Florida

Looking for the best chillin in Florida? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Florida. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Florida

  • Hobe Sound, Florida

    Kitching Creek Loop

    4.0
    6.65 mi / 349.52 ft gain
    Kitching Creek Loop: Florida's Diverse Ecosystem Trail Adventure Take a day full of adventure to hike the Kitching Creek Loop through Jonathan Dickinson State Park's varied ecosystems—from longleaf pine forests and saw palmetto flats to cypress swamps and oak hammocks. This 6.7-mile loop provide...
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  • Key West, Florida

    Fort Zachary Taylor

    4.7
    Although small, there is still one untouched secret location in Key West where you can escape all the herd following tourists.Not much in life is more picture perfect and memorable than a sunset. This beach offers an incredible sunset. This secluded wild side of Key West will cost you an incredib...
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  • Anna Maria, Florida

    Rod & Reel Pier

    5.0
    With a pier stretching 100 feet into Tampa Bay, the Rod & Reel Pier is the perfect spot to be for sunrise. Located on the northern tip of Anna Maria island, the Pier itself is quite easy to get to and enjoy. There is a parking lot next to the pier which has plenty of space of park. Another o...
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  • Miami, Florida

    Mountain Bike or Kayak at the Virginia Key North Point Trails

    5.0
    8.2 mi / 36.5 ft gain
    Virginia Key North Point Trails offers 8.2 of mountain bike trails ranging from novice to advanced and expert. There is a variety of cool features and bridges to ride on, overlooking the beach and Downtown Miami. The trails are constantly maintained as there are volunteers every weekend. Virginia...
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  • Keystone Heights, Florida

    Hike at Mike Roess Gold Head Branch State Park

    4.0
    7 mi / 70 ft gain
    Gold head branch state park has been called the grand canyon of Florida. It hangs on the north central ridge of Florida as some of the first land that came out of the sea, which is the reason for all of the Sandhill ecosystem. The ravine was created by the headspring and flow of the Gold Head Bra...
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  • Miami, Florida

    Wander through the Wynwood Walls

    There is so much to do in Wynwood, however, this adventure highlights the famous street art.  Bonus for Covid times, most of it can be done outdoors!  There are some indoor features, but that is definitely not the main attraction in my opinion.    The late Tony Goldman, a real estate developer wh...
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  • Ponce de Leon, Florida

    Snorkel & Dive at Vortex Spring

    5.0
    SCUBA & Free Diving: Established in 1972 by Doc and Ruth Dockery, Vortex Spring is home to the Red & White "Diver Down" Flag and is one of the largest diving facilities in the state of Florida, with 28 million gallons of crystal "gin" clear water daily at a year round temperature of 68 de...
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  • Vernon, Florida

    Freedive at Cypress Spring

    5.0
    Cypress Spring is only accessible by water due to it being surrounded by private property, so bring your canoe, kayak, SUP, or boat to one of the many landings along Holmes Creek. The shortest and easiest way to get to the spring is to launch your vessel at Cotton Landing. From there, it is a sho...
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  • Micanopy, Florida

    Sweetwater Wetlands Park Loop

    4.8
    3.46 mi / 256 ft gain
    Sweetwater Wetlands Park is over 125 acres of wetlands and ponds that were created to help improve the quality of water contained in the Paynes Prairie wetlands and the Florida aquifer. This initiative by the city of Gainesville has led to improved water quality as well as a place for people to c...
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  • 5271 Florida 19, Florida

    Kayak Silver Glen Springs

    4.0
    Silver Glen Springs is a popular recreational area that has many activities for the entire family. Located in Ocala National Forrest this park sits on a spring leading out to Lake George. You are able rent Kayaks on site and are able to rent them for as long as you would like. There is also a des...
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  • Palmetto Bay, Florida

    Deering Estate People's Dock

    The Deering Estate is a magnificent and historic property with a home built in 1900.  To see the house and check out its immediate property, you will need to pay to enter the gates.  However, just 50 yards south of the entry to the Estate is a small service road that leads down to the "People's D...
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  • Homosassa, Florida

    Photograph Homosassa Springs Wildlife State Park

    5.0
    1.1 mi / 0 ft gain
    Homosassa Spring State parks showcases native Florida wildlife including the manatees which can be seen from an underwater observatory in the main spring. Other animals you will see will include black bears, panthers, bobcats, flamingos, alligators, American crocodiles, river otters and many diff...
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  • Jacksonville, Florida

    Explore Durbin Preserve

    5 mi / 10 ft gain
    Just off of I-95 lies this beautiful network of trails through one of North Florida's more varied landscapes. The parking lot is easy to find just follow the gravel path off of Bartram Park Blvd. Parking and trail access is always free and is open year round unless there is a control burn. At the...
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  • Silver Springs, Florida

    Paddle Silver Springs State Park

    5.0
    Silver Springs State Park is rich with history dating back to the 1500’s when it was first settled by the Timucua Indians. This area has also been explored by the Spanish and was once a settlement of the Seminole Indians.  Native American relics can be seen at the museum located in the park or wh...
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  • Islamorada, Florida

    Anne's Beach

    One of the Best beaches in Florida keys. 3 parking lots so easy to park if it's not packed. Go when it's low tide and you could walk for miles in shallow warm crystal clear waters. You can put up a hammock or blanket nestled in the mangroves.
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  • Tampa, Florida

    Take a Stroll through Eureka Springs Park

    5.0
    0.3 mi
    Located just 10 miles from downtown Tampa right off I-4, this short trail runs through a 31-acre botanical garden.  The park has a variety of exotic plans, ferns, flowers and plants as well as a 0.3 mile boardwalk through cypress, maple and oak trees.  Run by Hillsborough County, there's a $2 fee...
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