27 days in Florida Itinerary

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.

You'll find plenty of places to visit near Orlando: Crystal River (Franklin Anderson Gallery & Scuba & Snorkeling). Have a day of magic on the 10th (Fri) at Walt Disney World Resort. Pack the 12th (Sun) with family-friendly diversions at Universal's Islands of Adventure. And it doesn't end there: get in on the family fun at Universal Orlando Resort, admire the masterpieces at Charles Hosmer Morse Museum of American Art, discover the magic at Disney’s Hollywood Studios, and identify plant and animal life at Audubon Center for Birds of Prey.

To see more things to do, maps, ratings, and more tourist information, read our Orlando sightseeing planner.

San Jose, Costa Rica to Orlando is an approximately 6.5-hour flight. You can also drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from San Jose in February, plan for slightly colder nights in Orlando, with lows around 15°C. Cap off your sightseeing on the 17th (Fri) early enough to catch the flight to 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.

On the 18th (Sat), stroll around Island City Park Preserve, then get a new perspective on things with Boat Tours & Water Sports, then examine the collection at Bonnet House Museum and Gardens, and finally stroll through Fort Lauderdale Beach. Get ready for a full day of sightseeing on the next day: don't miss a visit to Las Olas Boulevard, then tour the pleasant surroundings at Hollywood Beach, and then buy something for everyone on your list at Sawgrass Mills.

To find other places to visit, photos, where to stay, and more tourist information, use the Fort Lauderdale online attractions planner.

You can fly from Orlando to Fort Lauderdale in 3 hours. Other options are to drive; or take a bus. Expect a bit warmer evenings in Fort Lauderdale when traveling from Orlando in February, with lows around 21°C. Finish your sightseeing early on the 19th (Sun) to allow enough time to drive to Miami.

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.

Miami is known for shopping, museums, and zoos & aquariums. Your trip includes some of its best attractions: examine the collection at Vizcaya Museum and Gardens, buy something for everyone on your list at Bayside Marketplace, steep yourself in history at Barnacle State Historic Site, and get engrossed in the history at Black Police Precinct and Courthouse Museum.

To find photos, more things to do, traveler tips, and more tourist information, read Miami online tour itinerary planner.

You can drive from Fort Lauderdale to Miami in an hour. Other options are to take a train; or take a bus. In February, daytime highs in Miami are 30°C, while nighttime lows are 21°C. Wrap up your sightseeing on the 23rd (Thu) early enough to drive to 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.

Miami Beach is known for nightlife, beaches, and historic sites. Your trip includes some of its best attractions: take a stroll through Lincoln Road, make a trip to Ocean Drive, admire the natural beauty at Miami Beach Botanical Garden, and admire the masterpieces at The Wolfsonian - Florida International University.

To see ratings, photos, more things to do, and tourist information, go to the Miami Beach vacation planner.

Miami Beach is just a short distance from Miami. In February, plan for daily highs up to 30°C, and evening lows to 21°C. Finish your sightseeing early on the 26th (Sun) so you can travel to 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. 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 27th (Mon): identify plant and animal life at Anhinga Trail.

To find ratings, reviews, other places to visit, and other tourist information, use the Everglades National Park online route planner.

Use the Route module to find suitable travel options from Miami Beach to Everglades National Park. In February, plan for daily highs up to 30°C, and evening lows to 23°C. On the 27th (Mon), wrap the sightseeing up by early afternoon so you can travel to Islamorada.

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: take a tour by water with Theater of the Sea, stroll through Anne's Beach, immerse yourself in nature at Lignumvitae Key Botanical State Park, and stop by Bella Sol Fragrance Bar and Gifts.

To see more things to do, ratings, photos, and tourist information, go to the Islamorada trip itinerary maker website.

Traveling by bus from Everglades National Park to Islamorada takes 6 hours. February in Islamorada sees daily highs of 30°C and lows of 23°C at night. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Marathon.

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.

Kick off your visit on the 3rd (Fri): enjoy the sand and surf at Bahia Honda State Park, identify plant and animal life at The Turtle Hospital, and then kick back and relax at Sombrero Beach.

For maps, where to stay, traveler tips, and tourist information, go to the Marathon trip itinerary website.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 32°C in March, and nighttime lows around 24°C. Finish your sightseeing early on the 3rd (Fri) to allow enough time to drive to 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.

Key West is known for sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, see some colorful creatures with a scuba or snorkeling tour, contemplate the long history of Curry Mansion Inn, and take in the waterfront at Mallory Square.

To see ratings, other places to visit, traveler tips, and tourist information, go to the Key West attractions planner.

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In March, daytime highs in Key West are 30°C, while nighttime lows are 24°C. Cap off your sightseeing on the 6th (Mon) early enough to catch the flight to Miami.

Start off your visit on the 7th (Tue): take in nature's colorful creations at Fairchild Tropical Botanic Garden, take a tour by water with Boat Tours & Water Sports, and then get the lay of the land with Walking tours.

To see other places to visit, where to stay, maps, and other tourist information, read Miami tour planning tool.

You can fly from Key West to Miami in 2.5 hours. Other options are to drive; or take a bus. Wrap up your sightseeing on the 7th (Tue) early enough to fly back home.