8 days in Florida Itinerary

8 days in Florida Itinerary

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Route & dates

8 days in Florida Itinerary

Start: New York City
Fly:  6​h
1
Miami Beach
— 1 night
Drive:  3​h
2
Big Pine Key, Florida Keys
— 1 night
+2
Fly + Foot + Bus:  3​h 45​min
3
Clearwater
— 1 night
Drive:  2​h
4
Orlando
— 4 nights
Fly:  5​h 45​min
End: New York City

1
night
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.
Kick off your visit on the 10th (Sat): take a stroll through Collins Avenue.

To find where to stay, reviews, more things to do, and more tourist information, use the Miami Beach holiday builder website .

New York City to Miami Beach is an approximately 6-hour combination of bus, flight, and tram. You can also do a combination of flight, tram, and bus; or drive. Traveling from New York City in November, expect Miami Beach to be much warmer, temps between 82°F and 70°F. Wrap up your sightseeing on the 11th (Sun) early enough to drive to Big Pine Key.

Things to do in Miami Beach

Neighborhoods Shopping Historic Sites
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

1
night
Big Pine Key, Florida Keys

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. Kick off your visit on the 12th (Mon): enjoy the sand and surf at Sombrero Beach and then admire the majestic nature at Bahia Honda State Park.

For where to stay, traveler tips, and other tourist information, read our Big Pine Key road trip planning website .

Traveling by car from Miami Beach to Big Pine Key takes 3 hours. Alternatively, you can do a combination of bus, tram, and flight; or do a combination of bus and shuttle. In November, daily temperatures in Big Pine Key can reach 82°F, while at night they dip to 72°F. Cap off your sightseeing on the 12th (Mon) early enough to travel to Clearwater.

Things to do in Big Pine Key

Beaches Outdoors Parks

Side Trip

Sombrero Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach

1
night
Clearwater

Clearwater ©
Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Start off your visit on the 13th (Tue): admire the majestic nature at Honeymoon Island State Park and then enjoy the sand and surf at Clearwater Beach.

To find more things to do, traveler tips, where to stay, and other tourist information, read our Clearwater trip maker website .

Do a combination of bus, flight, and taxi from Big Pine Key to Clearwater in 4 hours. Alternatively, you can do a combination of shuttle, flight, and taxi; or drive. Expect little chillier evenings in Clearwater when traveling from Big Pine Key in November, with lows around 63°F. Finish up your sightseeing early on the 13th (Tue) so you can go by car to Orlando.

Things to do in Clearwater

Beaches Outdoors Parks

Side Trip

Honeymoon Island State Park
Highlights from your plan
Clearwater Beach ©
Clearwater Beach
Honeymoon Island State Park ©
Honeymoon Island State Park

4
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.
Pack the 15th (Thu) with family-friendly diversions at Walt Disney World Resort. Have a day of magic on the 14th (Wed) at Magic Kingdom Park. There's more to do: discover the magic at Happily Ever After Fireworks and find something for the whole family at Universal's Islands of Adventure.

For other places to visit, where to stay, maps, and more tourist information, go to the Orlando trip itinerary planner .

Drive from Clearwater to Orlando in 2 hours. Alternatively, you can take a bus; or take a bus. In November, plan for daily highs up to 78°F, and evening lows to 62°F. Finish up your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in Orlando

Theme Parks Nightlife
Highlights from your plan
Magic Kingdom Park ©
Magic Kingdom Park
Happily Ever After Fireworks ©
Happily Ever After Fireworks
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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