8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys travel planner

This plan was created by another user. Make it your plan

Route & dates

Start: Chicago
Fly + Shuttle:  7 h 15 min
1
Key Largo
— 2 nights
Drive:  45 min
2
Islamorada
— 2 nights
Bus:  2 h
3
Key West
— 3 nights
Fly:  5 h 45 min
End: Chicago

2
nights
Key Largo

Key Largo ©
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.
Dolphins Plus Marine Mammal Responder has been added to your itinerary. Start off your visit on the 9th (Tue): get interesting insight from Dolphins Plus Marine Mammal Responder, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then identify plant and animal life at Molasses Reef, and finally grab your bike and head to Florida Keys Visitor Center. Get ready for a full day of sightseeing on the next day: see the vivid underwater world at Spiegel Grove, then look for all kinds of wild species at Wildlife Areas, and then fly like a bird with a parasailing or paragliding tour.

For traveler tips, photos, other places to visit, and other tourist information, refer to the Key Largo trip itinerary planner.

Chicago to Key Largo is an approximately 7.5- hour combination of flight and shuttle. You can also do a combination of flight and bus; or drive. Traveling from Chicago to Key Largo, you'll lose 1 hour due to the time zone difference. Plan for somewhat warmer temperatures traveling from Chicago in June, with highs in Key Largo at 88°F and lows at 75°F. Wrap up your sightseeing on the 10th (Wed) to allow time to drive to Islamorada.

Things to do in Key Largo

Wildlife Parks Outdoors
Find places to stay Jun 8 — 10:
Highlights from your plan
Florida Keys Wild Bird Rehabilitation Center ©
Spiegel Grove ©
Spiegel Grove
Dolphins Plus Marine Mammal Responder ©
Dolphins Plus Marine Mammal Responder

2
nights
Islamorada

Islamorada ©
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 (Thu): identify plant and animal life at Dolphin Research Center, indulge your thirst for a good beer at Islamorada Brewery & Distillery, and then discover the deep blue sea with a scuba or snorkeling tour. On your second day here, fly like a bird with a parasailing or paragliding tour, see the interesting displays at Crane Point Museum & Nature Center, and then identify plant and animal life at Sombrero Reef.

To see reviews, photos, where to stay, and tourist information, read our Islamorada itinerary planner.

Islamorada is just a stone's throw from Key Largo. In June in Islamorada, expect temperatures between 90°F during the day and 79°F at night. Finish your sightseeing early on the 12th (Fri) so you can take a bus to Key West.

Things to do in Islamorada

Wildlife Parks Tours

Side Trip

Marathon
Find places to stay Jun 10 — 12:
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Parasailing & Paragliding
Scuba & Snorkeling

3
nights
Key West

Key West ©
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.
Visiting Bahia Honda State Park and Parasailing & Paragliding will get you outdoors. Fort Zachary Taylor and Key West Lighthouse and Keeper's Quarters Museum will appeal to history buffs. Next up on the itinerary: get some thrills out on the water with a waterskiing or jet-skiing adventure, add some adventure to your tour with a kayaking and canoeing tour, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and take a memorable tour with Tours.

To see maps, reviews, more things to do, and tourist information, you can read our Key West online driving holiday planner.

You can take a bus from Islamorada to Key West in 2 hours. Alternatively, you can drive. In June in Key West, expect temperatures between 88°F during the day and 79°F at night. Finish your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in Key West

Outdoors Tours Adventure

Side Trip

Bahia Honda State Park
Find places to stay Jun 12 — 15:
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory
Waterskiing & Jetskiing

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