7 days in Florida Keys Itinerary

7 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip itinerary planner

Make it your trip
Fly
1
Islamorada
— 1 night
Drive
2
Key Largo
— 1 night
Drive
3
Marathon
— 1 night
Drive
4
Key West
— 3 nights
Fly

S M T W T F S
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Islamorada

— 1 night

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.
Kick off your visit on the 22nd (Sat): view the masterpieces at Michelle Nicole Lowe Art Gallery.

To find traveler tips, where to stay, more things to do, and other tourist information, read Islamorada trip builder tool.

Boston to Islamorada is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and shuttle. Traveling from Boston in May, things will get much hotter in Islamorada: highs are around 88°F and lows about 77°F. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Key Largo.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Museums

Key Largo

— 1 night

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.
On the 24th (Mon), get interesting insight from Tours, step aboard African Queen Canal Cruise, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and finally look for all kinds of wild species at Molasses Reef.

To see where to stay, traveler tips, more things to do, and tourist information, read Key Largo travel planning tool.

Key Largo is just a stone's throw from Islamorada. Plan for slightly colder nights when traveling from Islamorada in May since evenings lows in Key Largo dip to 72°F. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Marathon.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Tours

Marathon

— 1 night

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.
Start off your visit on the 25th (Tue): identify plant and animal life at Dolphin Research Center, browse the exhibits of Crane Point Museum & Nature Center, then take a memorable tour with Tours, and finally take in the views from Seven Mile Bridge.

For ratings, maps, reviews, and more tourist information, use the Marathon trip planner.

You can drive from Key Largo to Marathon in 1.5 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Wrap up your sightseeing on the 25th (Tue) to allow time to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Tours

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.
You'll explore the less-touristy side of things at U.S. Coast Guard Cutter Ingham Maritime Museum and St. Paul's Episcopal Church. Popular historic sites such as Saint Mary Star of the Sea and Key West Cemetery are in your itinerary. There's much more to do: see the vivid underwater world at Vandenberg Wreck, examine the collection at Oldest House & Garden Museum, take in the pleasant sights at Key West Garden Club, and paddle through the water with a kayaking and canoeing tour.

To find more things to do, ratings, reviews, and tourist information, go to the Key West trip itinerary website.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 85°F in May, and nighttime lows around 77°F. Cap off your sightseeing on the 28th (Fri) early enough to travel back home.

Things to do in Key West

Parks · Outdoors · Tours · Historic Sites

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.