Deep Hollow Ranch Beach & Trail Rides

This did not disappoint. we had a wonderful time riding to and along the beach.

From the moment we arrived the staff was friendly, helpful and informative. our trail guide, Gabrielle was experienced and knowledgeable. The horses were beautiful. The weather was perfect and the other riders were fun. Overall this was a very enjoyable experience. I highly recommend it.

Terrible conduct by the son of the owners. Absolutely horrendous and misogynistic. There are other places to ride horses where they respect women. This place isn't worth it.

Proclaimed oldest ranch in the country, lots of fun this morning. This land is full of a rich history including Teddy Roosevelt, Mickey Drexler (former CEO of J.Crew), and concerts by Paul Simon, Jimmy Buffett and Billy Joel. Currently run by (concessionaires) a local Montauk woman Cate and a legendary Coloradan cowboy Pat.

We did the 90 minute ride accompanied by Skyler and it was exactly what we needed. A warm welcome, safety first mentality (for riders and horses), and a hop onto beautiful trails throughout some 30 acres of land (did I hear that correctly?).

Horses were very rideable for a first timer, and for my son who thinks he's Wyatt Earp after four weeks of riding horses at camp. Prices seemed fair compared to much more expensive nonsense you can blow your money on out here. Don't forget to tip your guides, they have a passion for what they do and keep you safe.

The views are nothing short of life changing. Enjoy!

This was the perfect afternoon getaway.  Friendly staff, and very accommodating.  As a person who treats my body with a healthy diet, I was a perfect fit for all of the horses they had to offer.  On that note, I truly appreciate their love and compassion for their horses, and wouldn't subject them to injury by allowing unhealthy, gluttonous people to ride(and crush) them.  
Healthy is Beautiful.

The staff at Deep Hollow were just great. We had a cold raining day today and had to cancel our reservation. Deep Hollow gave us options on different times if we'd like and completely understood that we wanted to come back on another day when the weather was a little better. Great communication!

Honestly disgusted by this experience and will not be retuning. Was not met with one smile and felt like I was just being rushed along. I wanted to support a small business but was so overwhelmed with disrespect. Run away from this place, there are much better ranches that will treat you well

Terrible service, questionable treatment of the horses. Went for a trail ride, and quickly decided against it.

The staff was not friendly and I left feeling like I wasted my money. Would not recommend this business!

Was a great time. Staff were nice and gracious. You can tell they put care into the ranch and take good care of the horses.  They never load the horses with more weight than they can handle. Some ranches neglect their horses and allow overweight people to ride on them damaging their spines but not this ranch. This ranch makes their horses health a priority.

Awesome experience a few years ago here. Our instructor even offered to take pictures of us the whole time. Can't wait to go back!