8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip itinerary planner
Make it your trip
Key Largo
— 2 nights
— 2 nights
— 2 nights
Key West
— 1 night


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.
Discover out-of-the-way places like Swim with Dolphins and Florida Keys Wild Bird Rehabilitation Center. Visiting Anhinga Trail and John Pennekamp Coral Reef State Park will get you outdoors. And it doesn't end there: enjoy the sand and surf at Harry Harris Park, explore the gorgeous colors at North Dry Rocks, look for gifts at Shell World Florida Keys, and stroll through Grecian Rocks.

To see more things to do, maps, ratings, and tourist information, use the Key Largo tour planner.

Raleigh to Key Largo is an approximately 4-hour flight. You can also drive; or take a bus. Expect somewhat warmer weather when traveling from Raleigh in October: highs in Key Largo hover around 85°F, while lows dip to 73°F. Wrap up your sightseeing on the 18th (Tue) early enough to drive to Islamorada.
Parks · Wildlife · Outdoors · Trails
Side Trip

Islamorada — 2 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 19th (Wed): tour the pleasant surroundings at Alligator Reef Light House, then enjoy the sand and surf at Anne's Beach, then sample the tasty concoctions at Florida Keys Brewing Company, and finally sample the tasty concoctions at Islamorada Brewery & Distillery - MM82. On the 20th (Thu), you'll have a packed day of sightseeing: walk around Library Beach Park, view the masterpieces at Lobster Trap Art Gift Shop and Gallery, and then discover the deep blue sea with a scuba or snorkeling tour.

To find reviews, other places to visit, traveler tips, and other tourist information, read Islamorada holiday maker tool.

Islamorada is just a stone's throw from Key Largo. October in Islamorada sees daily highs of 87°F and lows of 77°F at night. Finish up your sightseeing early on the 20th (Thu) so you can go by car to Marathon.
Parks · Outdoors · Wildlife · 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.
Kick off your visit on the 21st (Fri): enjoy the sand and surf at Bahia Honda State Park and then see the vivid underwater world at Sombrero Reef. Get ready for a full day of sightseeing on the 22nd (Sat): stroll through Sombrero Beach, see the interesting displays at Crane Point Museum & Nature Center, then learn something new at Dolphin Connection, and finally kick back and relax at Sunset Park Beach.

Plan my Marathon trip by asking Inspirock to come up with tips and suggestions.

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. October in Marathon sees daily highs of 87°F and lows of 77°F at night. Finish up your sightseeing early on the 22nd (Sat) so you can go by car to Key West.
Parks · Outdoors · Beaches · Wildlife
Side Trips

Key West — 1 night

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.
On the 23rd (Sun), see majestic marine mammals with a dolphin and whale watching tour and then look for gifts at We Cycle.

To find other places to visit, reviews, more things to do, and more tourist information, go to the Key West sightseeing planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. Expect a daytime high around 86°F in October, and nighttime lows around 77°F. Cap off your sightseeing on the 23rd (Sun) early enough to catch the flight back home.
Wildlife · Tours · Outdoors · Shopping
Highlights from your trip

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.