61 days in Florida Itinerary

61 days in Florida Itinerary

Created using Inspirock Florida Trip Planner

This plan was created by another user. Make it your plan

Route & dates

61 days in Florida Itinerary

Start: Toronto
Fly:  6​h 30​min
1
Orlando
— 5 nights
Drive:  2​h
2
St. Augustine
— 6 nights
Drive:  4​h 15​min
3
Sarasota
— 3 nights
Drive:  2​h
4
Sanibel Island
— 4 nights
Drive:  1​h 15​min
5
Naples
— 3 nights
Drive:  2​h 45​min
6
West Palm Beach
— 3 nights
Drive:  1​h 15​min
7
Miami
— 5 nights
Fly:  2​h 30​min
8
Key West
— 4 nights
Bus:  1​h 15​min
9
Marathon, Florida Keys
— 3 nights
Shuttle + Fly:  5​h 15​min
10
Tallahassee
— 3 nights
Drive:  2​h 15​min
11
Port Saint Joe
— 2 nights
Drive:  1​h 15​min
12
Panama City Beach
— 4 nights
Drive:  1​h 15​min
13
Destin
— 3 nights
Drive:  1​h 15​min
14
Pensacola
— 3 nights
+2
Fly + Foot + Bus:  6​h 15​min
15
Clearwater
— 5 nights
Drive:  1​h 45​min
16
Lake Wales
— 2 nights
Drive:  2​h
17
Merritt Island
— 1 night
Fly:  8​h 15​min
End: Toronto

5
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.
Visit Ponce de Leon Inlet Lighthouse & Museum and Coronado Community United Methodist Church for their historical value. Get in touch with nature at Beach at Daytona Beach and Cocoa Beach. Explore the numerous day-trip ideas around Orlando: Lighthouse Point Park (in Ponce Inlet), The Casements (in Ormond Beach) and Daytona Beach (MOAS - Museum of Arts and Sciences & Halifax Historical Museum). And it doesn't end there: explore the world behind art at Charles Hosmer Morse Museum of American Art, soothe aching muscles at Beach Pole Fitness, get in on the family fun at Universal Orlando Resort, and try out the rides at Discovery Cove.

For reviews, ratings, other places to visit, and tourist information, go to the Orlando trip planner.

Toronto, Canada to Orlando is an approximately 6.5-hour flight. You can also do a combination of bus and flight; or drive. Prepare for a bit warmer weather when traveling from Toronto in September: high temperatures in Orlando hover around 37°C and lows are around 27°C. Finish your sightseeing early on the 6th (Sun) so you can drive to St. Augustine.

Things to do in Orlando

Parks Outdoors Beaches

Side Trips

Daytona Beach, Ponce Inlet, Beach Pole Fitness, Coronado Community United Methodist Church, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Beach at Daytona Beach ©
Beach at Daytona Beach

6
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Your inner history buff will appreciate Fort Matanzas National Monument and The Oldest House Museum Complex. Get some cultural insight at St. Augustine Pirate & Treasure Museum and St. Augustine Lighthouse & Maritime Museum, Inc.. Get out of town with these interesting St. Augustine side-trips: Jacksonville Beach (South Beach Park and Sunshine Playground & Jacksonville Beach) and Jacksonville (Atlantic Beach & Kathryn Abbey Hanna Park). There's much more to do: tour the pleasant surroundings at Vilano Beach, stop by High Tide Gallery Art & Gifts, contemplate the long history of Colonial Quarter, and learn about all things military at Spanish Military Hospital Museum.

To find photos, ratings, where to stay, and more tourist information, go to the St. Augustine trip itinerary planning tool .

You can drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 34°C, and evening lows to 26°C. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Sarasota.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trips

Jacksonville Beach, Jacksonville
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Vilano Beach ©
Vilano Beach

3
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Your cultural itinerary includes sights like De Soto National Memorial and Ca d'Zan. Explore hidden gems such as Crescent Beach and Lido Beach. When in Sarasota, make a side trip to see Caspersen Beach in Venice, approximately Venice away. The adventure continues: stroll through Siesta Beach and take an in-depth tour of The Ringling.

