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Top 30 Best Challenging hike trails in Florida

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  • 4.9 40
    #1

    Blackwater Heritage State Trail

    ● Open
    Unnamed Road, 5969 Munson Hwy, Milton, FL 32570, United States
    floridastateparks.org

    Located in Milton, Florida, the Blackwater Heritage State Trail is a scenic 8.1-mile paved trail that offers a peaceful journey through the historic town and out into the countryside.

    Photo of Blackwater Heritage State Trail - 5969 Munson Highway, Milton, FL 32570, USA Photo of Blackwater Heritage State Trail - 5969 Munson Highway, Milton, FL 32570, USA Photo of Blackwater Heritage State Trail - 5969 Munson Highway, Milton, FL 32570, USA
    Park
    Details
  • 4.9 80
    #2

    UWF Trails

    ● Open
    Pensacola, Florida 32514, United States
    uwf.edu

    Welcome to UWF Trails, a serene oasis nestled in the heart of Pensacola, Florida. Located at the University of West Florida campus, our park offers an expansive network of trails that cater to both nature enthusiasts and adventure seekers.

    Photo of UWF Trails - Pensacola, FL 32514, USA Photo of UWF Trails - Pensacola, FL 32514, USA Photo of UWF Trails - Pensacola, FL 32514, USA
    Park
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  • 4.8 86
    #3

    Jacksonville Baldwin Rail Trail

    ● Open
    89 Brandy Branch Rd, Jacksonville, FL 32234, United States
    coj.net

    The Jacksonville Baldwin Rail Trail is a scenic park located at 89 Brandy Branch Road in Jacksonville, Florida.

    Photo of Jacksonville Baldwin Rail Trail - 89 Brandy Branch Road, Jacksonville, FL 32234, USA Photo of Jacksonville Baldwin Rail Trail - 89 Brandy Branch Road, Jacksonville, FL 32234, USA Photo of Jacksonville Baldwin Rail Trail - 89 Brandy Branch Road, Jacksonville, FL 32234, USA
    Park
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  • 4.8 382
    #4

    Florida Trail Withlacoochee State Trail - Ridge Manor Trailhead

    ● Open
    Withlacoochee State Trail, Brooksville, FL 34602, United States
    floridastateparks.org

    The Florida Trail Withlacoochee State Trail - Ridge Manor Trailhead is located along the Withlacoochee State Trail in Brooksville, Florida.

    Photo of Florida Trail Withlacoochee State Trail - Ridge Manor Trailhead - Withlacoochee State Trail, Brooksville, FL 34602, USA Photo of Florida Trail Withlacoochee State Trail - Ridge Manor Trailhead - Withlacoochee State Trail, Brooksville, FL 34602, USA Photo of Florida Trail Withlacoochee State Trail - Ridge Manor Trailhead - Withlacoochee State Trail, Brooksville, FL 34602, USA
    Park Tourist Attraction
    Details
  • 4.8 187
    #5

    Florida Trail - Southern Terminus

    ● Closed
    Ochopee, FL 34141, United States
    npplan.com

    The Florida Trail - Southern Terminus is located in Ochopee, Florida, United States. This park is the starting point of the 1,300-mile long Florida Trail, which runs north to south through the state.

    Park
    Details
  • 4.6 100
    #6

    Discovery Island Trails

    ● Closed
    2901 Osceola Pkwy, Lake Buena Vista, FL 32830, United States
    407-939-5277
    disneyworld.disney.go.com

    Discovery Island Trails is a popular tourist attraction located at 2901 Osceola Parkway in Lake Buena Vista, Florida, United States.

    Photo of Discovery Island Trails - 2901 Osceola Parkway, Lake Buena Vista, FL 32830, USA Photo of Discovery Island Trails - 2901 Osceola Parkway, Lake Buena Vista, FL 32830, USA Photo of Discovery Island Trails - 2901 Osceola Parkway, Lake Buena Vista, FL 32830, USA
    Tourist Attraction
    Details
  • 4.6 213
    #7

    UWF Bike Trails

    ● Open
    11969 Pate Street, Pensacola, Florida 32514, United States
    850-696-6275
    porc.org

    Welcome to UWF Bike Trails, a scenic park located at 11969 Pate Street, Pensacola, Florida.

