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Catskills Hike: Indian Head Mountain

Saturday, April 26

Gorgeous trail and sweeping views!

Departure Location: Upper West Side

Raccoon Brook Hike

Saturday, April 26

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

Departure Location: Upper West Side

Horseback Riding & Wine Tasting

Saturday, April 26

Ride through forest and fields. Sample wines and ciders

Departure Location: Union Square

Hike with Adoptable Hounds

Saturday, April 26

Hike with adoptable dogs.

A portion of the proceeds goes to Animal Haven.

Hike & Whiskey Tasting

Saturday, April 26 - SOLD OUT

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.

Departure Location: Union Square

Rock Climbing

Sunday, April 27

Rock Climb the legendary Shawangunk Ridge. No experience necessary!

Departure Location: Union Square

Canopus Lake Hike

Sunday, April 27

Casual Hike on the Appalachian Trail

Departure Location: Upper West Side

Central Park Spring Photography Class

Sunday, April 27 - SOLD OUT

Learn to take amazing outdoor shots with your own camera

Long Exposures Advanced Photo Class

Sunday, April 27

Take your photography to the next level.

Adventure Fit

Monday, April 28

Train for your next adventure.

Hike & Howl

Saturday, May 3

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Union Square

Schunemunk Mountain Hike

Saturday, May 3

Unique Rock Formations and Scenic Views

Departure Location: Upper West Side

Awosting Falls

Saturday, May 3 - SOLD OUT

Moderate nine-mile hike to idyllic waterfalls

Departure Location: Union Square

Night Hike

Saturday, May 3

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

Departure Location: Upper West Side

Guides’ Choice: Harriman Traverse

Sunday, May 4

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

Departure: Upper West Side

Surprise Lake Hike

Sunday, May 4

A stunning day hike.

Departure Location: Upper West Side

Hike & Wine Tasting

Sunday, May 4

Stunning Views and New York Wine to Taste

Departure Location: Union Square

Africa Volunteer Trip Aiding Elephants

Monday, May 5

Experience Africa in a meaningful way

Adventure Fit

Monday, May 5

Train for your next adventure.

Adventure Hour with Guides

Tuesday, May 6

Everyone’s welcome. Come hang out, drink and mingle at Brinkley’s with other Discover Outdoors adventurers, present and future.

Brooklyn Bridge Greenway Sunset Photography

Wednesday, May 7

Capture the Manhattan Skyline at Sunset

Whitewater Rafting

Saturday, May 10

A fun day of rafting Class I-III Rapids

Departure Location: Upper West Side

Storm King Mountain

Saturday, May 10

Sweeping views of the Hudson River and Valley

Departure Location: Union Square

Rock Climbing

Saturday, May 10

Rock Climb the legendary Shawangunk Ridge. No experience necessary.

Departure Location: Upper West Side

Hike, Swim, & Yoga

Saturday, May 10

Hike, stretch, restore…the perfect outdoor fitness combination of hiking and yoga.

Departure Location: Upper West Side

Hike with Adoptable Hounds

Saturday, May 10

Hike with adoptable dogs.

A portion of the proceeds goes to Animal Haven.

Central Park Spring Photography Class

Saturday, May 10

Learn to take amazing outdoor shots with your own camera

Trek to Machu Picchu

Saturday, May 10

Follow the footsteps of the Incas to Machu Picchu.

Horseback Riding & Wine Tasting

Sunday, May 11

Ride through forest and fields. Sample wines and ciders

Departure Location: Upper West Side

Hike & Hound Pine Meadow

Sunday, May 11

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

Millbrook Mountain & Lake Minnewaska

Sunday, May 11

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

Departure Location: Union Square

Waterfall Canyoneering

Sunday, May 11

Adrenaline-filled day of canyoneering down multiple cascading waterfalls!

Departure Location: Upper West Side

Photography Hike

Sunday, May 11

Learn how to really use that camera to capture the natural world around you.  Enjoy a day out on the trails while learning skills to take on future adventures.

Adventure Fit

Monday, May 12

Train for your next adventure.

