10 days in Florida Itinerary

10 days in Florida Itinerary

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Route & dates

10 days in Florida Itinerary

Start: Boston
Fly:  6​h 30​min
1
Key West
— 2 nights
bus:  1​h 30​min
2
Marathon
— 2 nights
Drive:  1​h
3
Islamorada
— 1 night
shuttle + Fly:  5​h 30​min
4
Orlando
— 1 night
Fly:  4​h
5
Miami Beach
— 2 nights
Fly:  6​h
End: Boston

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.
Kick off your visit on the 21st (Fri): steep yourself in history at West Martello Tower and then admire all the interesting features of Key West Garden Club. Get ready for a full day of sightseeing on the 22nd (Sat): immerse yourself in nature at Fort Zachary Taylor, then contemplate the long history of Truman Little White House, then examine the collection at The Ernest Hemingway Home and Museum, and finally look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

For traveler tips, other places to visit, and more tourist information, go to the Key West trip itinerary planning website .

Boston to Key West is an approximately 6.5-hour combination of bus and flight. You can also do a combination of train and flight; or drive. Traveling from Boston in December, expect Key West to be warmer, temps between 30°C and 25°C. Finish up your sightseeing early on the 23rd (Sun) so you can catcht the bus to Marathon.

Things to do in Key West

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

2
nights
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 24th (Mon), stop by Bayshore Clothing, then identify plant and animal life at National Key Deer Refuge, and then immerse yourself in nature at Bahia Honda State Park. On your second day here, tour the pleasant surroundings at Sombrero Beach, identify plant and animal life at Pigeon Key Foundation, look for all kinds of wild species at The Turtle Hospital, 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.

To see reviews, photos, more things to do, and other tourist information, read our Marathon itinerary builder app .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 31°C in December, and nighttime lows around 25°C. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Islamorada.

Things to do in Marathon

Parks Wildlife Beaches

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Pigeon Key Foundation ©
Pigeon Key Foundation

1
night
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 26th (Wed): get a taste of the local shopping with Michelle Nicole Lowe Art Gallery, stroll through Anne's Beach, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, then view the masterpieces at Old Road Gallery, then choose your vessel at Robbie's of Islamorada, and finally indulge your thirst for a good beer at Islamorada Beer Company Brewery and Tasting Room.

To see reviews, traveler tips, ratings, and tourist information, refer to the Islamorada online trip itinerary planner .

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In December, daytime highs in Islamorada are 31°C, while nighttime lows are 25°C. Finish your sightseeing early on the 26th (Wed) so you can drive to Miami Beach.

Things to do in Islamorada

Outdoors Wildlife Transportation

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Anne's Beach ©
Anne's Beach
Robbie's of Islamorada ©
Robbie's of Islamorada

1
night
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.
On the 27th (Thu), make an unforgettable trip to Disney's Animal Kingdom. Here are some ideas for day two: get in on the family fun at Walt Disney World Resort.

To find photos, where to stay, traveler tips, and other tourist information, you can read our Orlando trip itinerary maker site .

You can drive from Islamorada to Orlando in 5.5 hours. Other options are to take a bus; or do a combination of bus and train. Traveling from Islamorada in December, Orlando is a bit cooler at night with lows of 17°C. Finish your sightseeing early on the 28th (Fri) so you can drive to Miami Beach.

Things to do in Orlando

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

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.
Kick off your visit on the 29th (Sat): wander the streets of Lincoln Road, then shop like a local with Ocean Drive, then wander the streets of Art Deco Historic District, and finally stroll through South Beach. Keep things going the next day: see the interesting displays at Vizcaya Museum and Gardens and then look for all kinds of wild species at Nine Mile Pond Canoe Trail.

To see other places to visit, where to stay, maps, and more tourist information, use the Miami Beach visit planner.

Traveling by car from Orlando to Miami Beach takes 4 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Orlando in December, expect a bit warmer with lows of 23°C in Miami Beach. Finish your sightseeing early on the 30th (Sun) so you can travel back home.

Things to do in Miami Beach

Neighborhoods Shopping Parks

Side Trips

Nine Mile Pond Canoe Trail, Vizcaya Museum and Gardens
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

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