8 days in Florida Keys Itinerary
8 days in Florida Keys Itinerary
Created using Inspirock Florida Keys travel route planner
Start: Raleigh
Fly
1
Key Largo
— 2 nights
Drive
2
Islamorada
— 2 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key West
— 1 night
Fly
End: Norfolk
Sat, Jun 18 - Sat, Jun 25
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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.Take a break from the city and head to Swim with Dolphins and Anhinga Trail. Family-friendly places like Florida Keys Wild Bird Rehabilitation Center and Harry Harris Park will thrill your kids. Next up on the itinerary: explore the gorgeous colors at Grecian Rocks, look for gifts at Shell World Florida Keys, stroll through North Dry Rocks, and immerse yourself in nature at John Pennekamp Coral Reef State Park.
To plan Key Largo vacation without wasting time, ask Inspirock to design an itinerary.
Raleigh to Key Largo is an approximately 4-hour flight. You can also drive; or take a bus. Plan for a bit warmer nights when traveling from Raleigh in June since evenings lows in Key Largo dip to 75°F. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Islamorada.
Side Trip
Highlights from your 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.Start off your visit on the 21st (Tue): tour the pleasant surroundings at Alligator Reef Light House, then kick back and relax at Anne's Beach, then sample the tasty concoctions at Florida Keys Brewing Company, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery - MM82. Here are some ideas for day two: walk around Library Beach Park, browse the exhibits of Lobster Trap Art Gift Shop and Gallery, and then discover the deep blue sea with a scuba or snorkeling tour.
To find maps, photos, traveler tips, and tourist information, refer to the Islamorada online trip planner.
Islamorada is very close to Key Largo. Expect a daytime high around 90°F in June, and nighttime lows around 79°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to drive to Marathon.
Highlights from your trip
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 23rd (Thu): enjoy the sand and surf at Bahia Honda State Park and then stroll through Sombrero Reef. Keep things going the next day: kick back and relax at Sombrero Beach, then examine the collection at Crane Point Museum & Nature Center, then fulfill a lifelong dream with Dolphin Connection, and finally enjoy the sand and surf at Sunset Park Beach.
To see other places to visit, traveler tips, photos, and more tourist information, use the Marathon online attractions planner.
You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. June in Marathon sees daily highs of 90°F and lows of 79°F at night. Cap off your sightseeing on the 24th (Fri) early enough to go by car to Key West.
Side Trips
Highlights from your trip
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.Start off your visit on the 25th (Sat): see majestic marine mammals with a dolphin and whale watching tour and then stop by We Cycle.
For photos, where to stay, and other tourist information, read Key West trip itinerary planning app.
Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In June, plan for daily highs up to 88°F, and evening lows to 79°F. Finish your sightseeing early on the 25th (Sat) so you can fly back home.
Highlights from your trip
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Florida Keys travel guide
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.