{ Trips }

NYC + BOS

Big Sky

Big Sky features the best in-bound terrain in North America. Regardless of your level of ability this mountain has more trails, more lifts, more bowls and more glades than anywhere else. The Tram continues to transport technical skiers and riders to some of the most difficult terrain in the country.

This trip is not currently available.

NYC

Camelback Mountain

Camelback Mountain is just an hour and a half from our New York City pickups. Arriving before noon we will ski and ride until 6:00 PM, have a few drinks at the bar, and return to New York by 9:00 PM.

{ Available } Sat, Feb 18 · Sun, Mar 04

NYC

EMS Classic Gunks Routes

This program is for experienced climbers who are ready to take on the classic routes in the Gunks.

This trip is not currently available.

NYC

EMS Discover Climbing

Every climber must start somewhere. We offer a variety of introductory programs that will help you take those first steps. These programs are designed for those who have little to no climbing experience but are equipped with a sense of adventure!

This trip is not currently available.

NYC

Gathering of the Vibes Music Festival Return 1:30 AM - Late FRI Night

Late-night return transport from the festival site to New York Penn Station

This trip is not currently available.

NYC

Gathering of the Vibes Music Festival Return 1:30 AM - Late SAT Night

Late-night return transport from the festival site to New York Penn Station

This trip is not currently available.

NYC

Hunter Mountain

Hunter is our home away from home and our Urban Sherpa riders’ most popular hill. The terrain at Hunter includes good vertical, several parks, mogul after mogul run, run-outs for experts, and gradual lines for beginners. And check out Hunter’s new six-pack lift, delivering riders up hill faster than they come down.

{ Available } Wed, Feb 08 · Fri, Feb 10 · Sat, Feb 11 · Sun, Feb 12 · Wed, Feb 15 · Fri, Feb 17 · Sat, Feb 18 · Sun, Feb 19 · Mon, Feb 20 · Wed, Feb 22 · Fri, Feb 24 · Sat, Feb 25 · Sun, Feb 26 · Wed, Feb 29 · Fri, Mar 02 · Sat, Mar 03 · Sun, Mar 04 · Wed, Mar 07 · Fri, Mar 09 · Sat, Mar 10 · Sun, Mar 11 · Fri, Mar 16 · Sat, Mar 17 · Sun, Mar 18 · Sat, Mar 24 · Sat, Mar 31

NYC

Hunter Zipline & Canopy Adventure Tour

Hunter Mountain will build the largest zipline in North America and include a tree canopy tour, a four-story adventure tower, and a mountain safari.

This trip is not currently available.

NYC

Ice Climbing: Beginner, Intermediate, & Advanced

Join us this winter for an adventure you’ll never forget! Courses are progressive and we offer something for every skill level. Join us at our New Paltz base camp where we will gear up and separate into ability groups. We will then be spirited by our Urban Sherpa coaches to various headwalls depending on weather and ice accumulation. We provide all climbing equipment, including plastic boots, ice axes, crampons and all climbing equipment.

This trip is not currently available.

NYC

Jay Peak Weekends

Jay’s extensive glade system and incredible snowfall make this a big mountain experience and is a must for those riders looking to knock off challenging terrain. Prepare for an adventure and settle for nothing less.

This trip is not currently available.

NYC

JetLAG Russian American Open Air Music Festival

Experience the annual Russian-American open-air music festival at the picturesque Full Moon Resort! Package includes round-trip transport on the JetLAG bus.

This trip is not currently available.

BOS

Killington (Boston)

Killington Resort, the largest ski and snowboard resort in eastern North America, is known for long seasons, abundant natural snowfall, and the most extensive snow-making system in the world.

This trip is not currently available.

NYC

Killington (New York)

Killington Resort, the largest ski and snowboard resort in eastern North America, is known for long seasons, abundant natural snowfall, and the most extensive snow-making system in the world.

{ Available } Sat, Feb 11 · Sat, Feb 18 · Sat, Feb 25 · Sat, Mar 03 · Sat, Mar 10 · Sat, Mar 17

Killington (New York) Hobart and William Smith

Private trip for Hobart and William Smith alumni to Killington Resort

This trip is not currently available.

