New York

Five Days, Five Boroughs

Program No. 1725RJ
Discover authentic New York on insider-led walks as you learn about architecture, historic monuments and cultural institutions in each of the city’s five boroughs.

Enroll with Confidence

We want your Road Scholar learning adventure to be something to look forward to—not worry about. Learn more

Protecting the Environment

We offset a portion of the emissions created by your travel. Learn more

At a Glance

Think you know New York? We invite you to come explore and get to know the whole city. Each day, discover fascinating aspects of each of the five boroughs on educational field trips to meet its people, experience its cultural institutions and explore historic neighborhoods with insider perspectives. Top off your experience with a ride from the inspirational to the sublime, from the rebirth of the Bronx to mansions on the Hudson.
Activity Level
Let's Go!
Walking 5–8 miles per day with lots of stairs. Public transportation used exclusively throughout program.
Small Group
Small Group
Love to learn and explore in a small-group setting? These adventures offer small, personal experiences with groups of 13 to 24 participants.

What You'll Learn

  • Discover the fascinating history and architecture of New York boroughs with narrated walks and illustrated lectures.
  • Walk the magnificent Brooklyn Promenade with its legendary view of the Brooklyn Bridge and Manhattan skyline.
  • Ride the Staten Island ferry past the Statue of Liberty.

General Notes

This is a standard Road Scholar program with a maximum of 38 participants. Select 2022 dates are designated for small groups and are limited to 24 participants or less. All 2023 dates are designated for small groups.
Featured Expert
All trip experts
Profile Image
John Kriskiewicz
John Kriskiewicz is a native New Yorker with a degree in architecture from Pratt Institute. He has taught courses on architectural and city planning history at Parsons School of Design, The Cooper Union, Fashion Institute of Technology, Stern College for Women, and Manhattan College. John has designed travel programs and lectures for many of New York City’s institutions and corporations including Road Scholar/Explore New York. He has a special affinity for New York’s extensive infrastructure as well as its Mid-Century Modern heritage.

Please note: This expert may not be available for every date of this program.

Profile Image of John Kriskiewicz
John Kriskiewicz View biography
John Kriskiewicz is a native New Yorker with a degree in architecture from Pratt Institute. He has taught courses on architectural and city planning history at Parsons School of Design, The Cooper Union, Fashion Institute of Technology, Stern College for Women, and Manhattan College. John has designed travel programs and lectures for many of New York City’s institutions and corporations including Road Scholar/Explore New York. He has a special affinity for New York’s extensive infrastructure as well as its Mid-Century Modern heritage.
Profile Image of Angela Christensen
Angela Christensen View biography
Angela Christensen is a licensed New York City excursion leader who has extensive experience in event planning and hospitality. She worked with the Wildlife Conservation Society managing events in the Bronx Zoo, Central Park, Prospect Park, the Queens Zoo and the New York Aquarium. Now, she loves showing off her city with lifelong learners from around the world!
Profile Image of Karl Baudendistel
Karl Baudendistel View biography
A New York City resident for more than 25 years, Karl Baudendistel loves sharing his knowledge of the city with visitors from around the world. Having spent 20 years overseeing ‘the business of show business’ for numerous Broadway and touring productions, chances are he’s been to a city near you. Karl is a member of The Association of Theatrical Press Agents and Managers, is a trained sommelier and was educated at New York University’s Tisch School of the Arts.
Visit the Road Scholar Bookshop
You can find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.





Recommended For You

loading spinner