18 days in Florida Itinerary

18 days in Florida Itinerary

Created using Inspirock Florida trip planner

Make it your trip
Fly
1
Orlando
— 2 nights
Fly
2
Miami
— 3 nights
Drive
3
Marathon
— 3 nights
Drive
4
Marco Island
— 3 nights
Drive
5
Fort Myers Beach
— 2 nights
Drive
6
Sarasota
— 2 nights
Drive
7
Fort Walton Beach
— 1 night
Fly

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Orlando

— 2 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.
Do some cultural sightseeing at Charles Hosmer Morse Museum of American Art and Ponce de Leon Inlet Lighthouse & Museum. Change things up with a short trip to Blue Heron River Tours Inc in DeLand (about 56 minutes away). Pack the 23rd (Mon) with family-friendly diversions at Universal Orlando Resort. The adventure continues: get in on the family fun at SeaWorld and take in nature's colorful creations at Harry P. Leu Gardens.

To find traveler tips, more things to do, other places to visit, and more tourist information, refer to the Orlando trip planner.

San Juan, Puerto Rico to Orlando is an approximately 6-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from San Juan to Orlando. Expect little chillier evenings in Orlando when traveling from San Juan in May, with lows around 24°C. Wrap up your sightseeing on the 23rd (Mon) to allow time to fly to Miami.

Things to do in Orlando

Theme Parks · Museums · Historic Sites · Wildlife

Side Trips

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.
Do some cultural sightseeing at Lincoln Road and Wynwood Walls. Museum-lovers will get to explore Vizcaya Museum and Gardens and Miami Children's Museum. Step out of Miami with an excursion to Shark Valley Visitor Center in Everglades National Park--about 1 hour away. There's still lots to do: take a stroll through Art Deco Historic District, explore the world behind art at The Wolfsonian - Florida International University, get a taste of the local shopping with Ocean Drive, and make a trip to Bayside Marketplace.

To see ratings, more things to do, maps, and other tourist information, use the Miami tour itinerary planning website.

Fly from Orlando to Miami in 3 hours. Alternatively, you can drive; or take a bus. In May in Miami, expect temperatures between 36°C during the day and 27°C at night. Cap off your sightseeing on the 26th (Thu) early enough to go by car to Marathon.

Things to do in Miami

Museums · Shopping · Neighborhoods · Parks

Side Trips

Marathon

— 3 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.
San Pablo Catholic Church and Crane Point Museum & Nature Center are good opportunities to explore the local culture. Get outdoors at Sombrero Beach and Dolphin Research Center. Change things up with these side-trips from Marathon: History of Diving Museum (in Islamorada), Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and John Pennekamp Coral Reef State Park (in Key Largo). There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour and stroll through The Turtle Hospital.

To find where to stay, traveler tips, maps, and more tourist information, you can read our Marathon trip itinerary builder website.

You can drive from Miami to Marathon in 2.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In May in Marathon, expect temperatures between 36°C during the day and 29°C at night. Finish your sightseeing early on the 29th (Sun) to allow enough time to drive to Marco Island.

Things to do in Marathon

Parks · Wildlife · Outdoors · Museums

Side Trips

Marco Island

— 3 nights
Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Your cultural itinerary includes sights like Smallwood Store and Malenda Trick Art Gallery. Get in touch with nature at Dolphin & Whale Watching and Tigertail Beach. Step out of Marco Island to go to Everglades City and see Museum of the Everglades, which is approximately 42 minutes away. There's more to do: get engrossed in the history at Marco Island Historical Museum.

For more things to do, where to stay, photos, and tourist information, read our Marco Island tour builder tool.

Traveling by car from Marathon to Marco Island takes 4 hours. Alternatively, you can do a combination of bus and ferry; or take a bus. Plan for a bit cooler nights when traveling from Marathon in May since evenings lows in Marco Island dip to 24°C. Finish your sightseeing early on the 1st (Wed) so you can drive to Fort Myers Beach.

Things to do in Marco Island

Museums · Outdoors · Beaches · Wildlife

Side Trips

Fort Myers Beach

— 2 nights
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Kick off your visit on the 2nd (Thu): stroll through J.N. "Ding" Darling National Wildlife Refuge and then cast your line with a fishing tour. Get ready for a full day of sightseeing on the next day: kick back and relax at Fort Myers Beach, then take in nature's colorful creations at Edison and Ford Winter Estates, and then contemplate the long history of Edison Park.

To find ratings, traveler tips, more things to do, and other tourist information, read our Fort Myers Beach trip builder.

You can drive from Marco Island to Fort Myers Beach in 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of bus and taxi. In June in Fort Myers Beach, expect temperatures between 38°C during the day and 27°C at night. Wrap up your sightseeing on the 3rd (Fri) to allow time to drive to Sarasota.

Things to do in Fort Myers Beach

Parks · Wildlife · Outdoors · Historic Sites

Side Trips

Sarasota

— 2 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Start off your visit on the 4th (Sat): head outdoors with Outdoor Activities, examine the collection at The Ringling, and then find your balance on the water with some of the best stand-up paddleboarding in the area. On the next day, stroll through Save Our Seabirds, stroll through St. Pete Beach, and then see the interesting displays at The Dali Museum.

For reviews, photos, where to stay, and more tourist information, read Sarasota trip planner.

You can drive from Fort Myers Beach to Sarasota in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 37°C in June, and nighttime lows around 28°C. Finish up your sightseeing early on the 5th (Sun) so you can catch the flight to Fort Walton Beach.

Things to do in Sarasota

Outdoors · Museums · Tours · Parks

Side Trips

Fort Walton Beach

— 1 night
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Your day by day itinerary now includes Air Force Armament Museum. On the 6th (Mon), learn about all things military at Air Force Armament Museum, admire nature's wide array of creatures at Gulfarium Marine Adventure Park, and then enjoy the sand and surf at Navarre Beach. Get ready for a full day of sightseeing on the next day: make a trip to Destin Harbor Boardwalk, look for all kinds of wild species at Southern Star Dolphin Cruise, and then enjoy the sand and surf at Henderson Beach State Park.

To see other places to visit, maps, photos, and other tourist information, go to the Fort Walton Beach trip itinerary planner.

Getting from Sarasota to Fort Walton Beach by flight takes about 4.5 hours. Other options: drive; or do a combination of taxi and bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In June, daily temperatures in Fort Walton Beach can reach 35°C, while at night they dip to 26°C. Cap off your sightseeing on the 7th (Tue) early enough to catch the flight back home.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Zoos & Aquariums

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.