59 days in Florida Itinerary

59 days in Florida Itinerary

Created using Inspirock Florida holiday builder

Make it your trip
Fly
1
West Palm Beach
— 2 nights
Drive
2
Miami
— 3 nights
Drive
3
Key Largo
— 2 nights
Drive
4
Islamorada
— 2 nights
Drive
5
Marathon
— 4 nights
Drive
6
Big Pine Key
— 2 nights
Drive
7
Key West
— 7 nights
Ferry
8
Fort Myers Beach
— 2 nights
Drive
9
Orlando
— 7 nights
Drive
10
Amelia Island
— 3 nights
Fly
11
Santa Rosa Beach
— 3 nights
Fly
12
Vero Beach
— 2 nights
Drive
13
Crystal River
— 3 nights
Drive
14
Sanibel Island
— 3 nights
Drive
15
Naples
— 3 nights
Drive
16
Marco Island
— 3 nights
Unknown
17
Everglades National Park
— 3 nights
Drive
18
Miami Beach
— 3 nights
Fly

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West Palm Beach

— 2 nights

Orchid City

With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
West Palm Beach is known for zoos & aquariums, shopping, and wildlife. Your trip includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, browse the different shops at Rosemary Square, walk around Okeeheelee Park, and stop by Downtown West Palm Beach.

To find photos, traveler tips, maps, and tourist information, you can read our West Palm Beach trip maker.

Detroit to West Palm Beach is an approximately 4.5-hour flight. You can also drive; or take a bus. Expect a bit warmer temperatures when traveling from Detroit in August; daily highs in West Palm Beach reach 91°F and lows reach 78°F. Cap off your sightseeing on the 28th (Fri) early enough to go by car to Miami.

Things to do in West Palm Beach

Wildlife · Parks · Outdoors · Tours

Miami

— 3 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.
When in Miami, make a side trip to see Boat Tours & Water Sports in Fort Lauderdale, approximately Fort Lauderdale away. And it doesn't end there: have fun at Lock & Load Miami, buy something for everyone on your list at Dolphin Mall, make a trip to Wynwood Walls, and take in nature's colorful creations at Pinecrest Gardens.

To see ratings, photos, where to stay, and tourist information, go to the Miami trip planner.

Traveling by car from West Palm Beach to Miami takes 1.5 hours. Alternatively, you can take a train. In August in Miami, expect temperatures between 91°F during the day and 78°F at night. Wrap up your sightseeing on the 31st (Mon) to allow time to drive to Key Largo.

Things to do in Miami

Shopping · Museums · Outdoors · Tours

Side Trips

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 1st (Tue), immerse yourself in nature at John Pennekamp Coral Reef State Park and then see some colorful creatures with a scuba or snorkeling tour. On the 2nd (Wed), you'll have a packed day of sightseeing: get up close and personal with brilliant marine life at Island Dolphin Care, stroll through Florida Keys Wild Bird Rehabilitation Center, then tour the pleasant surroundings at Molasses Reef, and finally explore the gorgeous colors at Spiegel Grove.

To see maps, other places to visit, reviews, and tourist information, read Key Largo travel route app.

You can drive from Miami to Key Largo in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 90°F in August, and nighttime lows around 77°F. Finish up your sightseeing early on the 2nd (Wed) so you can go by car to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Nature · Outdoors

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.
Start off your visit on the 3rd (Thu): get engrossed in the history at History of Diving Museum, see what you can catch with a fishing tour, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery. Keep things going the next day: get a taste of the local shopping with Rain Barrel Village, look for gifts at Bella Sol Fragrance Bar and Gifts, get a taste of the local shopping with Old Road Gallery, then sample the tasty concoctions at Florida Keys Brewing Company, and finally kick back and relax at Anne's Beach.

For ratings, photos, maps, and more tourist information, read Islamorada sightseeing planning tool.

Islamorada is just a stone's throw from Key Largo. In September, plan for daily highs up to 90°F, and evening lows to 79°F. Finish your sightseeing early on the 4th (Fri) so you can drive to Marathon.

Things to do in Islamorada

Outdoors · Wildlife · Tours · Museums

Marathon

— 4 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.
Marathon is known for wildlife, parks, and beaches. Your trip includes some of its best attractions: stroll through The Turtle Hospital, see some colorful creatures with a scuba or snorkeling tour, explore the gorgeous colors at Sombrero Reef, and examine the collection at Crane Point Museum & Nature Center.

For where to stay, other places to visit, maps, and other tourist information, read our Marathon online sightseeing planner.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 90°F in September, and nighttime lows around 79°F. Finish up your sightseeing early on the 8th (Tue) so you can go by car to Big Pine Key.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

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. Start off your visit on the 9th (Wed): enjoy breathtaking views from Sugarloaf Key Bat Tower, then look for gifts at Out of the Blue Gallery, and then tour the pleasant surroundings at Bahia Honda State Park. Keep things going the next day: identify plant and animal life at Wildlife Areas, then tour the pleasant surroundings at National Key Deer Refuge, and then tour the pleasant surroundings at Blue Hole.

