14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida trip itinerary builder

Make it your trip
Fly
1
Boca Raton
— 1 night
Drive
2
Miami Beach
— 1 night
Drive
3
Key Largo
— 1 night
Drive
4
Marathon
— 1 night
Drive
5
Key West
— 2 nights
Ferry
6
Marco Island
— 1 night
Drive
7
Naples
— 1 night
Drive
8
Fort Myers
— 1 night
Drive
9
Sarasota
Drive
10
Clearwater
— 1 night
Drive
11
Orlando
— 1 night
Drive
12
St. Augustine
— 1 night
Drive
13
Amelia Island
— 1 night
Fly

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Boca Raton

— 1 night

City for All Seasons

A paradise of palm trees and resorts, Boca Raton was once a hub of technological advancement.
Start off your visit on the 1st (Wed): browse the different shops at Mizner Park, buy something for everyone on your list at Town Center at Boca Raton, and then buy something for everyone on your list at Sawgrass Mills.

Inspirock's itinerary builder makes planning a Boca Raton trip simple and quick.

Asheville to Boca Raton is an approximately 5.5-hour flight. You can also drive; or do a combination of bus and train. Traveling from Asheville in July, plan for somewhat warmer nights in Boca Raton, with lows around 78°F. On the 2nd (Thu), wrap the sightseeing up by early afternoon so you can drive to Miami Beach.

Things to do in Boca Raton

Shopping · Historic Sites

Side Trips

Miami Beach

— 1 night

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.
On the 2nd (Thu), wander the streets of Collins Avenue.

To find maps, where to stay, and other tourist information, you can read our Miami Beach online visit planner.

Getting from Boca Raton to Miami Beach by car takes about an hour. Other options: do a combination of train and bus; or take a bus. In July, daily temperatures in Miami Beach can reach 91°F, while at night they dip to 78°F. Cap off your sightseeing on the 3rd (Fri) early enough to go by car to Key Largo.

Things to do in Miami Beach

Neighborhoods · Shopping · Parks · Historic Sites

Key Largo

— 1 night

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.
Start off your visit on the 4th (Sat): get engrossed in the history at History of Diving Museum.

To find ratings, where to stay, maps, and other tourist information, read Key Largo online tour itinerary planner.

Traveling by car from Miami Beach to Key Largo takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In July, daily temperatures in Key Largo can reach 89°F, while at night they dip to 76°F. Wrap up your sightseeing by early afternoon on the 4th (Sat) to allow enough time to drive to Marathon.

Things to do in Key Largo

Museums

Side Trip

Highlights from your trip

Marathon

— 1 night

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Your day by day itinerary now includes American Shoal Lighthouse. On the 4th (Sat), kick back and relax at Bahia Honda State Park.

For other places to visit, ratings, maps, and tourist information, go to the Marathon itinerary tool.

Getting from Key Largo to Marathon by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 92°F in July, and nighttime lows around 81°F. Wrap up your sightseeing by early afternoon on the 5th (Sun) to allow enough time to drive to Key West.

Things to do in Marathon

Beaches · Parks · Outdoors · Historic Sites

Side Trips

Key West

— 2 nights

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.
On the 5th (Sun), visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum and then kick back and relax at Fort Zachary Taylor. On the next day, examine the collection at The Ernest Hemingway Home and Museum, contemplate the long history of Curry Mansion, then look for gifts at Isle Cook Key West, then see the interesting displays at Key West Shipwreck Treasure Museum, and finally take in the waterfront at Mallory Square.

For photos, ratings, other places to visit, and other tourist information, use the Key West trip planner.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In July, daytime highs in Key West are 89°F, while nighttime lows are 81°F. Wrap up your sightseeing by early afternoon on the 7th (Tue) to allow enough time to ride a ferry to Marco Island.

Things to do in Key West

Historic Sites · Parks · Museums · Beaches

Marco Island

— 1 night
Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. On the 7th (Tue), enjoy the sand and surf at Tigertail Beach and then enjoy the sand and surf at South Marco Beach.

