8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida tour planner

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Route & dates

8 days in Florida Itinerary

Start: Milwaukee
+2
bus + Fly + bus:  8​h 15​min
1
Marathon
— 1 night
Drive:  45​min
2
Islamorada
— 1 night
Drive:  3​h 30​min
3
Marco Island
— 1 night
Drive:  5​h
4
Cape Canaveral
— 1 night
Drive:  1​h
5
Orlando
— 2 nights
Fly:  5​h 15​min
End: Milwaukee

1
night
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 3rd (Fri), immerse yourself in nature at Bahia Honda State Park, then snap pictures at Old Seven Mile Bridge, then look for all kinds of wild species at Crane Point Museum & Nature Center, and finally take in the architecture and atmosphere at San Pablo Catholic Church. On the 4th (Sat), you'll have a packed day of sightseeing: stroll through Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, then take a tour by water with Boat Tours & Water Sports, and finally snap pictures at Seven Mile Bridge.

Plan my trip to Marathon with suggested itineraries provided by Inspirock.

Milwaukee to Marathon is an approximately 8.5-hour combination of bus and flight. You can also do a combination of flight and bus; or drive. The time zone difference when traveling from Milwaukee to Marathon is 1 hour. Plan for much warmer temperatures traveling from Milwaukee in January, with highs in Marathon at 77°F and lows at 66°F. Wrap up your sightseeing on the 4th (Sat) to allow time to drive to Islamorada.

Things to do in Marathon

Parks Outdoors Beaches

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
The Turtle Hospital ©
The Turtle Hospital
Old Seven Mile Bridge ©
Old Seven Mile Bridge

1
night
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 5th (Sun): identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, take an in-depth tour of History of Diving Museum, then get a new perspective on things with Boat Tours & Water Sports, and finally indulge your thirst for a good beer at Islamorada Beer Company.

For traveler tips, other places to visit, and more tourist information, refer to the Islamorada driving holiday planner.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In January, daily temperatures in Islamorada can reach 77°F, while at night they dip to 66°F. Finish your sightseeing early on the 5th (Sun) to allow enough time to drive to Marco Island.

Things to do in Islamorada

Wildlife Tours Outdoors

Side Trip

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

1
night
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 6th (Mon), get up close to creatures of the deep with a dolphin and whale watching tour, then take a memorable tour with Tours, and then relax and rejuvenate at some of the best spas.

To see traveler tips, photos, where to stay, and tourist information, you can read our Marco Island trip itinerary planning app .

Drive from Islamorada to Marco Island in 3.5 hours. Alternatively, you can take a bus; or take a bus. Traveling from Islamorada in January, expect a bit cooler with lows of 53°F in Marco Island. Cap off your sightseeing on the 6th (Mon) early enough to go by car to Cape Canaveral.

Things to do in Marco Island

Tours Outdoors Adventure
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Spas

1
night
Cape Canaveral

Cape Canaveral ©
Cape Canaveral is a city in Brevard County, Florida. Start off your visit on the 7th (Tue): stroll around Manatee Sanctuary Park, then visit a coastal fixture at Cape Canaveral Lighthouse, and then stroll around Cherie Down Park.

To find ratings, more things to do, traveler tips, and other tourist information, use the Cape Canaveral trip itinerary tool .

You can drive from Marco Island to Cape Canaveral in 5 hours. Other options are to do a combination of bus, train, and car; or do a combination of bus and flight. In January, daytime highs in Cape Canaveral are 70°F, while nighttime lows are 54°F. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Orlando.

Things to do in Cape Canaveral

Historic Sites Parks Wildlife
Highlights from your plan
Cape Canaveral Lighthouse ©
Cape Canaveral Lighthouse
Cherie Down Park ©
Cherie Down Park
Manatee Sanctuary Park ©
Manatee Sanctuary Park

2
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Start off your visit on the 8th (Wed): get your game on at The Escape Game Orlando, then admire the landmark architecture of Stetson Mansion, and then walk around Blue Spring State Park. Here are some ideas for day two: make an unforgettable trip to Walt Disney World Resort.

To see reviews, where to stay, ratings, and more tourist information, read our Orlando trip planner .

Drive from Cape Canaveral to Orlando in an hour. Alternatively, you can do a combination of taxi and bus; or take a shuttle. In January, daily temperatures in Orlando can reach 71°F, while at night they dip to 52°F. Finish your sightseeing early on the 9th (Thu) so you can travel back home.

Things to do in Orlando

Theme Parks Nature Parks

Side Trips

Blue Spring State Park, Stetson Mansion
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Walt Disney World Resort ©
Walt Disney World Resort
The Escape Game Orlando ©
The Escape Game Orlando

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