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On Land · Montauk

Deep Hollow Ranch Beach Ride

Deep Hollow bills itself as the birthplace of the American cowboy and the oldest working ranch in the country, and it still runs guided rides out along the Block Island Sound shore. Riding is western, groups are small, and guides match you to a horse — pony rides from five, short trail rides from six, the beach ride from eight.

Skill level
Beginner-Intermediate
Season
Apr-Nov
Duration
90 min
Cost
$95 trail ride, $190 beach and trail ride, $20 pony ride
Group size
1-8
Age
8+
Gear
Helmet provided
Weather
Dry

Safety

The saddle is western — wear long pants and closed-toe shoes. There is a 240 lb rider weight limit, and ride times shift through the season, so call 631-668-2744 rather than turning up.

Where it happens

Operators (1)

  • Deep Hollow Ranch

    Run by Patrick and Cate Keogh, who bill it as the birthplace of the American cowboy and the oldest working ranch in the U.S. Pony rides for 5 and under, short trail rides from 6, beach rides from 8 and adults. Private rides by arrangement.

    1929 Montauk Hwy, Montauk, NY 11954

    Price: $20 pony ride, $95 trail ride, $190 beach and trail ride; 240 lb rider weight limit

Related guides

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