19 days in Florida Itinerary

19 days in Florida Itinerary

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Route & dates

19 days in Florida Itinerary

Start: Toronto
Fly + taxi:  8​h
1
Pensacola Beach
— 1 night
Drive:  1​h 15​min
2
Destin
— 1 night
Drive:  1​h 15​min
3
Panama City Beach
— 2 nights
Drive:  5​h 30​min
4
St. Augustine
— 2 nights
Drive:  2​h
5
Orlando
— 2 nights
Drive:  2​h 30​min
6
Siesta Key
— 1 night
Drive:  1​h 30​min
7
Clearwater
— 2 nights
+2
bus + foot + Fly:  3​h
8
Key West
— 2 nights
bus:  45​min
9
Big Pine Key
— 1 night
bus:  4​h 30​min
10
Everglades National Park
— 2 nights
bus:  3​h 15​min
11
Miami Beach
— 2 nights
Fly:  6​h 30​min
End: Toronto

1
night
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. On the 16th (Thu), steep yourself in history at Fort Pickens.

For maps, traveler tips, reviews, and other tourist information, read our Pensacola Beach route maker website .

Toronto, Canada to Pensacola Beach is an approximately 8-hour combination of flight and taxi. You can also do a combination of flight and bus; or drive. Traveling from Toronto to Pensacola Beach, you'll gain 1 hour due to the time zone difference. In August, Pensacola Beach is somewhat warmer than Toronto - with highs of 38°C and lows of 28°C. Cap off your sightseeing on the 17th (Fri) early enough to go by car to Destin.

Things to do in Pensacola Beach

Outdoors Beaches Parks

Side Trip

Navarre Beach
Highlights from your plan
Navarre Beach ©
Navarre Beach
Pensacola Beach ©
Pensacola Beach
Fort Pickens Area ©
Fort Pickens Area

1
night
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Kick off your visit on the 18th (Sat): contemplate the waterfront views at Destin Harbor, then race across the water with a speed boat tour, and then enjoy the sand and surf at Henderson Beach State Park.

To find where to stay, ratings, traveler tips, and other tourist information, read Destin tour planning app .

Getting from Pensacola Beach to Destin by car takes about 1.5 hours. In August in Destin, expect temperatures between 37°C during the day and 29°C at night. Finish your sightseeing early on the 18th (Sat) so you can drive to Panama City Beach.

Things to do in Destin

Nature Parks Outdoors
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Destin Harbor ©
Destin Harbor

2
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.
On the 19th (Sun), admire the majestic nature at St. Andrews State Park, get up close to creatures of the deep with a dolphin and whale watching tour, and then enjoy the sand and surf at Panama City Beach.

To see maps, where to stay, other places to visit, and more tourist information, read Panama City Beach trip itinerary planning app .

You can drive from Destin to Panama City Beach in 1.5 hours. Another option is to do a combination of taxi and bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In August, daytime highs in Panama City Beach are 38°C, while nighttime lows are 27°C. Finish up your sightseeing early on the 20th (Mon) so you can go by car to St. Augustine.

Things to do in Panama City Beach

Outdoors Beaches Parks
Highlights from your plan
Panama City Beach ©
Panama City Beach
St. Andrews State Park ©
St. Andrews State Park
Dolphin & Whale Watching

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 20th (Mon), identify plant and animal life at St. Augustine Wild Reserve and then take in the architecture and atmosphere at Memorial Presbyterian Church.

To find ratings, maps, traveler tips, and tourist information, use the St. Augustine online trip planner .

You can drive from Panama City Beach to St. Augustine in 5.5 hours. Other options are to do a combination of taxi and bus; or do a combination of taxi, flight, and bus. Expect a daytime high around 37°C in August, and nighttime lows around 28°C. Finish your sightseeing early on the 22nd (Wed) so you can drive to Orlando.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trip

Jacksonville Beach
Highlights from your plan
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
St. Augustine Beach ©
St. Augustine Beach
Jacksonville Beach ©
Jacksonville Beach

2
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.
Pack the 23rd (Thu) with family-friendly diversions at Walt Disney World Resort. Have a day of magic on the 22nd (Wed) at Disney's Animal Kingdom. It doesn't end there: find something for the whole family at Universal's Islands of Adventure.

For ratings, reviews, more things to do, and more tourist information, you can read our Orlando trip itinerary planning app .

Drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. August in Orlando sees daily highs of 39°C and lows of 28°C at night. Wrap up your sightseeing on the 24th (Fri) early enough to drive to Siesta Key.

Things to do in Orlando

Theme Parks Wildlife Parks
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Disney's Animal Kingdom ©
Disney's Animal Kingdom

1
night
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Kick off your visit on the 25th (Sat): enjoy the sand and surf at Venice Beach, stroll through Crescent Beach, and then kick back and relax at Siesta Beach.

