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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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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
Apr 6 - Apr 11, 2025
Starting at
2,199
Apr 20 - Apr 25, 2025
Starting at
2,199
May 4 - May 9, 2025
Starting at
2,199
May 18 - May 23, 2025
Starting at
2,199
Jun 1 - Jun 6, 2025
Starting at
2,199
Jun 15 - Jun 20, 2025
Starting at
2,199
Sep 14 - Sep 19, 2025
Starting at
2,299
Sep 28 - Oct 3, 2025
Starting at
2,299
Oct 12 - Oct 17, 2025
Starting at
2,299
DATES & starting prices
PRICES
Filling Fast!
Apr 6 - Apr 11, 2025
Starting at
2,999
Apr 20 - Apr 25, 2025
Starting at
2,999
May 4 - May 9, 2025
Starting at
2,999
May 18 - May 23, 2025
Starting at
2,999
Jun 1 - Jun 6, 2025
Starting at
2,999
Jun 15 - Jun 20, 2025
Starting at
2,999
Sep 14 - Sep 19, 2025
Starting at
3,219
Sep 28 - Oct 3, 2025
Starting at
3,219
Oct 12 - Oct 17, 2025
Starting at
3,219
This date is available to book as a private experience for your group!

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.

Best of all, you’ll…

  • Discover the fascinating history and architecture of New York boroughs with narrated walks and illustrated lectures.
  • Walk the magnificent Brooklyn Heights 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
Kevin McGee
Kevin McGee lives a half-mile from where he was born on the Upper West Side of Manhattan. He received his Bachelor’s degree from Columbia’s School of General Studies. Most of his working career was in administration for video-sound facilities specializing in television production. He later served as Director of Development Operations at Union Theological Seminary where he designed and led explorations of the landmarked campus in Morningside Heights. Since retirement, Kevin continues to take great pleasure in sharing New York City, his home, with visitors.

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

Profile Image of Kevin McGee
Kevin McGee View biography
Kevin McGee lives a half-mile from where he was born on the Upper West Side of Manhattan. He received his Bachelor’s degree from Columbia’s School of General Studies. Most of his working career was in administration for video-sound facilities specializing in television production. He later served as Director of Development Operations at Union Theological Seminary where he designed and led explorations of the landmarked campus in Morningside Heights. Since retirement, Kevin continues to take great pleasure in sharing New York City, his home, with visitors.
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 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.
Program
At a Glance
Duration
6 days
Program Begins
New York
Program Concludes
New York
Group Type
Small Group
Meals
12 | 5B | 3L | 4D |
Activity Level
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.)
Best of all, you'll...
  • Discover the fascinating history and architecture of New York boroughs with narrated walks and illustrated lectures.
  • Walk the magnificent Brooklyn Heights 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
Profile Image
Kevin McGee
Kevin McGee lives a half-mile from where he was born on the Upper West Side of Manhattan. He received his Bachelor’s degree from Columbia’s School of General Studies. Most of his working career was in administration for video-sound facilities specializing in television production. He later served as Director of Development Operations at Union Theological Seminary where he designed and led explorations of the landmarked campus in Morningside Heights. Since retirement, Kevin continues to take great pleasure in sharing New York City, his home, with visitors.
Please Note:
This expert may not be available for every date of the program
Profile Image of John Kriskiewicz
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.
Profile Image of Karl Baudendistel
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.
Activity Level
Let's Go!
Walking 5–8 miles per day with lots of stairs. Public transportation used exclusively throughout program.
Small Group (13 to 24)
Love to learn and explore in a small-group setting? These adventures offer small, personal experiences with groups of 13 to 24 participants.
Suggested Reading List
View Full List (13 Books)
You can also find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.
HAVE QUESTIONS?
Prefer to enroll or inquire by phone?
We can help. Give us a call, and we can answer all of your questions!
Call 800-454-5768
While we make every effort to ensure the accuracy of our published materials, programs are typically advertised more than a year prior to their start date. As a result, some program activities, schedules, accommodations, personnel, and other logistics occasionally change due to local conditions or circumstances. Should a major change occur, we will make every effort to alert you. For less significant changes, we will update you during orientation. Thank you for your understanding.
Duration
6 days
5 nights
What's Included
12 meals | 5B | 3L | 4D |
2 expert-led lectures
11 expert-led field trips
An experienced Group Leader
5 nights of accommodations
Taxes and customary gratuity
Road Scholar Assurance Plan
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Activity Note
Hotel check-in from 4:00 p.m. Remember to bring your nametag (sent previously).
