31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida visit planner

This plan was created by another user. Make it your plan

Route & dates

Start: Portland
Fly + Taxi:  8 h 45 min
1
Amelia Island
— 1 night
Drive:  1 h 30 min
2
St. Augustine
— 1 night
Drive:  2 h 30 min
3
Cocoa Beach
— 1 night
Drive:  3 h
4
Fort Lauderdale
— 1 night
Drive:  45 min
5
Miami Beach
— 2 nights
Drive:  30 min
6
Miami
— 2 nights
Train:  1 h 45 min
7
Everglades National Park
— 2 nights
Bus:  2 h
8
Key Largo
— 2 nights
Drive:  45 min
9
Islamorada
— 2 nights
Drive:  45 min
10
Marathon, Florida Keys
— 2 nights
Bus:  1 h 15 min
11
Key West
— 4 nights
Ferry:  2 h 30 min
12
Marco Island
— 1 night
Drive:  45 min
13
Naples
— 1 night
Drive:  2 h
14
Sarasota
— 1 night
Drive:  1 h
15
Anna Maria, Anna Maria Island
— 1 night
Drive:  1 h
16
St. Petersburg
— 1 night
Drive:  2 h
17
Orlando
— 5 nights
Fly:  8 h 30 min
End: Portland

1
night
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
On the 13th (Tue), stroll the grounds of Bosque Bello Cemetery, walk around Egan's Creek Park, kick back and relax at Main Beach, then kick back and relax at Seaside Park, and finally examine the collection at Fernandina Beach Pinball Museum.

For ratings, where to stay, reviews, and more tourist information, read our Amelia Island online journey maker.

Portland to Amelia Island is an approximately 8.5- hour combination of flight and taxi. You can also do a combination of flight and car; or drive. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. In October, Amelia Island is somewhat warmer than Portland - with highs of 81°F and lows of 67°F. Finish your sightseeing early on the 13th (Tue) so you can drive to St. Augustine.

Things to do in Amelia Island

Parks Outdoors Beaches
Highlights from your plan
Egan's Creek Park ©
Egan's Creek Park
Bosque Bello Cemetery ©
Bosque Bello Cemetery
Fernandina Beach Pinball Museum ©
Fernandina Beach Pinball Museum

1
night
St. Augustine

St. Augustine ©
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 reviews, more things to do, other places to visit, 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
Highlights from your plan
The Oldest House Museum Complex ©
The Oldest House Museum Complex
Bridge of Lions ©
Bridge of Lions

1
night
Cocoa Beach

Cocoa Beach ©
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 car and bus. 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
Highlights from your plan
Lighthouse Cove Adventure Golf ©
Lighthouse Cove Adventure Golf
Spas
Cocoa Beach Public Library ©
Cocoa Beach Public Library

1
night
Fort Lauderdale

Fort Lauderdale ©
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 ratings, where to stay, more things to do, 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 take a bus; or do a combination of 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

Side Trips

JP Outfitters Inc., Wiener Museum of Decorative Arts (WMODA)
Highlights from your plan
Wiener Museum of Decorative Arts (WMODA) ©
Wiener Museum of Decorative Arts (WMODA)
History Fort Lauderdale ©
History Fort Lauderdale
Saint Demetrios Greek Orthodox Church ©
Saint Demetrios Greek Orthodox Church

2
nights
Miami Beach

Miami Beach ©
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 see other places to visit, more things to do, reviews, 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 do a combination of train and 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 Outdoors Beaches

Side Trips

North Miami, The Ancient Spanish Monastery, Haulover Beach Park
Highlights from your plan
Haulover Beach Park ©
Haulover Beach Park
Britto Central ©
Britto Central

2
nights
Miami

Miami ©
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 where to stay, ratings, 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

Side Trips

Key Biscayne, Pinecrest Gardens, Deering Point
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Bill Baggs Cape Florida State Park ©
Bill Baggs Cape Florida State Park
Cape Florida Lighthouse ©
Cape Florida Lighthouse

2
nights
Everglades National Park

Everglades National Park ©
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.

For traveler tips, reviews, more things to do, and other tourist information, read Everglades National Park holiday builder website.

You can take a train from Miami to Everglades National Park in 2 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
Highlights from your plan
Mahogany Hammock ©
Mahogany Hammock
Nine Mile Pond Canoe Trail ©
Nine Mile Pond Canoe Trail
Pa-hay-okee Trail ©
Pa-hay-okee Trail

2
nights
Key Largo

Key Largo ©
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): take a memorable tour with Tours, then stroll around Harry Harris Park, then get some fabulous bargains at Sandal Factory Outlet, and finally grab your bike and head to Florida Keys Visitor Center. Here are some ideas for day two: look for gifts at florida keys key lime products, then explore the gorgeous colors at Grecian Rocks, then look for all kinds of wild species at North Dry Rocks, and finally pause for some serene contemplation at Key Largo Baptist Church.

For other places to visit, traveler tips, ratings, and other tourist information, you can read our Key Largo trip planner.

Traveling by bus from Everglades National Park to Key Largo takes 2 hours. In October, daytime highs in Key Largo are 85°F, while nighttime lows are 73°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Islamorada.

