12 days in Florida Keys Itinerary

12 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip planner
Make it your trip
Fly to Miami International Airport, Drive to Big Pine Key
Big Pine Key
— 1 night
— 3 nights
Key Largo
— 2 nights
Key West
— 5 nights


Big Pine Key — 1 night

Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Kick off your visit on the 23rd (Mon): enjoy the sand and surf at Long Beach. On your second day here, stroll through Bahia Honda State Park and then see what you can catch with a fishing tour.

To see traveler tips, more things to do, maps, and tourist information, read Big Pine Key visit planner.

Kalamazoo to Big Pine Key is an approximately 9.5-hour combination of flight and car. You can also drive. Expect a bit warmer weather when traveling from Kalamazoo in May: highs in Big Pine Key hover around 88°F, while lows dip to 77°F. Finish your sightseeing early on the 24th (Tue) to allow enough time to drive to Islamorada.
Outdoors · Beaches · Parks · Wildlife

Islamorada — 3 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kids will enjoy Fishing Charters & Tours and The Turtle Hospital. Venture out of the city with trips to Marathon (San Pablo Catholic Church, Crane Point Museum & Nature Center, &more). There's much more to do: stroll through Dolphin Research Center, take an in-depth tour of History of Diving Museum, indulge your thirst for a good beer at Islamorada Brewery & Distillery - MM82, and kick back and relax at Anne's Beach.

For more things to do, where to stay, maps, and other tourist information, go to the Islamorada trip planner.

You can drive from Big Pine Key to Islamorada in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 88°F in May, and nighttime lows around 77°F. Finish your sightseeing early on the 27th (Fri) so you can drive to Key Largo.
Parks · Wildlife · Outdoors · Museums
Side Trip

Key Largo — 2 nights

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 28th (Sat), step aboard African Queen Canal Cruise, discover the deep blue sea with a scuba or snorkeling tour, and then tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center. Get ready for a full day of sightseeing on the 29th (Sun): observe the fascinating underwater world at Island Dolphin Care, then get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, and then explore the gorgeous colors at Spiegel Grove.

For where to stay, more things to do, traveler tips, and tourist information, go to the Key Largo journey tool.

Key Largo is very close to Islamorada. Expect a bit cooler evenings in Key Largo when traveling from Islamorada in May, with lows around 72°F. Finish up your sightseeing early on the 29th (Sun) so you can go by car to Key West.
Wildlife · Tours · Outdoors · Parks

Key West — 5 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.
Kids will appreciate attractions like The Ernest Hemingway Home and Museum and Mallory Square. There's still lots to do: tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, get engrossed in the history at Key West Firehouse Museum, see the vivid underwater world at Vandenberg Wreck, and make a trip to Southernmost Point.

For photos, other places to visit, reviews, and other tourist information, read Key West online trip maker.

You can drive from Key Largo to Key West in 2.5 hours. Another option is to take a bus. In May, daily temperatures in Key West can reach 85°F, while at night they dip to 77°F. Finish up your sightseeing early on the 3rd (Fri) so you can travel back home.
Parks · Museums · Historic Sites · Outdoors

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.