15 days in Florida Keys Itinerary

15 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip builder

Make it your trip
Fly
1
Key West
— 3 nights
Ferry
2
Dry Tortugas National Park
— 1 night
Unknown
3
Key Largo
— 3 nights
Drive
4
Islamorada
— 3 nights
Drive
5
Marathon
— 4 nights
Shuttle to Miami, Fly to New York City

S M T W T F S
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Key West

— 3 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.
Eschew the tourist crowds and head to Stand-Up Paddleboarding and Saint Mary Star of the Sea. Visit Fort Zachary Taylor and Key West Cemetery for their historical value. And it doesn't end there: get interesting insight from Tours, contemplate the long history of Audubon House & Tropical Gardens, enjoy the sand and surf at Smathers Beach, and explore the galleries of U.S. Coast Guard Cutter Ingham Maritime Museum.

For other places to visit, traveler tips, photos, and other tourist information, you can read our Key West vacation builder tool.

New York City to Key West is an approximately 5-hour flight. You can also drive; or take a bus. In October, Key West is somewhat warmer than New York City - with highs of 35°C and lows of 29°C. Finish up your sightseeing early on the 20th (Wed) so you can catch the ferry to Dry Tortugas National Park.

Things to do in Key West

Outdoors · Historic Sites · Parks · Tours

Dry Tortugas National Park

— 1 night
What Dry Tortugas National Park lacks in size, it makes up for in abundance of marine life.
Kick off your visit on the 21st (Thu): step off the mainland to explore Garden Key, explore the striking landscape at Little Africa, and then steep yourself in history at Fort Jefferson.

To see reviews, more things to do, photos, and more tourist information, use the Dry Tortugas National Park online driving holiday planner.

You can ride a ferry from Key West to Dry Tortugas National Park in 3 hours. In October in Dry Tortugas National Park, expect temperatures between 35°C during the day and 29°C at night. Finish your sightseeing early on the 21st (Thu) to allow enough time to travel to Key Largo.

Things to do in Dry Tortugas National Park

Parks · Nature · Wildlife · Historic Sites

Key Largo

— 3 nights

Diving Capital of the World

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.
Step out of the city life by going to Shark Valley Visitor Center and Florida Keys Wild Bird Rehabilitation Center. Discover out-of-the-way places like Everglades National Park and Anhinga Trail. Step out of Key Largo with an excursion to Everglades Alligator Farm in Homestead--about 44 minutes away. There's more to do: step aboard African Queen Canal Cruise.

To find more things to do, ratings, other places to visit, and more tourist information, refer to the Key Largo road trip planner.

Use the Route module to find suitable travel options from Dry Tortugas National Park to Key Largo. In October, plan for daily highs up to 34°C, and evening lows to 26°C. Wrap up your sightseeing on the 24th (Sun) to allow time to drive to Islamorada.

Things to do in Key Largo

Parks · Nature · Wildlife · Trails

Side Trips

Islamorada

— 3 nights

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.
Get outdoors at Parasailing & Paragliding and Takedown Charters. Eschew the tourist crowds and head to Islamorada Brewery & Distillery and Windley Key Fossil Reef Geological State Park. And it doesn't end there: get a new perspective on things with A Lil' Tail Charters, see some colorful creatures with a scuba or snorkeling tour, enjoy the sand and surf at Anne's Beach, and head outdoors with Satisfaction Charters Inc..

Find out how to plan Islamorada trip without stress by asking Inspirock to help create an itinerary.

Islamorada is just a short distance from Key Largo. October in Islamorada sees daily highs of 36°C and lows of 29°C at night. Wrap up your sightseeing on the 27th (Wed) early enough to drive to Marathon.

Things to do in Islamorada

Outdoors · Wildlife · Tours · Parks

Marathon

— 4 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.
Discover out-of-the-way places like Sombrero Beach and Sunset Park Beach. Step out of the city life by going to Dolphin Research Center and Kayaking & Canoeing. And it doesn't end there: see the interesting displays at Crane Point Museum & Nature Center, snap pictures at Seven Mile Bridge, look for all kinds of wild species at National Key Deer Refuge, and kick back and relax at Calusa Beach.

To find photos, reviews, ratings, and more tourist information, you can read our Marathon trip planner.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In October, plan for daily highs up to 36°C, and evening lows to 29°C. Wrap up your sightseeing on the 31st (Sun) early enough to travel back home.

Things to do in Marathon

Parks · Outdoors · Beaches · Wildlife

Side Trips

Florida Keys travel guide

4.3
Scuba & Snorkeling · Landmarks · Parasailing & Paragliding
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.