53 days in Florida Itinerary

53 days in Florida Itinerary

Created using Inspirock Florida sightseeing planner

Make it your trip
Fly
1
Fort Walton Beach
— 4 nights
Fly
2
Everglades National Park
— 5 nights
Drive
3
Miami
— 6 nights
Drive
4
Key Largo
— 6 nights
Drive
5
Islamorada
— 5 nights
Drive
6
Marathon
— 6 nights
Drive
7
Key West
— 6 nights
Fly
8
Sarasota
— 4 nights
Drive
9
Orlando
— 6 nights
Drive
10
St. Augustine
— 4 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
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25

Fort Walton Beach

— 4 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore the numerous day-trip ideas around Fort Walton Beach: Panama City Beach (Panama City Beach & Panama City Beach Winery), Pensacola (Pensacola Naval Air Station, Wall South, &more) and Pensacola Beach (Gulf Islands National Seashore & Jolly Sailing and Dolphin Cruises). It doesn't end there: kick back and relax at Navarre Beach and step off the mainland to explore Santa Rosa Island.

For other places to visit, where to stay, traveler tips, and more tourist information, refer to the Fort Walton Beach itinerary planner.

Indianapolis to Fort Walton Beach is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Indianapolis in May, expect Fort Walton Beach to be somewhat warmer, temps between 32°C and 20°C. Finish your sightseeing early on the 5th (Thu) so you can fly to Everglades National Park.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Everglades National Park

— 5 nights

Largest Subtropical Wilderness in the United States

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: identify plant and animal life at Shark Valley Visitor Center, get a dose of the wild on Everglades Birding, stroll through Nine Mile Pond Canoe Trail, and trek along Gumbo Limbo Trail.

For traveler tips, photos, where to stay, and more tourist information, read Everglades National Park road trip website.

Traveling by flight from Fort Walton Beach to Everglades National Park takes 4 hours. Alternatively, you can do a combination of bus and train. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Prepare for a bit warmer weather when traveling from Fort Walton Beach in May: high temperatures in Everglades National Park hover around 36°C and lows are around 29°C. Cap off your sightseeing on the 10th (Tue) early enough to travel to Miami.

Things to do in Everglades National Park

Parks · Nature · Outdoors · Wildlife

Miami

— 6 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.
Explore Miami's surroundings by going to Fort Lauderdale (Stranahan House & Fort Lauderdale Beach) and JP Outfitters Inc. (in Hollywood). There's much more to do: enjoy the sand and surf at South Beach, see the interesting displays at Vizcaya Museum and Gardens, shop like a local with Bayside Marketplace, and explore the engaging exhibits at Miami Children's Museum.

To see more things to do, where to stay, traveler tips, and more tourist information, read Miami holiday planner.

Use the Route module to find suitable travel options from Everglades National Park to Miami. May in Miami sees daily highs of 36°C and lows of 27°C at night. Finish your sightseeing early on the 16th (Mon) so you can drive to Key Largo.

Things to do in Miami

Parks · Outdoors · Museums · Beaches

Side Trips

Key Largo

— 6 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.
Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: take a tour by water with Florida Keys Flats Fishing, pause for some serene contemplation at Key Largo Baptist Church, meet the residents at Island Dolphin Care, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

To see photos, maps, and other tourist information, read our Key Largo itinerary builder.

Traveling by car from Miami to Key Largo takes 1.5 hours. Alternatively, you can take a bus. In May in Key Largo, expect temperatures between 34°C during the day and 26°C at night. Finish up your sightseeing early on the 22nd (Sun) so you can go by car to Islamorada.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours

Islamorada

— 5 nights

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, and museums. Your trip includes some of its best attractions: cast your line with a fishing tour, head outdoors with Takedown Charters, take an in-depth tour of History of Diving Museum, and step off the mainland to explore Windley Key.

For traveler tips, ratings, photos, and other tourist information, read Islamorada trip itinerary planner.