Afternoon:
Program Registration: 4:00 p.m. Join us in the meeting room to register with the program staff and receive a final itinerary and any updated information. The location of our Road Scholar meeting room will be sent to you the week before in a welcome email from the program provider. Hotel security will also be able to direct you. If you arrive after this evening’s scheduled events, the Group Leader will leave an envelope with the Front Desk; please ask for it when you arrive. Orientation: 4:30 p.m. In the same space, the Group Leader will greet everyone and lead introductions. We will review the up-to-date program schedule, discuss roles and responsibilities, logistics, safety guidelines, emergency procedures, and answer questions. While this is not a hiking program, the activity level is high with extensive walking each day and using the New York City subway system which involves going up and down flights of stairs, long corridors, and often crowded conditions. It’s what New Yorkers do every day and how we stay in shape! Everyone will receive a MetroCard. If you've been with us before and have a Senior MetroCard, please bring it with you. Periods in the daily schedule designated as “Free time” and “At leisure” offer opportunities to do what you like and make your experience even more meaningful and memorable according to your personal preferences. The Group Leader will be happy to offer suggestions. Program activities, schedules, personnel, and indicated distances or times may change due to local circumstances/conditions. In the event of changes, we will alert you as quickly as possible. Thank you for your understanding.
Dinner:
In one of the hotel's restaurants. Dinner is available even if you arrive late. This program is able to offer vegetarian and gluten free meal alternatives. The gluten free meals are not guaranteed against cross contamination. While modifications to accommodate other dietary restrictions might be possible on a case by case basis, they cannot be guaranteed. Participants requiring other alternatives should discuss with the group leader upon arrival, be prepared to self-select from the included menu choices and discuss modifications with the serving staff at the restaurants.
Evening:
Continue getting to know your fellow Road Scholars, settle in and get ready for an active week exploring the Five Boroughs.
Activity Note
Use of New York City public transportation (subway); extensive stair climbing. Walking up to 8 miles with stops along the way; city streets and sidewalks.
Breakfast:
In the Tick Tock Diner.
Morning:
Our program is designed to give a broad overview of New York City with a taste of its five boroughs: the Bronx, Brooklyn, Manhattan, Queens, and Staten Island. We’ll spend more time in some and less in others. As part of our exploration of the five boroughs, we’ll experience the wide variety of transportation New York offers its residents. We’ll start the day by registering with the Metropolitan Transportation Authority (MTA) for a senior citizen MetroCard (if you are 65 or over). A representative from the MTA will take your picture and a copy of your driver’s license to process your permanent MetroCard application. They will give you a temporary card to use for the week, enabling you to ride for half price. This cost is included in the program enrollment fee. A few weeks after you return home, you will receive a permanent Metrocard in the mail — your official invitation to come back to New York! If you have been on a previous program and have a Senior MetroCard, please bring it with you. If you’re under 65, you will be supplied with a full-fare MetroCard. Next, we’ll meet an expert who will give us an introduction to the boroughs, each with its own history, personality, and appeal. Following our lecture, our Group Leader will lead us via subway to the very bottom of Manhattan Island, where we’ll then board the Staten Island Ferry for a ride across bustling New York Harbor to the city’s smallest borough (population less than 500,000). On our way, we’ll have a fantastic close-up view of the Statue of Liberty.
Lunch:
At a neighborhood restaurant in Staten Island.
Afternoon:
We will continue exploring Staten Island. Before returning to the hotel for a short break, we'll visit The Edge Observatory for a “big picture” look at the city. Just two blocks away from the hotel in the new Hudson Yards complex, The Edge is the highest outdoor sky deck in the Western Hemisphere. It provides an unequaled panoramic vista allowing us to take in the entire skyline from one place.
Dinner:
At a restaurant near the hotel.
Evening:
Continuing our exploration of the city, we will have a series of elective after-dinner walks with a local expert. In the autumn, these walks happen after dark.Tonight’s elective walk will be to Times Square to learn some of the history and see this storied crossroads lit up at night. It is actually brighter at night with the lights on than it is in full daylight. If you’re interested in seeing a Broadway show on Wednesday, we'll stop at the TKTS discount booth to explain how to utilize it.
Activity Note
Use of New York City public transportation (subway); extensive stair climbing. Walking up to 8 miles with stops along the way; city streets and sidewalks.
