10 days in Florida Keys Itinerary

10 days in Florida Keys Itinerary

Created using Inspirock Florida Keys tour itinerary planner

Make it your trip
Unknown
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Islamorada
— 2 nights
Drive
2
Marathon
— 1 day
Drive
3
Summerland Key
— 1 night
Drive
4
Big Pine Key
— 1 night
Drive
5
Sugarloaf Key
— 2 nights
Drive
6
Key West
— 3 nights
Fly

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Islamorada

— 2 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.
Your day by day itinerary now includes Robbie's of Islamorada, Rain Barrel Village, Hurricane Monument, and other attractions you added. Kick off your visit on the 20th (Sat): look for gifts at Bass Pro Shops and then appreciate the history behind Hurricane Monument.

For reviews, more things to do, other places to visit, and other tourist information, read our Islamorada trip builder tool.

Louisville to Islamorada is an approximately 4.5-hour flight. You can also drive; or do a combination of bus, subway, and shuttle. Traveling from Louisville in February, things will get warmer in Islamorada: highs are around 79°F and lows about 68°F. On the 22nd (Mon), you'll have the morning to explore before heading off to Marathon.

Things to do in Islamorada

Wildlife · Tours · Transportation · Outdoors

Marathon

— 1 day

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.
Your day by day itinerary now includes Sombrero Beach as well as The Turtle Hospital. On the 22nd (Mon), identify plant and animal life at The Turtle Hospital, immerse yourself in nature at Curry Hammock State Park, and then enjoy the sand and surf at Sombrero Beach.

To find more things to do, photos, other places to visit, and more tourist information, you can read our Marathon travel route builder app.

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In February, daytime highs in Marathon are 79°F, while nighttime lows are 68°F. Cap off your sightseeing on the 22nd (Mon) early enough to go by car to Summerland Key.

Things to do in Marathon

Parks · Nature · Wildlife · Beaches

Summerland Key

— 1 night
Summerland Key is an island in the lower Florida Keys approximately 20 miles east of Key West; it contains an unincorporated community of Monroe County of the same name.U.S. 1 (or the Overseas Highway) crosses the island at approximately mile markers 24—25.5, between Ramrod Key and Cudjoe Key. For reviews, ratings, photos, and more tourist information, read Summerland Key trip itinerary tool.

Getting from Marathon to Summerland Key by car takes about an hour. In February in Summerland Key, expect temperatures between 77°F during the day and 67°F at night. You'll have a few hours on the 23rd (Tue) to wrap things up before traveling to Big Pine Key.

Things to do in Summerland Key

Outdoors · Tours · Wildlife · Transportation

Big Pine Key

— 1 night
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Kick off your visit on the 23rd (Tue): enjoy the sand and surf at Bahia Honda State Park.

To see maps, ratings, where to stay, and tourist information, go to the Big Pine Key trip tool.

Big Pine Key is just a short distance from Summerland Key. February in Big Pine Key sees daily highs of 79°F and lows of 68°F at night. You'll have a few hours on the 24th (Wed) to wrap things up before traveling to Sugarloaf Key.

Things to do in Big Pine Key

Beaches · Parks · Outdoors
Highlights from your trip

Sugarloaf Key

— 2 nights
Sugarloaf Key is known for adventure, outdoors, and wildlife. Your plan includes some of its best attractions: take in panoramic vistas at Sugarloaf Key Bat Tower.

To find ratings, reviews, other places to visit, and tourist information, use the Sugarloaf Key attractions planner.

Sugarloaf Key is just a stone's throw from Big Pine Key. In February, daily temperatures in Sugarloaf Key can reach 77°F, while at night they dip to 67°F. Wrap up your sightseeing by early afternoon on the 26th (Fri) to allow time for the car ride to Key West.
Highlights from your trip

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.
Get outdoors at Key West Butterfly & Nature Conservatory and Fort Zachary Taylor. Your inner history buff will appreciate Truman Little White House and Curry Mansion. There's lots more to do: explore the different monuments and memorials at Key West Cemetery, look for gifts at Isle Cook Key West, take in the pleasant sights at Key West Garden Club, and see the interesting displays at The Ernest Hemingway Home and Museum.

To see more things to do, photos, where to stay, and more tourist information, read Key West online day trip planner.

Key West is very close to Sugarloaf Key. Expect a daytime high around 78°F in February, and nighttime lows around 68°F. Wrap up your sightseeing on the 1st (Mon) to allow time to fly back home.

Things to do in Key West

Historic Sites · Parks · Museums · Nature

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.