To find reviews, ratings, where to stay, and other tourist information, read our Sarasota trip itinerary maker site .

You can drive from St. Augustine to Sarasota in 4.5 hours. Other options are to take a bus; or do a combination of bus and flight. In September, daytime highs in Sarasota are 37°C, while nighttime lows are 27°C. Cap off your sightseeing on the 15th (Tue) early enough to go by car to Sanibel Island.

Things to do in Sarasota

Outdoors Parks Beaches

Side Trips

Siesta Key, Caspersen Beach, De Soto National Memorial
Highlights from your plan
De Soto National Memorial ©
De Soto National Memorial
Crescent Beach ©
Crescent Beach
Caspersen Beach ©
Caspersen Beach

4
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Discover out-of-the-way places like Bowman's Beach and Fort Myers Beach. Step out of the city life by going to Blind Pass Beach Park and J.N. "Ding" Darling National Wildlife Refuge. Go for a jaunt from Sanibel Island to Fort Myers to see Edison and Ford Winter Estates about 42 minutes away. The adventure continues: see the interesting displays at The Bailey-Matthews National Shell Museum, get lost in a book at Sanibel Public Library, steep yourself in history at Sanibel Historical Museum and Village, and stroll around Gulfside Beach.

To find more things to do, reviews, maps, and other tourist information, you can read our Sanibel Island route planner.

Drive from Sarasota to Sanibel Island in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 38°C in September, and nighttime lows around 27°C. Finish up your sightseeing early on the 19th (Sat) so you can go by car to Naples.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Edison and Ford Winter Estates, Fort Myers Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates
Blind Pass Beach Park ©
Blind Pass Beach Park

3
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. On the 20th (Sun), kick back and relax at Vanderbilt Beach, enjoy the sand and surf at Clam Pass Park, and then pause for some serene contemplation at Celebration Community Beach Church. Here are some ideas for day two: enjoy the sand and surf at Lowdermilk Beach and then kick back and relax at Tigertail Beach.

To see photos, ratings, traveler tips, and other tourist information, use the Naples driving holiday planner .

Traveling by car from Sanibel Island to Naples takes 1.5 hours. Expect a daytime high around 37°C in September, and nighttime lows around 28°C. Wrap up your sightseeing by early afternoon on the 22nd (Tue) to allow enough time to drive to West Palm Beach.

Things to do in Naples

Parks Outdoors Beaches

Side Trips

Tigertail Beach, Vanderbilt Beach
Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Tigertail Beach ©
Tigertail Beach
Collier Museum at Government Center ©

3
nights
West Palm Beach

West Palm Beach ©
With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
Visit John D. MacArthur Beach State Park and Jupiter Dog Beach for some beach relaxation. Your inner history buff will appreciate Bethesda by the Sea and Ann Norton Sculpture Gardens. Take a break from West Palm Beach with a short trip to Morikami Museum & Japanese Gardens in Delray Beach, about 36 minutes away. And it doesn't end there: look for all kinds of wild species at Loggerhead Marinelife Center, enjoy the sand and surf at Riviera Municipal Beach, and get some fabulous bargains at Palm Beach Outlets.

To find more things to do, photos, and other tourist information, read our West Palm Beach trip tool .

You can drive from Naples to West Palm Beach in 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. In September in West Palm Beach, expect temperatures between 37°C during the day and 28°C at night. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to Miami.