To find where to stay, more things to do, photos, and more tourist information, read our Big Pine Key trip planner.

Big Pine Key is just a short distance from Marathon. In September, daytime highs in Big Pine Key are 90°F, while nighttime lows are 79°F. Finish up your sightseeing early on the 10th (Thu) so you can go by car to Key West.

Things to do in Big Pine Key

Parks · Wildlife · Outdoors · Beaches

Side Trip

Key West

— 7 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.
Spend the 13th (Sun) exploring nature at Dry Tortugas National Park. Next up on the itinerary: examine the collection at The Ernest Hemingway Home and Museum, meet the residents at Key West Aquarium, don't miss a visit to Southernmost Point, and stroll through Key West Butterfly & Nature Conservatory.

For maps, other places to visit, and tourist information, read Key West trip builder site.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In September, plan for daily highs up to 88°F, and evening lows to 80°F. Cap off your sightseeing on the 17th (Thu) early enough to catch the ferry to Fort Myers Beach.

Things to do in Key West

Parks · Museums · Historic Sites · Outdoors

Fort Myers Beach

— 2 nights
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Start off your visit on the 18th (Fri): view the masterpieces at The Islander, Gift Gallery & Boutique, then admire the majestic nature at Lovers Key State Park, then get lost in a book at Fort Myers Beach Public Library, and finally get up close to creatures of the deep with a dolphin and whale watching tour. On your second day here, stroll through Fort Myers Beach, don't miss a visit to Times Square, and then take in nature's colorful creations at Edison and Ford Winter Estates.

To see ratings, other places to visit, and more tourist information, read our Fort Myers Beach trip planner.

Getting from Key West to Fort Myers Beach by ferry takes about 4.5 hours. Other options: drive; or take a bus. Traveling from Key West in September, Fort Myers Beach is a bit cooler at night with lows of 74°F. Finish your sightseeing early on the 19th (Sat) so you can drive to Orlando.

Things to do in Fort Myers Beach

Parks · Wildlife · Outdoors · Museums

Side Trip

Orlando

— 7 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.
When in Orlando, make a side trip to see Boat Tours & Water Sports in Saint Cloud, approximately Saint Cloud away. There's much more to do: find something for the whole family at Universal Orlando Resort, discover the magic at Magic Kingdom Park, try out the rides at Disney’s Hollywood Studios, and take in a show at Happily Ever After Fireworks.

To see maps, photos, ratings, and other tourist information, read Orlando trip maker website.

You can drive from Fort Myers Beach to Orlando in 3.5 hours. Alternatively, you can fly; or take a bus. Expect a daytime high around 89°F in September, and nighttime lows around 74°F. Finish your sightseeing early on the 26th (Sat) so you can drive to Amelia Island.

Things to do in Orlando

Theme Parks · Fun & Games · Outdoors · Tours

Side Trips

Amelia Island

— 3 nights
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Kick off your visit on the 27th (Sun): contemplate the waterfront views at Egan's Creek Park, immerse yourself in nature at Fort Clinch State Park, then get your game on at Fernandina Beach Pinball Museum, and finally find your balance on the water with some of the best stand-up paddleboarding in the area. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Amelia Island Museum of History, steep yourself in history at Fernandina Beach, then brush up on your knowledge of spirits at Marlin & Barrel Distillery, and finally contemplate the long history of Amelia Island Historic District.

To find other places to visit, more things to do, traveler tips, and more tourist information, use the Amelia Island trip planner.

Traveling by car from Orlando to Amelia Island takes 3 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. In September, daily temperatures in Amelia Island can reach 86°F, while at night they dip to 74°F. Wrap up your sightseeing by early afternoon on the 29th (Tue) to allow time for the flight to Santa Rosa Beach.

Things to do in Amelia Island

Historic Sites · Museums · Outdoors · Parks

Santa Rosa Beach

— 3 nights
You'll find plenty of places to visit near Santa Rosa Beach: Florida Caverns State Park (in Marianna), Chautauqua Vineyards and Winery (in DeFuniak Springs) and Ponce de Leon Springs State Park (in Ponce de Leon).

To see maps, traveler tips, ratings, and more tourist information, read our Santa Rosa Beach trip itinerary maker site.

Traveling by flight from Amelia Island to Santa Rosa Beach takes 5.5 hours. Alternatively, you can drive; or do a combination of taxi, bus, and car. The time zone difference when traveling from Amelia Island to Santa Rosa Beach is minus 1 hour. In September, daytime highs in Santa Rosa Beach are 88°F, while nighttime lows are 75°F. Finish your sightseeing early on the 2nd (Fri) to allow enough time to fly to Vero Beach.

Things to do in Santa Rosa Beach

Parks · Outdoors · Nature · Wildlife

Side Trips

Vero Beach

— 2 nights
Vero Beach is a city in, and the seat of Indian River County, Florida, United States. Vero Beach is known for parks, museums, and wildlife. Your trip includes some of its best attractions: enjoy the sand and surf at Round Island Beach Park, stroll around Veterans Memorial Island Sanctuary, tour the pleasant surroundings at Environmental Learning Center, and take in the waterfront at Wabasso Beach Park.

