18 days in Florida Itinerary

18 days in Florida Itinerary

Created using Inspirock Florida travel route planner

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Route & dates

18 days in Florida Itinerary

Start: Portland
Fly:  11​h
1
Key West
— 4 nights
bus:  45​min
2
Big Pine Key
— 2 nights
Drive:  3​h
3
Miami Beach
— 3 nights
Fly:  3​h 30​min
4
Orlando
— 8 nights
Fly:  8​h 30​min
End: Portland

4
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.
Spend the 7th (Wed) exploring nature at Dry Tortugas National Park. There's still lots to do: examine the collection at The Ernest Hemingway Home and Museum, contemplate the long history of Truman Little White House, take a leisurely stroll along Mallory Square, and admire the natural beauty at Audubon House & Tropical Gardens.

For ratings, photos, and tourist information, read Key West trip builder app .

Portland to Key West is an approximately 11-hour flight. You can also do a combination of train and flight; or drive. Traveling from Portland to Key West, you'll lose 3 hours due to the time zone difference. Traveling from Portland in October, you will find days in Key West are somewhat warmer (86°F), and nights are warmer (77°F). Wrap up your sightseeing on the 8th (Thu) to allow time to take a bus to Big Pine Key.

Things to do in Key West

Parks Museums Outdoors
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
The Ernest Hemingway Home and Museum ©

2
nights
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. On the 9th (Fri), look for all kinds of wild species at Crane Point Museum & Nature Center, then kick back and relax at Bahia Honda State Park, and then look for all kinds of wild species at National Key Deer Refuge. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at The Turtle Hospital, then soothe aching muscles at some of the top local wellness centers, then stroll through Sombrero Beach, and finally browse the collection at Monroe County Public Library.

To see ratings, other places to visit, maps, and more tourist information, read Big Pine Key trip planner .

You can take a bus from Key West to Big Pine Key in an hour. Alternatively, you can drive. In October, plan for daily highs up to 87°F, and evening lows to 77°F. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Miami Beach.

Things to do in Big Pine Key

Parks Outdoors Beaches

Side Trip

Marathon
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Spas & Wellness

3
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Explore the numerous day-trip ideas around Miami Beach: Fairchild Tropical Botanic Garden (in Coral Gables) and Everglades National Park (Shark Valley Visitor Center & Slough Slog). The adventure continues: enjoy the sand and surf at South Beach, examine the collection at Vizcaya Museum and Gardens, take an in-depth tour of Black Police Precinct and Courthouse Museum, and enjoy some diversion at Lock & Load Miami.

To see other places to visit, ratings, traveler tips, and more tourist information, read our Miami Beach trip itinerary maker app .

You can drive from Big Pine Key to Miami Beach in 3 hours. Other options are to fly; or take a bus. In October in Miami Beach, expect temperatures between 87°F during the day and 74°F at night. Finish your sightseeing early on the 13th (Tue) so you can travel to Orlando.

Things to do in Miami Beach

Parks Nature Outdoors

Side Trips

Miami, Everglades National Park, Fairchild Tropical Botanic Garden
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

8
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: find something for the whole family at Walt Disney World Resort, make an unforgettable trip to Epcot, laugh and play at Discovery Cove, and identify plant and animal life at Disney's Animal Kingdom.

To see photos, other places to visit, and tourist information, go to the Orlando trip builder app .

You can fly from Miami Beach to Orlando in 3.5 hours. Other options are to drive; or do a combination of bus and flight. Plan for a bit cooler nights when traveling from Miami Beach in October since evenings lows in Orlando dip to 69°F. Finish your sightseeing early on the 21st (Wed) to allow enough time to travel back home.

Things to do in Orlando

Theme Parks Parks Outdoors

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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