Things to do in West Palm Beach

Parks Outdoors Beaches

Side Trips

Morikami Museum & Japanese Gardens, Loggerhead Marinelife Center, Riviera Municipal Beach, Jupiter Dog Beach, John D. MacArthur Beach State Park
Highlights from your plan
John D. MacArthur Beach State Park ©
John D. MacArthur Beach State Park
Morikami Museum & Japanese Gardens ©
Loggerhead Marinelife Center ©
Loggerhead Marinelife Center

5
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Vizcaya Museum and Gardens and Art Deco Historic District are good opportunities to explore the local culture. Bonnet House Museum and Gardens and Lowe Art Museum will appeal to museum buffs. Explore the numerous day-trip ideas around Miami: Hollywood Beach (in Hollywood) and Fort Lauderdale (Fort Lauderdale Beach Park, International Swimming Hall of Fame, &more). And it doesn't end there: immerse yourself in nature at Bill Baggs Cape Florida State Park, stroll around Matheson Hammock Park, stroll through South Beach, and look for gifts at Perfect Gifts South Beach.

For where to stay, other places to visit, more things to do, and tourist information, go to the Miami online driving holiday planner .

You can drive from West Palm Beach to Miami in 1.5 hours. Other options are to take a bus; or take a train. Expect a daytime high around 38°C in September, and nighttime lows around 29°C. Finish your sightseeing early on the 30th (Wed) so you can travel to Key West.

Things to do in Miami

Parks Outdoors Beaches

Side Trips

Miami Beach, Fort Lauderdale, Hollywood Beach, Lowe Art Museum, Haulover Beach Park
Highlights from your plan
Hollywood Beach ©
Hollywood Beach
Bill Baggs Cape Florida State Park ©
Fort Lauderdale Beach Park ©
Fort Lauderdale Beach Park

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.
Explore hidden gems such as Dry Tortugas National Park and Simonton Street Beach. Visit Fort Zachary Taylor and Higgs Beach for some beach relaxation. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum, tour the pleasant surroundings at South Beach, explore the world behind art at Fort East Martello Museum, and enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

For other places to visit, traveler tips, maps, and other tourist information, refer to the Key West holiday builder tool .

Fly from Miami to Key West in 2.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In September in Key West, expect temperatures between 36°C during the day and 31°C at night. Finish your sightseeing early on the 4th (Sun) so you can take a bus to Marathon.

Things to do in Key West

Parks Outdoors Beaches
Highlights from your plan

3
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 5th (Mon): take in the architecture and atmosphere at San Pablo Catholic Church, then stroll through Sombrero Beach, and then kick back and relax at Bahia Honda State Park. Keep things going the next day: take an in-depth tour of History of Diving Museum, then enjoy the sand and surf at Harry Harris Park, and then kick back and relax at Anne's Beach.

Make your Marathon itinerary with Inspirock to find out what to see and where to go.

Take a bus from Key West to Marathon in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 36°C in October, and nighttime lows around 29°C. On the 7th (Wed), wrap the sightseeing up by early afternoon so you can travel to Tallahassee.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Islamorada, Bahia Honda State Park, Sunset Park Beach, Harry Harris Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
History of Diving Museum ©
History of Diving Museum
Sunset Park Beach ©
Sunset Park Beach

3
nights
Tallahassee

Tallahassee ©
Tallahassee is the capital of the U.S. Explore hidden gems such as Tallahassee Museum and Tallahassee Antique Car Museum. Get some cultural insight at Knott House Museum and St. Marks Lighthouse. There's lots more to do: identify plant and animal life at St. Marks National Wildlife Refuge, take an in-depth tour of Museum of Florida History, gain insight with Goodwood Museum and Gardens, and steep yourself in history at Mission San Luis de Apalachee.

To see photos, where to stay, reviews, and tourist information, read our Tallahassee holiday builder.

Traveling by combination of shuttle and flight from Marathon to Tallahassee takes 5.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Plan for little chillier nights when traveling from Marathon in October since evenings lows in Tallahassee dip to 18°C. Wrap up your sightseeing on the 10th (Sat) early enough to drive to Port Saint Joe.