Breakfast:
At the hotel.
Morning:
Today it’s “Brownstone Brooklyn.” A subway ride will take us back in time as we go with our architectural historian to a few Brooklyn neighborhoods where we’ll learn about the development of this borough throughout the 19th century. Until it was consolidated into the City of New York in 1898, Brooklyn was an independent city. It was founded by the Dutch in 1646 as the village of Breukelen. Today it is one of the most densely populated of all the boroughs, and if it were its own city, it would be the fourth largest in the United States, rivaling Philadelphia and Houston.
Lunch:
At a restaurant in Brooklyn.
Afternoon:
We’ll continue our exploration of Brooklyn with a stroll along the renowned Brooklyn Promenade and view the Brooklyn Bridge, one of America’s most significant engineering achievements in the 19th century. Designed by a German immigrant, John A. Roebling, this magnificent suspension bridge of granite and steel took 14 years to complete (1869-1883), spanning the East River to connect Brooklyn and Manhattan. Sadly, Roebling didn’t survive to its completion. His son Washington Roebling took over supervision of the construction until his health took a turn for the worse and was replaced in turn by his wife, Emily — an incredibly rare position of power for a woman in the 19th century. We’ll return to the hotel via the East River Ferry.
Dinner:
At a restaurant near the hotel.
Evening:
Tonight’s walk will visit the outdoor 9/11 Memorial. Note: Our field trip does not include the 9/11 Museum or the 1 World Observatory that are separate from the Memorial. If you wish to visit them during your time in New York, we recommend making reservations online before leaving home for a date and time convenient for you.
Activity Note
Use of New York City public transportation (subway); stair climbing. Getting on/off a ferry. Walking 5-8 miles with stops along the way; city streets and sidewalks.
Breakfast:
At the hotel.
Morning:
This morning, we head out to Queens. Our expert will lead us over to the #7 Train, often dubbed “The International Express.” Queens is one of the most ethnically and culturally diverse counties in the entire United States. We will set out on a walking field trip through one of the neighborhoods that sprang up in the early 20th century and has seen marked demographic change over the last 100 years.
Lunch:
At a restaurant in Queens.
Afternoon:
Continue exploring Queens.
Dinner:
This meal has been excluded from the program cost and is on your own to enjoy what you like. The Group Leader will be happy to offer suggestions.
Evening:
At leisure. This is an excellent opportunity to take in a Broadway show. If you wish to attend a performance, you may want to order tickets in advance. The app TODAYTIX may be helpful in this regard. The fees are modest and significantly below those paid on Ticketmaster or Telecharge. And don't forget the TKTS Discount Booth in Times Square for day-of tickets which you'll see and learn about during the elective Times Square field trip earlier in the week. Many performances are available at 20-50 percent off regular prices.
Activity Note
Getting on/off a motorcoach; city driving, several hours riding time throughout the day. Use of New York City public transportation (subway); extensive stair climbing. Walking 3-5 miles with stops along the way; city streets and sidewalks.
Breakfast:
At the hotel.
Morning:
Today we will explore aboard a private motorcoach. With our local expert, we’ll ride through Upper Manhattan and Harlem, arriving in The Bronx where we’ll see a variety of neighborhoods representative of the vast changes that impacted this borough over the course of the 20th century. We’ll discuss some of the factors and results of these changes.
Lunch:
On your own to enjoy what you like along Arthur Avenue in the Little Italy section of the Bronx. The Group Leader will be happy to offer suggestions.
Afternoon:
Our exploration will continue through The Bronx to Wave Hill where we’ll have some time to explore its beautiful gardens overlooking the Hudson River independently. We’ll then return to the hotel for a short break.
Dinner:
At a neighborhood restaurant near the hotel. Share favorite experiences with new Road Scholar friends during our farewell dinner.
Evening:
We’ll hop on the subway one last time and head downtown for an elective stroll over the iconic Brooklyn Bridge. Returning to the hotel, the remainder of the evening is at leisure. Prepare for check-out and departure after our closing session in the morning.
Activity Note
Hotel check-out by 12:00 Noon.
Breakfast:
At the hotel.
Morning:
As a final highlight, we’ll be joined by a New Yorker for a closing discussion about living in the city: how current New Yorkers manage it, how celebrated writers have portrayed it, and how we have experienced it during our program. We expect the session to end by 10:30 a.m. This concludes our program. If you are returning home, safe travels. If you are staying on independently, have a wonderful time. If you are transferring to another Road Scholar program, detailed instructions are included in your Information Packet for that program. We hope you enjoy Road Scholar learning adventures and look forward to having you on rewarding programs in the future. Don’t forget to join our Facebook page and follow us on Instagram. Best wishes for all your journeys!
