Florida Loop 2026 Day 5 Part 1

CLICK ON PHOTO ABOVE FOR FLORIDA LOOP 2026 DAY 5 PART 1 VIDEO

April 8th, 2026

On Florida Loop 2026 Day 5, I rode 221 miles from Everglades City, Florida to Key West, Florida. This video for Day 5 Part 1 covers some of the 84 mile ride from Everglades City to Homestead.

Route to Homestead

I rolled out of Everglades City on Calier Avenue / Florida Highway 29 to US Highway 41 and rolled east (US Highway 41 South) through some of the Everglades and turned south on Florida Highway 997 to Homestead, Florida. In Day 5 Part 2 I continued south and turned onto US Highway 1 / Overseas Highway to Key West.

Sketchy Rest Stop

Shortly after turning onto Florida Highway 997, I found myself needing to take a break and stretch my legs. At the junction of US Highway 41 and Florida Highway 887 there was a gas station / convenience store but I it was on the other side of the highway and decided to keep rolling to find a gas station easier to get in and out of (yeah, I do that lol). 9 miles down the road and all I encouted was produce stands and farm fields.

I was in desperate need of break to stretch my legs, cool off and hydrate so I pulled off at one of the produce stand on what looked to be a paved street. This was a “street” in a rural, agriculture area and as I turned in, the street itself looked like it was bombed and not in use. I actually almost dropped the bike in what was left of the pavement before the “bombed” out section. I was at a full stop and was preparing to back up the bike a little to turn around to face the highway and park. I looked and did not see the loose pea size gravel on the deteriorated asphalt, it blended right in and I could not see it. When I transferred weight to my root foot, it was like I was standing on marbles and my foot began to slide to the right as the weight of the bike started tipping to the right. A nice panic shot of adrelene and I was able to quickly shift my weight to the left and centered the bike. Then it was baby steps to turn around Bruce on the mess they called a street.

Crazier yet, people were driving through the bombed out area to I am guessing a residential area beyond. Even a Tesla 3 series came driving through. What really ground my gears though, was about 4 miles or so down the road there are about 6 gas stations with nice flat paved lots LOL. SIGH.

Day 5 Part 1 Summary

This part of the ride was uneventful and fairly chill. Rolling through the Cypress trees again was enjoyable. Once I reached the sawgrass area of the Everglades, it was like riding in the plains states, complete with a pretty roubust crosswinds as well.

Florida Loop 2026 – Loop Road Scenic Drive (Long Verson)

CLICK ON PHOTO ABOVE FOR THE LONG VERSION VIDEO OF MY RIDE OF LOOP ROAD SCENIC DRIVE

April 7th, 2026

This video is the long video of my 23.6 ride of Loop Road Scenic Drive in the Big Cypress National Preserve just off US Highway 41 with the eastern part of the road roughly 43 miles west of Miami, Florida. 

Full Details of Loop Road Scenic Drive

For more details on Loop Road Scenic Drive, Take a look at my post “Florida Loop 2026 – Loop Road Scenic Drive (Short Version)“.

Florida Loop 2026 – Loop Road Scenic Drive (Short Verson)

CLICK ON PHOTO ABOVE FOR VIDEO OF MY RIDE ON LOOP ROAD SCENIC DRIVE – SHORT VERSION

April 7th, 2026

This video is the short video of my  23.6 ride of Loop Road Scenic Drive in the Big Cypress National Preserve just off US Highway 41 with the eastern part of the road roughly 43 miles west of Miami, Florida. 

Loop Road Scenic Drive – Big Cypress National Preserve

The Loop Road Scenic Drive offers a raw, unfiltered journey into the heart of the Big Cypress National Preserve, stretching across a 24-mile transition from rugged gravel to paved road.

 As you navigate this detour off the Tamiami Trail, the landscape transforms into a prehistoric corridor of towering bald cypress trees draped in ghostly Spanish moss and vibrant air plants. The slow pace is mandatory, not just for the sake of your vehicle, but to spot the abundant wildlife that claims the roadside; it is common to see American Alligators basking on the banks, wood storks wading through the dark “blackwater” strands, and even the occasional elusive otter.

It is an immersive experience where the silence of the swamp is broken only by the chorus of cicadas and the splash of a rising gar, providing a stark, beautiful contrast to the manicured environments of nearby South Florida.

This road, scenery and observing the alligators was the highlight of this trip for me personally.

24 Mile Loop Road Scenic Drive – Big Cypress National Preserve
Loop Road Scenic Drie in Relation to Miami, Florida
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Florida Loop 2026 | T Minus One Day

Click On Picture Above For Video

April 3rd, 2026

Kickstand Up – April 4th, 2026

Tomorrow April 4th, 2026, I roll out on Day One on my Florida Loop 2026 Motorcycle Camping / Touring trip of Florida.  Checking another state off my bucket list to have ridden a motorcycle in all 50 states of the United States.

I will be riding Bruce with my full Alaska 2028 loadout from Douglasville, Georgia to Pensacola, Florida and Camping on Gulf for the night.  Planned Miles for Day 1 = 441 Miles.

Florida Loop 2026 Trip Plan

Day One – Pensacola, Florida = 441 Miles – Camp
Day Two – Lake City, Florida = 376 Miles – Camp
Day Three – Chokoloskee Island, Florida = 392 Miles – Motel
Day Four – Everglades National Park, Florida = 140 Miles – Camp
Day Five – Key West, Florida = 175 Miles – Hotel
Day 6 – Lake Okeechobee / Indiantown, Florida = 280 Miles – Camp
Day 7 – Lake City, Florida = 354 Miles – Camp
Day 8 – Douglasville, Georgia = 328 Miles – Home

Total Planned Miles = 2,486 Miles

Alaska 2028 – Bike Configuration & Loadout Test

The primary objective of Florida Loop 2026 other than exploring Florida and checking another state off my bucket list goal is to test Bruce’s configuration and loadout for my planned upcoming Alaska 2028 Motorcycle Tour.

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Florida Loop 2026 – Motorcycle Touring Trip Overivew

Florida Loop 2026 Motorcycle Tour Overview

Florida Loop 2026 is the not so clever name for my upcoming motorcycle touring trip, riding a loop of the state of Florida…. hence the name of the trip 😊

The trip as planned will be 8 days starting from Douglasville, Georgia to Pensacola, Florida and follow along the gulf and Florida’s west coast to the Everglades and Key West, Florida.  Then turn around and roll north following Florida’s east coast (more or less) and some interior back to Douglasville, Georgia.

Planned Miles = 2,495

Camping Nights = 5

Hotel stays = 2

Kickstand up: April 04, 2026

This will be my first touring trip with Bruce, my 2025 Harley-Davidson Pan America 1250 Special.

I will be camping on the Gulf coast in Pensacola, Lake City, and later in the Everglades National Park (Gator bait lol), then near Lake Okeechobee, and again in Lake City on the way back to Georgia. Key West and Chokoloskee will be hotel stays.

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