Things to do in Tallahassee

Museums Historic Sites Wildlife
Highlights from your plan
Tallahassee Museum ©
Tallahassee Museum
St. Marks National Wildlife Refuge ©
Knott House Museum ©
Knott House Museum

2
nights
Port Saint Joe

Port Saint Joe ©
Port St. On the 11th (Sun), kick back and relax at Mexico Beach and then enjoy the sand and surf at St. Joseph Peninsula State Park. Get ready for a full day of sightseeing on the 12th (Mon): learn about all things military at Apalachicola Maritime Museum, take an in-depth tour of John Gorrie State Museum, and then see the interesting displays at The Raney House Museum.

To plan Port Saint Joe vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Tallahassee to Port Saint Joe by car takes about 2.5 hours. Other options: do a combination of bus and taxi. In October in Port Saint Joe, expect temperatures between 32°C during the day and 20°C at night. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Panama City Beach.

Things to do in Port Saint Joe

Parks Outdoors Beaches

Side Trips

Apalachicola, Mexico Beach
Highlights from your plan
St. Joseph Peninsula State Park ©
St. Joseph Peninsula State Park
Mexico Beach
Mexico Beach
The Raney House Museum
The Raney House Museum

4
nights
Panama City Beach

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.
You'll enjoy a bit of beach vacationing at St. Andrews State Park and Seaside Beach. Step out of the city life by going to Panama City Beach and Funpcb. Go for a jaunt from Panama City Beach to Point Washington to see Eden Gardens State Park about 36 minutes away. There's much more to do: do a tasting at Panama City Beach Winery, step off the mainland to explore Shell Island, enjoy the sand and surf at Carillon Beach, and see the interesting displays at Ripley's Believe It Or Not.

To see traveler tips, photos, maps, and more tourist information, use the Panama City Beach day trip app .

Traveling by car from Port Saint Joe to Panama City Beach takes 1.5 hours. In October in Panama City Beach, expect temperatures between 33°C during the day and 17°C at night. Finish up your sightseeing early on the 16th (Fri) so you can go by car to Destin.

Things to do in Panama City Beach

Parks Outdoors Beaches

Side Trips

Seaside Beach, Eden Gardens State Park, Carillon Beach
Highlights from your plan
St. Andrews State Park ©
St. Andrews State Park
Panama City Beach Winery ©
Panama City Beach Winery
Eden Gardens State Park ©
Eden Gardens State Park

3
nights
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Relax by the water at Henderson Beach State Park and Navarre Beach. Satisfy your inner culture vulture at Indian Temple Mound and Museum and Camp Walton Schoolhouse. Change things up with a short trip to Fusion Art Glass Gallery in Seaside (about 42 minutes away). There's much more to do: kick back and relax at Okaloosa Island, take in the waterfront activity at HarborWalk Marina, identify plant and animal life at Topsail Beach State Preserve, and tour the pleasant surroundings at Crystal Sands Beach.

To see photos, other places to visit, and other tourist information, use the Destin online attractions planner .

Getting from Panama City Beach to Destin by car takes about 1.5 hours. Other options: do a combination of bus and taxi. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Panama City Beach in October, Destin is somewhat warmer at night with lows of 22°C. Wrap up your sightseeing on the 19th (Mon) early enough to drive to Pensacola.

Things to do in Destin

Parks Outdoors Beaches

Side Trips

Fort Walton Beach, Fusion Art Glass Gallery, Topsail Beach State Preserve, Navarre Beach
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Navarre Beach ©
Navarre Beach
Topsail Beach State Preserve ©
Topsail Beach State Preserve

3
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
You'll get in some beach time at Pensacola Beach and Johnson Beach. Get some cultural insight at Pensacola Lighthouse and Museum and Historic Pensacola Village. There's much more to do: kick back and relax at Gulf Islands National Seashore, look for gifts at Blue Morning Gallery, stroll through Pensacola Beach Gulf Pier, and brush up on your military savvy at National Naval Aviation Museum.

To find reviews, photos, more things to do, and more tourist information, read our Pensacola day trip site .

