31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida holiday planner

Plan created by another user. Make it yours
Drive
1
St. Augustine
— 2 nights
Drive
2
Orlando
— 5 nights
Drive
3
Sarasota
— 3 nights
Drive
4
Sanibel Island
— 2 nights
Drive
5
Naples
— 3 nights
Drive
6
Marco Island
— 2 nights
Drive
7
Key Largo
— 3 nights
Drive
8
Islamorada
— 2 nights
Drive
9
Marathon
— 4 nights
Drive
10
Key West
— 4 nights
Fly

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2
nights
St. Augustine

St. Eschew the tourist crowds and head to Fort Clinch State Park and Ormond Beach. Attractions like St. Augustine Wild Reserve and Washington Oaks Gardens State Park make great kid-friendly stops. Get out of town with these interesting St. Augustine side-trips: Pelindaba Lavender Amelia Island (in Amelia Island) and Peters Point Beachfront Park (in Fernandina Beach). Next up on the itinerary: tour the pleasant surroundings at St. Augustine Beach, deepen your understanding at Flagler College, wander the streets of Old City, and identify plant and animal life at St. Augustine Alligator Farm Zoological Park.

To see photos, more things to do, maps, and other tourist information, refer to the St. Augustine trip planner.

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. Expect little chillier weather when traveling from Orlando in January: highs in St. Augustine hover around 65°F, while lows dip to 49°F. Finish your sightseeing early on the 3rd (Sun) to allow enough time to drive to Orlando.

Things to do in St. Augustine

Parks · Historic Sites · Outdoors · Beaches

Side Trips

5
nights
Orlando

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.
Kids will enjoy Universal's Islands of Adventure and World of Disney. Change things up with a short trip to Nature & Wildlife Tours in Kissimmee (about 34 minutes away). Pack the 5th (Tue) with family-friendly diversions at Universal Orlando Resort. Have a day of magic on the 7th (Thu) at Disney's Animal Kingdom. There's still lots to do: get in on the family fun at Walt Disney World Resort.

To find photos, maps, where to stay, and more tourist information, go to the Orlando trip itinerary builder website.

You can drive from St. Augustine to Orlando in 2 hours. Another option is to take a bus. Expect somewhat warmer weather when traveling from St. Augustine in January: highs in Orlando hover around 71°F, while lows dip to 52°F. Finish up your sightseeing early on the 8th (Fri) so you can go by car to Sarasota.

Things to do in Orlando

Theme Parks · Outdoors · Wildlife · Tours

Side Trip

3
nights
Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Eschew the tourist crowds and head to Tampa Electric's Manatee Viewing Center and Crescent Beach. Bring the kids along to Fort De Soto Park and Myakka River State Park. You'll find plenty of places to visit near Sarasota: St. Pete Beach (Two Friend's Closet & Saint Pete Beach), Venice (Venice Beach & Caspersen Beach) and Treasure Island Beach (in Treasure Island). And it doesn't end there: steep yourself in history at Ca d'Zan, get a taste of the local shopping with St. Armands Circle, appreciate the extensive heritage of Marie Selby Botanical Gardens, and admire the majestic nature at Ted Sperling Park.

For maps, photos, ratings, and more tourist information, refer to the Sarasota trip planner.

Drive from Orlando to Sarasota in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In January, daily temperatures in Sarasota can reach 72°F, while at night they dip to 53°F. Wrap up your sightseeing on the 11th (Mon) early enough to drive to Sanibel Island.

Things to do in Sarasota

Parks · Outdoors · Beaches · Wildlife

Side Trips

2
nights
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 12th (Tue): get interesting insight from Tours, enjoy the sand and surf at Bowman's Beach, examine the collection at The Bailey-Matthews National Shell Museum, then enjoy the sand and surf at Captiva Beach, and finally take in the spiritual surroundings of Captiva Chapel By-The-Sea. Keep things going the next day: identify plant and animal life at Pond Apple Park, take a memorable drive along Sanibel Causeway, then identify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge, and finally kick back and relax at Blind Pass Beach Park.

For traveler tips, more things to do, reviews, and other tourist information, you can read our Sanibel Island trip itinerary planning site.

Traveling by car from Sarasota to Sanibel Island takes 2 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 75°F in January, and nighttime lows around 56°F. Wrap up your sightseeing on the 13th (Wed) early enough to drive to Naples.

Things to do in Sanibel Island

Outdoors · Parks · Wildlife · Beaches

Side Trip

3
nights
Naples

Explore hidden gems such as Lowdermilk Beach and Manatee Park. You'll visit kid-friendly attractions like Barefoot Beach Preserve and Lovers Key State Park. Explore Naples' surroundings by going to Fort Myers (Six Mile Cypress Slough Preserve & Edison and Ford Winter Estates) and Dolphin & Whale Watching (in Fort Myers Beach).

