Hiking

Hiking
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Millbrook Mountain & Lake Minnewaska Popular

Millbrook Mountain & Lake Minnewaska

Saturday, May 19

Gemlike Lake Minnewaska to Millbrook Mountain; beautiful foliage and sweeping views!

$75

Departure Location: Union Square & Hoboken

This event/trip is currently sold out. 


Kaaterskill Falls Eight Mile Hike Favorite

Kaaterskill Falls Eight Mile Hike

Saturday, May 19

Gorgeous eight miles, sweeping views and a variety of terrain, including famous Kaaterskill Falls.

$75

Departure Location: Union Square

This event/trip is currently sold out. 


Hike & Whiskey Tasting New

Hike & Whiskey Tasting

Saturday, May 19

Hike first…whiskey after! Breathtaking views at the legendary Shawangunk Mountains. Afterward, a tasting at NY State’s only whiskey distillery open to the public.

$85

Departure Location: Upper West Side


Hike & Adopted Hound

Hike & Adopted Hound

Saturday, May 19

Hike with adopted dogs!

$95

A portion of the proceeds goes to Animal Haven.

This event/trip is currently sold out. 


Brunch Hike

Brunch Hike

Sunday, May 20

Hike to beautiful views and delicious cuisine!

$85

Departure Location: Union Square

This event/trip is currently sold out. 


Hike & Sustainable Farm Tour New

Hike & Sustainable Farm Tour

Sunday, May 20

Hiking in the morning, Stone Barns in the afternoon

$79

Departure Location: Upper West Side


Hike & Howl

Hike & Howl

Sunday, May 20

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Ship Rock Ridge Hike

Ship Rock Ridge Hike

Sunday, May 20

Exhilarating six miles!

$65

Departure Location: Upper West Side


Education Series: Backpacking Basics

Education Series: Backpacking Basics

Monday, May 21

Learn how to gear up for the trail

Free


Memorial Weekend: Camping & Canyoneering

Memorial Weekend: Camping & Canyoneering

Saturday, May 26

Rugged backpacking, camping and canyoneering weekend in the Catskills! Nine miles of hiking and canyoneering through beautiful colors and pristine wilderness on some of the toughest trails in the region.

$350

Departure Location: Upper West Side


Memorial Weekend: Adirondack Peaks and Rivers

Memorial Weekend: Adirondack Peaks and Rivers

Saturday, May 26

Exhilarating high peak hiking, wild whitewater rafting and pristine camping in the Adirondack Park of New York

$495

Pickup Location: Upper West Side


Memorial Weekend: Presidential Traverse, NH Favorite

Memorial Weekend: Presidential Traverse, NH

Saturday, May 26

Traverse the famous Presidential Range, climb the highest mountains in the east and rest easy in our cozy backcountry lodge- all within the White Mountain National Forest of New Hampshire.

$495

Pickup Location: Upper West Side

This event/trip is currently sold out. 


Gertrude’s Nose Hike in Minnewaska Popular

Gertrude’s Nose Hike in Minnewaska

Saturday, May 26

Spectacular views in Minnewaska State Park

$75

Departure Location: Upper West Side

This event/trip is currently sold out. 


Hike & Brewery Tour

Hike & Brewery Tour

Saturday, May 26

Hiking and a pint

$79

Departure Location: Union Square

This event/trip is currently sold out. 


Raccoon Brook Hike

Raccoon Brook Hike

Saturday, May 26

A moderately challenging hike through diverse terrain and scenery with breathtaking views.

$65

Departure Location: New Jersey and Union Square


Monastery & Meditation Hike

Monastery & Meditation Hike

Saturday, May 26

A day of focus and inner peace.

$75

Departure Location: Union Square


Pine Meadow Hike

Pine Meadow Hike

Saturday, May 26

Gorgeous, easy-moderate hike in Harriman State Park

$65

Departure Location: Upper West Side


Midnight Hike Popular

Midnight Hike

Saturday, May 26

Hike beneath the night sky and toast marshmallows by the bonfire!

$79

Departure Location: Upper West Side


Peru: Trek to Machu Picchu

Peru: Trek to Machu Picchu

Saturday, May 26

Follow the footsteps of the Incas to Machu Picchu.

$1795


Litchfield Ledge Popular

Litchfield Ledge

Sunday, May 27

Breathtaking Views in the Shawangunks!

$75

Departure Location: Union Square


Hike & Hound

Hike & Hound

Sunday, May 27

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

$79


Guides’ Choice: Harriman Traverse

Guides’ Choice: Harriman Traverse

Monday, May 28

A dawn-to-dusk event complete with support vehicle and resupply points, this Guides’ Choice event is the most challenging day-hike we offer.

$99

Departure: Upper West Side


Hike & Wine Tasting

Hike & Wine Tasting

Monday, May 28

Stunning Views and New York Wine to Taste

$80

Departure Location: Union Square


Tom Jones Mountain Hike

Tom Jones Mountain Hike

Saturday, June 2

Great views from the heart of Harriman State Park

$65

Departure Location: Upper West Side


Canopus Lake Hike

Canopus Lake Hike

Saturday, June 2

Casual Hike on the Appalachian Trail

$65

Departure Location: Brooklyn


Kaaterskill Falls Eight Mile Hike Favorite

Kaaterskill Falls Eight Mile Hike

Saturday, June 2

Gorgeous eight miles, sweeping views and a variety of terrain, including famous Kaaterskill Falls.

$75

Departure Location: Upper West Side


Hike & Wine Tasting

Hike & Wine Tasting

Saturday, June 2

Stunning Views and New York Wine to Taste

$80

Departure Location: Union Square


Hike The Great Escape

Hike The Great Escape

Sunday, June 3

A historical hike on the Appalachian Trail

$75

Departure Location: Union Square


Guides’ Choice Hike: Blauvelt Mountain

Guides’ Choice Hike: Blauvelt Mountain

Sunday, June 3

An aggressive pace, ambitious distance and challenging terrain distinguishes this hike as a Guides’ Choice.

$79

Departure Location: Upper West Side


Hike & Sustainable Farm Tour New

Hike & Sustainable Farm Tour

Sunday, June 3

Hiking in the morning, Stone Barns in the afternoon

$79

Departure Location: Union Square



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Testimonials

The trip was great! It was very well organized. I really enjoyed having the opportunity to climb different routes and all the guides were great. Loved all the energy and positive reinforcements!!! I’ll definetly recommend this trip and join another one in the future.
— Gabi