Urban Sherpa Travel

Exciting group trips and outdoor adventures from the city to scenic destinations
(5 reviews)
5.0
5.0 out of 5 stars (based on 5 reviews)
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David Lilly
CEO / Founder
Number of Tours
Number of Reviews
(5 reviews)
Rating
5.0
5.0 out of 5 stars (based on 275 reviews)
Excellent99%
Very good1%
Average0%
Poor0%
Terrible0%
Response Rate
93%

About

Urban Sherpa Travel is a trusted travel and event transportation company based in New York, dedicated to creating seamless, fun, and well‑organized trips for groups and individuals. With decades of experience in adventure travel and charter services, they specialize in day trips, outdoor excursions, and custom group experiences that take you from the city to scenic destinations like the Catskills, white‑water rafting, zip‑lining, ski resorts, casinos, and more.

Whether you’re planning a ski getaway, a family outing, a corporate retreat, a wedding group transfer, or a special event adventure, Urban Sherpa Travel handles all the logistics with professional drivers, comfortable transportation, and thoughtful planning. Their goal is to make travel stress‑free and enjoyable so you can focus on the experience instead of the details.

From outdoor adventure lovers to groups seeking unique travel experiences, Urban Sherpa Travel delivers memorable, safe, and exciting journeys that leave a lasting impression.

Tours and adventures by Local Legends Tours

Belleayre Mountain Bus Trips from NYC

(3 reviews)

Free Cancellation

Enjoy a full-day ski trip to Belleayre Mountain with Urban Sherpa. Relax with round-trip bus transportation from NYC and spend the day exploring trails, glades, and terrain parks for all skill levels.

$59.00 per person

Mount Tammany Hike + Smokehouse Trip

(3 reviews)

Free Cancellation

Tackle the iconic 3.6-mile Red Dot & Blue Dot loop near Pahaquarry, NJ, with stunning overlooks, waterfalls, and a refreshing swimming hole. Finish the adventure with a smoky feast at Joe Bosco’s Authentic Smokehouse.

$49.00 per person

Wind Creek Casino Trips from NYC

(3 reviews)

Free Cancellation

Gaming, shopping, dining, and easy luxury travel Enjoy a full day at Wind Creek with Urban Sherpa’s smooth, reliable service.
$49.00 per person

Review Summary

5.0
5.0 out of 5 stars (based on 5 reviews)
Excellent100%
Very good0%
Average0%
Poor0%
Terrible0%

Consistently Organized and Reliable Ski Trips!

February 6, 2026

I’ve been using Urban Sherpa for many years. Always organized and consistently going up to the Catskills almost every day of the week. I tried a couple of midweek trips last year and it was great! Hunter and Windham were pretty empty during the week so I felt I had the whole place to myself. No frills, just consistent and straightforward. Get on, drop us off, get back to the bus at the end of the day and I’m back in Manhattan by about dinner time. I have been on some trips where there were issues with the weather or mechanical but they weren’t anyone’s fault as these were unforeseen. I can imagine things like this happen when you run so many trips a week. They have always been fair and polite to me.

Calvin

lways On Time, Clean Buses, Great Staff!

February 6, 2026

I’ve used this company many times throughout the winter season to go skiing in the Catskills. Never had a problem. Always leaves on time, and picks up on time. Buses are clean, and the leaders are always nice and helpful.

Garret Mitchell

Perfect Day Trip to Hunter Mountain with Urban Sherpa

February 6, 2026

Used Urban Sherpa for a day return trip to Hunter mountain. Communication was superb. Bus arrived on time and at the designated place. The driver and Paul were both excellent on the day as was David who kept me up to date via email.

This is a no frills, smoothe operation that works perfectly….one happy customer here.

Dermot Malone

he Best Part of Our Ski Adventure!

February 6, 2026

I am so thankful for UrbanSherpaTravels! We had a horrible experience with NYC Snow Bus for approximately 8 family members and myself. NYC Snow Bus Company was rude and not compassionate. In fact, they left a family member behind as we were asking them to stop and wait for a couple of minutes so he can locate and get on the bus with us. We were forced to make a decision to leave our family member behind or get off the bus. We got off the bus.

UrbanSherpatravels was so HELPFUL and compassionate. They were understanding and welcoming. They reassured our group that there was enough room and we will comfortably get back to NYC. After such a long day dealing with a horrible company (NYC SNOW BUS) we were finally able to say UrbanSherpaTravels was the best part of our day. They were reliable and reasonable. Their staff was personable and showed interest in the safety of their customers. They communicated in a timely fashion and got us back to NYC with no issues.

I will definitely recommend this company to anyone interested in going skiing.

Sonal Gohel

Urban Sherpa Made Our Hunter Ski Trip a Breeze!

February 6, 2026

amazing trips and super professional trip leaders. Our leader was short and sweet on the mic at 6am and gave great tips about the ski area. Also Urban Sherpa was the first bus company to arrive at Hunter, this made getting our rentals much quicker.

Nicholas Sweeney

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Frequently asked questions

Urban Sherpa Travel provides guided group trips and private charters from New York City to destinations like the Catskills, ski resorts, casinos, whitewater rafting, zip-lining, and other outdoor adventures.
Yes! Trips are designed for all ages, with activities and experiences suitable for families, kids, and multi-generational groups.
No! All trips include professional transportation, and equipment for activities like skiing or rafting can be arranged by Urban Sherpa Travel when needed.
Absolutely! Urban Sherpa Travel offers private charters for corporate events, weddings, school trips, and custom adventures tailored to your group’s needs.
Trip durations vary by activity, ranging from half-day excursions to full-day or multi-day adventures, depending on the destination and experience chosen
You can easily reserve your spot through the Urban Sherpa Travel website or BookInstead, selecting your destination, date, and group size.

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