For other places to visit, ratings, reviews, and tourist information, go to the Vero Beach trip website.

Traveling by flight from Santa Rosa Beach to Vero Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of car and bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In October, daytime highs in Vero Beach are 85°F, while nighttime lows are 69°F. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Crystal River.

Things to do in Vero Beach

Parks · Outdoors · Beaches · Wildlife

Side Trip

Crystal River

— 3 nights

The Gem of the Nature Coast

The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
Start off your visit on the 6th (Tue): contemplate the waterfront views at Crystal River National Wildlife Refuge, then stroll through Three Sisters Springs, and then see some colorful creatures with a scuba or snorkeling tour. On the 7th (Wed), you'll have a packed day of sightseeing: contemplate the waterfront views at Crystal River, then get engrossed in the history at Coastal Heritage Museum, then kick back and relax at Fort Island Gulf Beach, and finally immerse yourself in nature at Ellie Schiller Homosassa Springs Wildlife State Park.

To see maps, reviews, and tourist information, you can read our Crystal River trip itinerary builder website.

Traveling by car from Vero Beach to Crystal River takes 3.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi, bus, and train. Traveling from Vero Beach in October, Crystal River is little chillier at night with lows of 62°F. Wrap up your sightseeing by early afternoon on the 8th (Thu) to allow time for the car ride to Sanibel Island.

Things to do in Crystal River

Parks · Wildlife · Nature · Outdoors

Side Trips

Sanibel Island

— 3 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Sanibel Island is known for parks, beaches, and historic sites. Your trip includes some of its best attractions: tour the pleasant surroundings at J.N. "Ding" Darling National Wildlife Refuge, kick back and relax at Captiva Beach, enjoy the sea views from Sanibel Island Lighthouse, and stroll around Pond Apple Park.

To find reviews, other places to visit, maps, and more tourist information, go to the Sanibel Island trip planner.

Getting from Crystal River to Sanibel Island by car takes about 4.5 hours. Other options: do a combination of bus and taxi; or do a combination of bus and taxi. Traveling from Crystal River in October, expect somewhat warmer with lows of 70°F in Sanibel Island. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Naples.

Things to do in Sanibel Island

Parks · Outdoors · Wildlife · Beaches

Side Trip

Naples

— 3 nights
Kick off your visit on the 12th (Mon): admire the natural beauty at Naples Botanical Garden, wander the streets of Fifth Avenue South, then take a leisurely stroll along Naples Pier, and finally do a tasting at The Naples Winery. On your second day here, see the interesting displays at Revs Institute, then get to know the resident critters at Naples Zoo at Caribbean Gardens, and then kick back and relax at Lowdermilk Beach.

To see maps, where to stay, traveler tips, and more tourist information, refer to the Naples vacation maker.

You can drive from Sanibel Island to Naples in 1.5 hours. In October, plan for daily highs up to 87°F, and evening lows to 71°F. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow time for the car ride to Marco Island.

Things to do in Naples

Parks · Museums · Shopping · Wildlife

Marco Island

— 3 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. Marco Island is known for adventure, wildlife, and beaches. Your trip includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, tour the pleasant surroundings at Capri Paddlecraft Park, head off the coast to Cape Romano, and kick back and relax at South Marco Beach.

For traveler tips, ratings, reviews, and tourist information, go to the Marco Island road trip website.

Marco Island is just a stone's throw from Naples. In October, plan for daily highs up to 86°F, and evening lows to 68°F. Wrap up your sightseeing on the 17th (Sat) early enough to travel to Everglades National Park.

Things to do in Marco Island

Parks · Outdoors · Beaches · Wildlife

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.
On the 18th (Sun), examine the collection at Miccosukee Indian Village and then identify plant and animal life at Shark Valley Visitor Center. On your second day here, tour the pleasant surroundings at Gumbo Limbo Trail, tour the pleasant surroundings at Anhinga Trail, and then head off the coast to Long Pine Key.

For reviews, where to stay, maps, and tourist information, read Everglades National Park itinerary planner.

The Route module can help you plan travel from Marco Island to Everglades National Park. Plan for a bit warmer nights when traveling from Marco Island in October since evenings lows in Everglades National Park dip to 77°F. Wrap up your sightseeing by early afternoon on the 20th (Tue) to allow enough time to travel to Miami Beach.

Things to do in Everglades National Park

Parks · Trails · Outdoors · Wildlife

Side Trip

Miami Beach

— 3 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.
Miami Beach is known for beaches, nightlife, and historic sites. Your trip includes some of its best attractions: enjoy the sand and surf at South Beach, browse the different shops at Lincoln Road, wander the streets of Collins Avenue, and appreciate the extensive heritage of Art Deco Historic District.

For ratings, photos, reviews, and other tourist information, use the Miami Beach road trip planner.

Explore your travel options from Everglades National Park to Miami Beach with the Route module. Expect a daytime high around 87°F in October, and nighttime lows around 74°F. On the 23rd (Fri), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Miami Beach

Neighborhoods · Shopping · Parks · Historic Sites

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.