31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida journey planner

Plan created by another user. Make it yours
Drive
1
St. Augustine
— 3 nights
Drive
2
Daytona Beach
— 2 nights
Drive
3
Orlando
— 5 nights
Drive
4
Sarasota
— 4 nights
Drive
5
Sanibel Island
— 2 nights
Drive
6
Naples
— 3 nights
Drive
7
Marco Island
— 2 nights
Drive
8
Key Largo
— 2 nights
Drive
9
Islamorada
— 1 night
Drive
10
Marathon
— 3 nights
Drive
11
Key West
— 3 nights
Fly

S M T W T F S
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6

3
nights
St. Augustine

St. Step off the beaten path and head to Fort Clinch State Park and Cathedral Basilica of St. Augustine. Kids will appreciate attractions like St. Augustine Wild Reserve and Flagler College. Explore St. Augustine's surroundings by going to Jacksonville Zoo & Gardens (in Jacksonville), Washington Oaks Gardens State Park (in Palm Coast) and Amelia Island Historic District (in Amelia Island). There's lots more to do: make a trip to St. George Street, admire the striking features of Old Jail, see the interesting displays at Lightner Museum, and identify plant and animal life at St. Augustine Alligator Farm Zoological Park.

For ratings, traveler tips, and other tourist information, use the St. Augustine vacation maker site.

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. Expect a bit cooler 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 4th (Mon) to allow enough time to drive to Daytona Beach.

Things to do in St. Augustine

Historic Sites · Parks · Outdoors · Beaches

Side Trips

2
nights
Daytona Beach

The World's Most Famous Beach

The iconic seaside destination of Daytona Beach once supported sugar mill plantations, but now entertains up to 8 million visitors a year.
Start off your visit on the 5th (Tue): enjoy the sand and surf at Beach at Daytona Beach, kick back and relax at Ormond Beach, then get up close and personal with brilliant marine life at Marine Science Center, and finally get up close to creatures of the deep with a dolphin and whale watching tour. On your second day here, walk around Blue Spring State Park, steep yourself in history at Stetson Mansion, bet on your favorite at Daytona International Speedway, then stop by Angell & Phelps Chocolate Factory, and finally visit a coastal fixture at Ponce de Leon Inlet Lighthouse & Museum.

To find where to stay, maps, ratings, and more tourist information, go to the Daytona Beach online trip itinerary builder.

Traveling by car from St. Augustine to Daytona Beach takes 1.5 hours. Alternatively, you can take a bus. In January in Daytona Beach, expect temperatures between 69°F during the day and 50°F at night. Finish your sightseeing early on the 6th (Wed) to allow enough time to drive to Orlando.

Things to do in Daytona Beach

Parks · Outdoors · Beaches · Historic Sites

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.
Eschew the tourist crowds and head to Ellie Schiller Homosassa Springs Wildlife State Park and Pandora – The World of Avatar. Bring the kids along to Disney's Boardwalk and Crystal River. Explore Orlando's surroundings by going to Three Sisters Springs (in Crystal River) and Wild Florida Airboats (in Kenansville). There's still lots to do: contemplate in the serene atmosphere at Basilica of the National Shrine of Mary, Queen of the Universe, make a trip to Cinderella Castle, look for gifts at World of Disney, and find something for the whole family at Fun Spot America.

To see other places to visit, reviews, ratings, and other tourist information, refer to the Orlando vacation builder app.

Traveling by car from Daytona Beach to Orlando takes an hour. Alternatively, you can take a bus. In January, daily temperatures in Orlando can reach 71°F, while at night they dip to 52°F. Cap off your sightseeing on the 11th (Mon) early enough to go by car to Sarasota.

Things to do in Orlando

Theme Parks · Parks · Shopping · Wildlife

Side Trips

4
nights
Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. You'll visit kid-friendly attractions like Fort De Soto Park and Myakka River State Park. You'll explore the less-touristy side of things at Tampa Electric's Manatee Viewing Center and Ca d'Zan. Get out of town with these interesting Sarasota side-trips: St. Pete Beach (Pass-a-Grille & Saint Pete Beach), Caspersen Beach (in Venice) and Nokomis Beach (in Nokomis). And it doesn't end there: enjoy the sand and surf at Crescent Beach, tour the pleasant surroundings at Treasure Island Beach, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and get to know the fascinating history of Marie Selby Botanical Gardens.

To find out how to plan a trip to Sarasota, use our trip itinerary maker.

Traveling by car from Orlando to Sarasota takes 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In January, daytime highs in Sarasota are 72°F, while nighttime lows are 53°F. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Sanibel Island.

Things to do in Sarasota

Parks · Outdoors · Beaches · Shopping

Side Trips

2
nights
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 16th (Sat), take in nature's colorful creations at In The Garden, see the interesting displays at The Bailey-Matthews National Shell Museum, then stroll through Bowman's Beach, then enjoy the sand and surf at Blind Pass Beach Park, and finally enjoy the sand and surf at Captiva Beach. Get ready for a full day of sightseeing on the next day: see what you can catch with a fishing tour, play a few rounds at Sanibel Island Golf Club, then cruise along Sanibel Causeway, and finally visit a coastal fixture at Sanibel Island Lighthouse.

