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    5. /Wild Chincoteague Pony Guided Boat Tour
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    Wild Chincoteague Pony Guided Boat Tour

    Cruise to see wild Chincoteague ponies with a Saltwater Cowboy guide

    5.0 stars• 121 reviews
    From$74/ personincl. taxes and fees

    Duration

    2 - 2.5 Hours

    Ideal For

    Up to 6 people

    Includes

    Guide, Boat tour, Pony viewing

    Highlights

    Explore the North and South grazing pastures of the Chincoteague Volunteer Fire Co. by small boat as you look for the herds of wild Chincoteague ponies. Ride with Captain Hunter Leonard, a Chincoteague Volunteer Fire Co. Saltwater Cowboy, and enjoy time for questions in a six-passenger tour boat.

    • Cruise to the North and South grazing pastures to look for wild ponies
    • Ride on a six-passenger personal tour boat for a small-group experience
    • Learn from Captain Hunter Leonard, a Chincoteague Volunteer Fire Co. Saltwater Cowboy
    • Spend 2 to 2.5 hours on the water
    • Ask questions with ample time built into the tour

    Things to know

    Three passengers are required to operate the boat; if fewer book, you may be called to reschedule. Parties over 6 people should make two separate bookings.

    Cancellation Policy

    Full refund with 48 hours notice of cancellation. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    FAQs

    Yes. Three passengers are required to operate the boat. If fewer than three book, you may be called before departure to reschedule.

    Please arrive 15 minutes early.

    After you enter the harbor, continue toward the flag pole and the harbormaster’s building. Keep going toward the large wooden cross by the water until you see the red sign on your right that says "Floating Dock #2." Above it, look for the sign that says "Cowboy Cruise Company Parties Meet Here." The boat is near the end of Floating Dock #2.

    Meeting details

    Address is 2246 Curtis Merritt Rd

    Experience provided by Cowboy Cruise Company
    Experience provided by Cowboy Cruise Company

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #UT4NFE

    Person

    $74.20

    Ages 8+

    0

    Child

    $53

    Ages 3-8

    0

    Infant

    $21.20

    2 and under

    0

    Private tour

    $397.50

    Up to 6 Passengers Per Vessel

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

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    Review summary

    5.0
    Excellent
    121 reviews•Google Maps
    114
    0
    0
    0
    0

    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

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