The Ranking

Ranked from #1 to #1. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.

#1. Abandoned Old Trail (Marshlands)

Abandoned Old Trail (Marshlands) ranks #1 for vertical gain, sitting near Kissimmee in Orange County. Expect mud surface on a expert-only grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. Climbing fitness — not raw mileage — is the gating factor. Trekking poles and an early start pay off. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Abandoned Old Trail (Marshlands) trail page →Map, elevation profile, current weather, and OSM source.

Planning your Florida trip

A few pieces of context are worth keeping in mind specifically for Florida. October through April is the season — summer brings extreme heat, daily thunderstorms, and aggressive mosquitoes. Alligators, venomous snakes, and lightning are real but manageable; sun exposure and dehydration take down more hikers than wildlife.

Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.

If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.

More Florida hiking guides

If you found this useful, the rest of our Florida coverage continues below.