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
Drive
4
Fort Lauderdale
— 1 night
Drive
5
Miami Beach
— 2 nights
Drive
6
Miami
— 2 nights
Train
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 9-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.

Things to do in Amelia Island

Parks · Beaches · Outdoors · 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 snap pictures at 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.

Things to do in St. Augustine

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 go by car to Fort Lauderdale.

Things to do in Cocoa Beach

Fun & Games · Parks · Spas

Fort Lauderdale

— 1 night

Venice of America

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): see the interesting displays at Wiener Museum of Decorative Arts (WMODA), get outside with JP Outfitters Inc., make a trip to History Fort Lauderdale, then stop by To the Moon, and finally pause for some serene contemplation at Saint Demetrios Greek Orthodox Church.

For traveler tips, where to stay, ratings, and other tourist information, read our Fort Lauderdale tour planning site.

You can drive from Cocoa Beach to Fort Lauderdale in 3 hours. Other options are to fly; or do a combination of taxi, bus, and train. October in Fort Lauderdale sees daily highs of 86°F and lows of 75°F at night. Finish your sightseeing early on the 16th (Fri) so you can drive to Miami Beach.

Things to do in Fort Lauderdale

Museums · Outdoors · Historic Sites · Shopping

Side Trips

Miami Beach

— 2 nights

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.
Start off your visit on the 17th (Sat): take in the exciting artwork at Britto Central, 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.

Things to do in Miami Beach

Parks · Beaches · Outdoors · Museums

Side Trips

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.
Start off your visit on the 19th (Mon): kick back and relax at Bill Baggs Cape Florida State Park, enjoy the sea views from Cape Florida Lighthouse, then enjoy some diversion at Lock & Load Miami, then see the interesting displays at Lock & Load Museum, and finally don't miss a visit to Venetian Causeway. On the 20th (Tue), you'll have a packed day of sightseeing: stroll around Deering Point, then stroll through Deering Estate, then admire the natural beauty at Pinecrest Gardens, and finally cast your line with a fishing tour.

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 catch the train to Everglades National Park.

Things to do in Miami

Outdoors · Wildlife · Parks · Tours

Side Trips

Everglades National Park

— 2 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.
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.

You can take a train from Miami to Everglades National Park in 2.5 hours. Alternatively, you can take a bus. 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.

Things to do in Everglades National Park

Parks · Wildlife · Outdoors · Trails

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.
Start off your visit on the 23rd (Fri): get interesting insight from Tours, 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.

Things to do in Key Largo

Parks · Outdoors · Wildlife · Tours

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 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. 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 head outdoors 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.

Things to do in Islamorada

Parks · Shopping · 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 27th (Tue), shop like a local with 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.

Things to do in Marathon

Wildlife · Outdoors · Parks · Tours

Side Trips

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.
Relax by the water at Simonton Street Beach and South Beach. Visiting Vandenberg Wreck and Dolphin & Whale Watching will get you outdoors. The adventure continues: take in the pleasant sights at West Martello Tower, take in nature's colorful creations at Key West Garden Club, take an in-depth tour of Key West Firehouse Museum, and take in the architecture and atmosphere at Saint Mary Star of the Sea.

For where to stay, photos, ratings, and tourist information, you can read our Key West trip planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In October, plan for daily highs up to 86°F, and evening lows to 77°F. Wrap up your sightseeing on the 1st (Sun) early enough to ride a ferry to Marco Island.

Things to do in Key West

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.

Things to do in Marco Island

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, get engrossed in the 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.

Things to do in Naples

Parks · Wildlife · Outdoors · Museums

Side Trip

Sarasota

— 1 night
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. 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.

Things to do in Sarasota

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. 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.

Things to do in Anna Maria

Museums · Parks · Historic Sites · Wildlife

St. Petersburg

— 1 night

Florida's Sunshine City

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 take in the exciting artwork at St. Petersburg Clay Company, and finally have some family-friendly fun 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.

Things to do in St. Petersburg

Museums · Spas · Fun & Games · Shopping

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.
Explore hidden gems such as Lake Apopka Wildlife Trail and Audubon Center for Birds of Prey. Dunlawton Sugar Mill Gardens and The Howey Mansion are good opportunities to explore the local culture. Explore Orlando's surroundings by going to New Smyrna Beach (New Smyrna Town Beach & Apollo Beach), White Sands Buddhist Center (in Mims) and West Orange Trail (in Apopka). There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, experience the excitement of The Twilight Zone Tower of Terror, learn more about the world around you at SKELETONS: Museum of Osteology, 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 take a bus; or do a combination of bus and train. 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 travel back home.

Things to do in Orlando

Parks · Wildlife · Outdoors · Fun & Games

Side Trips

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.