For where to stay, traveler tips, more things to do, and tourist information, you can read our Sanibel Island tour planner.

Traveling by car from Sarasota to Sanibel Island takes 2 hours. Alternatively, you can do a combination of bus and taxi. January in Sanibel Island sees daily highs of 75°F and lows of 56°F at night. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Naples.

Things to do in Sanibel Island

Outdoors · Parks · Beaches · Wildlife

Side Trip

3
nights
Naples

Kids will enjoy Naples Botanical Garden and Lowdermilk Beach. You'll discover tucked-away gems like Corkscrew Swamp and Manatee Park. Change things up with these side-trips from Naples: Fort Myers (Edison and Ford Winter Estates & Six Mile Cypress Slough Preserve), Fort Myers Beach (Dolphin & Whale Watching & Lovers Key State Park) and Bonita Springs (Bonita Springs Public Beach & Barefoot Beach Preserve).

To see where to stay, traveler tips, other places to visit, and more tourist information, you can read our Naples trip itinerary planner.

Drive from Sanibel Island to Naples in 1.5 hours. In January, daily temperatures in Naples can reach 75°F, while at night they dip to 58°F. Wrap up your sightseeing on the 20th (Wed) to allow time to 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 21st (Thu): take in the waterfront at Goodland Boating Park, get some thrills on the water with a speed boat tour, then grab your bike and head to Island Bike Shop- Marco Island, and finally enjoy the sand and surf at Tigertail Beach. On the 22nd (Fri), you'll have a packed day of sightseeing: stroll around Jane Hittler Park, enjoy the sand and surf at Keewaydin Island, then identify plant and animal life at Otter Mound Preserve, then enjoy the sand and surf at South Marco Beach, and finally indulge in some personalized pampering at some of the best spas.

To see ratings, photos, and tourist information, refer to the Marco Island travel itinerary planner.

Marco Island is just a short distance from Naples. Expect slightly colder evenings in Marco Island when traveling from Naples in January, with lows around 53°F. Finish up your sightseeing early on the 22nd (Fri) so you can go by car to Key Largo.

Things to do in Marco Island

Parks · Outdoors · Beaches · Wildlife

Side Trip

2
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.
Start off your visit on the 23rd (Sat): get close to the beloved marine mammals with a swim-with-the-dolphins experience, surround yourself with nature on Capt. Sterling's Everglades Eco-Tours, then look for all kinds of wild species at Molasses Reef, and finally identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center. On the 24th (Sun), you'll have a packed day of sightseeing: step aboard African Queen Canal Cruise, stop by Robert Is Here, identify plant and animal life at Anhinga Trail, then identify plant and animal life at Everglades Alligator Farm, and finally get some fabulous bargains at Florida Keys Outlet Marketplace.

To find more things to do, traveler tips, where to stay, and other tourist information, read our Key Largo trip planner.

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. Traveling from Marco Island in January, you can expect nighttime temperatures to be somewhat warmer in Key Largo, with lows of 61°F. Wrap up your sightseeing on the 24th (Sun) early enough to drive to Islamorada.

Things to do in Key Largo

Wildlife · Outdoors · Parks · Tours

Side Trips

1
night
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.
Kick off your visit on the 25th (Mon): enjoy the sand and surf at Anne's Beach, explore the striking landscape at Windley Key Fossil Reef Geological State Park, then take a tour by water with Theater of the Sea, then get engrossed in the history at History of Diving Museum, and finally soothe aching muscles at Island Flow Yoga.

To see photos, other places to visit, and tourist information, go to the Islamorada trip itinerary planner.

Islamorada is very close to Key Largo. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Finish up your sightseeing early on the 25th (Mon) so you can go by car to Marathon.

Things to do in Islamorada

Wildlife · Outdoors · Tours · Parks

3
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.
You'll explore the less-touristy side of things at The Turtle Hospital and Crane Point Museum & Nature Center. You'll visit kid-friendly attractions like Dolphin Research Center and Sombrero Beach. The adventure continues: snap pictures at Seven Mile Bridge, see what you can catch with a fishing tour, relax and rejuvenate at some of the top local wellness centers, and tour the pleasant surroundings at Bahia Honda State Park.

To find where to stay, reviews, traveler tips, and tourist information, read our Marathon online trip itinerary builder.

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In January in Marathon, expect temperatures between 77°F during the day and 66°F at night. You will have some time to spend on the 28th (Thu) before leaving for Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

3
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.
You'll visit kid-friendly attractions like Dry Tortugas National Park and U.S. Coast Guard Cutter Ingham Maritime Museum. Eschew the tourist crowds and head to Saint Mary Star of the Sea and St. Paul's Episcopal Church. There's lots more to do: go for a walk through West Martello Tower, add some adventure to your tour with a kayaking and canoeing tour, see the interesting displays at Mel Fisher Maritime Heritage Museum, and indulge in some personalized pampering at some of the best spas.

For maps, where to stay, ratings, and other tourist information, use the Key West trip tool.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In January in Key West, expect temperatures between 76°F during the day and 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 · Historic Sites · Nature · 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.