See Chincoteague’s Wild Ponies Up Close — Guaranteed Sightings Available
Expert-led six-passenger tours for pony encounters, shellfish harvesting, spring foals, and private sunset cruises.
Featured Tours
Six small-group experiences from guaranteed pony sightings to hands-on shellfish adventures.
About Cowboy Cruise Company
Cowboy Cruise Company is a Chincoteague-based marine tour operator specializing in small-group wildlife and shellfish experiences around Chincoteague Island and Assateague. Led by guide Hunter Leonard — a Saltwater Cowboy and trained marine biologist — the company operates six unique tours aboard a cozy six-passenger boat that prioritizes close encounters, personalized storytelling, and responsible wildlife viewing. Signature offerings include the Guaranteed Pony Tour, which promises pony sightings or a partial refund; the standard Pony Tour led by Hunter Leonard; the Teaguer Tour exploring island history and habitats; the Early Bird Spring Foal Tour focused on newborn foals and photographic opportunities; the Private Scenic Sunset Tour for up to six guests that highlights sunsets, dolphins, and relaxed cruising; and the interactive Shellfish Tour where guests dig for clams and learn to shuck oysters and bring home their catch. Safety, stewardship, and local knowledge guide every outing: trips follow responsible viewing distances, follow island regulations, and teach humane handling of shellfish. Equipment is maintained for comfort and safety, and pre-trip briefings cover what to expect and what to bring. Tour pacing ranges from 1.5 to 4 hours to suit photographers, families, and adult explorers. Reservations, private bookings, and seasonal specialty departures like spring foal and summer morning tours are available. Visitors seeking authentic Chincoteague experiences, hands-on seafood learning, or close pony encounters value Cowboy Cruise Company for its expert-led, small-boat approach and transparent refund guarantee for guaranteed-sighting departures. Local conservation partnerships and clear safety protocols further reinforce credibility for visitors and families.
Reserve a Spot on These Small-Group Chincoteague Tours
Limited seats on the six-passenger boat — book guaranteed pony, spring foal, shellfish, or private sunset departures now.