8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip planner
Make it your trip
Key West
— 3 nights
Key Largo
— 1 night
— 1 night
— 2 nights
Shuttle to Miami, Fly to Grand Rapids


Key West — 3 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.
Step out of the city life by going to Stand-Up Paddleboarding and Smathers Beach. We've included these beaches for you: South Beach and Higgs Beach. There's lots more to do: stop by We Cycle, stroll through Key West Butterfly & Nature Conservatory, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and take a leisurely stroll along Key West Historic Seaport.

For more things to do, photos, ratings, and tourist information, read Key West road trip app.

Grand Rapids to Key West is an approximately 7.5-hour flight. You can also drive; or take a bus. Traveling from Grand Rapids in January, expect Key West to be much hotter, temps between 76°F and 66°F. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Key Largo.
Parks · Outdoors · Beaches · Historic Sites

Key Largo — 1 night

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 29th (Sat), tour the pleasant surroundings at Key Largo Dry Rocks, see the vivid underwater world at North Dry Rocks, stroll through Grecian Rocks, stroll around Harry Harris Park, then have unforgettable encounters with a shark diving experience, and finally tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center.

To see maps, ratings, more things to do, and other tourist information, refer to the Key Largo trip planner.

Getting from Key West to Key Largo by car takes about 2.5 hours. Other options: take a bus. Expect slightly colder evenings in Key Largo when traveling from Key West in January, with lows around 61°F. Wrap up your sightseeing on the 29th (Sat) to allow time to drive to Islamorada.
Wildlife · Outdoors · Parks · Tours

Islamorada — 1 night

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 29th (Sat): kick back and relax at Library Beach Park and then head outdoors with Takedown Charters.

To see reviews, where to stay, other places to visit, and tourist information, use the Islamorada road trip planning site.

Islamorada is very close to Key Largo. In January, plan for daily highs up to 77°F, and evening lows to 66°F. Cap off your sightseeing on the 30th (Sun) early enough to go by car to Marathon.
Spas · Outdoors · Parks · Beaches

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 31st (Mon), stop by Hawks Cay Marina Dockside Store, tour the pleasant surroundings at Dolphin Research Center, admire the majestic nature at Curry Hammock State Park, then tour the pleasant surroundings at Sunset Park Beach, then see the interesting displays at Crane Point Museum & Nature Center, and finally tour the pleasant surroundings at The Turtle Hospital. Keep things going the next day: see some colorful creatures with a scuba or snorkeling tour and then explore the gorgeous colors at Sombrero Reef.

For other places to visit, traveler tips, and other tourist information, you can read our Marathon trip itinerary builder tool.

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. Expect a daytime high around 77°F in January, and nighttime lows around 66°F. Cap off your sightseeing on the 1st (Tue) early enough to travel back home.
Wildlife · Parks · Outdoors · Tours
Side Trips

Florida Keys travel guide

Scuba & Snorkeling · Parasailing & Paragliding · Landmarks
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.