16 days in Florida Itinerary

16 days in Florida Itinerary

Created using Inspirock Florida attractions planner

Make it your trip
Fly
1
Key West
— 3 nights
Drive
2
Marathon
— 2 nights
Drive
3
Key Largo
— 2 nights
Drive
4
Miami
— 2 nights
Fly
5
Orlando
— 5 nights
Fly

S M T W T F S
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5

Key West

— 3 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.
Spend the 18th (Wed) exploring nature at Dry Tortugas National Park. Next up on the itinerary: examine the collection at The Ernest Hemingway Home and Museum, see majestic marine mammals with a dolphin and whale watching tour, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and fly like a bird with a parasailing or paragliding tour.

For photos, where to stay, traveler tips, and more tourist information, read Key West trip itinerary planner.

Regina, Canada to Key West is an approximately 12-hour flight. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Regina to Key West is 1 hour. Traveling from Regina in September, you will find days in Key West are a bit warmer (36°C), and nights are much warmer (31°C). Finish up your sightseeing early on the 19th (Thu) so you can go by car to Marathon.

Things to do in Key West

Parks · Tours · Outdoors · Museums

Marathon

— 2 nights

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.
On the 20th (Fri), take in the views from Seven Mile Bridge, identify plant and animal life at National Key Deer Refuge, and then kick back and relax at Bahia Honda State Park. On the next day, indulge your thirst for a good beer at Florida Keys Brewing Company, then get all the information you need at Pigeon Key Foundation, and then pause for some serene contemplation at San Pablo Catholic Church.

To see other places to visit, reviews, more things to do, and other tourist information, refer to the Marathon trip site.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 38°C, and evening lows to 30°C. Cap off your sightseeing on the 21st (Sat) early enough to go by car to Key Largo.

Things to do in Marathon

Parks · Beaches · Outdoors · Breweries & Distilleries

Side Trips

Key Largo

— 2 nights

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 22nd (Sun), identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, cast your line with a fishing tour, and then get a new perspective on things with Boat Tours & Water Sports. On your second day here, pause for some serene contemplation at Key Largo Baptist Church, get close to the beloved marine mammals with Dolphins Plus Marine Mammal Responder, then admire nature's wide array of creatures at Island Dolphin Care, and finally explore the gorgeous colors at Spiegel Grove.

For more things to do, ratings, and other tourist information, go to the Key Largo day trip website.

You can drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 36°C in September, and nighttime lows around 28°C. Wrap up your sightseeing on the 23rd (Mon) to allow time to drive to Miami.

Things to do in Key Largo

Wildlife · Tours · Outdoors · Parks

Side Trip

Miami

— 2 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kick off your visit on the 24th (Tue): enjoy some diversion at Lock & Load Miami, take a stroll through Lincoln Road, then kick back and relax at South Beach, and finally get to know the fascinating history of Art Deco Historic District. On your second day here, contemplate the waterfront views at Slough Slog, then examine the collection at Vizcaya Museum and Gardens, and then see the interesting displays at Lock & Load Museum.

For photos, maps, more things to do, and more tourist information, use the Miami vacation maker tool.

Traveling by car from Key Largo to Miami takes 1.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 38°C, and evening lows to 29°C. Finish your sightseeing early on the 25th (Wed) to allow enough time to travel to Orlando.

Things to do in Miami

Parks · Neighborhoods · Historic Sites · Museums

Side Trips

Orlando

— 5 nights

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.
Orlando is known for theme parks, nightlife, and fun & games. Your plan includes some of its best attractions: get in on the family fun at Universal Orlando Resort, make an unforgettable trip to Walt Disney World Resort, admire the masterpieces at Charles Hosmer Morse Museum of American Art, and admire the natural beauty at Harry P. Leu Gardens.

For other places to visit, ratings, maps, and other tourist information, go to the Orlando travel itinerary planner.

Traveling by flight from Miami to Orlando takes 3.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Orlando are 37°C, while nighttime lows are 27°C. On the 30th (Mon), you'll travel back home.

Things to do in Orlando

Theme Parks · Parks · Fun & Games · Museums

Side Trip

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.