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Where to go, and when it is true.

Destination field guides to the coast we operate on: Anna Maria, 30A, Clearwater, Madeira, and the water between them. Evergreen, answer-first.

All Guides entries, most recent first

11 entries · Most recent first

  1. An open black leather journal on a dark desk, a fountain pen resting on its blank page.

    Field guide · · The Gulf Coast

    Gulf Coast Vacation Rental Questions, Answered

    Straight answers on hurricane season, red tide, minimum stays, licensing and the local rules along Anna Maria, 30A, Clearwater and Madeira Beach.

    [ Reviewed for the 2026 season ]

  2. Wooden pier running out to a small blue pavilion over clear green gulf water

    Field guide · · Anna Maria Island

    Anna Maria Island Travel Guide: When to Go, What to Expect

    When to visit Anna Maria Island, how the seven-mile island is laid out, why nothing on it stands above three stories, and which end to stay on.

    [ bean point at sunset. take the trolley. ]

  3. Weathered boardwalk winding through grassy dunes behind sand fencing

    Field guide · · Scenic Highway 30A

    30A Florida Travel Guide: The Beach Towns and Dune Lakes

    How the beach towns along Scenic Highway 30A differ, when to come, and why the coastal dune lakes make this stretch of the Florida Panhandle rare.

    [ paddle western lake before the wind wakes. ]

  4. A wooden pier in silhouette as the sun meets the gulf horizon

    Field guide · · Clearwater Beach

    Clearwater Beach Travel Guide: Shallow Water, Quiet Ends

    When to visit Clearwater Beach, how to get there, why the gulf stays shallow and calm, and where to find quiet on a famously busy stretch of sand.

    [ first ferry to caladesi. bring water. ]

  5. Boats moored in a palm-lined marina as the sun goes down

    Field guide · · Madeira Beach

    Madeira Beach Travel Guide: John's Pass, Beach and Seasons

    When to visit Madeira Beach, how to get there, what John's Pass is, and which blocks to stay on along a coast still worked by a fishing fleet.

    [ buy what the boats landed. eat it there. ]

  6. A bicycle leaning on a weathered post where the sand meets the water

    Field guide · · Scenic Highway 30A

    Biking 30A: The Timpoochee Trail, Town to Town

    The Timpoochee Trail is a paved bike path along 30A, through the beach towns, state parks and dune lakes. How to ride it well, town to town.

    [ coffee west, lunch east, swim wherever. ]

  7. Sand toys half-buried in coarse, shell-flecked sand

    Field guide · · Anna Maria Island

    Anna Maria Island With Kids: The Gentle-Gulf Guide

    Why Anna Maria suits small travelers: warm waist-deep water, a free trolley they will call the best part, piers for first fish, early easy evenings.

    [ the trolley is the attraction. accept this. ]

  8. Seashells scattered across wet sand, close up

    Field guide · · The Gulf Coast

    Shelling Florida's Gulf Barrier Islands: A Field Guide

    How shelling works on the gulf barrier islands: the tides that matter, the winter advantage, what you will find, and the one live-shell rule.

    [ falling tide, first light, after a north blow. ]

  9. Fishing rods set in holders at a boat stern over open water

    Field guide · · Madeira Beach

    John's Pass Fishing Charters, Seasons and Tides

    How to choose a John's Pass fishing charter, half-day or long run, what each season brings, and how to fish the pass itself on a moving tide.

    [ half-day for the cooler. full day for the story. ]

  10. An empty beach in pale, cool winter light

    Field guide · · The Gulf Coast

    Winter on the Gulf Coast: What to Expect and What Works

    What to expect from a gulf coast winter: bright, mild and quiet. Good for walkers, shellers and porch evenings, wrong for a week in the water.

    [ bring a jacket. trust us. ]

  11. A sandy path forking through dunes toward the sea

    Field guide · · The Gulf Coast

    Which Florida Gulf Beach Fits Your Party: A Choosing Guide

    Anna Maria, 30A, Clearwater or Madeira: how the four Florida gulf coasts differ, and three questions that match your party to one of them.

    [ temperament first. dates second. house third. ]

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