31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida visit planner
Make it your trip
Fly
1
Amelia Island
— 1 night
Drive
2
St. Augustine
— 1 night
Drive
3
Cocoa Beach
— 1 night
Fly
4
Fort Lauderdale
— 1 night
Drive
5
Miami Beach
— 2 nights
Taxi
6
Miami
— 2 nights
Drive
7
Everglades National Park
— 2 nights
Bus
8
Key Largo
— 2 nights
Drive
9
Islamorada
— 2 nights
Drive
10
Marathon
— 2 nights
Drive
11
Key West
— 4 nights
Ferry
12
Marco Island
— 1 night
Drive
13
Naples
— 1 night
Drive
14
Sarasota
— 1 night
Drive
15
Anna Maria, Anna Maria Island
— 1 night
Drive
16
St. Petersburg
— 1 night
Drive
17
Orlando
— 5 nights
Fly

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Amelia Island — 1 night

The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
On the 13th (Tue), explore the different monuments and memorials at Bosque Bello Cemetery, stroll around Egan's Creek Park, then kick back and relax at Main Beach, then enjoy the sand and surf at Seaside Park, and finally have some family-friendly fun at Fernandina Beach Pinball Museum.

To find ratings, where to stay, reviews, and more tourist information, go to the Amelia Island trip planner.

Portland to Amelia Island is an approximately 8-hour flight. You can also drive; or do a combination of train, bus, and taxi. The time zone changes from Pacific Standard Time to Eastern Standard Time, which is usually a 3 hour difference. Plan for somewhat warmer temperatures traveling from Portland in October, with highs in Amelia Island at 81°F and lows at 67°F. Wrap up your sightseeing on the 13th (Tue) early enough to drive to St. Augustine.
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Parks · Outdoors · Beaches · Museums

St. Augustine — 1 night

St. Start off your visit on the 14th (Wed): view the masterpieces at High Tide Gallery Art & Gifts, steep yourself in history at Pena-Peck House and Woman's Exchange of St Augustine, examine the collection at Father Miguel O'Reilly House Museum, then examine the collection at The Oldest House Museum Complex, and finally get to know the fascinating history of Bridge of Lions.

For other places to visit, where to stay, photos, and more tourist information, refer to the St. Augustine itinerary planner.

Traveling by car from Amelia Island to St. Augustine takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. In October, daytime highs in St. Augustine are 80°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Cocoa Beach.
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Museums · Historic Sites · Shopping

Cocoa Beach — 1 night

Situated in one of Florida's busiest vacation areas, Cocoa Beach burst onto the world scene in the 1960s, when it became a popular setting for parades honoring the nation's "Apollo" astronauts.
Start off your visit on the 15th (Thu): browse the collection at Cocoa Beach Public Library, relax and rejuvenate at some of the best spas, then try for a hole-in-one at Lighthouse Cove Adventure Golf, and finally stroll around Cocoa Beach Skate Park.

Take the guesswork out of planning a Cocoa Beach vacation by using our trip itinerary maker.

Traveling by car from St. Augustine to Cocoa Beach takes 2.5 hours. Alternatively, you can do a combination of bus and car. Traveling from St. Augustine in October, you can expect nighttime temperatures to be a bit warmer in Cocoa Beach, with lows of 73°F. Finish up your sightseeing early on the 15th (Thu) so you can catch the flight to Fort Lauderdale.
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Fun & Games · Parks · Spas

Fort Lauderdale — 1 night

Known as the "Venice of America" because of its extensive network of navigable waterways, Fort Lauderdale welcomes over 10 million annual visitors, most of them attracted by the city's popular beaches and marinas.
Start off your visit on the 16th (Fri): examine the collection at Wiener Museum of Decorative Arts (WMODA), take a tour by water with JP Outfitters Inc., make a trip to History Fort Lauderdale, then look for gifts at To the Moon, and finally take in the spiritual surroundings of Saint Demetrios Greek Orthodox Church.

For ratings, where to stay, more things to do, and more tourist information, read Fort Lauderdale online trip maker.

Getting from Cocoa Beach to Fort Lauderdale by flight takes about 2.5 hours. Other options: drive; or do a combination of taxi, bus, and train. Expect a daytime high around 86°F in October, and nighttime lows around 75°F. Finish up your sightseeing early on the 16th (Fri) so you can go by car to Miami Beach.
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Museums · Outdoors · Historic Sites · Wildlife
Side Trips

Miami Beach — 2 nights

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Start off your visit on the 17th (Sat): take in the exciting artwork at Romero Britto Fine Art Gallery, kick back and relax at North Shore Open Space Park, then kick back and relax at Bal Harbor Beach, and finally enjoy the sand and surf at Haulover Beach Park. On your second day here, see the interesting displays at Miami Auto Museum, take in the spiritual surroundings of The Ancient Spanish Monastery, then identify plant and animal life at Enchanted Forest Elaine Gordon Park, and finally admire the masterpieces at The Wolfsonian - Florida International University.