    Photo of UWF Bike Trails - 11969 Pate Street, Pensacola, FL 32514, USA Photo of UWF Bike Trails - 11969 Pate Street, Pensacola, FL 32514, USA Photo of UWF Bike Trails - 11969 Pate Street, Pensacola, FL 32514, USA
    Park
    Details
  • 4.5 23
    #8

    Withlacoochee State Trail - Hernando Trail Head

    ● Open
    6964 N Lecanto Hwy, Hernando, FL 34442, United States
    352-726-0315
    floridastateparks.org

    Located at 6964 North Lecanto Highway in Hernando, Florida, the Withlacoochee State Trail - Hernando Trail Head is a popular park that serves as the starting point for the Withlacoochee State Trail.

    Photo of Withlacoochee State Trail - Hernando Trail Head - 6964 North Lecanto Highway, Hernando, FL 34442, USA Photo of Withlacoochee State Trail - Hernando Trail Head - 6964 North Lecanto Highway, Hernando, FL 34442, USA Photo of Withlacoochee State Trail - Hernando Trail Head - 6964 North Lecanto Highway, Hernando, FL 34442, USA
    Park
    Details
  • 4.5 25
    #9

    Muscogee Mountain Bike Trails

    ● Open
    742-830 River Annex Road, Cantonment, Florida 32533, United States
    trailforks.com

    Welcome to Muscogee Mountain Bike Trails, a premier destination for outdoor enthusiasts located in the heart of Cantonment, Florida. Nestled at 742-830 River Annex Road, our trails offer a thrilling experience for mountain bikers of all skill levels.

    Photo of Muscogee Mountain Bike Trails - 742-830 River Annex Road, Cantonment, FL 32533, USA Photo of Muscogee Mountain Bike Trails - 742-830 River Annex Road, Cantonment, FL 32533, USA Photo of Muscogee Mountain Bike Trails - 742-830 River Annex Road, Cantonment, FL 32533, USA
    Details
  • 5 1
    #10

    Florida Trail - trail to Stage Pond

    ● Open
    W Stage Coach Trail, Floral City, FL 34436, United States

    The Florida Trail - trail to Stage Pond is a picturesque hiking trail located in Floral City, Florida. This beautiful park offers a serene and peaceful atmosphere for visitors to enjoy nature and explore the surrounding area.

    Photo of Florida Trail - trail to Stage Pond - West Stage Coach Trail, Floral City, FL 34436, USA Photo of Florida Trail - trail to Stage Pond - West Stage Coach Trail, Floral City, FL 34436, USA Photo of Florida Trail - trail to Stage Pond - West Stage Coach Trail, Floral City, FL 34436, USA
    Park
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  • 5 1
    #11

    MTB Trail Marker 33

    ● Open
    Starkey Wilderness Bike Trail, New Port Richey, Florida 34654, United States

    Welcome to MTB Trail Marker 33, your gateway to adventure nestled within the scenic Starkey Wilderness Bike Trail in New Port Richey, Florida.

    Photo of MTB Trail Marker 33 - Starkey Wilderness Bike Trail, New Port Richey, FL 34654, USA Photo of MTB Trail Marker 33 - Starkey Wilderness Bike Trail, New Port Richey, FL 34654, USA Photo of MTB Trail Marker 33 - Starkey Wilderness Bike Trail, New Port Richey, FL 34654, USA
    Park
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  • 4.3 10
    #12

    Florida Trail Farles Lake Recreation Area Trailhead

    ● Open
    Cross Seminole Trl, Altoona, FL 32702, United States

    The Florida Trail Farles Lake Recreation Area Trailhead is a beautiful park located along the Cross Seminole Trail in Altoona, Florida, United States.

    Photo of Florida Trail Farles Lake Recreation Area Trailhead - Cross Seminole Trail, Altoona, FL 32702, USA Photo of Florida Trail Farles Lake Recreation Area Trailhead - Cross Seminole Trail, Altoona, FL 32702, USA Photo of Florida Trail Farles Lake Recreation Area Trailhead - Cross Seminole Trail, Altoona, FL 32702, USA
    Park
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  • 4 6
    #13

    Trails End Hiking Trails

    ● Open
    E Trails End Rd, Floral City, FL 34436, United States

    Trails End Hiking Trails is a beautiful park located on East Trails End Road in Floral City, Florida, United States. This institution offers a variety of scenic hiking trails for visitors to explore and enjoy the natural beauty of the area.

