40 days in Florida Itinerary

40 days in Florida Itinerary

Created using Inspirock Florida visit planner

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Route & dates

40 days in Florida Itinerary

Start: London
Fly:  11​h 45​min
1
Miami Beach
— 5 nights
Drive:  1​h 30​min
2
Key Largo
— 5 nights
Drive:  1​h 45​min
3
Big Pine Key
— 4 nights
bus:  45​min
4
Key West
— 6 nights
ferry:  2​h 30​min
5
Marco Island
— 4 nights
Drive:  3​h 15​min
6
Madeira Beach
— 4 nights
Drive:  2​h 15​min
7
Orlando
— 7 nights
Fly + Drive:  5​h
8
Pensacola Beach
— 4 nights
taxi + Fly:  15​h 15​min
End: London

5
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.
Family-friendly places like South Beach and Lincoln Road will thrill your kids. Explore the numerous day-trip ideas around Miami Beach: Everglades National Park (Shark Valley Visitor Center, Slough Slog, & more), Homestead Historic Town Hall Museum (in Homestead) and iFLY Indoor Skydiving - Fort Lauderdale (in Davie). There's still lots to do: enjoy some diversion at Lock & Load Miami, examine the collection at Vizcaya Museum and Gardens, shop like a local with Village of Merrick Park, and get outside with JP Outfitters Inc..

For other places to visit, where to stay, ratings, and tourist information, read Miami Beach trip maker site .

London, UK to Miami Beach is an approximately 12-hour flight. You can also do a combination of flight and train. The time zone changes from Greenwich Mean Time (GMT) to Eastern Standard Time (EST), which is usually a -5 hour difference. Expect somewhat warmer weather when traveling from London in August: highs in Miami Beach hover around 38°C, while lows dip to 30°C. Finish up your sightseeing early on the 29th (Thu) so you can go by car to Key Largo.

Things to do in Miami Beach

Parks Outdoors Nature

Side Trips

Everglades National Park, Miami, Oleta River State Park, iFLY Indoor Skydiving - Fort Lauderdale, JP Outfitters Inc.
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Gumbo Limbo Trail ©
Gumbo Limbo Trail

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.
Bring the kids along to Dolphins Plus Marine Mammal Responder and Parasailing & Paragliding. Change things up with these side-trips from Key Largo: Anhinga Trail (in Everglades National Park) and Islamorada (Fishing Charters & Tours, Stand-Up Paddleboarding, & more). There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, grab your bike and head to Key Largo Chamber of Commerce and Florida Keys Visitor Center, immerse yourself in nature at John Pennekamp Coral Reef State Park, and stop by florida keys key lime products.

For where to stay, ratings, traveler tips, and other tourist information, read our Key Largo trip planner .

Drive from Miami Beach to Key Largo in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 38°C in August, and nighttime lows around 29°C. Wrap up your sightseeing on the 3rd (Tue) early enough to drive to Big Pine Key.

Things to do in Key Largo

Outdoors Tours Parks

Side Trips

Islamorada, Anhinga Trail
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Dolphins Plus Marine Mammal Responder ©

4
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. You'll visit kid-friendly attractions like Bahia Honda State Park and Calusa Beach. Next up on the itinerary: look for all kinds of wild species at National Key Deer Refuge, take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Long Beach, and take in the exciting artwork at Artists in Paradise Gallery.

For other places to visit, ratings, maps, and other tourist information, read Big Pine Key trip planner .

You can drive from Key Largo to Big Pine Key in 2 hours. Another option is to take a bus. In September, daytime highs in Big Pine Key are 38°C, while nighttime lows are 30°C. Cap off your sightseeing on the 7th (Sat) early enough to catcht the bus to Key West.

Things to do in Big Pine Key

Outdoors Parks Wildlife
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Stand-Up Paddleboarding

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.
Bring the kids along to Key West Butterfly & Nature Conservatory and Mel Fisher Maritime Heritage Museum. Spend the 10th (Tue) exploring nature at Dry Tortugas National Park. There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, take a leisurely stroll along Mallory Square, identify plant and animal life at Vandenberg Wreck, and get interesting insight from Tours.

To find where to stay, other places to visit, and other tourist information, read our Key West trip itinerary website .