To find photos, reviews, other places to visit, and more tourist information, use the Miami Beach trip planning app.

Getting from Fort Lauderdale to Miami Beach by car takes about an hour. Other options: take a bus; or take a bus. In October, plan for daily highs up to 87°F, and evening lows to 74°F. Cap off your sightseeing on the 18th (Sun) early enough to go by car to Miami.
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Parks · Outdoors · Beaches · Museums
Side Trips

Miami — 2 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Start off your visit on the 19th (Mon): kick back and relax at Bill Baggs Cape Florida State Park, then enjoy the sea views from Cape Florida Lighthouse, then enjoy some diversion at Lock & Load Miami, and finally don't miss a visit to Venetian Causeway. On the next day, stroll around Deering Point, then contemplate the long history of Deering Estate, then admire the natural beauty at Pinecrest Gardens, and finally head outdoors with Outdoor Activities.

To find traveler tips, more things to do, maps, and other tourist information, use the Miami holiday builder site.

Miami is just a short distance from Miami Beach. In October, daytime highs in Miami are 87°F, while nighttime lows are 74°F. Cap off your sightseeing on the 20th (Tue) early enough to travel to Everglades National Park.
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Outdoors · Wildlife · Parks · Tours
Side Trips

Everglades National Park — 2 nights

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.
Kick off your visit on the 21st (Wed): look for all kinds of wild species at Mahogany Hammock, then wander the streets of Flamingo, and then take in the waterfront at West Lake Trail. Here are some ideas for day two: hike along Pa-hay-okee Trail, then hike along Pineland Trail, then step off the mainland to explore Long Pine Key, and finally identify plant and animal life at Nine Mile Pond Canoe Trail.

To find photos, reviews, where to stay, and other tourist information, read Everglades National Park holiday builder website.

Explore your travel options from Miami to Everglades National Park with the Route module. October in Everglades National Park sees daily highs of 87°F and lows of 77°F at night. Finish your sightseeing early on the 22nd (Thu) so you can take a bus to Key Largo.
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Parks · Wildlife · Outdoors · Trails

Key Largo — 2 nights

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 23rd (Fri): head outdoors with Outdoor Activities, walk around Harry Harris Park, and then get some fabulous bargains at Sandal Factory Outlet. Keep things going the next day: look for gifts at Florida Keys Key Lime Products, then see the vivid underwater world at Grecian Rocks, then look for all kinds of wild species at North Dry Rocks, and finally take in the architecture and atmosphere at Key Largo Baptist Church.

For maps, other places to visit, traveler tips, and other tourist information, go to the Key Largo road trip planning site.

You can take a bus from Everglades National Park to Key Largo in 2.5 hours. Expect a daytime high around 85°F in October, and nighttime lows around 73°F. Finish your sightseeing early on the 24th (Sat) to allow enough time to drive to Islamorada.
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Parks · Outdoors · Wildlife · Adventure

Islamorada — 2 nights

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 25th (Sun): see the interesting displays at Florida Keys History & Discovery Center, then enjoy the sand and surf at Library Beach Park, then stop by Ocean Gardens, and finally explore the gorgeous colors at Alligator Reef Light House. Get ready for a full day of sightseeing on the next day: explore the striking landscape at Windley Key Fossil Reef Geological State Park, view the masterpieces at Old Road Gallery, then take in the exciting artwork at Pasta Pantaleo Signature Gallery, and finally cast your line with Takedown Charters.

To see ratings, traveler tips, maps, and tourist information, read Islamorada day trip planning site.

Islamorada is just a stone's throw from Key Largo. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. Cap off your sightseeing on the 26th (Mon) early enough to go by car to Marathon.
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Parks · Wildlife · Shopping · Outdoors

Marathon — 2 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 27th (Tue), don't miss a visit to Shady Palm Art Gallery & Photography, see the vivid underwater world at Sombrero Reef, then look for all kinds of wild species at Crane Point Museum & Nature Center, and finally kick back and relax at Sunset Park Beach. Here are some ideas for day two: pause for some serene contemplation at San Pablo Catholic Church and then get a new perspective on things with Boat Tours & Water Sports.

To find other places to visit, maps, more things to do, and tourist information, you can read our Marathon trip maker site.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. Finish your sightseeing early on the 28th (Wed) so you can drive to Key West.
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Wildlife · Outdoors · Parks · Tours
Side Trips

Key West — 4 nights

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.
You'll discover tucked-away gems like U.S. Coast Guard Cutter Ingham Maritime Museum and Vandenberg Wreck. Escape the urban bustle at Simonton Street Beach and South Beach. And it doesn't end there: get engrossed in the history at Key West Firehouse Museum, kick back and relax at Smathers Beach, take a leisurely stroll along Key West Historic Seaport, and pause for some serene contemplation at St. Paul's Episcopal Church.