BOS

Loon Mountain

Loon Mountain will be one of our go-to mountains. Why Loon? ’Cause it’s an awesome mountain with terrain for everyone, with more snow than ya know. Loon also has a Burton Learn-to-Ride (LTR) program.

This trip is not currently available.

NYC + BOS

Mount Snow

Mount Snow has four mountain faces. That means whoever you are, Snow has got enough terrain diversity to keep a grin on your face all winter.

This trip is not currently available.

NYC

Mountain Creek Waterpark

More fun than the beach! An extreme water park just an hour away from the city, Mountain Creek is just the place to hang out with your friends and cool off.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/2 THU 3PM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/3 FRI 10AM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/3 FRI 6PM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/4 SAT 10AM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/5 SUN 10AM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (Return 6/5 SUN 01AM - Late SAT Night)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (Return 6/5 SUN 11PM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Mountain Jam Music Festival at Hunter Mountain (Return 6/6 MON 12:30PM)

Radio Woodstock and Warren Haynes present Mountain Jam VII, June 2-5, 2011, at Hunter Mountain. Return transport is booked separately. If you plan to return to the city with us, please be sure to purchase a return ticket.

This trip is not currently available.

NYC

Paintball

Round up friends and foes—we are headed out to Cousins Paintball in Coram, Long Island, the largest field in New York, for a fun-filled day of paintball mayhem. With twenty-six individual paintball fields spread out over eighty-eight acres, you won’t lack for action.

This trip is not currently available.

NYC

Rope Course Aerial Adventure Park

Head out on an exciting aerial rope-course adventure. With eleven courses of varying difficulties, you will be challenged to cross bridges, climb ladders, get past obstacles, and zoom over zip lines.

This trip is not currently available.

NYC + BOS

Steamboat

Head out west to Steamboat Springs, and hang your ten-gallon hat alongside one of the most preferred properties on the mountain. A complete mountain range, with 2,965 acres (1,200 hectares) of permitted terrain offer a diversity of trails for all levels of ability.

This trip is not currently available.

NYC + BOS

Stratton

Stratton has probably the most impressive uphill capacity in the Northeast; you will wait longer for a cup of coffee at Starbucks than for a chair at Stratton. And with over 600 inbound rideable acreage, you will probably never discover the whole mountain in a single day.

This trip is not currently available.

NYC

TAP New York Craft Beer & Fine Food Festival

TAP New York has developed into one of New York State’s largest craft-beer festivals. You’ll find everything from pale ales and pilsners to weissbiers, porters, stouts, and scotch ales; from hearty Bohemian- and Bavarian-style lagers to glorious Belgian-style ales. Join our party on Urban Sherpa’s 55-passenger motor coach for a day of hedonistic fun.

{ Available } Sat, Apr 28 · Sun, Apr 29

BOS

Waterville Valley

With consistently good conditions and as much or more terrain than any other New Hampshire ski area, Waterville Valley will be our second, close single-day coach trip from Boston.

This trip is not currently available.

NYC

White Water Rafting

White water rafting bus trip down the Lehigh River in the Poconos. This is when the Lehigh often runs full and fast, even without dam releases. Fun-filled rapids and exquisite laurel blossoms in the spring are just a few of the reasons to enjoy Lehigh white water rafting trips.

{ Available } Sat, Jun 09 · Sat, Jun 23

NYC

Windham

Windham became our fastest growing trip last year and is just two hours-and-a-half from our Urban Sherpa pick-up locations in the city. Just starting out? If you haven’t been to Windham, sign up and experience Windham’s expansive runs.

{ Available } Wed, Feb 08 · Fri, Feb 10 · Sat, Feb 11 · Sun, Feb 12 · Wed, Feb 15 · Fri, Feb 17 · Sat, Feb 18 · Sun, Feb 19 · Mon, Feb 20 · Wed, Feb 22 · Fri, Feb 24 · Sat, Feb 25 · Sun, Feb 26 · Wed, Feb 29 · Fri, Mar 02