For reviews, traveler tips, photos, and tourist information, read our Naples trip planner.

Getting from Sanibel Island to Naples by car takes about 1.5 hours. January in Naples sees daily highs of 75°F and lows of 58°F at night. Finish your sightseeing early on the 16th (Sat) so you can drive to Marco Island.

Things to do in Naples

Parks · Wildlife · Outdoors · Beaches

Side Trips

2
nights
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. Start off your visit on the 17th (Sun): relax and rejuvenate at some of the best spas, then get up close to creatures of the deep with a dolphin and whale watching tour, then pick up some local products at Marco Island Farmers Market, and finally tour the pleasant surroundings at Tigertail Beach. Keep things going the next day: walk around Frank E. Mackle Park, kick back and relax at South Marco Beach, walk around Canine Cove, then kick back and relax at Keewaydin Island, and finally explore the activities along Capri Paddlecraft Park.

To find other places to visit, photos, where to stay, and more tourist information, go to the Marco Island trip builder website.

Marco Island is just a short distance from Naples. Traveling from Naples in January, expect a bit cooler with lows of 53°F in Marco Island. Finish your sightseeing early on the 18th (Mon) to allow enough time to drive to Key Largo.

Things to do in Marco Island

Parks · Outdoors · Beaches · Wildlife

3
nights
Key Largo

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.
Kids will appreciate attractions like Capt. Sterling's Everglades Eco-Tours and Everglades Alligator Farm. You'll discover tucked-away gems like Anhinga Trail and Swim with Dolphins. Change things up with a short trip to Mrazek Pond in Everglades National Park (about 1h 5 min away). There's lots more to do: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, stop by florida keys key lime products, admire the majestic nature at John Pennekamp Coral Reef State Park, and step aboard African Queen Canal Cruise.

Take the guesswork out of planning a Key Largo vacation by using our trip itinerary maker.

You can drive from Marco Island to Key Largo in 3 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of ferry and bus. Plan for somewhat warmer nights when traveling from Marco Island in January since evenings lows in Key Largo dip to 61°F. Finish your sightseeing early on the 21st (Thu) so you can drive to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Nature

Side Trips

2
nights
Islamorada

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 22nd (Fri): stroll through Anne's Beach, see the interesting displays at Florida Keys History & Discovery Center, fulfill a lifelong dream with Theater of the Sea, then take in the dramatic natural features at Windley Key Fossil Reef Geological State Park, and finally look for gifts at Petals With Pizzazz. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Lignumvitae Key Botanical State Park, then steep yourself in history at Indian Key State Historic Site, then take an in-depth tour of History of Diving Museum, and finally relax and rejuvenate at Island Flow Yoga.

For maps, photos, traveler tips, and tourist information, read Islamorada online trip itinerary maker.

Islamorada is just a stone's throw from Key Largo. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Marathon.

Things to do in Islamorada

Parks · Wildlife · Nature · Outdoors

4
nights
Marathon

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.
Family-friendly places like The Turtle Hospital and Dolphin Research Center will thrill your kids. You'll discover tucked-away gems like Seven Mile Bridge and Fishing Charters & Tours. You'll find plenty of places to visit near Marathon: Everglades National Park (Nike Missile Site HM-69, Gumbo Limbo Trail, &more) and Sugarloaf Key Bat Tower (in Sugarloaf). There's still lots to do: see the interesting displays at Crane Point Museum & Nature Center, observe the fascinating underwater world at Florida Keys Aquarium Encounters, tour the pleasant surroundings at Sombrero Beach, and enjoy the sand and surf at Bahia Honda State Park.

For more things to do, other places to visit, traveler tips, and tourist information, read our Marathon trip planner.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In January in Marathon, expect temperatures between 77°F during the day and 66°F at night. Finish your sightseeing early on the 27th (Wed) so you can drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Trails

Side Trips

4
nights
Key West

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.
Discover out-of-the-way places like Dry Tortugas National Park and Key West Garden Club. Attractions like U.S. Coast Guard Cutter Ingham Maritime Museum and The Ernest Hemingway Home and Museum make great kid-friendly stops. There's much more to do: tour the pleasant surroundings at West Martello Tower, discover the deep blue sea with a scuba or snorkeling tour, learn more about the world around you at Florida Keys Eco-Discovery Center, and get engrossed in the history at Truman Little White House.

To see maps, traveler tips, other places to visit, and more tourist information, read Key West planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. January in Key West sees daily highs of 76°F and lows of 66°F at night. Finish up your sightseeing early on the 31st (Sun) so you can travel back home.

Things to do in Key West

Parks · Nature · Historic Sites · Museums

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.