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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.
Showing Lodging For:
Apr 06, 2025 - Apr 11, 2025
  • Apr 06, 2025 - Apr 11, 2025
  • Apr 06, 2025 - Apr 11, 2025
  • Apr 20, 2025 - Apr 25, 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
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
5 nights
Location: 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 short walk away. The hotel features a business center and a fitness center. Rooms have either one queen-size bed or two double beds.
Participant Reviews
4.98
Based on 67 Reviews
Sort By:
Rebecca – Class of 2017 | Moscow, ID
The Five Days, Five Boroughs trip was fantastic and certainly gave us our money's worth. Through lectures and narrated walks, we learned about urban design, green space design, history, culture, etc. The days are long with walking interspersed by subway and ferry rides plus awesome meals at a variety of excellent restaurants. The pace is steady but not too fast. There are stairs in the subways but the amount depends on which escalators are running! The New Yorker Hotel is a prime location for exploring Manhattan on your own and handy that it offers a couple restaurants and coffee shop. All-in-all, you'll see and learn more about life in NYC than most other tours.
— Review left October 25, 2024
Karen – Class of 2004 | Roanoke, VA
This is a fantastic program. If you have never visited NYC and you are physically able, you should visit. We loved it
— Review left October 20, 2024
James – Class of 2017 | Whittier, CA
I discovered more of what New City is really about. Our wonderful leader, Rusty, and her instructors went all out to provide us with a very informative and enjoyable active program.
— Review left October 10, 2024
Sue – Class of 2021 | Madison, WI
5 Buroughs us a fabulous trip whether you’ve been to NYC or not. The history, architecture, and culture of the buroughs provides such a great overview of such an iconic city. Rusty is an awesome guide! Friendly, sweet, and personal with her own local experience as a New Yorker! Highly recommended. I also really enjoyed guide Joe Landon and his guidance through Queens and across the Brooklyn Bridge at night!
— Review left October 10, 2024
Maureen – Class of 2015 | Whittier, CA
Visiting New York City on my own was NOT something I was prepared to do. I knew, however, that it was an important place for me to visit, and I am delighted that I chose Road Scholar to give me such a meaningful, educational, and enjoyable experience. It was a fast-paced five days that showed me so much of the city that I never ever could have seen or been comfortable experiencing on my own. Do yourself a favor: take the “Five days, Five Boroughs” tour. It showcases New York City in an exhilarating way!
— Review left October 10, 2024
This participant did not give a star rating.
Kim | Madison, WI
My husband and I had a marvelous trip to New York with Road Scholar. Rusty is an awesome group leader who anticipated everything before we could ask about it. John is a wonderful guide and we learned much about New York and urban planning and architecture. Joe is also an awesome guide and we learned so much about New York from him. We loved Meredith too. We appreciate walking through the neighborhoods and eating at places that New Yorkers frequent too. Learning how to use the subway was so useful and so cool! Our only criticism would be the sound system. It needs an upgrade to blue tooth. Otherwise so much fun on our first trip to New York.
— Review left October 8, 2024
Dina – Class of 2024 | North Royalton, OH
Rusty was so accommodating and knowledgeable. She was also fun and made the program more enjoyable. This program exceeded my expectations. I will definitely do another road scholar trip..!
— Review left September 26, 2024
Linda – Class of 2012 | Chicago, IL
Most visitors to NYC don't leave Manhattan. This trip takes you to all the other places! This is a trip not to be missed. Be ready to walk and ride public transportation!
— Review left June 21, 2024
Timothy – Class of 2016 | Kingstowne, VA
If you're looking to explore New York beyond the usual tourist stops, I highly recommend this program. Although I've visited the city many times in my life, I had never ventured beyond the island of Manhattan (unless you count layovers at JFK, which you shouldn't). Kevin, John and the other guides on this trip offered an interesting and informed look at the diversity and complexity of this great city, with wonderful stories of the history and culture. Just be warned that the Let's Go! rating for this program is entirely justified. We did a lot of walking (my watch said we did more than 12,000 steps per day), climbing stairs, and riding public transportation (which I love). Bring comfortable shoes!
