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
Karl Baudendistel
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.

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

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.
Meals
12 Meals
5 Breakfasts
3 Lunches
4 Dinners
The following choices may be available when requested in advance: Gluten Free, Vegetarian
Lodging
Lodgings may differ by date. Select a date to see the lodgings specific to that date.
Display
Oct 27, 2024 - Nov 01, 2024
  • Oct 27, 2024 - Nov 01, 2024
  • May 12, 2024 - May 17, 2024
  • May 19, 2024 - May 24, 2024
  • Jun 09, 2024 - Jun 14, 2024
  • Jun 23, 2024 - Jun 28, 2024
  • Sep 01, 2024 - Sep 06, 2024
  • Sep 15, 2024 - Sep 20, 2024
  • Sep 29, 2024 - Oct 04, 2024
  • Oct 13, 2024 - Oct 18, 2024
  • Oct 27, 2024 - Nov 01, 2024
  • Apr 06, 2025 - Apr 11, 2025
  • May 04, 2025 - May 09, 2025
  • May 18, 2025 - May 23, 2025
  • Jun 01, 2025 - Jun 06, 2025
  • Jun 15, 2025 - Jun 20, 2025
  • Sep 14, 2025 - Sep 19, 2025
  • Sep 28, 2025 - Oct 03, 2025
  • Oct 12, 2025 - Oct 17, 2025
  • Oct 26, 2025 - Oct 31, 2025
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
New York
This Art Deco masterpiece opened in 1930. All of New York is at your doorstep, across from Madison Square Garden and Penn Station, Macy's and the Empire State Building are just down the street with the Theater District a few minutes walk. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.





Recommended For You

loading spinner