14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida sightseeing planner

Plan created by another user. Make it yours
1
Miami Beach
— 1 night
2
Key Largo
— 2 nights
3
Islamorada
— 2 nights
4
Big Pine Key
— 1 night
5
Key West
— 3 nights
6
Orlando
— 4 nights

S M T W T F S
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30
1
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1
night
Miami Beach

Miami Beach ©

The World's Playground

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 27th (Fri): explore the world behind art at The Wolfsonian - Florida International University, appreciate the extensive heritage of Art Deco Historic District, and then kick back and relax at South Beach. On the next day, contemplate in the serene atmosphere at St Patrick Catholic Church, explore the world behind art at Wiener Museum of Decorative Arts (WMODA), enjoy some diversion at Lock & Load Miami, then examine the collection at Lock & Load Museum, and finally wander the streets of Lincoln Road.

To see photos, other places to visit, more things to do, and more tourist information, go to the Miami Beach vacation site.

New York City to Miami Beach is an approximately 6-hour flight. You can also drive; or take a bus. In November, Miami Beach is warmer than New York City - with highs of 82°F and lows of 70°F. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Key Largo.

Things to do in Miami Beach

Historic Sites · Parks · Museums · Neighborhoods

Side Trips

Highlights from your trip
©
Beach
South Beach
4.2
©
Historic Walking Area
Art Deco Historic District
4.4

2
nights
Key Largo

Key Largo ©

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
On the 29th (Sun), push the limits with Jetpack Water Flights, then get interesting insight from Capt. Sterling's Everglades Eco-Tours, then glide peacefully along the water with PADDLE! The Florida Keys, and finally identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center. Get ready for a full day of sightseeing on the next day: get up close and personal with brilliant marine life at Island Dolphin Care, bet on your favorite at Homestead Miami Speedway, and then step aboard USCG Duane.

For photos, traveler tips, maps, and tourist information, read our Key Largo road trip planning website.

Drive from Miami Beach to Key Largo in 1.5 hours. Alternatively, you can take a bus; or take a bus. In November, daytime highs in Key Largo are 81°F, while nighttime lows are 68°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Islamorada.

Things to do in Key Largo

Tours · Outdoors · Wildlife · Parks

Side Trip

Highlights from your trip
©
Stand-Up Paddleboarding
PADDLE! The Florida Keys
4.9
©
Auto Race Track
Homestead Miami Speedway
4.6

2
nights
Islamorada

The Village of Islands

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 1st (Tue): look for gifts at Bella Sol Fragrance Bar and Gifts, soothe aching muscles at Island Flow Yoga, then see what you can catch with a fishing tour, and finally sample the tasty concoctions at Florida Keys Brewing Company. On the 2nd (Wed), you'll have a packed day of sightseeing: see the top attractions with Ultimate HeliTours, look for all kinds of wild species at The Turtle Hospital, examine the collection at Crane Point Museum & Nature Center, then enjoy the sand and surf at Sombrero Beach, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery.

To find other places to visit, traveler tips, more things to do, and tourist information, go to the Islamorada online travel route planner.

Islamorada is just a short distance from Key Largo. In November in Islamorada, expect temperatures between 82°F during the day and 72°F at night. Finish your sightseeing early on the 2nd (Wed) so you can drive to Big Pine Key.

Things to do in Islamorada

Wildlife · Parks · Outdoors · Breweries & Distilleries

Side Trip

Highlights from your trip

1
night
Big Pine Key

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. Start off your visit on the 3rd (Thu): kick back and relax at Bahia Honda State Park, then take the plunge with Skydive Key West, and then get a new perspective on things with Florida Keys Kayaks and Eco Tours.

To find other places to visit, where to stay, traveler tips, and other tourist information, refer to the Big Pine Key route builder site.

Drive from Islamorada to Big Pine Key in 1.5 hours. Alternatively, you can take a bus. In December, daytime highs in Big Pine Key are 80°F, while nighttime lows are 71°F. Cap off your sightseeing on the 3rd (Thu) early enough to go by car to Key West.

Things to do in Big Pine Key

Outdoors · Parks · Beaches · Tours

Side Trips

Highlights from your trip
©
Kayaking / Canoeing
Florida Keys Kayaks and Eco Tours
4.9
©
Skydiving
Skydive Key West
4.9

3
nights
Key West

Key West ©

Conch Republic

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, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, get engrossed in the history at Truman Little White House, identify plant and animal life at Key West Butterfly & Nature Conservatory, and admire the natural beauty at Audubon House & Tropical Gardens.

Start your trip to Key West by creating a personalized itinerary on Inspirock.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. December in Key West sees daily highs of 79°F and lows of 71°F at night. Cap off your sightseeing on the 6th (Sun) early enough to travel to Orlando.

Things to do in Key West

Highlights from your trip

4
nights
Orlando

Orlando ©

Theme Park Capital of the World

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.
Have a day of magic on the 7th (Mon) at Walt Disney World Resort. Pack the 10th (Thu) with family-friendly diversions at Universal Orlando Resort. The adventure continues: get in on the family fun at Universal's Islands of Adventure and admire the masterpieces at Charles Hosmer Morse Museum of American Art.

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

Traveling by flight from Key West to Orlando takes 4.5 hours. Alternatively, you can drive; or take a bus. Plan for little chillier nights when traveling from Key West in December since evenings lows in Orlando dip to 59°F. Finish your sightseeing early on the 10th (Thu) so you can travel back home.

Things to do in Orlando

Side Trip

Highlights from your trip

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