32 days in Florida Itinerary

32 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

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Route & dates

32 days in Florida Itinerary

Start: Toronto
Fly:  6​h 15​min
1
Miami
— 4 nights
Drive:  1​h 15​min
2
Key Largo
— 5 nights
Drive:  45​min
3
Islamorada
— 4 nights
Drive:  45​min
4
Marathon
— 4 nights
bus:  1​h 15​min
5
Key West
— 6 nights
ferry:  2​h 30​min
6
Marco Island
— 2 nights
Drive:  4​h 15​min
7
Orlando
— 6 nights
Fly:  7​h
End: Toronto

4
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.
You'll find plenty of places to visit near Miami: Everglades National Park (Shark Valley, Slough Slog, & more), JP Outfitters Inc. (in Hollywood) and iFLY Indoor Skydiving - Fort Lauderdale (in Davie). There's lots more to do: stroll through South Beach, get to know the fascinating history of Art Deco Historic District, wander the streets of Lincoln Road, and examine the collection at Vizcaya Museum and Gardens.

To find more things to do, ratings, where to stay, and more tourist information, read our Miami trip itinerary site .

Toronto, Canada to Miami is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. Prepare for somewhat warmer weather when traveling from Toronto in July: high temperatures in Miami hover around 38°C and lows are around 30°C. Finish your sightseeing early on the 14th (Sun) so you can drive to Key Largo.

Things to do in Miami

Parks Outdoors Nature

Side Trips

Miami Beach, Everglades National Park, Fairchild Tropical Botanic Garden, JP Outfitters Inc., iFLY Indoor Skydiving - Fort Lauderdale
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

5
nights
Key Largo

Key Largo ©
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.
When in Key Largo, make a side trip to see Anhinga Trail in Everglades National Park, approximately 48 minutes away. And it doesn't end there: take a tour by water with Boat Tours & Water Sports, get up close and personal with brilliant marine life at Dolphins Plus Marine Mammal Responder, see the vivid underwater world at Spiegel Grove, and glide through the air with a parasailing or paragliding tour.

To find reviews, more things to do, and tourist information, read Key Largo trip planner .

Traveling by car from Miami to Key Largo takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 37°C in July, and nighttime lows around 28°C. Wrap up your sightseeing on the 19th (Fri) to allow time to drive to Islamorada.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trip

Anhinga Trail
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Dolphins Plus Marine Mammal Responder ©
Scuba & Snorkeling

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, museums, beaches, and breweries & distilleries. Your plan includes some of its best attractions: get interesting insight from Tours, indulge your thirst for a good beer at Florida Keys Brewing Company, see the vivid underwater world at Alligator Reef Light House, and take a tour by water with Boat Tours & Water Sports.

To plan Islamorada vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Key Largo to Islamorada in an hour. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 39°C in July, and nighttime lows around 32°C. Finish up your sightseeing early on the 23rd (Tue) so you can go by car to Marathon.

Things to do in Islamorada

Outdoors Tours Adventure
Highlights from your plan
Fishing Charters & Tours
Stand-Up Paddleboarding
Parasailing & Paragliding

4
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.
Change things up with these side-trips from Marathon: Fishing Charters & Tours (in Cudjoe Key) and National Key Deer Refuge (in Big Pine Key). The adventure continues: immerse yourself in nature at Bahia Honda State Park, get all the information you need at Pigeon Key Foundation, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and take in the architecture and atmosphere at San Pablo Catholic Church.

To see reviews, maps, photos, and other tourist information, go to the Marathon day trip planner .

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In July in Marathon, expect temperatures between 39°C during the day and 32°C at night. Finish your sightseeing early on the 27th (Sat) to allow enough time to take a bus to Key West.

Things to do in Marathon

Wildlife Outdoors Parks

Side Trips

Big Pine Key, Fishing Charters & Tours
Highlights from your plan
National Key Deer Refuge ©
National Key Deer Refuge
Bahia Honda State Park ©
Bahia Honda State Park
Scuba & Snorkeling

6
nights
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.
Spend the 30th (Tue) exploring nature at Dry Tortugas National Park. There's lots more to do: examine the collection at The Ernest Hemingway Home and Museum, take a leisurely stroll along Mallory Square, take a memorable tour with Tours, and make a trip to Truman Little White House.

For traveler tips, photos, where to stay, and other tourist information, read Key West online trip itinerary maker .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In July, daily temperatures in Key West can reach 37°C, while at night they dip to 32°C. Wrap up your sightseeing on the 2nd (Fri) to allow time to ride a ferry to Marco Island.

Things to do in Key West

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

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. Kick off your visit on the 3rd (Sat): get some thrills out on the water with a waterskiing or jet-skiing adventure, then fly like a bird with a parasailing or paragliding tour, and then take a tour by water with Boat Tours & Water Sports. On the next day, get some thrills on the water with a speed boat tour, paddle through the water with a kayaking and canoeing tour, and then look for gifts at Keep In Touch.

To see where to stay, other places to visit, more things to do, and more tourist information, go to the Marco Island trip builder app .

Traveling by ferry from Key West to Marco Island takes 2.5 hours. Alternatively, you can drive. Traveling from Key West in August, plan for little chillier nights in Marco Island, with lows around 28°C. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to Orlando.

Things to do in Marco Island

Outdoors Tours Adventure

Side Trip

Speed Boats Tours
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Parasailing & Paragliding

6
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: discover the magic at Walt Disney World Resort, find something for the whole family at Discovery Cove, try out the rides at Happily Ever After Fireworks, and get your game on at The Escape Game Orlando.

To find traveler tips, reviews, and tourist information, refer to the Orlando online road trip planner .

Traveling by car from Marco Island to Orlando takes 4.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect a daytime high around 39°C in August, and nighttime lows around 28°C. Finish up your sightseeing early on the 10th (Sat) so you can travel back home.

Things to do in Orlando

Theme Parks Parks Beaches

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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