To see ratings, other places to visit, and more tourist information, you can read our Siesta Key online road trip planner .

Traveling by car from Orlando to Siesta Key takes 2.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In August, daily temperatures in Siesta Key can reach 38°C, while at night they dip to 28°C. Finish your sightseeing early on the 25th (Sat) so you can drive to Clearwater.

Things to do in Siesta Key

Outdoors Beaches Parks

Side Trip

Venice Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
Crescent Beach ©
Crescent Beach
Venice Beach ©
Venice Beach

2
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.
On the 26th (Sun), enjoy the sand and surf at Clearwater Beach, don't miss a visit to Philippe Park, and then enjoy the sand and surf at Sunset Beach.

For reviews, more things to do, traveler tips, and more tourist information, read our Clearwater journey planning app .

Drive from Siesta Key to Clearwater in 1.5 hours. Alternatively, you can take a bus. In August in Clearwater, expect temperatures between 38°C during the day and 29°C at night. Wrap up your sightseeing on the 27th (Mon) early enough to travel to Key West.

Things to do in Clearwater

Parks Outdoors Beaches

Side Trips

Sunset Beach, Philippe Park
Highlights from your plan
Clearwater Beach ©
Clearwater Beach
Philippe Park ©
Philippe Park

2
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.
On the 27th (Mon), examine the collection at The Ernest Hemingway Home and Museum, immerse yourself in nature at Fort Zachary Taylor, and then stroll the grounds of Key West Cemetery. On your second day here, admire the natural beauty at Audubon House & Tropical Gardens, get engrossed in the history at Truman Little White House, then identify plant and animal life at Key West Butterfly & Nature Conservatory, and finally see majestic marine mammals with a dolphin and whale watching tour.

To see more things to do, reviews, other places to visit, and tourist information, you can read our Key West holiday maker website .

You can do a combination of taxi and flight from Clearwater to Key West in 3 hours. Other options are to drive; or do a combination of bus, taxi, and ferry. In August, plan for daily highs up to 37°C, and evening lows to 31°C. Finish your sightseeing early on the 29th (Wed) so you can drive to Big Pine Key.

Things to do in Key West

Outdoors Historic Sites Wildlife
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dolphin & Whale Watching

1
night
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. On the 29th (Wed), look for all kinds of wild species at National Key Deer Refuge, immerse yourself in nature at Bahia Honda State Park, and then stroll through Sombrero Beach.

To see more things to do, other places to visit, where to stay, and other tourist information, you can read our Big Pine Key travel itinerary planner.

Drive from Key West to Big Pine Key in an hour. Alternatively, you can take a bus. In August, daytime highs in Big Pine Key are 39°C, while nighttime lows are 31°C. Wrap up your sightseeing on the 30th (Thu) early enough to take a bus to Everglades National Park.

Things to do in Big Pine Key

Parks Outdoors Beaches

Side Trip

Sombrero Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Sombrero Beach ©
Sombrero Beach

2
nights
Everglades National Park

Everglades National Park ©
A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S.
Start off your visit on the 30th (Thu): appreciate the views at Shark Valley. Here are some ideas for day two: tour the pleasant surroundings at Gumbo Limbo Trail, explore the activities along Slough Slog, and then look for all kinds of wild species at Anhinga Trail.

To find more things to do, reviews, where to stay, and more tourist information, go to the Everglades National Park tour planner.

Getting from Big Pine Key to Everglades National Park by bus takes about 4.5 hours. In August, plan for daily highs up to 39°C, and evening lows to 31°C. Wrap up your sightseeing on the 1st (Sat) early enough to travel to Miami Beach.

Things to do in Everglades National Park

Parks Outdoors Trails
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Anhinga Trail ©
Anhinga Trail
Gumbo Limbo Trail ©
Gumbo Limbo Trail

2
nights
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.
Escape the urban bustle at South Beach and Haulover Beach Park. Your cultural itinerary includes sights like Lincoln Road and Vizcaya Museum and Gardens. Step out of Miami Beach with an excursion to Aventura Mall in Aventura--about 34 minutes away. Next up on the itinerary: get to know the fascinating history of Art Deco Historic District, stroll through Matheson Hammock Park, don't miss a visit to Bayside Marketplace, and admire the landmark architecture of Freedom Tower.

For where to stay, ratings, maps, and tourist information, refer to the Miami Beach attractions planner .

You can take a bus from Everglades National Park to Miami Beach in 3.5 hours. In September in Miami Beach, expect temperatures between 37°C during the day and 29°C at night. Wrap up your sightseeing on the 3rd (Mon) to allow time to travel back home.

Things to do in Miami Beach

Parks Shopping Neighborhoods

Side Trips

Miami, Aventura Mall, Haulover Beach Park
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens

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