13 days in Florida Itinerary

13 days in Florida Itinerary

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Route & dates

13 days in Florida Itinerary

Start: Boston
Fly:  5​h 45​min
1
Miami Beach
— 2 nights
Drive:  2​h 45​min
2
Marathon
— 1 night
bus:  1​h 15​min
3
Key West
— 2 nights
Fly:  4​h 15​min
4
Orlando
— 2 nights
5
Orlando
— 3 nights
6
Orlando
— 2 nights
Fly:  5​h
End: Boston

2
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.
On the 15th (Wed), examine the collection at Lock & Load Museum and then wander the streets of Collins Avenue. Get ready for a full day of sightseeing on the 16th (Thu): stop by Cuban Crafters Cigars, look for all kinds of wild species at Shark Valley, and then admire all the interesting features of Lincoln Road.

To see maps, ratings, more things to do, and other tourist information, go to the Miami Beach trip maker .

Boston to Miami Beach is an approximately 6-hour flight. You can also do a combination of flight and bus; or drive. Expect a bit warmer weather when traveling from Boston in May: highs in Miami Beach hover around 87°F, while lows dip to 74°F. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Marathon.

Things to do in Miami Beach

Neighborhoods Shopping Parks

Side Trips

Miami, Shark Valley Visitor Center
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

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 18th (Sat), look for all kinds of wild species at Crane Point Museum & Nature Center, then enjoy the sand and surf at Sombrero Beach, then view the masterpieces at Shady Palm Art Gallery & Photography, and finally enjoy the sand and surf at Bahia Honda State Park.

To see traveler tips, other places to visit, maps, and tourist information, read our Marathon holiday planner .

Traveling by car from Miami Beach to Marathon takes 3 hours. Alternatively, you can take a bus; or do a combination of flight and bus. May in Marathon sees daily highs of 88°F and lows of 77°F at night. Finish up your sightseeing early on the 18th (Sat) so you can catcht the bus to Key West.

Things to do in Marathon

Parks Beaches Outdoors

Side Trip

Bahia Honda State Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

2
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.
Start off your visit on the 19th (Sun): shop like a local with Alan S. Maltz Gallery, identify plant and animal life at Key West Butterfly & Nature Conservatory, see the interesting displays at The Ernest Hemingway Home and Museum, then shop like a local with 7 Artists & Friends, and finally glide through the air with a parasailing or paragliding tour. On the 20th (Mon), you'll have a packed day of sightseeing: find your balance on the water with some of the best stand-up paddleboarding in the area and then look for all kinds of wild species at Wildlife Areas.

For traveler tips, ratings, where to stay, and more tourist information, use the Key West trip maker .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In May, daily temperatures in Key West can reach 85°F, while at night they dip to 77°F. Cap off your sightseeing on the 20th (Mon) early enough to travel back home.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©

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.
Kick off your visit on the 21st (Tue): make an unforgettable trip to Walt Disney World Resort. On the 22nd (Wed), you'll have a packed day of sightseeing: make an unforgettable trip to Disney's Animal Kingdom.

For other places to visit, maps, and other tourist information, go to the Orlando trip itinerary builder app .

Getting from Key West to Orlando by flight takes about 4.5 hours. Other options: drive; or take a bus. Traveling from Key West in May, expect a bit cooler with lows of 69°F in Orlando. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel to Orlando.

Things to do in Orlando

Theme Parks Wildlife Parks
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Disney's Animal Kingdom ©
Disney's Animal Kingdom

3
nights
Orlando

Orlando ©
Start off your visit on the 23rd (Thu): find something for the whole family at Discovery Cove. On your second day here, add some entertainment to your itinerary with Happily Ever After Fireworks, then buy something for everyone on your list at Disney Springs, and then get some fabulous bargains at Orlando Vineland Premium Outlets.

To see ratings, photos, where to stay, and tourist information, go to the Orlando road trip site .

On the 25th (Sat), wrap the sightseeing up by early afternoon so you can travel to Orlando.

Things to do in Orlando

Shopping Theme Parks Beaches
Highlights from your plan
Happily Ever After Fireworks ©
Happily Ever After Fireworks
Discovery Cove ©
Discovery Cove
The Mall at Millenia ©
The Mall at Millenia

2
nights
Orlando

Orlando ©
On the 25th (Sat), get some fabulous bargains at Orlando International Premium Outlets. Keep things going the next day: get in on the family fun at Universal Orlando Resort.

To see more things to do, where to stay, reviews, and more tourist information, use the Orlando trip planner .

Wrap up your sightseeing on the 27th (Mon) early enough to travel back home.

Things to do in Orlando

Theme Parks Shopping Beaches

Side Trips

Andy Romano Beachfront Park, YES Magic Shop & Mystery Of Magic School
Highlights from your plan
Universal Orlando Resort ©
Universal Orlando Resort
Orlando International Premium Outlets ©

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