Take a bus from Big Pine Key to Key West in an hour. Alternatively, you can drive. In September in Key West, expect temperatures between 36°C during the day and 31°C at night. Wrap up your sightseeing on the 13th (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
Parasailing & Paragliding

4
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. Attractions like Dolphin & Whale Watching and Keewaydin Island make great kid-friendly stops. Step out of Marco Island to go to Everglades City and see Speed Boats Tours, which is approximately 38 minutes away. And it doesn't end there: glide through the air with a parasailing or paragliding tour, glide peacefully along the water with some of the best stand-up paddleboarding in the area, stroll through Cape Romano, and contemplate the waterfront views at Capri Paddlecraft Park.

For reviews, ratings, photos, and more tourist information, refer to the Marco Island online day trip planner .

Traveling by ferry from Key West to Marco Island takes 2.5 hours. Alternatively, you can drive. Traveling from Key West in September, you can expect nighttime temperatures to be a bit cooler in Marco Island, with lows of 27°C. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Madeira Beach.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Stand-Up Paddleboarding

4
nights
Madeira Beach

Connected to the mainland by a causeway, Madeira Beach sits perched along the Gulf of Mexico.
Kids will appreciate attractions like Parasailing & Paragliding and Clearwater Beach. Explore the numerous day-trip ideas around Madeira Beach: Stand-Up Paddleboarding (in Sarasota), Tampa (Busch Gardens & Fishing Charters & Tours) and Waterskiing & Jetskiing (in Clearwater). And it doesn't end there: test your problem-solving skills at Outerlife Studios - Escape Room St. Pete, look for all kinds of wild species at Seaside Seabird Sanctuary, admire the masterpieces at Duncan McClellan Gallery, and do a tasting at Murielle Winery.

To find out how to plan a trip to Madeira Beach, use our trip itinerary maker.

Traveling by car from Marco Island to Madeira Beach takes 3.5 hours. Alternatively, you can take a bus. September in Madeira Beach sees daily highs of 37°C and lows of 28°C at night. Cap off your sightseeing on the 21st (Sat) early enough to go by car to Orlando.

Things to do in Madeira Beach

Outdoors Tours Adventure

Side Trips

Clearwater, St. Petersburg, Tampa, Seaside Seabird Sanctuary, Stand-Up Paddleboarding
Highlights from your plan
Parasailing & Paragliding
Busch Gardens ©
Busch Gardens
Stand-Up Paddleboarding

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.
You'll visit kid-friendly attractions like Universal Orlando Resort and Universal's Islands of Adventure. There's still lots to do: get in on the family fun at Walt Disney World Resort, take in a show at Happily Ever After Fireworks, don't miss a visit to Cinderella Castle, and make an unforgettable trip to Magic Kingdom Park.

For other places to visit, maps, photos, and other tourist information, refer to the Orlando road trip planning website .

You can drive from Madeira Beach to Orlando in 2.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 37°C in September, and nighttime lows around 27°C. Finish up your sightseeing early on the 28th (Sat) so you can travel to Pensacola Beach.

Things to do in Orlando

Theme Parks Parks Fun & Games

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

4
nights
Pensacola Beach

Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Family-friendly places like Dolphin & Whale Watching and Navarre Beach will thrill your kids. Explore Pensacola Beach's surroundings by going to Navarre (Navarre Beach Marine Sanctuary & Fly The Boat). The adventure continues: enjoy the sand and surf at Gulf Islands National Seashore, stroll through Pensacola Beach, get a new perspective on things with Boat Tours & Water Sports, and stop by Innerlight Surf Shop.

You can plan Pensacola Beach trip in no time by asking Inspirock to help create your itinerary.

Traveling by combination of flight and car from Orlando to Pensacola Beach takes 5 hours. Alternatively, you can fly; or drive. You'll gain 1 hour traveling from Orlando to Pensacola Beach due to the time zone difference. In September, daily temperatures in Pensacola Beach can reach 36°C, while at night they dip to 26°C. Finish your sightseeing early on the 2nd (Wed) to allow enough time to travel back home.

Things to do in Pensacola Beach

Outdoors Parks Beaches

Side Trip

Navarre
Highlights from your plan
Dolphin & Whale Watching
Navarre Beach ©
Navarre Beach
Gulf Islands National Seashore ©
Gulf Islands National Seashore

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