Whitewater Rafting

Saturday, May 17

A fun day of rafting Class I-III Rapids

Departure Location: Union Square

Hike & Brewery Tour

Saturday, May 17

Hiking and a pint

Departure Location: Union Square

Guides’ Choice: The Great Escape

Saturday, May 17 - SOLD OUT

A historical hike on the Appalachian Trail

Departure Location: Upper West Side

Waterfall Canyoneering

Saturday, May 17

Adrenaline-filled day of canyoneering down multiple cascading waterfalls!

Departure Location: Union Square

Hike with Adoptable Hounds

Saturday, May 17

Hike with adoptable dogs.

A portion of the proceeds goes to Animal Haven.

Hudson River Sea Kayaking to Abandoned Castle

Saturday, May 17

Explore an abandoned castle on the Hudson.

Departure Location: Upper West Side

Fourteen Peaks Hike

Sunday, May 18

Fantastic twelve-mile challenging ascent of 14 peaks.

Departure Location: Upper West Side

Great preparation for Guide’s Choice hikes

Hike & Whiskey Tasting

Sunday, May 18

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.

Departure Location: Union Square

Monastery & Meditation Hike

Sunday, May 18 - SOLD OUT

A day of focus and inner peace.

Departure Location: Union Square

Central Park Spring Photography Class

Sunday, May 18

Learn to take amazing outdoor shots with your own camera

Long Exposures Advanced Photo Class

Sunday, May 18

Take your photography to the next level.

Africa Volunteer Trip Aiding Elephants

Monday, May 19

Experience Africa in a meaningful way

Adventure Fit

Monday, May 19

Train for your next adventure.

Raccoon Brook Hike

Saturday, May 24

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

Departure Location: Upper West Side

Class IV Rafting and Camping Overnight

Saturday, May 24

Class IV rapids and sleeping by a lake in the Adirondacks.

Hike & Howl

Saturday, May 24

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Union Square

Whitewater Rafting

Saturday, May 24

A fun day of rafting Class I-III Rapids

Departure Location: Upper West Side

Adirondack Summit Weekend

Saturday, May 24

Summit the highest peak in New York!

Sea Kayaking & Sandbar Barbecue

Saturday, May 24

Kayaking with Barbecue

Departure: Upper West Side

Memorial Weekend: Presidential Traverse, NH

Saturday, May 24

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.

Departure Location: Upper West Side

Whitewater Rafting

Sunday, May 25

A fun day of rafting Class I-III Rapids

Departure Location: Union Square

Rock Climbing

Sunday, May 25

Rock Climb the legendary Shawangunk Ridge. No experience necessary.

Departure Location: Upper West Side

Awosting Falls

Sunday, May 25

Moderate nine-mile hike to idyllic waterfalls

Departure Location: Union Square

Night Hike

Sunday, May 25

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

Departure Location: Upper West Side

Waterfall Canyoneering

Monday, May 26

Adrenaline-filled day of canyoneering down multiple cascading waterfalls!

Departure Location: Upper West Side

Sunfish Pond Hike

Saturday, May 31

Explore the Kittatinny Mountains and forever change the way you think of New Jersey.

Departure Location: Union Square

Schunemunk Mountain Hike

Saturday, May 31

Unique Rock Formations and Scenic Views

Departure Location: Upper West Side

Hike & Whiskey Tasting

Saturday, May 31

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.

Departure Location: Union Square

Sunfish Pond Hike

Saturday, May 31

Explore the Kittatinny Mountains and forever change the way you think of New Jersey.

Departure Location: Union Square

Guides’ Choice: The Great Escape

Sunday, June 1

A historical hike on the Appalachian Trail

Departure Location: Upper West Side

Horseback Riding & Wine Tasting

Sunday, June 1

Ride through forest and fields. Sample wines and ciders

Departure Location: Upper West Side

Hike & Wine Tasting

Sunday, June 1

Stunning Views and New York Wine to Taste

Departure Location: Union Square

Africa Volunteer Trip Aiding Elephants

Monday, June 2

Experience Africa in a meaningful way

Adventure Fit

Monday, June 2

Train for your next adventure.

