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Fall Adventures
Catskills Hiking I Boat Cruises I Casino Charters
Trip Updates & Alerts
Join Our Posse and the Fun.
Mount Tammany Hike & BBQ Oct 18, Oct 25, Nov 1 2026
Resorts Catskills Casino Charter CONTACT US FOR DETAILS
Day Trips, Weekend Getaways, or Winter Ski & Snowboard Escapes — All Departing from NYC.
Upcoming Adventures
Private & Group Charters
Your group. Your schedule. Your adventure.
Whether it’s a corporate outing, school trip, or private getaway — our charter service makes planning easy. Clean buses, experienced drivers, and flexible options for anywhere within 300 miles of NYC.
World Cup Bus Charter
Bus Charters
Bachelorette Party Bus
A good casino night starts with not driving home. Urban Sherpa Travel runs a private casino charter bus service
Bachelorette Party Bus
The whole point of the night is that everyone’s together. The bus is what makes that actually happen.
Casino Charter Bus
A good casino night starts with not driving home. Urban Sherpa Travel runs a private casino charter bus service
Church & Religious Group Charter Bus
Faith communities run on the calendar — Sunday services, weekly programs, seasonal events, and annual retreats.
College & University Charter Bus
A college schedule rarely cooperates. The a cappella group needs to be in Boston by Friday.
Corporate Charter Bus
When your CEO is on the manifest and 60 employees are waiting in a hotel lobby, transportation can’t be a question mark.
Family Reunion Charter Bus
Reunion logistics are the part nobody volunteers for. Cousins fly in from three states, grandma doesn’t drive anymore
Group Airport Transfer Service
When your whole group is on the same flight, splitting into four taxis and three rideshares is the wrong answer.
School Field Trip Charter Bus
When you’re moving 50 fifth graders to a museum across town, safety isn’t a feature — it’s the only thing that matters.
Sports Team Charter Bus
Game day starts the moment the bus is supposed to arrive. If it’s late, warm-ups get cut.
Wedding Charter Bus
On your wedding day, the bus isn’t supposed to be the story. Guests should arrive on time
Senior Group Charter Bus
Activity directors don’t ask for much. The bus should be comfortable, on time, and the driver should be patient when boarding.
Why Travel with Urban Sherpa?
Most Experienced Operator
Thousands of successful trips from NYC — we know every route and destination.
Curated Adventures
Handpicked destinations for every season — from ski slopes to summer lakes.
Friendly Local Guides
Our team knows the trails, towns, and best stops along the way.
Got Questions?
A few things NYC travelers often ask before booking their adventure.
Most Urban Sherpa trips depart from convenient pickup points in Manhattan. Exact meeting locations and times are shared in your confirmation email.
For ski and snowboard trips, you can bring your own or rent gear through our partner shops at the mountain.
Absolutely! We offer trips for all experience levels — from first-time skiers to seasoned adventurers. Each trip page mentions difficulty level.
Yes — you can book multiple seats or request a private charter for your group directly through our Charter page.
Safety first — we monitor conditions closely and will notify travelers if any schedule changes occur. You’ll always have options for rescheduling or credits.
Got questions before your trip?
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