30 days in Florida Itinerary

30 days in Florida Itinerary

Created using Inspirock Florida trip planner

Plan created by another user. Make it yours

Route & dates

1
Miami Beach
— 1 night
2
Islamorada
— 2 nights
3
Marathon
— 2 nights
4
Key West
— 4 nights
5
Marco Island
— 2 nights
6
Naples
— 3 nights
7
Crystal River
— 2 nights
8
Orlando
— 4 nights
9
St. Augustine
— 4 nights
10
Panama City Beach
— 5 nights

1
night
Miami Beach

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.
Kick off your visit on the 1st (Sun): wander the streets of Lincoln Road, get a taste of the local shopping with Aventura Mall, and then see the interesting displays at Lock & Load Museum. Here are some ideas for day two: kick back and relax at Hollywood Beach, thenadmire the landmark architecture of Art Deco Historic District, and then take a stroll through Collins Avenue.

To find ratings, other places to visit, traveler tips, and more tourist information, use the Miami Beach itinerary app.

Miami to Miami Beach is an approximately half hour car ride. You can also take a bus. Expect a daytime high around °F in September, and nighttime lows around °F. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to Islamorada.

Things to do in Miami Beach

Shopping Neighborhoods Parks

Side Trips

Hollywood Beach, Lock & Load Museum, Aventura Mall
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Hollywood Beach ©
Hollywood Beach
Art Deco Historic District ©
Art Deco Historic District

2
nights
Islamorada

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 3rd (Tue): discover the deep blue sea with a scuba or snorkeling tour, thenget interesting insight from Tours, and then sample the tasty concoctions at Islamorada Brewery & Distillery. Get ready for a full day of sightseeing on the 4th (Wed): glide through the air with a parasailing or paragliding tour, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, thentake an in-depth tour of History of Diving Museum, thentake in the exciting artwork at Pasta Pantaleo Signature Gallery, and finally view the masterpieces at Lobster Trap Art Gift Shop and Gallery.

To find ratings, where to stay, photos, and other tourist information, use the Islamorada journey planning site.

You can drive from Miami Beach to Islamorada in 2 hours. Another option is to take a bus. In September in Islamorada, expect temperatures between °F during the day and °F at night. Finish up your sightseeing early on the 4th (Wed) so you can go by car to Marathon.

Things to do in Islamorada

Tours Outdoors Wildlife

Side Trip

Key Largo
Highlights from your plan
Fishing Charters & Tours
Florida Keys Wild Bird Rehabilitation Center ©
Parasailing & Paragliding

2
nights
Marathon

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 5th (Thu): kick back and relax at Sombrero Beach, thenidentify plant and animal life at The Turtle Hospital, and then stroll through Bahia Honda State Park. Get ready for a full day of sightseeing on the next day: see what you can catch with a fishing tour, look for all kinds of wild species at Dolphin Research Center, and then take in the views from Seven Mile Bridge.

To find maps, traveler tips, other places to visit, and tourist information, read Marathon trip itinerary planning website.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In September, plan for daily highs up to °F, and evening lows to °F. Cap off your sightseeing on the 6th (Fri) early enough to go by car to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trip

Bahia Honda State Park
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Fishing Charters & Tours

4
nights
Key West

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.
Do some cultural sightseeing at Alan S. Maltz Gallery and U.S. Coast Guard Cutter Ingham Maritime Museum. Step off the beaten path and head to Dry Tortugas National Park and Dolphin & Whale Watching. There's lots more to do: get a taste of the local shopping with 7 Artists & Friends Gallery, stop by Isle Cook Key West, examine the collection at The Ernest Hemingway Home and Museum, and see some colorful creatures with a scuba or snorkeling tour.

For other places to visit, reviews, where to stay, and tourist information, read our Key West trip planner.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. September in Key West sees daily highs of °F and lows of °F at night. Cap off your sightseeing on the 10th (Tue) early enough to catch the ferry to Marco Island.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching

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 11th (Wed): get a dose of the wild on a nature and wildlife tour, take a memorable tour with Tours, and then look for gifts at Keep In Touch. On the next day, cast your line with a fishing tour, thensee majestic marine mammals with a dolphin and whale watching tour, and then shop like a local with Malenda Trick Art Gallery.

For more things to do, reviews, and other tourist information, read Marco Island tour builder website.

You can ride a ferry from Key West to Marco Island in 3.5 hours. Alternatively, you can drive. Traveling from Key West in September, Marco Island is little chillier at night with lows of °F. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Naples.

Things to do in Marco Island

Tours Outdoors Wildlife

Side Trip

Nature & Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
Nature & Wildlife Tours
Fishing Charters & Tours

3
nights
Naples

Naples ©
Visiting Lowdermilk Beach and Waterskiing & Jetskiing will get you outdoors. Discover out-of-the-way places like Lovers Key State Park and Dolphin & Whale Watching. You'll find plenty of places to visit near Naples: Edison and Ford Winter Estates (in Fort Myers) and Miromar Outlets between Naples & Fort Myers (in Estero).

