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It’s Spring, Let’s Go

•Catskills Bus Trips • Boat Cruises

• Casino Charters  • Hiking Adventures


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Day Trips, Weekend Getaways, or Winter Ski & Snowboard Escapes — All Departing from NYC.

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Mount Tammany Bus Trip

Mount Tammany Hike + Smokehouse Trip A scenic mountain hike,…

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$49

Resorts World Catskills Casino Trip

Resorts World Casino Trips from NYC A premium casino escape with…

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$49

Tom’s River Sailing Charter | Casa Blanca – Barnegat Bay NJ

Sail Aboard Casa Blanca A Private 32’ Sailing Experience on Tom’s…

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$500

Wind Creek Casino Trip

Wind Creek Casino Trips from NYC Gaming, shopping, dining, and easy…

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$49

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.


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Why Travel with Urban Sherpa?

With over three decades of experience, we’re NYC’s original adventure bus — connecting city life to nature since day one.

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.


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Be the first to know about new trips, deals & seasonal events.

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Got Questions?

A few things NYC travelers often ask before booking their adventure.



Where do your trips depart from?

Most Urban Sherpa trips depart from convenient pickup points in Manhattan. Exact meeting locations and times are shared in your confirmation email.



Do I need to bring my own equipment?

For ski and snowboard trips, you can bring your own or rent gear through our partner shops at the mountain.



Are your trips beginner-friendly?

Absolutely! We offer trips for all experience levels — from first-time skiers to seasoned adventurers. Each trip page mentions difficulty level.



Can I book for a group?

Yes — you can book multiple seats or request a private charter for your group directly through our Charter page.



What if the weather changes?

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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Glimpses of where we’ve been — and where your next adventure begins.

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