9 days in Florida Keys Itinerary

9 days in Florida Keys Itinerary

Created using Inspirock Florida Keys vacation maker

Make it your trip
— 1 night
— 2 nights
Key West
— 5 nights



— 1 night

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.
On the 18th (Tue), get a taste of the local shopping with Old Road Gallery, observe the fascinating underwater world at Island Dolphin Care, see some colorful creatures with a scuba or snorkeling tour, then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery.

To find ratings, maps, other places to visit, and other tourist information, refer to the Islamorada tour itinerary planning site.

Toronto, Canada to Islamorada is an approximately 9-hour flight. You can also drive; or do a combination of bus and shuttle. Traveling from Toronto in August, things will get somewhat warmer in Islamorada: highs are around 39°C and lows about 31°C. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Marathon.

Things to do in Islamorada

Wildlife · Tours · Outdoors · Parks

Side Trip


— 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 19th (Wed), kick back and relax at Sombrero Beach, then see the interesting displays at Crane Point Museum & Nature Center, then look for all kinds of wild species at The Turtle Hospital, and finally get a new perspective on things with Boat Tours & Water Sports. Here are some ideas for day two: enjoy the sand and surf at Bahia Honda State Park, look for all kinds of wild species at National Key Deer Refuge, and then enjoy breathtaking views from Sugarloaf Key Bat Tower.

To see photos, traveler tips, and more tourist information, refer to the Marathon road trip planner.

Drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In August in Marathon, expect temperatures between 39°C during the day and 31°C at night. Finish up your sightseeing early on the 20th (Thu) so you can go by car to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Key West

— 5 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 wildlife, adventure, and museums. Your plan includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, contemplate the long history of Truman Little White House, see some colorful creatures with a scuba or snorkeling tour, and take a leisurely stroll along Mallory Square.

To find more things to do, ratings, maps, and more tourist information, go to the Key West vacation builder app.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. August in Key West sees daily highs of 38°C and lows of 32°C at night. Wrap up your sightseeing by early afternoon on the 25th (Tue) to allow time for travel back home.

Things to do in Key West

Museums · Parks · Outdoors · Wildlife

Florida Keys travel guide

Scuba & Snorkeling · Landmarks · Wildlife Areas
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.