8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida trip maker

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Route & dates

8 days in Florida Itinerary

Start: Milwaukee
Fly + bus:  7​h 45​min
1
Marco Island
— 1 day
Drive:  3​h 30​min
2
Islamorada
— 1 night
Drive:  45​min
3
Marathon
— 2 nights
bus:  1​h 15​min
4
Key West
— 3 nights
Fly + bus:  6​h 45​min
End: Milwaukee

1
day
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. On the 7th (Tue), take an in-depth tour of Marco Island Historical Museum, then relax and rejuvenate at some of the best spas, then see majestic marine mammals with a dolphin and whale watching tour, and finally stop by Keep In Touch.

For photos, ratings, maps, and more tourist information, read our Marco Island trip planning site .

Milwaukee to Marco Island is an approximately 8-hour combination of flight and bus. You can also do a combination of bus and flight; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Traveling from Milwaukee in January, things will get much hotter in Marco Island: highs are around 73°F and lows about 53°F. Finish up your sightseeing early on the 7th (Tue) so you can go by car to Islamorada.

Things to do in Marco Island

Wildlife Outdoors Tours
Highlights from your plan
Dolphin & Whale Watching
Marco Island Historical Museum ©
Marco Island Historical Museum
Spas

1
night
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 8th (Wed): identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, get engrossed in the history at History of Diving Museum, and then cast your line with a fishing tour.

To see maps, where to stay, and tourist information, read our Islamorada trip itinerary planning tool .

You can drive from Marco Island to Islamorada in 3.5 hours. Other options are to take a bus; or take a bus. Traveling from Marco Island in January, Islamorada is somewhat warmer at night with lows of 66°F. Finish your sightseeing early on the 8th (Wed) so you can drive to Marathon.

Things to do in Islamorada

Wildlife Outdoors Tours

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
History of Diving Museum ©
History of Diving Museum
Fishing Charters & Tours

2
nights
Marathon

Marathon ©
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 9th (Thu): look for all kinds of wild species at Dolphin Research Center, then look for all kinds of wild species at The Turtle Hospital, and then look for all kinds of wild species at Marathon Garden Club. Get ready for a full day of sightseeing on the 10th (Fri): snap pictures at Seven Mile Bridge, identify plant and animal life at Crane Point Museum & Nature Center, then cast your line with a fishing tour, and finally pause for some serene contemplation at San Pablo Catholic Church.

To see reviews, ratings, and more tourist information, refer to the Marathon travel planner .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. Expect a daytime high around 77°F in January, and nighttime lows around 66°F. Finish your sightseeing early on the 10th (Fri) to allow enough time to take a bus to Key West.

Things to do in Marathon

Wildlife Parks Outdoors
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Marathon Garden Club ©
Marathon Garden Club

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.
Let the collections at Key West Lighthouse and Keeper's Quarters Museum and The Ernest Hemingway Home and Museum capture your imagination. Key West Cemetery and Audubon House & Tropical Gardens will appeal to history buffs. There's lots more to do: identify plant and animal life at Key West Butterfly & Nature Conservatory, take an in-depth tour of Truman Little White House, get up close to creatures of the deep with a dolphin and whale watching tour, and see the interesting displays at Mel Fisher Maritime Heritage Museum.

To see traveler tips, reviews, where to stay, and other tourist information, read Key West trip itinerary maker website .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In January, daily temperatures in Key West can reach 76°F, while at night they dip to 66°F. Finish your sightseeing early on the 13th (Mon) to allow enough time to travel back home.

Things to do in Key West

Wildlife Outdoors Tours
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dolphin & Whale Watching

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