60 days in Florida Itinerary

60 days in Florida Itinerary

Created using Inspirock Florida trip maker

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Route & dates

60 days in Florida Itinerary

Start: Blue Mountains
bus + Fly:  8​h 15​min
1
Orlando
— 7 nights
Drive:  2​h
2
St. Petersburg
— 6 nights
Drive:  2​h 45​min
3
Naples
— 6 nights
Drive:  45​min
4
Marco Island
— 5 nights
ferry:  2​h 30​min
5
Key West
— 7 nights
bus:  45​min
6
Big Pine Key
— 3 nights
Drive:  30​min
7
Marathon
— 6 nights
Drive:  45​min
8
Islamorada
— 7 nights
Drive:  45​min
9
Key Largo
— 6 nights
Drive:  1​h 15​min
10
Miami
— 6 nights
Fly + bus:  8​h 45​min
End: Blue Mountains

7
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, try out the rides at Happily Ever After Fireworks, test your problem-solving skills at The Escape Game Orlando, and get in on the family fun at Universal Orlando Resort.

For traveler tips, reviews, and more tourist information, go to the Orlando route app .

Blue Mountains, Canada to Orlando is an approximately 8.5-hour combination of car and flight. You can also drive. In March, Orlando is warmer than Blue Mountains - with highs of 30°C and lows of 17°C. Finish your sightseeing early on the 29th (Sun) to allow enough time to drive to St. Petersburg.

Things to do in Orlando

Theme Parks Parks Wildlife

Side Trips

Audubon Center for Birds of Prey, Tom West Blueberries, 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

6
nights
St. Petersburg

Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
Venture out of the city with trips to Tampa (Fishing Charters & Tours, Busch Gardens, & more), St. Nicholas Greek Orthodox Cathedral (in Tarpon Springs) and Sarasota (Sarasota National Cemetery, Siesta Key Rum, & more). The adventure continues: glide through the air with a parasailing or paragliding tour, see the interesting displays at Imagine Museum, explore the activities along Homosassa River, and enjoy some diversion at Tampa Bay Sporting Clays and Archery.

To find maps, photos, ratings, and tourist information, you can read our St. Petersburg online vacation planner .

Drive from Orlando to St. Petersburg in 2 hours. Alternatively, you can take a bus; or take a train. In March, daytime highs in St. Petersburg are 28°C, while nighttime lows are 19°C. Cap off your sightseeing on the 4th (Sat) early enough to go by car to Naples.

Things to do in St. Petersburg

Outdoors Tours Parks

Side Trips

Sarasota, Tampa, Clearwater, Tampa Bay Sporting Clays and Archery, Parasailing & Paragliding
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Parasailing & Paragliding

6
nights
Naples

Naples is a city in Collier County, Florida, United States. Change things up with these side-trips from Naples: Captain Jack Boat Tours (in Matlacha), Fort Myers (Edison and Ford Winter Estates & List Distillery) and Parasailing & Paragliding (in Fort Myers Beach). The adventure continues: cast your line with a fishing tour, get engrossed in the history at The Holocaust Museum & Education Center, browse the collection at Sanibel Public Library, and look for all kinds of wild species at Shy Wolf Sanctuary Education & Experience Center.

To find reviews, traveler tips, other places to visit, and tourist information, you can read our Naples trip planning app .

You can drive from St. Petersburg to Naples in 3 hours. Another option is to take a bus. In April, plan for daily highs up to 34°C, and evening lows to 22°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to drive to Marco Island.

Things to do in Naples

Outdoors Tours Wildlife

Side Trips

Fort Myers, St. Jude Nature Trail, Lorne's Art Gallery, Sanibel Public Library, Captain Jack Boat Tours
Highlights from your plan
Fishing Charters & Tours
Dolphin & Whale Watching
Revs Institute ©
Revs Institute

5
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. Explore the numerous day-trip ideas around Marco Island: Kirby Storter Roadside Park (in Ochopee) and Speed Boats Tours (in Everglades City). There's still lots to do: zoom along the surf with a waterskiing or jet-skiing adventure, take an in-depth tour of Marco Island Historical Museum, paddle through the water with a kayaking and canoeing tour, and hunt for treasures at Marco Island Farmers Market-Wednesday- Mid November to Mid April.

To find other places to visit, ratings, where to stay, and more tourist information, read our Marco Island road trip planning site .

You can drive from Naples to Marco Island in an hour. In April, plan for daily highs up to 34°C, and evening lows to 22°C. Finish your sightseeing early on the 15th (Wed) so you can ride a ferry to Key West.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trips

Speed Boats Tours, Kirby Storter Roadside Park
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Stand-Up Paddleboarding

7
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 18th (Sat) exploring nature at Dry Tortugas National Park. And it doesn't end there: see the interesting displays at The Ernest Hemingway Home and Museum, identify plant and animal life at Key West Butterfly & Nature Conservatory, contemplate the long history of Curry Mansion, and glide peacefully along the water with some of the best stand-up paddleboarding in the area.

To see reviews, photos, traveler tips, and other tourist information, read Key West trip planner.