Things to do in Key Largo

Parks Outdoors Wildlife
Highlights from your plan
Grecian Rocks ©
Grecian Rocks
Waterskiing & Jetskiing
Key Largo Baptist Church ©
Key Largo Baptist Church

2
nights
Islamorada

Islamorada ©
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.

For maps, ratings, other places to visit, 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 Museums
Highlights from your plan
Alligator Reef Light House ©
Alligator Reef Light House
Windley Key Fossil Reef Geological State Park ©
Windley Key Fossil Reef Geological State Park
Takedown Charters ©
Takedown Charters

2
nights
Marathon, Florida Keys

Marathon ©
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.

For more things to do, traveler tips, other places to visit, 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 take a bus to Key West.

Things to do in Marathon

Wildlife Outdoors Parks

Side Trips

Fishing Charters & Tours, Sunset Park Beach
Highlights from your plan
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Sunset Park Beach ©
Sunset Park Beach
Fishing Charters & Tours

4
nights
Key West

Key West ©
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 Dolphin & Whale Watching and Vandenberg Wreck will get you outdoors. The adventure continues: take in the pleasant sights at West Martello Tower, indulge in some personalized pampering at some of the best spas, learn about all things military at U.S. Coast Guard Cutter Ingham Maritime Museum, and take in the architecture and atmosphere at Saint Mary Star of the Sea.

To find photos, where to stay, reviews, and tourist information, you can read our Key West trip planner.

You can take a bus from Marathon to Key West in 1.5 hours. Another option is to drive. 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 Historic Sites
Highlights from your plan
West Martello Tower ©
West Martello Tower
Dolphin & Whale Watching
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea

1
night
Marco Island

Marco Island ©
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 where to stay, maps, photos, and more tourist information, you can read our Marco Island tour itinerary maker app.

Ride a ferry from Key West to Marco Island in 2.5 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 Wildlife Parks
Highlights from your plan
Cape Romano ©
Cape Romano
Nature & Wildlife Tours
Otter Mound Preserve ©
Otter Mound Preserve

1
night
Naples

Naples ©
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 reviews, maps, ratings, and more tourist information, read our Naples travel planner.

Traveling by car from Marco Island to Naples takes an hour. 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 Museums

Side Trip

Tamiami Trail
Highlights from your plan
Conservancy of Southwest Florida ©
Conservancy of Southwest Florida
Naples Historical Society ©
Naples Historical Society

1
night
Sarasota

Sarasota ©
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. 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

Wildlife Parks Nature
Highlights from your plan
Red Bug Slough Preserve ©
Red Bug Slough Preserve
Ted Sperling Park ©
Ted Sperling Park
The Powel Crosley Estate ©
The Powel Crosley Estate

1
night
Anna Maria, Anna Maria Island

Anna Maria ©
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.

For photos, 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.

Things to do in Anna Maria

Wildlife Museums Historic Sites
Highlights from your plan
Anna Maria Island Historical Museum ©
Anna Maria Island Historical Museum
Anna Maria Historic Green Village ©
Anna Maria Historic Green Village
Anna Maria Rocks ©
Anna Maria Rocks

1
night
St. Petersburg

St. Petersburg ©
Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
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 explore the world behind art at Imagine Museum, then view the masterpieces at St. Petersburg Clay Company, and finally have some family-friendly fun at Outerlife Studios - Escape Room St. Pete.

For more things to do, reviews, other places to visit, and other tourist information, use the St. Petersburg online driving holiday planner.

Drive from Anna Maria to St. Petersburg in an hour. In November, daily temperatures in St. Petersburg can reach 77°F, while at night they dip to 65°F. Finish your sightseeing early on the 6th (Fri) so you can drive to Orlando.

Things to do in St. Petersburg

Museums Fun & Games Spas
Highlights from your plan
Imagine Museum ©
Imagine Museum
St. Jude the Apostle Cathedral Church ©
St. Jude the Apostle Cathedral Church
Spas & Wellness

5
nights
Orlando

Orlando ©
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 Dora and Trout Lake Nature Center. SKELETONS: Museum of Osteology and Dunlawton Sugar Mill Gardens are good opportunities to explore the local culture. Explore Orlando's surroundings by going to Apopka (West Orange Trail & Lake Apopka Wildlife Trail), White Sands Buddhist Center (in Mims) and New Smyrna Beach (New Smyrna Town Beach & Apollo Beach). There's still lots to do: identify plant and animal life at Audubon Center for Birds of Prey, indulge your thirst for a good beer at Orlando Brewing, steep yourself in history at The Howey Mansion, and take a tour by water with Boat Tours & Water Sports.

To see reviews, photos, traveler tips, and tourist information, refer to the Orlando trip itinerary planning site.

Traveling by car from St. Petersburg to Orlando takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In November, plan for daily highs up to 78°F, and evening lows to 62°F. Finish up your sightseeing early on the 11th (Wed) so you can travel back home.

Things to do in Orlando

Parks Wildlife Outdoors

Side Trips

Apopka, New Smyrna Beach, Trout Lake Nature Center, The Howey Mansion, Lake Dora
Highlights from your plan
Audubon Center for Birds of Prey ©
Audubon Center for Birds of Prey
New Smyrna Town Beach ©
New Smyrna Town Beach
Lake Dora ©
Lake Dora