Islamorada is just a short distance from Key Largo. Expect a daytime high around 36°C in May, and nighttime lows around 29°C. Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Marathon.

Things to do in Islamorada

Outdoors · Museums · Parks · Nature

Marathon

— 6 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.
You'll find plenty of places to visit near Marathon: Fishing Charters & Tours (in Big Pine Key), SpaTerre at Little Palm Island Resort (in Little Torch Key) and Everglades National Park (in Florida City). Next up on the itinerary: stroll through Bahia Honda State Park, enjoy the sand and surf at Sombrero Beach, browse the exhibits of Crane Point Museum & Nature Center, and head outdoors with Gemini Dream Charters.

To find more things to do, ratings, and tourist information, use the Marathon travel route planner.

You can drive from Islamorada to Marathon in an hour. Another option is to 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 2nd (Thu) so you can go by car to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Key West

— 6 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.
Key West is known for museums, adventure, and wildlife. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, take an in-depth tour of Key West Firehouse Museum, fly like a bird with a parasailing or paragliding tour, and explore the gorgeous colors at Vandenberg Wreck.

For reviews, other places to visit, maps, and other tourist information, refer to the Key West day trip planning tool.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In June in Key West, expect temperatures between 36°C during the day and 30°C at night. Cap off your sightseeing on the 8th (Wed) early enough to catch the flight to Sarasota.

Things to do in Key West

Museums · Parks · Historic Sites · Outdoors

Sarasota

— 4 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Explore Sarasota's surroundings by going to St. Petersburg (Duncan McClellan Gallery & Imagine Museum), Aspirations Winery (in Clearwater) and Tampa (Fishing Charters & Tours & Busch Gardens Tampa Bay). And it doesn't end there: explore the different monuments and memorials at Sarasota National Cemetery, tour the pleasant surroundings at Save Our Seabirds, enjoy the sand and surf at Siesta Beach, and push the limits with an extreme tour.

To find more things to do, where to stay, other places to visit, and other tourist information, go to the Sarasota day trip site.

Getting from Key West to Sarasota by flight takes about 3 hours. Other options: drive; or do a combination of ferry, taxi, and bus. In June, daytime highs in Sarasota are 37°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 12th (Sun) so you can go by car to Orlando.

Things to do in Sarasota

Outdoors · Tours · Wildlife · Theme Parks

Side Trips

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.
Have a day of magic on the 13th (Mon) at Walt Disney World Resort. Pack the 15th (Wed) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort, make an unforgettable trip to Disney's Animal Kingdom Theme Park, indulge your thirst for a good beer at Orlando Brewing, and get the adrenaline pumping with an extreme tour.

To find where to stay, more things to do, and other tourist information, read our Orlando trip itinerary planner.

You can drive from Sarasota to Orlando in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In June in Orlando, expect temperatures between 38°C during the day and 26°C at night. Finish your sightseeing early on the 18th (Sat) so you can drive to St. Augustine.

Things to do in Orlando

Theme Parks · Outdoors · Tours · Breweries & Distilleries

St. Augustine

— 4 nights
St. Change things up with these side-trips from St. Augustine: TPC at Sawgrass Stadium Course (in Ponte Vedra Beach) and Fernandina Beach (Marlin & Barrel Distillery & Fish Amelia Island). There's lots more to do: sample the fine beverages at St. Augustine Distillery, tour the pleasant surroundings at St. Augustine Alligator Farm Zoological Park, examine the collection at The Ximenez-Fatio House, and get a dose of the wild on a nature and wildlife tour.

To find traveler tips, reviews, photos, and tourist information, refer to the St. Augustine day trip app.

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. Expect a daytime high around 36°C in June, and nighttime lows around 26°C. Wrap up your sightseeing on the 22nd (Wed) early enough to fly back home.

Things to do in St. Augustine

Outdoors · Wildlife · Tours · Parks

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.