You can drive from Destin to Pensacola in 1.5 hours. In October in Pensacola, expect temperatures between 32°C during the day and 20°C at night. Finish your sightseeing early on the 22nd (Thu) so you can travel to Clearwater.

Things to do in Pensacola

Parks Outdoors Beaches

Side Trip

Pensacola Beach
Highlights from your plan
Gulf Islands National Seashore ©
Gulf Islands National Seashore
Pensacola Beach ©
Pensacola Beach
Pensacola Lighthouse and Museum ©
Pensacola Lighthouse and Museum

5
nights
Clearwater

Clearwater ©
Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Do some cultural sightseeing at Pass-a-Grille and Indian Rocks Historical Museum. Relax by the water at Saint Pete Beach and Honeymoon Island State Park. Explore Clearwater's surroundings by going to The Dali Museum (in St. Petersburg), Fred Howard Park (in Tarpon Springs) and Body Works Salon & Spa (in St. Pete Beach). There's still lots to do: head off the coast to Caladesi Island State Park, kick back and relax at Clearwater Beach, get a tailor-made plan with Shrine of Saint Michael Taxiarchis, and tour the pleasant surroundings at Sunset Beach.

Find out how to plan Clearwater trip without stress by asking Inspirock to help create an itinerary.

Traveling by combination of flight and bus from Pensacola to Clearwater takes 6.5 hours. Alternatively, you can drive; or do a combination of taxi, flight, and bus. Traveling from Pensacola to Clearwater, you'll lose 1 hour due to the time zone difference. Traveling from Pensacola in October, plan for a bit warmer nights in Clearwater, with lows around 25°C. Finish your sightseeing early on the 27th (Tue) to allow enough time to drive to Lake Wales.

Things to do in Clearwater

Parks Outdoors Beaches

Side Trips

Tarpon Springs, St. Pete Beach, Dunedin, Pinellas County Heritage Village, The Dali Museum
Highlights from your plan
Honeymoon Island State Park ©
Honeymoon Island State Park
Saint Pete Beach ©
Saint Pete Beach
Caladesi Island State Park ©
Caladesi Island State Park

2
nights
Lake Wales

Lake Wales ©
Thick with lush greenery, Lake Wales embodies "old" Florida.
Kick off your visit on the 28th (Wed): take an in-depth tour of Lake Wales History Museum, then examine the collection at Polk County Historical Museum, then get active on the water at Paddleboard Winter Haven, and finally admire the natural beauty at Bok Tower Gardens. Get ready for a full day of sightseeing on the next day: make a splash at Legoland Florida Resort.

To see more things to do, other places to visit, traveler tips, and more tourist information, use the Lake Wales tour builder.

You can drive from Clearwater to Lake Wales in 2 hours. Other options are to do a combination of taxi and train; or take a bus. Expect little chillier evenings in Lake Wales when traveling from Clearwater in October, with lows around 22°C. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow enough time to drive to Merritt Island.

Things to do in Lake Wales

Theme Parks Museums Tours

Side Trips

Winter Haven, Polk County Historical Museum
Highlights from your plan
Legoland Florida Resort ©
Legoland Florida Resort
Polk County Historical Museum ©
Polk County Historical Museum
Lake Wales History Museum ©
Lake Wales History Museum

1
night
Merritt Island

Merritt Island ©
Merritt Island is a census-designated place in Brevard County, Florida, located on the eastern Floridian coast, along the Atlantic Ocean. Kick off your visit on the 30th (Fri): get engrossed in the history at Brevard Veterans Memorial Museum & Military Museum and then identify plant and animal life at Merritt Island National Wildlife Refuge.

To find maps, other places to visit, more things to do, and tourist information, use the Merritt Island sightseeing planner.

Traveling by car from Lake Wales to Merritt Island takes 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. Traveling from Lake Wales in October, plan for a bit warmer nights in Merritt Island, with lows around 26°C. Wrap up your sightseeing on the 30th (Fri) early enough to travel back home.

Things to do in Merritt Island

Wildlife Parks Museums
Highlights from your plan