To find maps, reviews, more things to do, and other tourist information, go to the Key West road trip site.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 86°F in October, and nighttime lows around 77°F. Finish your sightseeing early on the 1st (Sun) so you can ride a ferry to Marco Island.
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Outdoors · Parks · Beaches · Historic Sites

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 2nd (Mon), look for all kinds of wild species at Otter Mound Preserve, stroll through Cape Romano, then get a dose of the wild on a nature and wildlife tour, and finally indulge in some personalized pampering at some of the best spas.

To find traveler tips, other places to visit, reviews, and more tourist information, you can read our Marco Island tour itinerary maker app.

Ride a ferry from Key West to Marco Island in 4 hours. Alternatively, you can drive. Traveling from Key West in November, you can expect nighttime temperatures to be a bit cooler in Marco Island, with lows of 64°F. Wrap up your sightseeing on the 2nd (Mon) to allow time to drive to Naples.
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Outdoors · Parks · Wildlife · Spas

Naples — 1 night

Kick off your visit on the 3rd (Tue): look for all kinds of wild species at Conservancy of Southwest Florida, steep yourself in history at Naples Historical Society, and then hike along Tamiami Trail.

For ratings, reviews, photos, and more tourist information, read our Naples travel planner.

Naples is very close to Marco Island. In November in Naples, expect temperatures between 82°F during the day and 65°F at night. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Sarasota.
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Parks · Wildlife · Outdoors · Trails
Side Trip

Sarasota — 1 night

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Start off your visit on the 4th (Wed): identify plant and animal life at Red Bug Slough Preserve, indulge in some personalized pampering at some of the best spas, immerse yourself in nature at Ted Sperling Park, then stop by Pepper Palace, then go for a stroll along the water at Ken Thompson Park, and finally contemplate the long history of The Powel Crosley Estate.

Before you visit Sarasota, use our trip planner to discover what you can do and see there.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. Expect a daytime high around 80°F in November, and nighttime lows around 62°F. Wrap up your sightseeing on the 4th (Wed) early enough to drive to Anna Maria.
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Parks · Wildlife · Nature · Spas

Anna Maria, Anna Maria Island — 1 night

Anna Maria, is a city in Manatee County, Florida, United States. Start off your visit on the 5th (Thu): look for gifts at Anna Maria Rocks, then take an in-depth tour of Anna Maria Island Historical Museum, then get to know the fascinating history of Coquina Baywalk, and finally make a trip to Anna Maria Historic Green Village.

To see other places to visit, ratings, reviews, and more tourist information, use the Anna Maria trip maker app.

Drive from Sarasota to Anna Maria in an hour. Alternatively, you can take a bus. In November, daytime highs in Anna Maria are 80°F, while nighttime lows are 62°F. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to St. Petersburg.
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Parks · Museums · Historic Sites · Wildlife

St. Petersburg — 1 night

Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
Start off your visit on the 6th (Fri): soothe aching muscles at some of the top local wellness centers, pause for some serene contemplation at St. Jude the Apostle Cathedral Church, then admire the masterpieces at Imagine Museum, then expand your horizons at St. Petersburg Clay Company, and finally test your team's savvy at Outerlife Studios - Escape Room St. Pete.

Make your St. Petersburg itinerary with Inspirock to find out what to see and where to go.

Traveling by car from Anna Maria to St. Petersburg takes an hour. In November, daytime highs in St. Petersburg are 77°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 6th (Fri) early enough to drive to Orlando.
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Museums · Fun & Games · Spas · Historic Sites

Orlando — 5 nights

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.
Explore hidden gems such as Lake Apopka Wildlife Trail and New Smyrna Town Beach. Dunlawton Sugar Mill Gardens and SKELETONS: Museum of Osteology are good opportunities to explore the local culture. Explore Orlando's surroundings by going to White Sands Buddhist Center (in Mims), West Orange Trail (in Apopka) and Apollo Beach (in New Smyrna Beach). There's still lots to do: identify plant and animal life at Audubon Center for Birds of Prey, experience the excitement of The Twilight Zone Tower of Terror, contemplate the waterfront views at Lake Dora, and sample the tasty concoctions at Orlando Brewing.

To see reviews, photos, traveler tips, and more tourist information, use the Orlando sightseeing planner.

You can drive from St. Petersburg to Orlando in 2 hours. Other options are to do a combination of bus and train; or take a bus. In November, daytime highs in Orlando are 78°F, while nighttime lows are 62°F. Finish your sightseeing early on the 11th (Wed) to allow enough time to fly back home.
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Parks · Wildlife · Outdoors · Fun & Games
Side Trips

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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