For more things to do, traveler tips, reviews, and other tourist information, read Marco Island travel route planner.

Traveling by ferry from Key West to Marco Island takes 4 hours. Alternatively, you can drive. Traveling from Key West in July, expect slightly colder with lows of 75°F in Marco Island. On the 8th (Wed), wrap the sightseeing up by early afternoon so you can drive to Naples.

Things to do in Marco Island

Beaches · Parks · Outdoors · Shopping

Naples

— 1 night
On the 8th (Wed), take a stroll through Fifth Avenue South and then enjoy the sand and surf at Lowdermilk Beach.

To see photos, other places to visit, reviews, and other tourist information, refer to the Naples trip planning site.

Naples is just a short distance from Marco Island. Expect a daytime high around 90°F in July, and nighttime lows around 76°F. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Fort Myers.

Things to do in Naples

Shopping · Parks · Historic Sites · Museums

Side Trips

Fort Myers

— 1 night
Start off your visit on the 9th (Thu): stroll through Fort Myers Beach.

Plan trip to Fort Myers with our itinerary maker to find out where to go and what to do.

You can drive from Naples to Fort Myers in an hour. Another option is to take a bus. In July, daytime highs in Fort Myers are 91°F, while nighttime lows are 75°F. Finish your sightseeing early on the 10th (Fri) so you can drive to Sarasota.

Things to do in Fort Myers

Beaches · Parks · Outdoors

Side Trip

Highlights from your trip

Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Start off your visit on the 10th (Fri): buy something for everyone on your list at St. Armands Circle.

To find maps, photos, reviews, and tourist information, use the Sarasota trip planner.

Traveling by car from Fort Myers to Sarasota takes 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 91°F, and evening lows to 76°F. Finish your sightseeing early on the 10th (Fri) to allow enough time to drive to Clearwater.

Things to do in Sarasota

Shopping

Clearwater

— 1 night

Fun and Sun for All

Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Kick off your visit on the 10th (Fri): take a leisurely stroll along Pier 60.

To find traveler tips, photos, reviews, and more tourist information, you can read our Clearwater visit app.

Drive from Sarasota to Clearwater in 1.5 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. In July, daily temperatures in Clearwater can reach 90°F, while at night they dip to 76°F. Wrap up your sightseeing by early afternoon on the 11th (Sat) to allow time for the car ride to Orlando.

Things to do in Clearwater

Zoos & Aquariums · Parks

Orlando

— 1 night

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.
Kick off your visit on the 11th (Sat): stop by The Mall at Millenia.

To find photos, more things to do, other places to visit, and more tourist information, read our Orlando trip planner.

You can drive from Clearwater to Orlando in 2 hours. Other options are to do a combination of taxi and train; or take a bus. Expect a daytime high around 91°F in July, and nighttime lows around 75°F. Wrap up your sightseeing by early afternoon on the 12th (Sun) to allow enough time to drive to St. Augustine.

Things to do in Orlando

Theme Parks · Shopping

St. Augustine

— 1 night
St. On the 12th (Sun), visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc. and then tour the pleasant surroundings at St. Augustine Beach.

For reviews, other places to visit, more things to do, and other tourist information, go to the St. Augustine online attractions planner.

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 90°F in July, and nighttime lows around 75°F. On the 13th (Mon), wrap the sightseeing up by early afternoon so you can drive to Amelia Island.

Things to do in St. Augustine

Museums · Beaches · Parks · Outdoors

Amelia Island

— 1 night
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Start off your visit on the 13th (Mon): contemplate the long history of Amelia Island Historic District and then steep yourself in history at Fernandina Beach.

Plan a Amelia Island trip in moments using our itinerary builder.

Drive from St. Augustine to Amelia Island in 1.5 hours. Alternatively, you can do a combination of bus and taxi. In July, daytime highs in Amelia Island are 90°F, while nighttime lows are 76°F. On the 14th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Amelia Island

Historic Sites · Museums

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.