— Review left June 19, 2024
Elin – Class of 2011 | Needham, MA
I highly recommend this program! I had been to New York City a few times over the years, but had only seen Manhattan. This program does an excellent job of showing participants the variety that exists in the five boroughs. I saw places I would never have gone to or seen on my own. The leaders are excellent. You need to be up for the walking (5-8 miles most days), but the experience is worth it!
— Review left June 3, 2024
Dennis – Class of 2004 | Arlington, VA
The Five Days/Five Boroughs is a terrific program that introduces new-comers to NYC with an in-depth understanding of the city and provides former New York area dwellers with a refreshing view of how NYC has evolved over the course of many years. It is truly a pleasurable learning adventure.
— Review left May 29, 2024
David – Class of 2010 | MODESTO, CA
A wonderful way to experience the history and diversity of the City beyond the major tourist attractions in Manhattan. It answered my question: how and where do average middle class people live and work in NYC.
— Review left May 28, 2024
Lynn – Class of 2023 | Green Cove Springs, FL
Very organized and informative. I felt safe in the Big Apple!
— Review left May 27, 2024
Deborah – Class of 2008 | Poway, CA
Five Days, Five Boroughs was an EXCELLENT RS program. Our lead instructor John had a wealth of knowledge that he shared with us in an interesting way. He was sometimes funny and could tell you about every building we passed. It was a delight to visit the five boroughs and I loved using all the different forms of transportation-subway, boat, walking, train, and luxury motorcoach. Going to the different ethnic neighborhoods and restaurants really added to the program. The 'program schedule' with times was very helpful to get ready for each day. Going to The Edge, 9/11 Memorial, Times Square, and walking across the Brooklyn Bridge at night were all highlights for me. I learned a lot, met some great people and had a blast. All of the assistants really added to the trip. The surprise cookies and notebooks really put a smile on my face. I HIGHLY recommend this RS program.
— Review left May 25, 2024
Debbie – Class of 2024 | Johns Island, SC
A wonderful tour, highly recommend! Our guides were true experts, experienced, professional, absolutely the best. This was my first Road Scholar tour and I am beyond impressed with every aspect of it. Thank you for an amazing experience! Hope to do another tour soon.
— Review left May 25, 2024
Barbara – Class of 2003 | Webster Groves, MO
New York City is so much more than Manhattan. This program introduces you to the "rest of the story". It is quite active, so put on your walking shoes and sign up.
— Review left April 21, 2024
Pam – Class of 2023 | Englewood, CO
Ever considered looking beyond Manhattan when you visit NYC? This is the trip for you! I never realized how fascinating and wonderful the attractions of the other 4 boroughs truly are.
— Review left November 15, 2023
Robert – Class of 2022 | Monroe Twp, NJ
Five Stars! I worked in Manhattan for years and STILL learned so much about the city. Wonderful trip!
— Review left November 2, 2023
Diane – Class of 2006 | Buffalo Grove, IL
If you're able to "keep the pace," then "Five Days, Five Boroughs" will leave you inspired, stimulated, energized, and wanting more!
— Review left October 23, 2023
Vicki – Class of 2017 | Exton, PA
Very good trip. Rusty was outstanding. The fm audio device is problematic , sometimes unreliable. Bluetooth instead?
— Review left October 22, 2023
Stephen – Class of 2023 | Kitchener, Canada
The Five Boroughs in five days was fantastic. You will come away with an entirely different view and appreciation of New York City.
— Review left October 21, 2023
Barbara – Class of 2022 | Chattanooga, TN
We got to see parts of New York that tourists don’t usually see. We strolled through Little Italy in the Bronx, ate amazing Greek food in Queens and saw a huge replica of New York City, complete with a tiny plane landing, at the site of the 1964 World’s fair. All of the guides are knowledgeable and enthusiastic. It was also fun to explore the city using almost every form of transportation a city can offer.
— Review left October 20, 2023
Kathryn – Class of 2012 | Concord, CA
My perspective on New York City was changed. I am in awe - and so jealous - of the incredible diversity of mass transit. I got a completely different glimpse of this City than I have gotten from news, etc. People seemed friendly, and upbeat, and seemed both "nice" AND "kind" (guess this is an inside NYC joke?). I am from California and we really missed the boat glorifying automobiles.
— Review left October 13, 2023
Joyce – Class of 2022 | MADISON, WI
The program was a good value and a great experience! I would gladly recommend it to my friends and family. The guides were outstanding and knowledgeable.
