7 days in Islamorada, Key Largo & Key West Itinerary

7 days in Islamorada, Key Largo & Key West Itinerary

Created using Inspirock Florida Keys journey builder

Plan created by another user. Make it yours
1
Islamorada
— 2 nights
2
Key Largo
— 2 nights
3
Key West
— 2 nights

S M T W T F S
11
12
13
14
15
16
17

2
nights
Islamorada

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.
Kick off your visit on the 11th (Sun): pick up some new knowledge with Dolphin Connection, then walk around Library Beach Park, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery. On the next day, examine the collection at Crane Point Museum & Nature Center, then look for all kinds of wild species at Dolphin Research Center, and then sample the tasty concoctions at Florida Keys Brewing Company.

To find more things to do, ratings, maps, and tourist information, read our Islamorada trip planning app.

Chicago to Islamorada is an approximately 8-hour flight. You can also drive; or do a combination of bus and shuttle. Traveling from Chicago to Islamorada, you'll lose 1 hour due to the time zone difference. In October, Islamorada is warmer than Chicago - with highs of 87°F and lows of 77°F. On the 13th (Tue), you're off to Key Largo.

Things to do in Islamorada

Parks · Wildlife · Outdoors · Breweries & Distilleries

Side Trips

Highlights from your trip

2
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.
On the 13th (Tue), revel in the low prices at Sandal Factory Outlet, then surround yourself with nature on Capt. Sterling's Everglades Eco-Tours, and then get interesting insight from Tours. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Harry Harris Park, then look for all kinds of wild species at Molasses Reef, and then explore the gorgeous colors at Spiegel Grove.

To see ratings, more things to do, reviews, and more tourist information, read our Key Largo trip planner.

Key Largo is just a stone's throw from Islamorada. Expect a daytime high around 85°F in October, and nighttime lows around 73°F. On the 15th (Thu), you'll have the morning to explore before heading off to Key West.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours
Highlights from your trip
©
Must see
Spiegel Grove
4.8
©
Nature / Wildlife Tour
Capt. Sterling's Everglades Eco-Tours
4.7

2
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.
Do some cultural sightseeing at West Martello Tower and Key West Lighthouse and Keeper's Quarters Museum. Discover out-of-the-way places like Dolphin & Whale Watching and U.S. Coast Guard Cutter Ingham Maritime Museum. And it doesn't end there: look for gifts at Peppers of Key West, kick back and relax at Simonton Street Beach, shop like a local with 7 Artists & Friends Gallery, and brush up on your knowledge of spirits at Papa's Pilar Rum Distillery.

To see maps, other places to visit, traveler tips, and more tourist information, read Key West day trip website.

You can drive from Key Largo to Key West in 2.5 hours. Alternatively, you can take a bus. October in Key West sees daily highs of 86°F and lows of 77°F at night. Finish up your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in Key West

Outdoors · Parks · Wildlife · Museums
Highlights from your trip

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