38 days in Florida Keys Itinerary

38 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip itinerary builder
Make it your trip
Fly
1
Key West
— 12 nights
Ferry
2
Dry Tortugas National Park
— 2 nights
Drive
3
Stock Island
— 2 nights
Drive
4
Marathon
— 6 nights
Drive
5
Islamorada
— 7 nights
Drive
6
Key Largo
— 8 nights
Fly

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Key West — 12 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.
Spend the 2nd (Mon) exploring nature at Dry Tortugas National Park. And it doesn't end there: see the interesting displays at The Ernest Hemingway Home and Museum, get a new perspective on things with Boat Tours & Water Sports, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, and don't miss a visit to Southernmost Point.

To find reviews, maps, other places to visit, and more tourist information, you can read our Key West road trip tool.

Columbus to Key West is an approximately 6.5-hour flight. You can also drive; or take a bus. Expect somewhat warmer weather when traveling from Columbus in October: highs in Key West hover around 86°F, while lows dip to 77°F. Cap off your sightseeing on the 4th (Wed) early enough to catch the ferry to Dry Tortugas National Park.
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Museums · Parks · Historic Sites · Shopping

Dry Tortugas National Park — 2 nights

What Dry Tortugas National Park lacks in size, it makes up for in abundance of marine life.
On the 5th (Thu), discover the deep blue sea with Florida Keys National Marine Sanctuary, tour the pleasant surroundings at Looe Key (Florida Keys National Marine Sanctuary), and then stroll through Fort Jefferson. Get ready for a full day of sightseeing on the next day: head off the coast to Garden Key, then take in the dramatic natural features at Little Africa, and then take in the dramatic natural features at Tortugas Banks.

To find other places to visit, reviews, photos, and tourist information, use the Dry Tortugas National Park road trip planner.

Getting from Key West to Dry Tortugas National Park by ferry takes about 3 hours. November in Dry Tortugas National Park sees daily highs of 81°F and lows of 73°F at night. Finish your sightseeing early on the 6th (Fri) so you can travel to Stock Island.
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Parks · Nature · Wildlife · Outdoors
Side Trip

Stock Island — 2 nights

Stock Island is a census-designated place (CDP) & Unincorporated community on an island of the same name in Monroe County, Florida, United States. On the 7th (Sat), look for gifts at Cudjoe Sales, cross one thing off your bucket list with Skydive Key West, then relax and rejuvenate at Angelic Moon Holistic Day Spa & APOTHECARY, and finally visit a coastal fixture at American Shoal Lighthouse. On your second day here, make a trip to Sugarloaf Key Bat Tower, then see some colorful creatures with Sea Monkey Ocean Adventures, and then get outside with Key West Angling.

For other places to visit, more things to do, maps, and tourist information, go to the Stock Island trip maker app.

Explore your travel options from Dry Tortugas National Park to Stock Island with the Route module. In November, daily temperatures in Stock Island can reach 82°F, while at night they dip to 73°F. Finish up your sightseeing early on the 8th (Sun) so you can travel to Marathon.
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Tours · Outdoors · Wildlife · Spas
Side Trips

Marathon — 6 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Take a break from Marathon with a short trip to SpaTerre at Little Palm Island Resort in Little Torch Key, about 34 minutes away. Next up on the itinerary: glide through the air with Z Flight Watersports, kick back and relax at Sombrero Beach, take in the views from Seven Mile Bridge, and stroll through National Key Deer Refuge.

For photos, maps, reviews, and tourist information, you can read our Marathon online travel planner.

Drive from Stock Island to Marathon in an hour. In November, plan for daily highs up to 82°F, and evening lows to 72°F. Finish your sightseeing early on the 14th (Sat) so you can drive to Islamorada.
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Parks · Wildlife · Outdoors · Museums
Side Trips

Islamorada — 7 nights

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 trip includes some of its best attractions: fulfill a lifelong dream with Theater of the Sea, stroll through Alligator Reef Light House, steep yourself in history at Indian Key State Historic Site, and take in the exciting artwork at Old Road Gallery.

For traveler tips, where to stay, maps, and tourist information, go to the Islamorada trip maker website.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In November in Islamorada, expect temperatures between 82°F during the day and 72°F at night. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Key Largo.
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Outdoors · Parks · Shopping · Museums

Key Largo — 8 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.
Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: see some colorful creatures with a scuba or snorkeling tour, stroll through Florida Keys Wild Bird Rehabilitation Center, explore the gorgeous colors at Grecian Rocks, and test your team's savvy at Kingdom Escape Games.

For reviews, traveler tips, maps, and tourist information, you can read our Key Largo journey builder website.

Key Largo is just a stone's throw from Islamorada. In November, plan for daily highs up to 81°F, and evening lows to 68°F. Wrap up your sightseeing on the 29th (Sun) early enough to fly back home.
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Parks · Wildlife · Outdoors · Tours

Florida Keys travel guide

4.2
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.
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