— Review left October 10, 2023
Linda – Class of 2016 | Madison, WI
What a great way to really see New York City. Even if you have been there before I guarantee that you will see and learn a lot that have not known before. It was a very good program. I've never been disappointed in any of the programs I've attended. Road Scholar is batting 1,000.
— Review left October 9, 2023
Peter – Class of 2019 | Uncasville, CT
Angela was a great leader for this program - get ready to learn and "schlep" on the Urban Hike of your life! Pete S.
— Review left October 7, 2023
Irene – Class of 2022 | Fort Mill, SC
Fabulous trip. Excellent logistics, lectures and food.
— Review left June 16, 2023
Robert – Class of 2017 | Midland, MI
I was very pleased with this program. It was informative, and it helped me better understand both the city and the people of NYC. The activity level is properly identified in the description. Staying at the historic New Yorker hotel was a valued part of the program.
— Review left May 28, 2023
Jeffrey – Class of 2012 | Glastonbury, CT
Excellent experience exploring a slice of New York City's neighborhoods, architecture and connections.
— Review left May 27, 2023
Leslie – Class of 2015 | Lutherville Timonium, MD
This is a terrific program. If you have any experience with New York, or none at all, you will be surprised and informed, entertained and delighted. Living close by, I go to New York to the theater three or four times a year, but I wanted to learn more about the outer boroughs, and also about how to get around on public transportation more easily. I learned so much, the leaders and presenters had great stories, and enhance my understanding and enjoy ability of New York.
— Review left May 26, 2023
This participant did not give a star rating.
Karen – Class of 2022 | Oakland, CA
I absolutely loved this NYC tour, and recommend it. Yes, seeing and experiencing the sights of the five boroughs--there are so many aspects of New York-- was great - but what really made this trip special was/were our native New Yorker tour guides. Each had their own take on the City based on their memories of living there, up to the present. I especially liked John Kriskiewicz's architectural and historical walks/talks, and Angela Christensen's evening tours/walks. Rusty O'Dowd made corraling us all (24) through the streets, sidewalks, subway, ferries, etc. look easy, and she had great content too. The best part was the guides sharing their experiences living in New York and the places we saw. Thank you so much. If I could improve the tour, it would be to allow more time to chill before going out again for dinner; and also for there to be places to sit and rest our feet for the occasional long outdoor lectures which involved standing.
— Review left May 24, 2023
Laura – Class of 2016 | Sacramento, CA
This trip is accurately described. A great introduction to the five boroughs. All of the guides and presenters were fabulous. I augmented my experience by arriving one day early to tour the Metropolitan Museum of Art and by seeing a Broadway show (Hamilton) on our free night. Many of the theaters are within walking distance of the hotel.
— Review left May 23, 2023
Lawrence – Class of 2020 | Saint Louis, MO
Wow, this is a great program. There is so much to New York beyond Manhattan and should not be missed. It is a very active tour so be ready to walk a lot but not all at once. The reading list was a useful preparation to supplement the history and sights you will see. The guides were wonderful and our group was very compatible.
— Review left May 3, 2023
Richard – Class of 2021 | Hudson, OH
The Five Burroughs of NYC is a terrific learning experience, enhanced by culinary delights! JUST GO!!!
— Review left April 29, 2023
Marilyn – Class of 2021 | New London, CT
This program delivered on its promises, allowing participants to experience a diverse sampling of NYC. The leaders were outstanding, knowledgeable and personable, the activity level was accurately described, and the food was wonderful.
— Review left April 18, 2023
William – Class of 2005 | Fishers, IN
One of the most interesting and fun trips of the 20 I have been on. Turns out NYCity is a lot more than Times Sq.
— Review left April 16, 2023
Denise – Class of 2005 | Montrose, CO
If you want a snapshot of NY history, architecture and development this program provides that. Like the city it is fast paced and interesting.
— Review left November 21, 2022
Ann – Class of 2014 | Saint Louis, MO
This program represents the best of what Road Scholar offers -- an exploration of new ideas and experiences presented by an outstanding leader, a chance to venture out of your comfort zone in the company of other learners, and an opportunity to learn things that stay with you when the trip is over.
— Review left November 12, 2022
Juliane – Class of 2022 | Little Rock, AR
This program is a perfect introduction to the 5 boroughs. The group leaders are well-prepared and knowledgeable. The tour is well-organized. The accommodations were comfortable and in a great location. I highly recommend.