    Photo of Trails End Hiking Trails - East Trails End Road, Floral City, FL 34436, USA Photo of Trails End Hiking Trails - East Trails End Road, Floral City, FL 34436, USA Photo of Trails End Hiking Trails - East Trails End Road, Floral City, FL 34436, USA
    Park
    Details
  • 4 6
    #14

    Deal Tract Trail Start

    ● Open
    Port St. Joe, Florida 32456, United States
    hikingtheappalachians.com

    Welcome to Deal Tract Trail Start, a hidden gem nestled in the scenic beauty of Port St. Joe, Florida. Perfect for nature enthusiasts and adventure seekers, our park serves as a premier tourist attraction in the heart of the Florida Panhandle.

    Photo of Deal Tract Trail Start - Port St. Joe, FL 32456, USA Photo of Deal Tract Trail Start - Port St. Joe, FL 32456, USA Photo of Deal Tract Trail Start - Port St. Joe, FL 32456, USA
    Park Tourist Attraction
    Details
  • 4.9 41
    #15

    Florida Trail Red Rock Trailhead Red Clay Cliffs

    ● Open
    10090 Red Rock Rd, Milton, FL 32570, United States
    fs.usda.gov

    The Florida Trail Red Rock Trailhead Red Clay Cliffs is a beautiful park located at 10090 Red Rock Road in Milton, Florida. This institution offers stunning views of the red clay cliffs and provides access to the Florida Trail for hiking enthusiasts.

    Photo of Florida Trail Red Rock Trailhead Red Clay Cliffs - 10090 Red Rock Road, Milton, FL 32570, USA Photo of Florida Trail Red Rock Trailhead Red Clay Cliffs - 10090 Red Rock Road, Milton, FL 32570, USA Photo of Florida Trail Red Rock Trailhead Red Clay Cliffs - 10090 Red Rock Road, Milton, FL 32570, USA
    Park
    Details
  • 4.8 88
    #16

    Nature Trail

    ● Open
    357 Main Park Rd, Santa Rosa Beach, FL 32459, United States

    Nature Trail is a serene park located at 357 Main Park Road in Santa Rosa Beach, Florida, United States.

    Photo of Nature Trail - 357 Main Park Road, Santa Rosa Beach, FL 32459, USA Photo of Nature Trail - 357 Main Park Road, Santa Rosa Beach, FL 32459, USA Photo of Nature Trail - 357 Main Park Road, Santa Rosa Beach, FL 32459, USA
    Park
    Details
  • 4.8 125
    #17

    West Orange Trail

    ● Closed
    501 Crown Point Cross Rd, Winter Garden, FL 34787, United States
    407-654-1108
    orangecountyparks.net

    The West Orange Trail is a popular outdoor recreational destination located in Winter Garden, Florida. This local government office and park offers a scenic and serene environment for visitors to enjoy walking, jogging, cycling, and nature viewing.

    Photo of West Orange Trail - 501 Crown Point Cross Road, Winter Garden, FL 34787, USA Photo of West Orange Trail - 501 Crown Point Cross Road, Winter Garden, FL 34787, USA Photo of West Orange Trail - 501 Crown Point Cross Road, Winter Garden, FL 34787, USA
    Government Office Park
    Details
  • 4.8 270
    #18

    Starkey Park Bike Trail Head

    ● Open
    11115 Wilderness Park Boulevard, New Port Richey, Florida 34655, United States
    813-929-2760
    swfwmd.state.fl.us

    Welcome to Starkey Park Bike Trail Head, your gateway to the natural beauty of New Port Richey, Florida. Nestled at 11115 Wilderness Park Boulevard, our park offers a serene escape for outdoor enthusiasts and nature lovers alike.

