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    Cowboy Cruise Company

    Cowboy Cruise Company

    5.0 • 121 reviews
    Chincoteague, VA

    Cowboy Cruise Company is run by fourth-generation Saltwater Cowboys who have helped care for Chincoteague’s wild pony herd since 1925. Captains Hunter and Ayden grew up on these waters, know every inlet and bloodline, and delight ...

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    Book Cowboy Cruise Company

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    Chincoteague Island Pony & Shellfishing Cruise

    Cruise Chincoteague and harvest clams and oysters along the way

    $132From$124person
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    See Wild Chincoteague Ponies on a Guided Tour

    Cruise to Chincoteague pony grazing pastures with a 50% refund if you don’t spot ponies

    $79From$74person
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    Wild Chincoteague Pony Guided Boat Tour

    Cruise to see wild Chincoteague ponies with a Saltwater Cowboy guide

    $74From$69person
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    Sunset Boat Cruise in Chincoteague Island

    Private 1.5-hour sunset cruise around Chincoteague Island for up to 6

    $381.60$358.70
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    Dig Clams & Shuck Oysters on a Chincoteague Tour

    Dig clams, pull oyster cages, and learn to shuck on an interactive aquafarm tour

    $79From$74person
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    Early Bird Spring Foal Boat Tour

    Find newborn foals and see as many pony herds as possible with a Saltwater Cowboy captain

    $90From$84person

    Review summary

    5.0
    Excellent
    121 reviews•Google Maps
    114
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    Captain Hunter and his crew have built something genuinely special here. Hunter brings a rare combination to the water as a 3rd generation Saltwater Cowboy and Marine Biologist, meaning the stories and knowledge you get go well beyond a typical tour script. Guides like Ayden also consistently earn high marks for being personable, punctual, and deeply familiar with the wildlife and history of the area. The small boat size is a real advantage. It lets them navigate into shallow marsh areas that larger tour boats simply can't reach, which translates directly into closer encounters with the wild ponies. Reviewers frequently mention getting remarkably close to multiple herds, and a few have even witnessed foals being born during their tour. Beyond the standard pony tours, Hunter also offers experiences like duck hunts and the annual Pony Swim, and the same level of attentiveness carries through all of it. The 8am tour gets mentioned specifically as the best slot for pony sightings, and the tour is dog friendly, which is a nice bonus for travelers bringing pets along.

    What people are saying

    Review 1 of 5
    5/5

    We had the best time on the combined pony/shellfish tour! Hunter was an absolute delight and so knowledgeable about the history, geography, and wildlife that make Chincoteague a special place.

    Photo of Zelda Barrett

    Zelda Barrett

    July 6, 2026

    Review 1 of 1
    5/5

    We had the best time on the combined pony/shellfish tour! Hunter was an absolute delight and so knowledgeable about the history, geography, and wildlife that make Chincoteague a special place.

    Photo of Zelda Barrett

    Zelda Barrett

    July 6, 2026