— Review left November 4, 2022
Carol – Class of 1997 | Raleigh, NC
This is one of the best trips I’ve ever taken. Having native New Yorkers as tour guides was a bonus, and the itinerary was excellent. We did so many things we would have never done on our own — didn’t have to figure out transportation, places to go, etc.
— Review left October 31, 2022
Barbara – Class of 2020 | Phoenix, AZ
This was a wonderful trip and what a marvelous introduction to the Road Scholar world. So much to see and learn. It was my first trip, but it won't be my last.
— Review left October 24, 2022
Laura – Class of 2019 | Sauk Rapids, MN
This program was very extensive historically and architecturally. The information we were given was wonderful. The talent and knowledge of our leader and docents extended throughout our week was excellent. I strongly urge you to consider this program if you are interested in learning about the insides of the Boroughs. We did nothing "touristy" which made our days full of learning and seeing new things.
— Review left October 9, 2022
Barbara – Class of 2003 | Tacoma, WA
A wonderful, feet on the ground view of New York through the eyes of true New Yorkers. So much learning, so much fun. I loved it!
— Review left September 20, 2022
Mary – Class of 2015 | Philadelphia, PA
We have frequently visited Manhattan but have never been to the other four boroughs. Angela, John, and Molly were fantastic leaders. Having a sweep to make sure that no one got lost in the crowd was very helpful. All the lunch and dinner meals were good and varied. If you are able to walk up and down subway stairs this is for you. If you are a light sleeper think about bringing ear plugs.
— Review left September 10, 2022
Maria – Class of 2010 | Bethesda, MD
There is a reason why Five Burroughs in Five Dsys just celebrated its 25 year anniversary. It is a terrific insider's view of NYC's urban and architectural history. I lived and worked in Manhattan years ago and being on this trip felt like a homecoming to a place that is always changing, always fascinating. Angela, John and Karl were wonderful program leaders, always making sure that each individual and the group as a whole had a great time.
— Review left September 9, 2022
Nathan – Class of 2004 | Estes Park, CO
This is a fantastic program with terrific leaders that showcases the highlights of New York City's architecture, lifestyles, and mood.
— Review left June 28, 2022
Peggy – Class of 2022 | Peoria, AZ
Go on this adventure! Experience the big picture and fascinating small details, important facts and great stories. You will learn, laugh, eat, and make great new friends.
— Review left June 21, 2022
Linda – Class of 2005 | Austin, TX
Great time on this one. The reading list was especially good: I encourage you to use it. Especially liked The Island at the Center of the Earth and the one about building the Brooklyn Bridge. Walking was as advertised but not bad: I'd envisioned more stairs. Large group, easier managed thanI'd feared. Highlights for me were the optional walk across the Brooklyn Bridge and Wave Hill. Leaders typical Road Scholar quality, i.e., excellent.
— Review left May 30, 2022
Joanne – Class of 2020 | Minneapolis, MN
This was my first Road Scholar trip - and I approached it with no expectations, wanting to be open and see how things went. It was WONDERFUL: excellent guides, interesting sites, a good pace, friendly traveling companions. I will be signing up for more!
— Review left May 30, 2022
Lynn – Class of 2022 | San Francisco, CA
This was my first, but won't be my last Road Scholar trip. I learned so much about greater New York City that I never would've known in a relaxed, perfectly organized trip.
— Review left May 28, 2022
This participant did not give a star rating.
Judith – Class of 2016 | Oakland, CA
I really enjoyed the trip to New York. The tours were wonderful and so informative for the participants. I enjoyed the visit to the top of Empire State Building and the tour of Subway Art. Walking over the Brooklyn Bridge, I got some great photos. I was able to see several musicals because I stayed in NYC the weekend after the course was over. The hotel is very close to the theater district and the food is quite good. I did not have very good shoes and my hips were bothering me because of arthritis, but Tylenol and Ibuprofen helped. I hope you understand that eight miles most days is quite possible.
— Review left May 9, 2022
Charles – Class of 2016 | San Diego, CA
When I finished the after-program questionnaire and pressed submit, I got a copy of the questionnaire with my answers. I could not tell why until I discovered I had left off the ZIP code for the person I was recommending. Please make the error description easier to find/understand. I almost gave up without submitting the form...
