41 days in Florida Itinerary

41 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
Fly
1
St. Augustine
— 1 night
Drive
2
Orlando
— 6 nights
Fly
3
Marco Island
— 3 nights
Unknown
4
Everglades National Park
— 3 nights
Drive
5
Miami
— 4 nights
Drive
6
Key Largo
— 4 nights
Drive
7
Islamorada
— 4 nights
Drive
8
Marathon
— 4 nights
Drive
9
Key West
— 5 nights
Fly
10
Sarasota
— 2 nights
Fly
11
Fort Walton Beach
— 4 nights
Fly

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St. Augustine — 1 night

St. Start off your visit on the 16th (Mon): play a few rounds at TPC at Sawgrass Stadium Course, get engrossed in the history at Spanish Military Hospital Museum, and then brush up on your knowledge of spirits at St. Augustine Distillery. On your second day here, contemplate the long history of Castillo de San Marcos National Monument, get outside with Outdoor Activities, and then identify plant and animal life at Wildlife Areas.

For photos, where to stay, other places to visit, and tourist information, go to the St. Augustine trip planner.

Newark to St. Augustine is an approximately 4-hour flight. You can also drive; or do a combination of bus and taxi. Expect a bit warmer temperatures when traveling from Newark in May; daily highs in St. Augustine reach 83°F and lows reach 67°F. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Orlando.
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Outdoors · Tours · Golf · Breweries & Distilleries
Side Trip

Orlando — 6 nights

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 the numerous day-trip ideas around Orlando: Kissimmee (Osceola County Welcome Center and History Museum & Room Escape Games). Have a day of magic on the 18th (Wed) at Walt Disney World Resort. Pack the 19th (Thu) with family-friendly diversions at Universal Orlando Resort. There's much more to do: find something for the whole family at Universal's Islands of Adventure, make an unforgettable trip to Epcot, and cool off at Discovery Cove.

To find more things to do, where to stay, other places to visit, and tourist information, go to the Orlando travel route planner.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 88°F, and evening lows to 69°F. Finish your sightseeing early on the 23rd (Mon) so you can fly to Marco Island.
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Theme Parks · Fun & Games · Museums
Side Trip

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. Take a break from Marco Island with a short trip to Clyde Butcher's Big Cypress Gallery in Ochopee, about 58 minutes away. There's much more to do: see majestic marine mammals with a dolphin and whale watching tour, explore the activities along Capri Paddlecraft Park, enjoy the sand and surf at Keewaydin Island, and go for a stroll along the water at Marco Island Marina.

To find reviews, more things to do, traveler tips, and tourist information, use the Marco Island route maker tool.

Fly from Orlando to Marco Island in 2.5 hours. Alternatively, you can drive; or do a combination of train, bus, and taxi. In May in Marco Island, expect temperatures between 88°F during the day and 69°F at night. Cap off your sightseeing on the 26th (Thu) early enough to travel to Everglades National Park.
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Parks · Outdoors · Wildlife · Tours
Side Trip

Everglades National Park — 3 nights

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: look for all kinds of wild species at Shark Valley Visitor Center, explore the activities along Mrazek Pond, trek along Anhinga Trail, and take in the waterfront at West Lake Trail.

To see traveler tips, maps, where to stay, and more tourist information, read our Everglades National Park road trip planning website.

Use the Route module to find suitable travel options from Marco Island to Everglades National Park. Traveling from Marco Island in May, plan for a bit warmer nights in Everglades National Park, with lows around 77°F. Finish up your sightseeing early on the 29th (Sun) so you can travel to Miami.
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Parks · Nature · Wildlife · Outdoors

Miami — 4 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Explore Miami's surroundings by going to Spas (in Palm Beach), Florida Shark Diving (in Jupiter) and Panther Ridge Conservation Center (in Wellington). Next up on the itinerary: see the interesting displays at Vizcaya Museum and Gardens, take a stroll through Lincoln Road, have fun and explore at Miami Children's Museum, and take in the local highlights with Walking tours.

To see ratings, photos, reviews, and other tourist information, refer to the Miami itinerary builder website.