    Photo of Starkey Park Bike Trail Head - 11115 Wilderness Park Boulevard, New Port Richey, FL 34655, USA Photo of Starkey Park Bike Trail Head - 11115 Wilderness Park Boulevard, New Port Richey, FL 34655, USA Photo of Starkey Park Bike Trail Head - 11115 Wilderness Park Boulevard, New Port Richey, FL 34655, USA
    Park
    Details
  • 4.8 48
    #19

    Florida Trail Northern Terminus

    ● Open
    Pensacola Beach, Florida 32561, United States
    fs.usda.gov

    Welcome to the Florida Trail Northern Terminus, a breathtaking gateway to nature located in the picturesque Pensacola Beach, Florida.

    Photo of Florida Trail Northern Terminus - Pensacola Beach, FL 32561, USA Photo of Florida Trail Northern Terminus - Pensacola Beach, FL 32561, USA Photo of Florida Trail Northern Terminus - Pensacola Beach, FL 32561, USA
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    Details
  • 4.7 126
    #20

    Florida Trail Pensacola Beach Dog Park Trailhead

    ● Open
    FL-399, Pensacola Beach, FL 32561, United States

    The Florida Trail Pensacola Beach Dog Park Trailhead is a scenic and pet-friendly park located at Florida 399 in Pensacola Beach, Florida, United States.

    Photo of Florida Trail Pensacola Beach Dog Park Trailhead - Florida 399, Pensacola Beach, FL 32561, USA Photo of Florida Trail Pensacola Beach Dog Park Trailhead - Florida 399, Pensacola Beach, FL 32561, USA Photo of Florida Trail Pensacola Beach Dog Park Trailhead - Florida 399, Pensacola Beach, FL 32561, USA
    Park
    Details
  • 4.7 46
    #21

    Duisberg Trail

    ● Closed
    Englewood, FL 34223, United States

    Duisberg Trail is a picturesque park and tourist attraction located in Englewood, Florida, United States.

    Photo of Duisberg Trail - Englewood, FL 34223, USA Photo of Duisberg Trail - Englewood, FL 34223, USA Photo of Duisberg Trail - Englewood, FL 34223, USA
    Park Tourist Attraction
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  • 4.7 652
    #22

    Amelia Earhart MTB Trails

    ● Open
    401 E 65th St, Hialeah, FL 33013, United States
    rideamelia.com

    Amelia Earhart MTB Trails is a thrilling mountain biking park located at 401 East 65th Street in Hialeah, Florida. Named after the famous aviator, this institution offers a variety of mountain biking trails for riders of all skill levels.

    Photo of Amelia Earhart MTB Trails - 401 East 65th Street, Hialeah, FL 33013, USA Photo of Amelia Earhart MTB Trails - 401 East 65th Street, Hialeah, FL 33013, USA Photo of Amelia Earhart MTB Trails - 401 East 65th Street, Hialeah, FL 33013, USA
    Park
    Details
  • 4.7 86
    #23

    Starkey Wilderness Bike Trail

    ● Open
    2 Wilderness Park Boulevard, New Port Richey, Florida 34654, United States

    Welcome to Starkey Wilderness Bike Trail, a scenic haven for outdoor enthusiasts located in the heart of New Port Richey, Florida. Nestled at 2 Wilderness Park Boulevard, our park offers a perfect escape into nature, where adventure and tranquility meet.

    Photo of Starkey Wilderness Bike Trail - 2 Wilderness Park Boulevard, New Port Richey, FL 34654, USA Photo of Starkey Wilderness Bike Trail - 2 Wilderness Park Boulevard, New Port Richey, FL 34654, USA Photo of Starkey Wilderness Bike Trail - 2 Wilderness Park Boulevard, New Port Richey, FL 34654, USA
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  • 4.6 67
    #24

    Bolen Bluff Trail

    ● Closed
    Micanopy, FL 32667, United States

    Bolen Bluff Trail is a picturesque park located in Micanopy, Florida, United States. This institution offers a scenic hiking trail that winds through lush forests and along the edge of a bluff overlooking the surrounding landscape.

