14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida trip planner

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Route & dates

14 days in Florida Itinerary

Start: Washington DC
Fly:  5​h
1
Key West
— 2 nights
Bus:  1​h 15​min
2
Marathon, Florida Keys
— 2 nights
Drive:  45​min
3
Islamorada
— 2 nights
Drive:  2​h
4
Miami Beach
— 3 nights
Fly:  3​h 30​min
5
Orlando
— 4 nights
Fly:  4​h 15​min
End: Washington DC

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.
Key West is known for wildlife, adventure, museums, nightlife, and historic sites. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, find your balance on the water with some of the best stand-up paddleboarding in the area, identify plant and animal life at Key West Butterfly & Nature Conservatory, and don't miss a visit to Mallory Square.

To find reviews, more things to do, where to stay, and tourist information, use the Key West trip itinerary planner.

Washington DC to Key West is an approximately 5-hour flight. You can also do a combination of train and flight; or drive. Traveling from Washington DC in December, things will get warmer in Key West: highs are around 79°F and lows about 71°F. Finish your sightseeing early on the 24th (Tue) so you can take a bus to Marathon.

Things to do in Key West

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

2
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 25th (Wed): admire the majestic nature at Bahia Honda State Park, then identify plant and animal life at National Key Deer Refuge, and then take in the views from Seven Mile Bridge. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Crane Point Museum & Nature Center, look for all kinds of wild species at Marathon Garden Club, and then head outdoors with Gemini Dream Charters.

Plan my day in Marathon using traveler tips and tourist information provided by Inspirock.

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. In December, plan for daily highs up to 80°F, and evening lows to 71°F. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Islamorada.

Things to do in Marathon

Parks Outdoors Wildlife

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
Gemini Dream Charters ©
Gemini Dream Charters

2
nights
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 27th (Fri): cast your line with a fishing tour, then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, and then grab your bike and head to Florida Keys Visitor Center. Get ready for a full day of sightseeing on the 28th (Sat): get outside with A Lil' Tail Charters, then admire the majestic nature at Lignumvitae Key Botanical State Park, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery.

To see other places to visit, reviews, maps, and more tourist information, use the Islamorada visit website .

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. December in Islamorada sees daily highs of 80°F and lows of 71°F at night. Finish your sightseeing early on the 28th (Sat) so you can drive to Miami Beach.

Things to do in Islamorada

Outdoors Wildlife Tours

Side Trip

Key Largo
Highlights from your plan
Fishing Charters & Tours
Lignumvitae Key Botanical State Park ©

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.
You'll find plenty of places to visit near Miami Beach: Everglades National Park (Gumbo Limbo Trail, Pineland Trail, & more) and Fairchild Tropical Botanic Garden (in Coral Gables). The adventure continues: kick back and relax at South Beach, see the interesting displays at Vizcaya Museum and Gardens, take a stroll through Lincoln Road, and get to know the fascinating history of Art Deco Historic District.

To see maps, photos, where to stay, and other tourist information, read Miami Beach driving holiday planning app .

Traveling by car from Islamorada to Miami Beach takes 2 hours. Alternatively, you can take a bus. In December, daily temperatures in Miami Beach can reach 81°F, while at night they dip to 68°F. Finish up your sightseeing early on the 31st (Tue) so you can travel to Orlando.

Things to do in Miami Beach

Parks Outdoors Trails

Side Trips

Everglades National Park, Miami, Fairchild Tropical Botanic Garden
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach

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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: discover the magic at Walt Disney World Resort, get in on the family fun at Universal's Islands of Adventure, try out the rides at Happily Ever After Fireworks, and get your game on at Nomadic.

To see where to stay, more things to do, and more tourist information, read our Orlando trip planner .

Fly from Miami Beach to Orlando in 3.5 hours. Alternatively, you can drive; or do a combination of bus and flight. Traveling from Miami Beach in December, Orlando is slightly colder at night with lows of 59°F. Wrap up your sightseeing on the 4th (Sat) early enough to travel back home.

Things to do in Orlando

Theme Parks Fun & Games Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Magic Kingdom Park ©
Magic Kingdom Park
Happily Ever After Fireworks ©
Happily Ever After Fireworks

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