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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.

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Protecting the Environment

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

Prefer to enroll or inquire by phone? 800-454-5768
Select your type of room
Price will update based on selection
Prices displayed below are based on per person,doubleoccupancy.
DATES & starting prices
PRICES
Jun 9 - Jun 14, 2024
Starting at
2,099
Filling Fast!
Jun 23 - Jun 28, 2024
Starting at
2,099
Sep 1 - Sep 6, 2024
Starting at
2,199
Sep 15 - Sep 20, 2024
Starting at
2,199
Itinerary Note

Private Group - Cleveland Hiking Club

Sep 29 - Oct 4, 2024
Starting at
2,199
Oct 13 - Oct 18, 2024
Starting at
2,199
Oct 27 - Nov 1, 2024
Starting at
2,199
Apr 6 - Apr 11, 2025
Starting at
2,199
Full Inventory
May 4 - May 9, 2025
Starting at
2,199
May 18 - May 23, 2025
Starting at
2,199
Full Inventory
Jun 1 - Jun 6, 2025
Starting at
2,199
Full Inventory
Jun 15 - Jun 20, 2025
Starting at
2,199
Sep 14 - Sep 19, 2025
Starting at
2,299
Full Inventory
Sep 28 - Oct 3, 2025
Starting at
2,299
Full Inventory
Oct 12 - Oct 17, 2025
Starting at
2,299
Full Inventory
Oct 26 - Oct 31, 2025
Starting at
2,299
DATES & starting prices
PRICES
Jun 9 - Jun 14, 2024
Starting at
2,819
Filling Fast!
Jun 23 - Jun 28, 2024
Starting at
2,819
Sep 1 - Sep 6, 2024
Starting at
2,999
Sep 15 - Sep 20, 2024
Starting at
2,999
Itinerary Note

Private Group - Cleveland Hiking Club

Sep 29 - Oct 4, 2024
Starting at
2,999
Oct 13 - Oct 18, 2024
Starting at
2,999
Oct 27 - Nov 1, 2024
Starting at
2,999
Apr 6 - Apr 11, 2025
Starting at
2,999
Full Inventory
May 4 - May 9, 2025
Starting at
2,999
May 18 - May 23, 2025
Starting at
2,999
Full Inventory
Jun 1 - Jun 6, 2025
Starting at
2,999
Full Inventory
Jun 15 - Jun 20, 2025
Starting at
2,999
Sep 14 - Sep 19, 2025
Starting at
3,219
Full Inventory
Sep 28 - Oct 3, 2025
Starting at
3,219
Full Inventory
Oct 12 - Oct 17, 2025
Starting at
3,219
Full Inventory
Oct 26 - Oct 31, 2025
Starting at
3,219

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.
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