    Photo of Bolen Bluff Trail - Micanopy, FL 32667, USA Photo of Bolen Bluff Trail - Micanopy, FL 32667, USA Photo of Bolen Bluff Trail - Micanopy, FL 32667, USA
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  • 4.6 421
    #25

    Van Fleet Trail - Polk City Trailhead

    ● Closed
    7683 Berkley Rd, Polk City, FL 33868, United States
    352-394-3969

    The Van Fleet Trail - Polk City Trailhead is a picturesque park located at 7683 Berkley Road in Polk City, Florida, United States. This trailhead serves as the starting point for the Van Fleet Trail, a scenic 29.

    Photo of Van Fleet Trail - Polk City Trailhead - 7683 Berkley Road, Polk City, FL 33868, USA Photo of Van Fleet Trail - Polk City Trailhead - 7683 Berkley Road, Polk City, FL 33868, USA Photo of Van Fleet Trail - Polk City Trailhead - 7683 Berkley Road, Polk City, FL 33868, USA
    Park
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  • 4.6 365
    #26

    Black Creek Park and Trail

    ● Closed
    7890 Hwy 17, Orange Park, FL 32003, United States
    904-269-6378
    claycountygov.com

    Black Creek Park and Trail is a picturesque outdoor destination located at 7890 Highway 17 in Orange Park, Florida.

    Photo of Black Creek Park and Trail - 7890 Highway 17, Orange Park, FL 32003, USA Photo of Black Creek Park and Trail - 7890 Highway 17, Orange Park, FL 32003, USA Photo of Black Creek Park and Trail - 7890 Highway 17, Orange Park, FL 32003, USA
    Park Tourist Attraction
    Details
  • 4.6 54
    #27

    Ted Sperling Park Nature Trail

    ● Open
    Sarasota, FL 34236, United States
    scgov.net

    Ted Sperling Park Nature Trail is a serene and picturesque park located in Sarasota, Florida, United States.

    Photo of Ted Sperling Park Nature Trail - Sarasota, FL 34236, USA Photo of Ted Sperling Park Nature Trail - Sarasota, FL 34236, USA Photo of Ted Sperling Park Nature Trail - Sarasota, FL 34236, USA
    Park Tourist Attraction
    Details
  • 4.6 28
    #28

    Palmetto Trails Disc Golf Course

    ● Open
    1651 Hicks Ditch Rd, Eustis, FL 32726, United States

    Palmetto Trails Disc Golf Course is a premier disc golf destination located at 1651 Hicks Ditch Road in Eustis, Florida.

    Photo of Palmetto Trails Disc Golf Course - 1651 Hicks Ditch Road, Eustis, FL 32726, USA Photo of Palmetto Trails Disc Golf Course - 1651 Hicks Ditch Road, Eustis, FL 32726, USA Photo of Palmetto Trails Disc Golf Course - 1651 Hicks Ditch Road, Eustis, FL 32726, USA
    Details
  • 4.5 43
    #29

    Babcock Ranch Preserve - Footprints Trail

    ● Closed
    42371 Bermont Rd, Punta Gorda, FL 33982, United States
    941-575-5860
    myfwc.com

    Babcock Ranch Preserve - Footprints Trail is a picturesque park and popular tourist attraction located at 42371 Bermont Road in Punta Gorda, Florida, United States.

    Photo of Babcock Ranch Preserve - Footprints Trail - 42371 Bermont Road, Punta Gorda, FL 33982, USA Photo of Babcock Ranch Preserve - Footprints Trail - 42371 Bermont Road, Punta Gorda, FL 33982, USA Photo of Babcock Ranch Preserve - Footprints Trail - 42371 Bermont Road, Punta Gorda, FL 33982, USA
    Park Tourist Attraction
    Details
  • 4.5 108
    #30

    Pinewood Trails

    ● Closed
    5901 Pine Island Rd, Bokeelia, FL 33922, United States
    239-357-5443
    leegov.com

    Pinewood Trails is a picturesque park and tourist attraction located at 5901 Pine Island Road in Bokeelia, Florida, United States.

    Photo of Pinewood Trails - 5901 Pine Island Road, Bokeelia, FL 33922, USA Photo of Pinewood Trails - 5901 Pine Island Road, Bokeelia, FL 33922, USA Photo of Pinewood Trails - 5901 Pine Island Road, Bokeelia, FL 33922, USA
    Park Tourist Attraction
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