21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida tour itinerary planner

Make it your trip
Fly to Miami, Bus to Marco Island
1
Marco Island
— 2 nights
Drive
2
Orlando
— 4 nights
Fly
3
Pensacola Beach
— 2 nights
Fly
4
Key West
— 3 nights
Drive
5
Marathon
— 3 nights
Drive
6
Islamorada
— 1 night
Drive
7
Key Largo
— 2 nights
Bus
8
Everglades National Park
— 3 nights
Fly

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Marco Island

— 2 nights
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 24th (Thu), explore the activities along Capri Paddlecraft Park, then look for gifts at Keep In Touch, and then catch all the local highlights with Reel Kind Fishing and Tours. Get ready for a full day of sightseeing on the 25th (Fri): enjoy the sand and surf at South Marco Beach, hike along Kirby Storter Roadside Park, and then indulge in some personalized pampering at some of the best spas.

For traveler tips, photos, maps, and tourist information, refer to the Marco Island sightseeing planner.

Santiago, Chile to Marco Island is an approximately 18-hour combination of flight and bus. Traveling from Santiago to Marco Island, you'll gain 1 hour due to the time zone difference. In September, daytime highs in Marco Island are 37°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 25th (Fri) early enough to drive to Orlando.

Things to do in Marco Island

Outdoors · Wildlife · Parks · Tours

Side Trip

Orlando

— 4 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.
Plan for a day of cool, family-friendly fun on the 26th (Sat) at Discovery Cove. Pack the 29th (Tue) with family-friendly diversions at Universal's Islands of Adventure. Next up on the itinerary: find something for the whole family at Walt Disney World Resort.

To see maps, other places to visit, reviews, and more tourist information, refer to the Orlando trip planner.

You can drive from Marco Island to Orlando in 4.5 hours. Alternatively, you can do a combination of taxi, bus, and flight; or do a combination of taxi and bus. Expect a daytime high around 37°C in September, and nighttime lows around 27°C. Wrap up your sightseeing on the 29th (Tue) to allow time to travel to Pensacola Beach.

Things to do in Orlando

Theme Parks

Pensacola Beach

— 2 nights
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Start off your visit on the 30th (Wed): stroll through Gulf Islands National Seashore, kick back and relax at Pensacola Beach, and then discover the deep blue sea with Jolly Sailing and Dolphin Cruises. Get ready for a full day of sightseeing on the 1st (Thu): kick back and relax at Navarre Beach.

To see ratings, other places to visit, and more tourist information, you can read our Pensacola Beach online day trip planner.

Getting from Orlando to Pensacola Beach by flight takes about 6 hours. Other options: drive; or do a combination of bus and taxi. Traveling from Orlando to Pensacola Beach, you'll gain 1 hour due to the time zone difference. September in Pensacola Beach sees daily highs of 36°C and lows of 26°C at night. Wrap up your sightseeing on the 1st (Thu) to allow time to travel to Key West.

Things to do in Pensacola Beach

Outdoors · Parks · Beaches · Tours

Side Trip

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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, look for all kinds of wild species at Vandenberg Wreck, view the masterpieces at Alan S. Maltz Gallery, and look for gifts at Peppers of Key West.

Use Inspirock's suggestions to plan your Key West trip and find the best activities and attractions for your vacation.

Fly from Pensacola Beach to Key West in 7.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Due to the time zone difference, you'll lose 1 hour traveling from Pensacola Beach to Key West. Plan for a bit warmer nights when traveling from Pensacola Beach in October since evenings lows in Key West dip to 29°C. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to Marathon.

Things to do in Key West

Wildlife · Parks · Museums · Outdoors

Marathon

— 3 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.
You'll enjoy a bit of beach vacationing at Bahia Honda State Park and Sombrero Beach. And it doesn't end there: look for all kinds of wild species at Looe Key (Florida Keys National Marine Sanctuary), discover the deep blue sea with a scuba or snorkeling tour, see the vivid underwater world at Sombrero Reef, and view the masterpieces at Shady Palm Art Gallery & Photography.

For ratings, more things to do, where to stay, and more tourist information, read Marathon travel route builder app.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 36°C in October, and nighttime lows around 29°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Islamorada

— 1 night

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.
On the 8th (Thu), stop by Petals With Pizzazz, head outdoors with Takedown Charters, then cast your line with a fishing tour, and finally soothe aching muscles at Island Flow Yoga.

To find traveler tips, photos, ratings, and more tourist information, refer to the Islamorada online trip itinerary builder.

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. October in Islamorada sees daily highs of 36°C and lows of 29°C at night. Wrap up your sightseeing on the 8th (Thu) early enough to drive to Key Largo.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Spas

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 9th (Fri), get the adrenaline pumping with Jetpack Water Flights, look for all kinds of wild species at Grecian Rocks, then see the vivid underwater world at Spiegel Grove, and finally look for all kinds of wild species at Molasses Reef. Here are some ideas for day two: get interesting insight from Capt. Sterling's Everglades Eco-Tours, then discover the deep blue sea with Conch Republic Divers, and then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.

To find photos and other tourist information, go to the Key Largo trip itinerary planner.

Key Largo is very close to Islamorada. In October in Key Largo, expect temperatures between 34°C during the day and 26°C at night. Finish your sightseeing early on the 10th (Sat) so you can take a bus to Everglades National Park.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours

Everglades National Park

— 3 nights

Largest Subtropical Wilderness in the United States

A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S.
Start off your visit on the 11th (Sun): trek along Pineland Trail and then see what you can catch with Everglades City Fishing Charters. On the 12th (Mon), you'll have a packed day of sightseeing: identify plant and animal life at Nine Mile Pond Canoe Trail and then identify plant and animal life at Shark Valley Visitor Center.

To see maps, photos, reviews, and other tourist information, you can read our Everglades National Park online sightseeing planner.

Take a bus from Key Largo to Everglades National Park in 2.5 hours. October in Everglades National Park sees daily highs of 36°C and lows of 29°C at night. Finish your sightseeing early on the 13th (Tue) to allow enough time to travel back home.

Things to do in Everglades National Park

Wildlife · Outdoors · Parks · Trails

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.