60 days in Florida Itinerary

60 days in Florida Itinerary

Created using Inspirock Florida travel planner

Make it your trip
Fly
1
Orlando
— 6 nights
Fly
2
Fort Walton Beach
— 5 nights
Fly
3
Crystal River
— 2 nights
Fly
4
Key West
— 6 nights
Drive
5
Marathon
— 5 nights
Drive
6
Islamorada
— 5 nights
Drive
7
Key Largo
— 6 nights
Drive
8
Miami Beach
— 3 nights
Drive
9
Everglades National Park
— 5 nights
Unknown
10
Marco Island
— 4 nights
Drive
11
Naples
— 2 nights
Drive
12
Sarasota
— 9 nights
Drive
13
Tampa
— 1 day
Fly

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Orlando

— 6 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 25th (Mon) with family-friendly diversions at Universal Orlando Resort. Pack the 24th (Sun) with family-friendly diversions at Universal's Islands of Adventure. There's much more to do: make an unforgettable trip to Walt Disney World Resort, cool off at Discovery Cove, get in on the family fun at SeaWorld, and laugh and play at Disney’s Hollywood Studios.

To see other places to visit, where to stay, and other tourist information, use the Orlando online holiday planner.

Medellin, Colombia to Orlando is an approximately 7-hour flight. Expect a daytime high around 85°F in October, and nighttime lows around 69°F. Cap off your sightseeing on the 28th (Thu) early enough to catch the flight to Fort Walton Beach.

Things to do in Orlando

Theme Parks · Tours

Fort Walton Beach

— 5 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore Fort Walton Beach's surroundings by going to Yellow River Marsh Aquatic Preserve (in Milton), Pensacola Beach (Pensacola Beach & Gulf Islands National Seashore) and National Naval Aviation Museum (in Pensacola). Next up on the itinerary: cast your line with IntraCoastal Experience, stroll through Turkey Creek Nature Trail, enjoy the sand and surf at Navarre Beach, and step off the mainland to explore Okaloosa Island.

To see other places to visit and other tourist information, you can read our Fort Walton Beach holiday maker.

Fly from Orlando to Fort Walton Beach in 3.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Expect a bit cooler temperatures when traveling from Orlando in October; daily highs in Fort Walton Beach reach 80°F and lows reach 60°F. Finish up your sightseeing early on the 2nd (Tue) so you can catch the flight to Crystal River.

Things to do in Fort Walton Beach

Outdoors · Parks · Beaches · Nature

Side Trips

Crystal River

— 2 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.
On the 3rd (Wed), explore the activities along Homosassa River and then take a tour by water with Boat Tours & Water Sports. On your second day here, surround yourself with nature on a nature and wildlife tour and then experience rural life at TMMA Farms.

To see more things to do, photos, traveler tips, and other tourist information, read our Crystal River trip itinerary builder site.

Traveling by flight from Fort Walton Beach to Crystal River takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. While traveling from Fort Walton Beach, expect a bit warmer days and about the same nights in Crystal River, ranging from highs of 76°F to lows of 54°F. Finish your sightseeing early on the 4th (Thu) to allow enough time to fly to Key West.

Things to do in Crystal River

Outdoors · Tours · Wildlife · Parks

Side Trips

Key West

— 6 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 5th (Fri) exploring nature at Dry Tortugas National Park. And it doesn't end there: glide through the air with a parasailing or paragliding tour, take in the exciting artwork at 7 Artists & Friends Gallery, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, and make a trip to Duval Street.

To see where to stay, more things to do, reviews, and other tourist information, go to the Key West journey planner.

You can fly from Crystal River to Key West in 3 hours. Other options are to drive; or do a combination of bus, taxi, and ferry. Traveling from Crystal River in November, plan for a bit warmer nights in Key West, with lows around 73°F. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Marathon.

Things to do in Key West

Parks · Historic Sites · Museums · Nature

Marathon

— 5 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.
Venture out of the city with trips to Looe Key Dive Center (in Ramrod Key) and Everglades National Park (in Florida City). There's lots more to do: stroll through Bahia Honda State Park, see the vivid underwater world at Sombrero Reef, experience rural life at Grimal Grove, and enjoy the sand and surf at Sombrero Beach.

Start your trip to Marathon by creating a personalized itinerary on Inspirock.

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 82°F, and evening lows to 72°F. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Islamorada

— 5 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.
Islamorada is known for wildlife, adventure, and museums. Your trip includes some of its best attractions: get close to the beloved marine mammals with Theater of the Sea, admire the majestic nature at Lignumvitae Key Botanical State Park, contemplate the long history of Indian Key State Historic Site, and get outside with Contagious Charters.