Rock Climbing

Saturday, June 7

Rock Climb the legendary Shawangunk Ridge. No experience necessary!

Departure Location: Union Square

Whitewater Rafting

Saturday, June 7

A fun day of rafting Class I-III Rapids

Departure Location: Upper West Side

Gertrude's Nose Hike in Minnewaska

Saturday, June 7

Spectacular views in Minnewaska State Park

Departure Location: Upper West Side

Hike with Adoptable Hounds

Saturday, June 7

Hike with adoptable dogs.

A portion of the proceeds goes to Animal Haven.

Whitewater Rafting

Sunday, June 8

A fun day of rafting Class I-III Rapids

Departure Location: Union Square

Sea Kayaking & Bald Eagle Search

Sunday, June 8

Kayak, beautiful scenery, and eagle spotting!

Departure Location: Union Square

Hike & Hound Pine Meadow

Sunday, June 8

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

Kaaterskill Falls Hike

Sunday, June 8

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

Departure Location: Upper West Side

Adventure Fit

Monday, June 9

Train for your next adventure.

Adventure Hour with Guides

Tuesday, June 10

Everyone’s welcome. Come hang out, drink and mingle at Brinkley’s with other Discover Outdoors adventurers, present and future.

Hike & Howl

Saturday, June 14

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Union Square

Catskills Hike: Panther Mountain

Saturday, June 14

Sweeping views and a variety of terrain.

Departure Location: Upper West Side

Waterfall Canyoneering

Saturday, June 14

Adrenaline-filled day of canyoneering down multiple cascading waterfalls!

Departure Location: Upper West Side

Surprise Lake Hike & Swim

Saturday, June 14

A stunning day hike!

Departure Location: Upper West Side

Hike with Adoptable Hounds

Saturday, June 14

Hike with adoptable dogs.

A portion of the proceeds goes to Animal Haven.

Horseback Riding & Wine Tasting

Saturday, June 14

Ride through forest and fields. Sample wines and ciders.

Departure Location: Union Square and Hoboken

Hike & Brewery Tour

Sunday, June 15

Hiking and a pint

Departure Location: Union Square

Monastery & Meditation Hike

Sunday, June 15

A day of focus and inner peace.

Departure Location: Union Square

Hike, Swim, & Yoga

Sunday, June 15

Hike, stretch, restore…the perfect outdoor fitness combination of hiking and yoga.

Departure Location: Upper West Side

Fourteen Peaks Hike

Sunday, June 15

Fantastic twelve-mile challenging ascent of 14 peaks.

Departure Location: Upper West Side

Great preparation for Guide’s Choice hikes

Africa Volunteer Trip Aiding Elephants

Monday, June 16

Experience Africa in a meaningful way

Adventure Fit

Monday, June 16

Train for your next adventure.

Whitewater Rafting

Saturday, June 21

A fun day of rafting Class I-III Rapids

Departure Location: Union Square

Buck Mountain

Saturday, June 21

Beautiful hike with two secluded lakes

Departure Location: Union Square

Guides’ Choice: Devil’s Path Marathon

Saturday, June 21

Test your limits on what many claim to be the toughest hiking path in the eastern United States.

Departure Location: Upper West Side

Kayak & Wine Tasting

Saturday, June 21

Kayak, wine & beautiful scenery!

Departure Location: Upper West Side

Outdoor Rise: Daily Yoga Retreat

Saturday, June 21

Focus your mind, body, and spirit.

Proceeds benefit the Discover Outdoors Foundation

Millbrook Mountain & Lake Minnewaska

Sunday, June 22

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

Departure Location: Upper West Side

Whitewater Rafting

Sunday, June 22

A fun day of rafting Class I-III Rapids

Departure Location: Upper West Side

Rock Climbing

Sunday, June 22

Rock Climb the legendary Shawangunk Ridge. No experience necessary.

Departure Location: Upper West Side

Hike & Whiskey Tasting

Sunday, June 22

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.

Departure Location: Union Square

Outdoor Rise: Daily Yoga Retreat

Sunday, June 22

Focus your mind, body, and spirit.

Proceeds benefit the Discover Outdoors Foundation