23 days in Florida Itinerary

23 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
Fly
1
Miami Beach
— 1 night
Drive
2
Everglades National Park
— 3 nights
Unknown
3
Marco Island
— 1 night
Drive
4
Key Largo
— 2 nights
Drive
5
Key West
— 4 nights
Drive
6
Big Pine Key
— 2 nights
Drive
7
Islamorada
— 2 nights
Fly
8
St. Augustine
— 2 nights
Drive
9
Orlando
— 5 nights
Fly

S M T W T F S
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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 15th (Wed), take a stroll through Calle Ocho, then steep yourself in history at Freedom Tower at Miami Dade College, then get interesting insight from Tours, and finally admire the majestic nature at Oleta River State Park. Get ready for a full day of sightseeing on the next day: explore the world behind art at Lowe Art Museum, then examine the collection at Vizcaya Museum and Gardens, and then wander the streets of Lincoln Road.

To find traveler tips, photos, and more tourist information, use the Miami Beach online travel planner.

Punta Cana, Dominican Republic to Miami Beach is an approximately 5.5-hour flight. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In September, plan for daily highs up to 38°C, and evening lows to 29°C. Finish up your sightseeing early on the 16th (Thu) so you can travel to Everglades National Park.
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Museums · Parks · Neighborhoods · Nature
Side Trips

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. Overflow from Lake Okeechobee into the Florida Bay formed these wetlands, which are home to manatees, American crocodiles, Florida panthers, and an array of wading birds, land birds, and birds of prey.
Everglades National Park is known for wildlife, trails, and nature. Your trip includes some of its best attractions: see what you can catch with Everglades City Fishing Charters, contemplate the waterfront views at Mrazek Pond, identify plant and animal life at Shark Valley Visitor Center, and take a leisurely stroll along West Lake Trail.

To see traveler tips, maps, more things to do, and other tourist information, use the Everglades National Park trip builder site.

Explore your travel options from Miami Beach to Everglades National Park with the Route module. In September in Everglades National Park, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 19th (Sun) early enough to travel to Marco Island.
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Outdoors · Parks · Wildlife · Nature

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 20th (Mon), contemplate the waterfront views at Capri Paddlecraft Park, catch all the local highlights with Reel Kind Fishing and Tours, and then look for gifts at Keep In Touch.

For reviews, photos, where to stay, and other tourist information, use the Marco Island trip planner.

Explore your travel options from Everglades National Park to Marco Island with the Route module. Expect a bit cooler evenings in Marco Island when traveling from Everglades National Park in September, with lows around 27°C. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Key Largo.
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Wildlife · Outdoors · Tours · Parks

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.
Kick off your visit on the 21st (Tue): get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, explore the gorgeous colors at Spiegel Grove, and then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center. On the 22nd (Wed), you'll have a packed day of sightseeing: meet the residents at Island Dolphin Care, see some colorful creatures with a scuba or snorkeling tour, and then relax and rejuvenate at Prana.

Plan a trip to Key Largo easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Marco Island to Key Largo in 3 hours. Other options are to do a combination of taxi and bus; or do a combination of ferry and bus. Expect a daytime high around 36°C in September, and nighttime lows around 28°C. Wrap up your sightseeing on the 22nd (Wed) to allow time to drive to Key West.
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Wildlife · Outdoors · Tours · Parks

Key West — 4 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 sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, discover the deep blue sea with a scuba or snorkeling tour, look for gifts at Peppers of Key West, and make a trip to Duval Street.

For other places to visit, where to stay, traveler tips, and other tourist information, refer to the Key West online trip maker.

Drive from Key Largo to Key West in 2.5 hours. Alternatively, you can take a bus. In September, daytime highs in Key West are 36°C, while nighttime lows are 31°C. Wrap up your sightseeing on the 26th (Sun) early enough to drive to Big Pine Key.
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Museums · Shopping · Wildlife · Parks

Big Pine Key — 2 nights

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. On the 27th (Mon), see what you can catch with a fishing tour, then relax and rejuvenate at SpaTerre at Little Palm Island Resort, and then stop by Out of the Blue Gallery. On the 28th (Tue), you'll have a packed day of sightseeing: identify plant and animal life at National Key Deer Refuge and then kick back and relax at Bahia Honda State Park.

To find more things to do, other places to visit, where to stay, and other tourist information, read Big Pine Key trip itinerary site.

Drive from Key West to Big Pine Key in an hour. Alternatively, you can take a shuttle; or take a bus. In September, daily temperatures in Big Pine Key can reach 38°C, while at night they dip to 30°C. Finish your sightseeing early on the 28th (Tue) so you can drive to Islamorada.
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Outdoors · Parks · Wildlife · Beaches
Side Trips

Islamorada — 2 nights

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 29th (Wed): cast your line with Contagious Charters, then stop by Bella Sol Fragrance Bar and Gifts, then see what you can catch with a fishing tour, and finally relax and rejuvenate at Island Flow Yoga. On the 30th (Thu), you'll have a packed day of sightseeing: head outdoors with Neptune Charters.

To plan Islamorada vacation without wasting time, ask Inspirock to design an itinerary.

You can drive from Big Pine Key to Islamorada in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 38°C in September, and nighttime lows around 30°C. Finish your sightseeing early on the 30th (Thu) to allow enough time to fly to St. Augustine.
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Outdoors · Wildlife · Tours · Spas

St. Augustine — 2 nights

St. On the 1st (Fri), walk around Rivertown Park, then get to know the resident critters at St. Augustine Wild Reserve, then play a few rounds at TPC at Sawgrass Stadium Course, and finally look for gifts at Faux Paws. Here are some ideas for day two: appreciate the history behind Castillo de San Marcos National Monument, then visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., then get engrossed in the history at Spanish Military Hospital Museum, and finally sample the fine beverages at St. Augustine Distillery.

To find traveler tips, ratings, photos, and other tourist information, you can read our St. Augustine online driving holiday planner.

Getting from Islamorada to St. Augustine by flight takes about 3.5 hours. Other options: drive; or do a combination of shuttle and bus. Traveling from Islamorada in September, expect St. Augustine to be slightly colder, temps between 34°C and 26°C. Wrap up your sightseeing on the 2nd (Sat) to allow time to drive to Orlando.
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Historic Sites · Museums · Outdoors · Breweries & Distilleries
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.
Pack the 4th (Mon) with family-friendly diversions at Universal's Islands of Adventure. Plan for a day of cool, family-friendly fun on the 3rd (Sun) at Discovery Cove. There's much more to do: make an unforgettable trip to Walt Disney World Resort, find something for the whole family at SeaWorld, and make a splash at Disney's Typhoon Lagoon Water Park.

To find traveler tips, where to stay, maps, and other tourist information, go to the Orlando itinerary builder tool.

Getting from St. Augustine to Orlando by car takes about 2 hours. Other options: take a bus. Expect a daytime high around 34°C in October, and nighttime lows around 24°C. Wrap up your sightseeing on the 7th (Thu) to allow time to fly back home.
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Theme Parks

Florida travel guide

4.3
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.
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