To see other places to visit, traveler tips, and other tourist information, go to the Naples route planning website.

Drive from Marco Island to Naples in an hour. In September, daily temperatures in Naples can reach °F, while at night they dip to °F. Finish up your sightseeing early on the 15th (Sun) so you can go by car to Crystal River.

Things to do in Naples

Parks Outdoors Wildlife

Side Trips

Fort Myers Beach, Edison and Ford Winter Estates, Miromar Outlets between Naples & Fort Myers
Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Dolphin & Whale Watching
Lovers Key State Park ©
Lovers Key State Park

2
nights
Crystal River

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 16th (Mon), glide peacefully along the water with some of the best stand-up paddleboarding in the area and then see some colorful creatures with a scuba or snorkeling tour. On the next day, admire the majestic nature at Ellie Schiller Homosassa Springs Wildlife State Park.

To see other places to visit, ratings, traveler tips, and tourist information, read Crystal River sightseeing planner.

Traveling by car from Naples to Crystal River takes 4.5 hours. Alternatively, you can take a bus; or take a bus. Plan for little chillier nights when traveling from Naples in September since evenings lows in Crystal River dip to °F. Cap off your sightseeing on the 17th (Tue) early enough to go by car to Orlando.

Things to do in Crystal River

Tours Outdoors Wildlife

Side Trip

Ellie Schiller Homosassa Springs Wildlife State Park
Highlights from your plan
Stand-Up Paddleboarding
Scuba & Snorkeling

4
nights
Orlando

Orlando ©
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.
Your inner history buff will appreciate Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. Your cultural itinerary includes sights like International Drive and Charles Hosmer Morse Museum of American Art. Get out of town with these interesting Orlando side-trips: Fishing Charters & Tours (in Port Canaveral) and Cocoa Beach (Ron Jon Surf Shop & Cocoa Beach). Next up on the itinerary: revel in the low prices at Orlando Vineland Premium Outlets, take in the exciting artwork at Timothy's Gallery, and take in a show at Happily Ever After Fireworks.

To find more things to do, photos, traveler tips, and other tourist information, use the Orlando trip planner.

Getting from Crystal River to Orlando by car takes about 2 hours. Other options: take a bus; or do a combination of bus and train. In September, daily temperatures in Orlando can reach °F, while at night they dip to °F. Cap off your sightseeing on the 21st (Sat) early enough to go by car to St. Augustine.

Things to do in Orlando

Shopping Outdoors Beaches

Side Trips

Winter Park, Cocoa Beach, Fishing Charters & Tours, Ponce de Leon Inlet Lighthouse & Museum, Stetson Mansion
Highlights from your plan
International Drive ©
International Drive
Stetson Mansion ©
Stetson Mansion
Fishing Charters & Tours

4
nights
St. Augustine

St. Augustine ©
St. You'll explore and learn at Lightner Museum and High Tide Gallery Art & Gifts. You'll enjoy a bit of beach vacationing at St. Augustine Beach and Beach at Daytona Beach. Go for a jaunt from St. Augustine to Ormond Beach to see Ormond Beach about 56 minutes away. Spend the 23rd (Mon) exploring nature at Fort Matanzas National Monument. Next up on the itinerary: take in the spiritual surroundings of Cathedral Basilica of St. Augustine, enjoy the sand and surf at Vilano Beach, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, and pause for some serene contemplation at Memorial Presbyterian Church.

For photos, reviews, other places to visit, and more tourist information, use the St. Augustine trip planning tool.

You can drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. Expect a daytime high around °F in September, and nighttime lows around °F. Finish up your sightseeing early on the 25th (Wed) so you can go by car to Panama City Beach.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Beach at Daytona Beach, Ormond Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Ormond Beach ©
Ormond Beach

5
nights
Panama City Beach

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Get outdoors at Scuba & Snorkeling and Swim with Dolphins. Eschew the tourist crowds and head to St. Andrews State Park and Santa Rosa Beach. You'll find plenty of places to visit near Panama City Beach: The Blue Giraffe (in Santa Rosa Beach), Fusion Art Glass Gallery (in Seaside) and Navarre Beach (in Navarre). There's still lots to do: enjoy the sand and surf at Henderson Beach State Park, view the masterpieces at Panama City CENTER for the ARTS, get up close to creatures of the deep with a dolphin and whale watching tour, and take advantage of the amenities at Panama City Beach.

To find more things to do, reviews, and more tourist information, you can read our Panama City Beach road trip planner.

Traveling by car from St. Augustine to Panama City Beach takes 5.5 hours. Alternatively, you can fly. In September, daytime highs in Panama City Beach are °F, while nighttime lows are °F. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Panama City Beach

Outdoors Beaches Parks

Side Trips

Santa Rosa Beach, 30A Farmers Market, Henderson Beach State Park, Fusion Art Glass Gallery, Panama City CENTER for the ARTS
Highlights from your plan
Swim with Dolphins
Navarre Beach ©
Navarre Beach
Scuba & Snorkeling

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