You can ride a ferry from Marco Island to Key West in 2.5 hours. Another option is to drive. Traveling from Marco Island in April, plan for a bit warmer nights in Key West, with lows around 27°C. Finish your sightseeing early on the 22nd (Wed) so you can take a bus to Big Pine Key.

Things to do in Key West

Outdoors Parks Tours
Highlights from your plan
Stand-Up Paddleboarding
The Ernest Hemingway Home and Museum ©

3
nights
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. Big Pine Key is known for nature, wildlife, adventure, nightlife, and shopping. Your plan includes some of its best attractions: immerse yourself in nature at Bahia Honda State Park, cast your line with a fishing tour, stop by Out of the Blue Gallery, and identify plant and animal life at Blue Hole.

To find reviews, photos, other places to visit, and tourist information, you can read our Big Pine Key road trip planning tool .

You can take a bus from Key West to Big Pine Key in an hour. Alternatively, you can drive. In April, daily temperatures in Big Pine Key can reach 35°C, while at night they dip to 28°C. Finish your sightseeing early on the 25th (Sat) so you can drive to Marathon.

Things to do in Big Pine Key

Outdoors Wildlife Parks
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Fishing Charters & Tours

6
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.
Marathon is known for wildlife, beaches, adventure, zoos & aquariums, and nature. Your plan includes some of its best attractions: look for all kinds of wild species at Crane Point Museum & Nature Center, take in the architecture and atmosphere at San Pablo Catholic Church, get interesting insight from Tours, and snap pictures at Seven Mile Bridge.

For photos, traveler tips, maps, and tourist information, you can read our Marathon road trip planner .

Marathon is just a short distance from Big Pine Key. In April, daily temperatures in Marathon can reach 35°C, while at night they dip to 28°C. Wrap up your sightseeing on the 1st (Fri) early enough to drive to Islamorada.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Veterans Memorial Park, Sunset Park Beach
Highlights from your plan
Crane Point Museum & Nature Center ©
San Pablo Catholic Church ©
San Pablo Catholic Church
Sombrero Beach ©
Sombrero Beach

7
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
You'll find plenty of places to visit near Islamorada: Everglades National Park (99 Mile Wilderness Waterway, Mrazek Pond, & more). There's much more to do: see what you can catch with a fishing tour, glide peacefully along the water with some of the best stand-up paddleboarding in the area, immerse yourself in nature at Lignumvitae Key Botanical State Park, and get outside with Dee Cee Charters.

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

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. May in Islamorada sees daily highs of 36°C and lows of 29°C at night. Finish your sightseeing early on the 8th (Fri) so you can drive to Key Largo.

Things to do in Islamorada

Outdoors Tours Parks

Side Trip

Everglades National Park
Highlights from your plan
Fishing Charters & Tours
Lignumvitae Key Botanical State Park ©
99 Mile Wilderness Waterway ©
99 Mile Wilderness Waterway

6
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.
Explore the numerous day-trip ideas around Key Largo: Homestead Historic Town Hall Museum (in Homestead), Coffins Patch (in Key Colony Beach) and Anhinga Trail (in Everglades National Park). The adventure continues: admire nature's wide array of creatures at Island Dolphin Care, get some thrills out on the water with a waterskiing or jet-skiing adventure, take a tour by water with Boat Tours & Water Sports, and identify plant and animal life at Wildlife Areas.

For traveler tips, more things to do, where to stay, and more tourist information, read Key Largo trip itinerary builder website .

You can drive from Islamorada to Key Largo in an hour. Another option is to do a combination of bus and taxi. Traveling from Islamorada in May, expect slightly colder with lows of 26°C in Key Largo. Wrap up your sightseeing on the 14th (Thu) early enough to drive to Miami.

Things to do in Key Largo

Outdoors Tours Wildlife

Side Trips

Anhinga Trail, Coffins Patch, Homestead Historic Town Hall Museum
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Anhinga Trail ©
Anhinga Trail

6
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.
Change things up with these side-trips from Miami: Everglades National Park (Shark Valley Visitor Center, Gumbo Limbo Trail, & more), Thalatta Estate Park (in Palmetto Bay) and Everglades National Park (in Florida City). Next up on the itinerary: admire the natural beauty at Fairchild Tropical Botanic Garden, admire the masterpieces at The Wolfsonian - Florida International University, look for all kinds of wild species at Panther Ridge Conservation Center, and wander the streets of Lincoln Road.

To see ratings, traveler tips, where to stay, and other tourist information, use the Miami trip planner .

You can drive from Key Largo to Miami in 1.5 hours. Another option is to take a bus. In May in Miami, expect temperatures between 36°C during the day and 27°C at night. Wrap up your sightseeing by early afternoon on the 20th (Wed) to allow enough time to travel back home.

Things to do in Miami

Parks Nature Outdoors

Side Trips

Miami Beach, Everglades National Park, Fairchild Tropical Botanic Garden, Thalatta Estate Park, Panther Ridge Conservation Center
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Fairchild Tropical Botanic Garden ©
Fairchild Tropical Botanic Garden

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