To find more things to do, photos, reviews, and more tourist information, read our Islamorada day trip planning app.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In November, daily temperatures in Islamorada can reach 82°F, while at night they dip to 72°F. Wrap up your sightseeing on the 20th (Sat) to allow time to drive to Key Largo.

Things to do in Islamorada

Outdoors · Parks · Shopping · Wildlife

Key Largo

— 6 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.
Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: see what you can catch with Florida Keys Flats Fishing, see the vivid underwater world at Spiegel Grove, stroll through Grecian Rocks, and admire the majestic nature at John Pennekamp Coral Reef State Park.

To see ratings, more things to do, other places to visit, and other tourist information, read Key Largo itinerary planner.

Key Largo is very close to Islamorada. Expect a daytime high around 81°F in November, and nighttime lows around 68°F. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Miami Beach.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours

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.
Venture out of the city with trips to Florida Airboat Rides (in Boca Raton), JP Outfitters Inc. (in Hollywood) and Stranahan House (in Fort Lauderdale). There's much more to do: stroll through South Beach, take a stroll through Espanola Way, get to know the resident critters at Jungle Island, and make a trip to Collins Avenue.

For traveler tips, more things to do, maps, and tourist information, go to the Miami Beach trip itinerary planning tool.

Drive from Key Largo to Miami Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. In November in Miami Beach, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing on the 29th (Mon) early enough to travel to Everglades National Park.

Things to do in Miami Beach

Parks · Outdoors · Neighborhoods · Tours

Side Trips

Everglades National Park

— 5 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 parks. Your trip includes some of its best attractions: head outdoors with Everglades City Fishing Charters, tour the pleasant surroundings at Old Ingraham Highway, explore the activities along Slough Slog, and hike along 99 Mile Wilderness Waterway.

To see traveler tips, photos, and tourist information, read Everglades National Park route planning website.

The Route module can help you plan travel from Miami Beach to Everglades National Park. In November, plan for daily highs up to 82°F, and evening lows to 72°F. Finish up your sightseeing early on the 4th (Sat) so you can travel to Marco Island.

Things to do in Everglades National Park

Outdoors · Parks · Trails · Nature

Marco Island

— 4 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. Explore the numerous day-trip ideas around Marco Island: Ochopee (Clyde Butcher's Big Cypress Gallery & Nature & Wildlife Tours). Next up on the itinerary: cast your line with Native Guided Fishing Charters, enjoy the sand and surf at South Marco Beach, tour the pleasant surroundings at Capri Paddlecraft Park, and look for gifts at Keep In Touch.

To see traveler tips, ratings, where to stay, and other tourist information, read our Marco Island trip planner.

Explore your travel options from Everglades National Park to Marco Island with the Route module. Traveling from Everglades National Park in December, Marco Island is a bit cooler at night with lows of 61°F. Finish your sightseeing early on the 8th (Wed) to allow enough time to drive to Naples.

Things to do in Marco Island

Outdoors · Wildlife · Tours · Parks

Side Trip

Naples

— 2 nights
Kick off your visit on the 9th (Thu): examine the collection at Revs Institute, get up close to creatures of the deep with All Water Excursions, and then indulge in some personalized pampering at some of the best spas. Here are some ideas for day two: look for all kinds of wild species at Everglades Day Safari.

For where to stay, ratings, more things to do, and tourist information, use the Naples itinerary planner.

Naples is just a short distance from Marco Island. December in Naples sees daily highs of 80°F and lows of 63°F at night. Finish your sightseeing early on the 10th (Fri) so you can drive to Sarasota.

Things to do in Naples

Outdoors · Wildlife · Museums · Tours

Side Trips

Sarasota

— 9 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. You'll find plenty of places to visit near Sarasota: Beach Market at Coquina Beach (in Bradenton Beach), Horseback Riding Tours (in Bradenton) and Punta Gorda (Fishing Charters & Tours, Peace River Wildlife Center, &more). Next up on the itinerary: stroll around Siesta Beach, kick back and relax at Caspersen Beach, don't miss a visit to Sarasota National Cemetery, and stroll through Myakka River State Park.

To find maps, other places to visit, traveler tips, and other tourist information, go to the Sarasota road trip tool.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. December in Sarasota sees daily highs of 78°F and lows of 59°F at night. Finish your sightseeing early on the 19th (Sun) to allow enough time to drive to Tampa.

Things to do in Sarasota

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Tampa

— 1 day

Big Guava

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
On the 19th (Sun), get in on the family fun at Busch Gardens Tampa Bay.

To see more things to do, maps, and tourist information, read our Tampa trip itinerary site.

You can drive from Sarasota to Tampa in an hour. Other options are to do a combination of taxi and bus; or take a bus. Expect a daytime high around 78°F in December, and nighttime lows around 61°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to fly back home.

Things to do in Tampa

Theme Parks
Highlights from your trip

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.