4 days in Florida Itinerary

4 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

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Route & dates

4 days in Florida Itinerary

Start: Boston
Fly + shuttle:  6​h 15​min
1
DeLand
— Few hours
train:  2​h
2
Jacksonville
— 1 night
Drive + Fly:  6​h
3
Miami Beach
— 1 night
Fly:  3​h
4
Key West
— 1 night
Fly:  6​h 30​min
End: Boston

few
hours
DeLand

DeLand ©
DeLand is a city in the U.S. For more things to do, photos, and more tourist information, read DeLand trip itinerary maker site .

Boston to DeLand is an approximately 6.5-hour combination of flight and shuttle. You can also do a combination of bus, flight, and shuttle; or drive. Traveling from Boston in March, things will get much hotter in DeLand: highs are around 76°F and lows about 54°F. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Jacksonville.

Things to do in DeLand

Historic Sites
Highlights from your plan
Stetson Mansion ©
Stetson Mansion

1
night
Jacksonville

Jacksonville ©
The sprawling city of Jacksonville is not only Florida's most populous city, but also the largest city by land area in the continental United States.
Kick off your visit on the 16th (Sat): take in the architecture and atmosphere at St. John's Cathedral and then explore the different monuments and memorials at Jacksonville National Cemetery.

To find more things to do, reviews, traveler tips, and other tourist information, read our Jacksonville visit planner .

Drive from DeLand to Jacksonville in 2 hours. Alternatively, you can take a train. Traveling from DeLand in March, plan for a bit cooler nights in Jacksonville, with lows around 49°F. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow enough time to drive to Miami Beach.

Things to do in Jacksonville

Historic Sites
Highlights from your plan
Jacksonville National Cemetery ©
Jacksonville National Cemetery
St. John's Cathedral ©
St. John's Cathedral

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 17th (Sun): take a stroll through Lincoln Road, admire the masterpieces at The Wolfsonian - Florida International University, then appreciate the extensive heritage of Art Deco Historic District, and finally kick back and relax at South Beach.

To find traveler tips, where to stay, and tourist information, refer to the Miami Beach tour planning app .

You can drive from Jacksonville to Miami Beach in 6 hours. Another option is to take a train. Traveling from Jacksonville in March, things will get somewhat warmer in Miami Beach: highs are around 81°F and lows about 65°F. Finish your sightseeing early on the 17th (Sun) so you can travel to Key West.

Things to do in Miami Beach

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

1
night
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.
On the 18th (Mon), steep yourself in history at Truman Little White House, see the interesting displays at The Ernest Hemingway Home and Museum, then enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum, and finally stroll the grounds of Key West Cemetery.

To see other places to visit, photos, maps, and more tourist information, read Key West trip itinerary planning app .

You can fly from Miami Beach to Key West in 3 hours. Other options are to drive; or take a bus. In March, plan for daily highs up to 79°F, and evening lows to 69°F. Finish your sightseeing early on the 18th (Mon) so you can travel back home.

Things to do in Key West

Museums Historic Sites
Highlights from your plan
Truman Little White House ©
Truman Little White House
The Ernest Hemingway Home and Museum ©
Key West Cemetery ©
Key West Cemetery

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