— Review left April 30, 2022
Melaney – Class of 2015 | Avon, IN
Once again RS has severely disappointed on the offering for devices for the hearing impaired. As I am myself I'm able to cope ok with the provided devices by putting on top of the hearing aid, this is the second trip I've attended where guests were told after conversations with RS consultants their situation could be accommodated. On this trip it was a cochlear implant and there was absolutely no real help for her. On my trip before the gentleman was told wifi was available for his earbuds or headphone. Didn't happen. This is a big fail on the part of RS for hearing impaired folks.
— Review left November 29, 2021
Ken – Class of 2012 | Raleigh, NC
Even though my mother came from Brooklyn and my cousins still live there and work in Manhattan, almost everything presented in this program was new to me. It was a very interesting and engaging tour.
— Review left November 22, 2021
Sharon – Class of 2018 | Omaha, NE
If you are looking for luxury, comfort, entertainment, shopping, or "glamming", this is probably not the trip for you. However, if you want an authentically diverse experience of NYC and it's boroughs, and you enjoy being outside and walking....it's PERFECT!
— Review left November 16, 2021
Douglas – Class of 2017 | Wilmington, NC
Excellent introduction to parts of NYC that many visitors miss. Combines the history of the boroughs with understanding of the present. A great experience.
— Review left November 8, 2021
Diana – Class of 2016 | Lexington, MA
Loved this overview of New York, which covers the essentials but also the shiny & new as well as seldom-visited and lovely neighborhoods. The New Yorker Hotel is perfectly situated in Midtown, and especially convenient if you arrive via Amtrak. We rode a half dozen subway lines, the Long Island RR and a couple of ferries, all of which were confidence-building for future visits. Activity level (5-8 miles per day) was as described, although my pedometer read 9 miles one day. There's so much more to see in NYC I hope they do a Part 2 version of this program some day.
— Review left November 7, 2021
Susan – Class of 2007 | Cedar Park, TX
If you want to get to know NYC, past, present and future, this is the program for you.
— Review left November 6, 2021
Dick – Class of 2014 | Plano, TX
THIS IS ONE TO PASS ON -- This was my 14th Road Scholar trip and easily at the bottom. The New Yorker Hotel is old and tired, and rents out the first 18 floors for colleges to use as dormitories. Lots of noisy college kids and interminable elevator stops. While the hotel is at best mediocre, the location is excellent - the only reason to stay there. Some of the days were spent on visits to places that genuinely were worthwhile; other days were spent visiting places only to check the box for visiting that borough (Staten Island in particular - except for the pleasant ferry ride there is just nothing there worth seeing ). Some obvious places were skipped (like the Brooklyn Botanical Garden or the Bronx Zoo) in favor of doing a slum tour and a visit to a very high-income residential area. Five days in New York could be much better spent on one of the RS programs that focuses on the best of New York, not just on visiting a borough to say that you've been there. Having said that, the guide and trip leader were excellent.
— Review left October 29, 2021
Mary – Class of 2013 | Grants, NM
My idea of New York changed so much! I saw beautiful,quiet places. Lovely, historic buildings. Yes there were areas that were not beautiful,but that did not detract from the overall pleasure to find that New York is not the city as so often portrayed in the media.
— Review left October 9, 2021
Jeffrey – Class of 2021 | Littleton, CO
great sampling of the city
— Review left October 9, 2021
Reiko – Class of 2014 | Seattle, WA
Wonderful experience, highly recommend it, excellent instructors, lot of fun.
— Review left June 9, 2019
Sally – Class of 2016 | Rockville, MD
This program is a home run! It is unusual to come back from a US trip- and feel as if I have been immersed in another country. Well done Road Scholar- highly recommend!
— Review left June 8, 2019
jane – Class of 2019 | Kelso, WA
This is definitely a program that introduces you to all parts of New York City with knowledgeable leaders seeing not only the highlights but many hidden corners gaining a better understanding of todays New York City.
— Review left May 15, 2019
Walter – Class of 2015 | Lancaster, PA
This program shows you the rest of New York; the locations that most tourists never see. Bring your best walking shoes, and tour the neighborhoods and environs that make up the true New York City. It's a super guide to the behind-the-scene places.
— Review left May 10, 2019
Roberteen – Class of 2011 | Aurora, CO
Road scholar is a the best program we have encountered. This is our 4th time using them and I would highly recommend them for your future vacations.
— Review left April 28, 2019
Marc – Class of 2016 | Washington, DC
Simply wonderful! Our days and evenings were full, well paced, and lots of fun! If you like to walk, explore, and learn, this is the trip for you! I am sorry that the trip came to an end and to had to go home.
— Review left April 26, 2019





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