34 days in Florida Keys Itinerary

34 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip itinerary planner

Plan created by another user. Make it yours
Fly
1
Key West
— 12 nights
Ferry
2
Dry Tortugas National Park
— 2 nights
Drive
3
Marathon
— 7 nights
Drive
4
Islamorada
— 6 nights
Drive
5
Key Largo
— 6 nights
Fly

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12
nights
Key West

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.
Spend the 3rd (Sun) exploring nature at Dry Tortugas National Park. There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, contemplate the long history of Truman Little White House, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and take a memorable tour with Tours.

To find ratings, reviews, photos, and tourist information, you can read our Key West trip tool.

New York City to Key West is an approximately 7-hour flight. You can also drive; or take a bus. Traveling from New York City in December, expect Key West to be warmer, temps between 79°F and 71°F. Wrap up your sightseeing on the 7th (Thu) to allow time to ride a ferry to Dry Tortugas National Park.

Things to do in Key West

Museums · Parks · Historic Sites · Tours

2
nights
Dry Tortugas National Park

What Dry Tortugas National Park lacks in size, it makes up for in abundance of marine life.
On the 8th (Fri), step off the mainland to explore Garden Key, take in the dramatic natural features at Little Africa, then contemplate the long history of Fort Jefferson, and finally explore the striking landscape at Tortugas Banks. Get ready for a full day of sightseeing on the 9th (Sat): see some colorful creatures with Florida Keys National Marine Sanctuary.

For more things to do, reviews, ratings, and more tourist information, you can read our Dry Tortugas National Park online holiday planner.

Traveling by ferry from Key West to Dry Tortugas National Park takes 3 hours. In January, daytime highs in Dry Tortugas National Park are 76°F, while nighttime lows are 66°F. On the 9th (Sat), wrap the sightseeing up by early afternoon so you can travel to Marathon.

Things to do in Dry Tortugas National Park

Parks · Nature · Wildlife · Adventure

Side Trip

7
nights
Marathon

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.
Explore the numerous day-trip ideas around Marathon: Sugarloaf (Sugarloaf Key Bat Tower & Skydive Key West), SpaTerre at Little Palm Island Resort (in Little Torch Key) and American Shoal Lighthouse (in Sugarloaf Key). There's lots more to do: take a memorable tour with Z Flight Watersports, meet the residents at Florida Keys Aquarium Encounters, look for all kinds of wild species at National Key Deer Refuge, and explore the galleries of Crane Point Museum & Nature Center.

To find traveler tips, where to stay, other places to visit, and tourist information, read Marathon trip itinerary planning site.

Explore your travel options from Dry Tortugas National Park to Marathon with the Route module. January in Marathon sees daily highs of 77°F and lows of 66°F at night. Wrap up your sightseeing on the 16th (Sat) to allow time to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

6
nights
Islamorada

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.
Islamorada is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, appreciate the extensive heritage of Indian Key State Historic Site, head outdoors with Contagious Charters, and relax and rejuvenate at Island Flow Yoga.

For photos, where to stay, maps, and more tourist information, go to the Islamorada attractions planner.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. Expect a daytime high around 77°F in January, and nighttime lows around 66°F. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to Key Largo.

Things to do in Islamorada

Outdoors · Shopping · Parks · Museums

6
nights
Key Largo

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.
Key Largo is known for wildlife, nature, and adventure. Your plan includes some of its best attractions: find your balance on the water with PADDLE! The Florida Keys, immerse yourself in nature at John Pennekamp Coral Reef State Park, see the vivid underwater world at Spiegel Grove, and look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.

For maps, where to stay, ratings, and tourist information, you can read our Key Largo trip itinerary builder app.

Key Largo is just a stone's throw from Islamorada. Traveling from Islamorada in January, expect a bit cooler with lows of 61°F in Key Largo. Finish your sightseeing early on the 28th (Thu) to allow enough time to travel back home.

Things to do in Key Largo

Parks · Wildlife · Tours · Outdoors

Florida Keys travel guide

4.3
Scuba & Snorkeling · Landmarks · Wildlife Areas
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.