll gain 13 hours traveling from Kuala Lumpur to Orlando due to the time zone difference. Plan for slightly colder nights when traveling from Kuala Lumpur in May since evenings lows in Orlando dip to 24°C. Cap off your sightseeing on the 8th (Sun) early enough to catch the flight to Fort Walton Beach.
Theme Parks · Museums
Side Trip

Fort Walton Beach — 3 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. You'll find plenty of places to visit near Fort Walton Beach: Jolly Sailing and Dolphin Cruises (in Pensacola Beach), Panama City Beach (Panama City Beach Winery & Panama City Beach) and Pensacola (National Naval Aviation Museum, Beyond the Grape, &more). It doesn't end there: enjoy the sand and surf at Navarre Beach.

For reviews, maps, more things to do, and other tourist information, read our Fort Walton Beach travel planner.

Traveling by flight from Orlando to Fort Walton Beach takes 3.5 hours. Alternatively, you can fly; or drive; or do a combination of bus, car, and taxi. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Plan for little chillier temperatures traveling from Orlando in May, with highs in Fort Walton Beach at 32°C and lows at 20°C. Wrap up your sightseeing on the 11th (Wed) early enough to fly to Miami.
Outdoors · Parks · Beaches · Museums
Side Trips

Miami — 3 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
You'll find plenty of places to visit near Miami: JP Outfitters Inc. (in Hollywood) and Panther Ridge Conservation Center (in Wellington). There's still lots to do: enjoy the sand and surf at South Beach, see the interesting displays at Vizcaya Museum and Gardens, buy something for everyone on your list at Bayside Marketplace, and wander the streets of Lincoln Road.

To see other places to visit, where to stay, maps, and other tourist information, read our Miami trip itinerary planning site.

You can fly from Fort Walton Beach to Miami in 3.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Fort Walton Beach to Miami due to the time zone difference. In May, Miami is a bit warmer than Fort Walton Beach - with highs of 36°C and lows of 27°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Everglades National Park.
Parks · Outdoors · Shopping · Historic Sites
Side Trips

Everglades National Park — 3 nights

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 parks. Your trip includes some of its best attractions: appreciate the views at Shark Valley Visitor Center, contemplate the waterfront views at Slough Slog, hike along Pineland Trail, and identify plant and animal life at Anhinga Trail.

To find where to stay, reviews, maps, and more tourist information, you can read our Everglades National Park travel planner.

Use the Route module to find suitable travel options from Miami to Everglades National Park. In May, daytime highs in Everglades National Park are 36°C, while nighttime lows are 29°C. Finish your sightseeing early on the 17th (Tue) to allow enough time to fly to Key West.
Parks · Outdoors · Nature · Trails

Key West — 5 nights

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 sightseeing, museums, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, stroll the grounds of Key West Cemetery, take an in-depth tour of Truman Little White House, and see the vivid underwater world at Vandenberg Wreck.

To see traveler tips, where to stay, maps, and other tourist information, go to the Key West trip itinerary website.

You can fly from Everglades National Park to Key West in 2.5 hours. Other options are to take a bus; or take a bus. May in Key West sees daily highs of 34°C and lows of 29°C at night. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Marathon.
Historic Sites · Parks · Museums · Outdoors

Marathon — 2 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 23rd (Mon), tour the pleasant surroundings at Crane Point Museum & Nature Center, stroll through Sombrero Beach, and then kick back and relax at Bahia Honda State Park. Get ready for a full day of sightseeing on the 24th (Tue): relax and rejuvenate at SpaTerre at Little Palm Island Resort and then cast your line with a fishing tour.

To see photos, reviews, traveler tips, and more tourist information, read our Marathon trip itinerary builder website.

Getting from Key West to Marathon by car takes about 1.5 hours. Other options: take a bus. May in Marathon sees daily highs of 36°C and lows of 29°C at night. Finish up your sightseeing early on the 24th (Tue) so you can go by car to Islamorada.
Outdoors · Parks · Beaches · Wildlife
Side Trips

Islamorada — 2 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 25th (Wed), get engrossed in the history at History of Diving Museum, see what you can catch with a fishing tour, and then sample the tasty concoctions at Islamorada Brewery & Distillery - MM82. On the next day, get outside with Contagious Charters and then sample the tasty concoctions at Florida Keys Brewing Company.

To find ratings, traveler tips, and other tourist information, refer to the Islamorada online trip maker.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. Expect a daytime high around 36°C in May, and nighttime lows around 29°C. Finish up your sightseeing early on the 26th (Thu) so you can go by car to Key Largo.
Outdoors · Breweries & Distilleries · Wildlife · Tours

Key Largo — 3 nights

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.
Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: see some colorful creatures with a scuba or snorkeling tour, pause for some serene contemplation at Key Largo Baptist Church, take a tour of Spiegel Grove, and head outdoors with Capt. Sterling's Everglades Eco-Tours.

To see maps, reviews, traveler tips, and tourist information, go to the Key Largo trip tool.

Key Largo is just a stone's throw from Islamorada. Traveling from Islamorada in May, Key Largo is slightly colder at night with lows of 26°C. Finish your sightseeing early on the 29th (Sun) so you can fly back home.
Wildlife · Parks · Outdoors · Tours

Florida travel guide

4.3
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.