7 days in Florida Keys Itinerary

7 days in Florida Keys Itinerary

Created using Inspirock Florida Keys vacation 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.
On the 1st (Sat), view the masterpieces at Michelle Nicole Lowe Art Gallery.

To find maps, reviews, photos, and other tourist information, go to the Islamorada online route builder.

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 warmer in Islamorada: highs are around 88°F and lows about 77°F. Wrap up your sightseeing on the 2nd (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.
Kick off your visit on the 3rd (Mon): glide through the air with a parasailing or paragliding tour, step aboard African Queen Canal Cruise, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and finally identify plant and animal life at Molasses Reef.

For reviews, maps, and more tourist information, you can read our Key Largo trip app.

Key Largo is just a short distance from Islamorada. Plan for a bit cooler nights when traveling from Islamorada in May since evenings lows in Key Largo dip to 72°F. Cap off your sightseeing on the 3rd (Mon) early enough to go by car to Marathon.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Adventure

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.
Kick off your visit on the 4th (Tue): identify plant and animal life at Dolphin Research Center, then identify plant and animal life at Crane Point Museum & Nature Center, then paddle through the water with a kayaking and canoeing tour, and finally take in the views from Seven Mile Bridge.

To find photos, ratings, traveler tips, and other tourist information, read our Marathon travel website.

You can drive from Key Largo to Marathon in 1.5 hours. Another option is to take a bus. In May, daytime highs in Marathon are 88°F, while nighttime lows are 77°F. Finish your sightseeing early on the 4th (Tue) so you can drive to Key West.

Things to do in Marathon

Wildlife · Parks · Outdoors · Adventure

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 Stand-Up Paddleboarding and Kayaking & Canoeing. Satisfy your inner culture vulture at U.S. Coast Guard Cutter Ingham Maritime Museum and Key West Lighthouse and Keeper's Quarters Museum. The adventure continues: see the vivid underwater world at Vandenberg Wreck, soothe aching muscles at some of the top local wellness centers, see the interesting displays at Mel Fisher Maritime Heritage Museum, and admire the natural beauty at Audubon House & Tropical Gardens.

For more things to do, where to stay, other places to visit, and other tourist information, refer to the Key West trip planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In May, plan for daily highs up to 85°F, and evening lows to 77°F. Cap off your sightseeing on the 7th (Fri) early enough to travel back home.

Things to do in Key West

Historic Sites · Parks · Outdoors · Adventure

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.