Explore your travel options from Everglades National Park to Miami with the Route module. In May, daily temperatures in Miami can reach 87°F, while at night they dip to 74°F. Cap off your sightseeing on the 2nd (Thu) early enough to go by car to Key Largo.
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Wildlife · Tours · Parks · Museums
Side Trips

Key Largo — 4 nights

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: get outside with Outdoor Activities, immerse yourself in nature at John Pennekamp Coral Reef State Park, explore the gorgeous colors at Spiegel Grove, and relax and rejuvenate at Island Time Day Spa.

For more things to do, other places to visit, and tourist information, go to the Key Largo trip itinerary website.

You can drive from Miami to Key Largo in 1.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Key Largo can reach 88°F, while at night they dip to 75°F. Wrap up your sightseeing on the 6th (Mon) to allow time to drive to Islamorada.
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Wildlife · Parks · Outdoors · Tours

Islamorada — 4 nights

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 outside with Outdoor Activities, admire the majestic nature at Lignumvitae Key Botanical State Park, relax and rejuvenate at Island Flow Yoga, and get engrossed in the history at History of Diving Museum.

To find where to stay, ratings, other places to visit, and tourist information, read Islamorada online route planner.

Islamorada is just a short distance from Key Largo. In June, plan for daily highs up to 90°F, and evening lows to 79°F. Wrap up your sightseeing on the 10th (Fri) early enough to drive to Marathon.
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Outdoors · Parks · Nature · Breweries & Distilleries

Marathon — 4 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore the numerous day-trip ideas around Marathon: Everglades National Park (in Florida City), SpaTerre at Little Palm Island Resort (in Little Torch Key) and Fishing Charters & Tours (in Big Pine Key). And it doesn't end there: enjoy the sand and surf at Bahia Honda State Park, tour the pleasant surroundings at National Key Deer Refuge, take in the architecture and atmosphere at San Pablo Catholic Church, and browse the exhibits of Crane Point Museum & Nature Center.

To find ratings, photos, and other tourist information, read our Marathon trip planner.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In June, daytime highs in Marathon are 90°F, while nighttime lows are 79°F. Wrap up your sightseeing on the 14th (Tue) to allow time to drive to Key West.
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Parks · Wildlife · Outdoors · Nature
Side Trips

Key West — 5 nights

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 18th (Sat) exploring nature at Dry Tortugas National Park. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum, make a trip to Southernmost Point, get engrossed in the history at Truman Little White House, and see the vivid underwater world at Vandenberg Wreck.

To find more things to do, reviews, and other tourist information, go to the Key West trip itinerary builder tool.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Key West are 88°F, while nighttime lows are 79°F. Cap off your sightseeing on the 19th (Sun) early enough to catch the flight to Sarasota.
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Parks · Museums · Nature · Historic Sites

Sarasota — 2 nights

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Kick off your visit on the 20th (Mon): enjoy the sand and surf at Siesta Beach and then glide peacefully along the water with some of the best stand-up paddleboarding in the area. On the 21st (Tue), you'll have a packed day of sightseeing: stroll the grounds of Sarasota National Cemetery and then explore the world behind art at Imagine Museum.

To find more things to do, maps, ratings, and other tourist information, read our Sarasota travel planner.

Traveling by flight from Key West to Sarasota takes 3 hours. Alternatively, you can drive; or do a combination of ferry, taxi, and bus. In June, daily temperatures in Sarasota can reach 89°F, while at night they dip to 75°F. Finish your sightseeing early on the 21st (Tue) so you can fly to Fort Walton Beach.
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Outdoors · Adventure · Tours · Beaches
Side Trips

Fort Walton Beach — 4 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Change things up with these side-trips from Fort Walton Beach: Pensacola (Gulf Islands, Beyond the Grape, &more), Panama City Beach (Panama City Beach & Panama City Beach Winery) and Jolly Sailing and Dolphin Cruises (in Pensacola Beach). It doesn't end there: tour the pleasant surroundings at Navarre Beach and step off the mainland to explore Santa Rosa Island.

For photos, ratings, where to stay, and tourist information, use the Fort Walton Beach trip planner.

Traveling by flight from Sarasota to Fort Walton Beach takes 4.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Sarasota to Fort Walton Beach, you'll gain 1 hour due to the time zone difference. In June, daily temperatures in Fort Walton Beach can reach 86°F, while at night they dip to 72°F. Wrap up your sightseeing on the 25th (Sat) to allow time to fly back home.
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Parks · Outdoors · Beaches · Nature
Side Trips

Florida travel guide

4.3
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.
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