18 days in Florida Itinerary

18 days in Florida Itinerary

Created using Inspirock Florida trip itinerary builder

Make it your trip
Drive
1
St. Augustine
— 2 nights
Drive
2
Naples
— 2 nights
Drive
3
Marco Island
— 2 nights
Drive
4
Key West
— 4 nights
Drive
5
Marathon
— 2 nights
Drive
6
Key Largo
— 3 nights
Drive

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St. Augustine

— 2 nights
St. On the 13th (Sat), admire the architecture and history at National Shrine of Our Lady of La Leche at Mission Nombre de Dios. Here are some ideas for day two: take in the architecture and atmosphere at Memorial Presbyterian Church, stroll through Vilano Beach, and then stroll through Jacksonville Beach.

For photos, where to stay, maps, and other tourist information, use the St. Augustine trip itinerary builder app.

Toronto, Canada to St. Augustine is an approximately 20-hour car ride. You can also do a combination of flight and bus; or fly; or drive. Prepare for much warmer weather when traveling from Toronto in April: high temperatures in St. Augustine hover around 30°C and lows are around 19°C. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Naples.

Things to do in St. Augustine

Outdoors · Beaches · Parks · Historic Sites

Side Trip

Naples

— 2 nights
On the 16th (Tue), have fun and explore at Golisano Children's Museum of Naples and then kick back and relax at Bonita Springs Public Beach. On your second day here, stroll through Fort Myers Beach and then wander the streets of Third Street South.

To find reviews, traveler tips, more things to do, and other tourist information, you can read our Naples travel route builder.

Getting from St. Augustine to Naples by car takes about 6 hours. Other options: fly; or take a bus. While traveling from St. Augustine, expect somewhat warmer days and about the same nights in Naples, ranging from highs of 34°C to lows of 22°C. Wrap up your sightseeing on the 17th (Wed) early enough to drive to Marco Island.

Things to do in Naples

Beaches · Parks · Outdoors · Shopping

Side Trips

Marco Island

— 2 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. On the 18th (Thu), soothe aching muscles at some of the top local wellness centers, then pick up some local products at Marco Island Farmers Market, and then see majestic marine mammals with a dolphin and whale watching tour. On the next day, step off the mainland to explore Cape Romano and then kick back and relax at Keewaydin Island.

To find where to stay, reviews, and more tourist information, refer to the Marco Island day trip website.

Marco Island is just a short distance from Naples. In April, plan for daily highs up to 34°C, and evening lows to 22°C. Cap off your sightseeing on the 19th (Fri) early enough to catch the ferry to Key West.

Things to do in Marco Island

Outdoors · Beaches · Parks · Nature

Key West

— 4 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.
Step out of the city life by going to Stand-Up Paddleboarding and Parasailing & Paragliding. For shopping fun, head to Alan S. Maltz Gallery or We Cycle. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, admire all the interesting features of Fort Zachary Taylor, take in the pleasant sights at Key West Garden Club, and stroll the grounds of Key West Cemetery.

To see ratings, maps, and other tourist information, go to the Key West trip itinerary website.

Traveling by car from Marco Island to Key West takes 5.5 hours. Alternatively, you can ride a ferry; or drive. Traveling from Marco Island in April, expect somewhat warmer with lows of 27°C in Key West. Cap off your sightseeing on the 23rd (Tue) early enough to go by car to Marathon.

Things to do in Key West

Outdoors · Museums · Tours · Adventure

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.
On the 24th (Wed), see the vivid underwater world at Sombrero Reef, look for all kinds of wild species at The Turtle Hospital, and then get all the information you need at Pigeon Key Foundation. Keep things going the next day: tour the pleasant surroundings at Sunset Park Beach and then explore the galleries of Crane Point Museum & Nature Center.

For traveler tips, more things to do, ratings, and other tourist information, you can read our Marathon trip planner.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 35°C in April, and nighttime lows around 28°C. On the 25th (Thu), wrap the sightseeing up by early afternoon so you can drive to Key Largo.

Things to do in Marathon

Parks · Wildlife · Beaches · Outdoors

Side Trip

Key Largo

— 3 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 26th (Fri), have unforgettable encounters with a shark diving experience and then cast your line with a fishing tour. Keep things going the next day: steep yourself in history at Coral Castle, then look for gifts at Shell World Florida Keys, and then take a memorable tour with Tours.

For reviews, maps, photos, and other tourist information, you can read our Key Largo trip itinerary builder.

You can drive from Marathon to Key Largo in 1.5 hours. Another option is to take a bus. Traveling from Marathon in April, expect a bit cooler with lows of 24°C in Key Largo. On the 28th (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Key Largo

Outdoors · Tours · Wildlife · Adventure

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.