loading spinner
23453
Massachusetts

Signature City Boston

Discover landmarks old and new as you delve into the history and culinary culture of one of America’s most beloved cities alongside the experts and during independent explorations.
Rating (5)
Program No. 23453RJ
Length
6 days
Starts at
1,849
Massachusetts

Signature City Boston

Discover landmarks old and new as you delve into the history and culinary culture of one of America’s most beloved cities alongside the experts and during independent explorations.
Length
6 days
Starts at
1,849
Program No. 23453 RJ
climate
Plan ahead.
What kind of weather can you expect? Take a look!
No Dates
There are no dates available.
Enter your email address and we will contact you as soon as dates are available.
example@gmail.com

Notify me

At a Glance

Follow the historic path where American Patriots once walked. Take in America’s favorite pastime in the oldest ballpark in the world. Walk the cobblestones of the North End as aromas of garlic and oregano lure you into historic Italian restaurants to taste the handmade pasta that awaits. Experience cultural treasures like the Museum of Fine Arts. And wash it all down with a Boston brew as you learn about hops and fermentation. Plus, we’ll give you hints of where to explore the nooks and neighborhoods of Boston on your own during this urban program that hits all the signature spots in this great American city.
Small Group
Small Group
Love to learn and explore in a small-group setting? These adventures offer small, personal experiences with groups of 10 to 24 participants.

Best of all, you'll ...

  • Walk in the footsteps of the American Revolution as you explore the Freedom trail and some of Boston’s most notable historical spots.
  • Go behind the scenes in the oldest ballpark in America, on the National Register of Historic Places, and attend a Red Sox game at Fenway.
  • Experience the local culinary scene with a foodie walk in the North End, Boston’s historical Italian neighborhood.

General Notes

Program includes independent time to explore the city and several meals on your own. Group Leaders will provide directions for self-directed excursions. Suggestions for free-time activities provided in preparatory materials.
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.
The North End: A Brief History of Boston's Oldest Neighborhood
by Alex R. Goldfeld
Before evolving into a thriving "Little Italy," Boston's North End saw a tangled parade of military, religious and cultural change. Home to prominent historical figures such as Paul Revere, this neighborhood also played host to Samuel Adams and the North End Caucus--which masterminded the infamous Boston Tea Party--as well as the city's first African-American church. From the Boston Massacre to Revere's heroic ride, the North End embodies almost four centuries of strife and celebration, international influence and true American spirit. A small but storied stretch of land, the North End remains the oldest neighborhood in one of the country's most historic cities.
Masterpieces: Great Paintings of the World in the Museum of Fine Arts, Boston
by Gilian Shallcross
Mixed from egg whites and vegetable tints, water and soot, oils and rare minerals and applied to bone, wood, metal and canvas, the plastic and expressive properties of paint have stirred artists and their admirers throughout history. The holdings of the Museum of Fine Arts, Boston have grown into a formidable appraisal of one of humankind's oldest and most diverse forms of artistic expression--from its first acquisition, Washington Allston's "Elijah in the Desert" (1818), to recently acquired works by Edgar Degas, Georgia O'Keeffe and Takashi Murakami--and now constitutes one of America's largest permanent collections. The first version of Masterpieces has long been a favorite among museum-goers and art lovers. This new edition expands on the scope of the old, adding new acquisitions and featuring 150 master works by artists from Asia, Europe and the Americas--from delicate Song-dynasty handscrolls to jewel-like images of medieval piety, scenes of mythic drama, austere still lifes, sensitive portraits, grand landscapes and jarring Modern visions. Featuring artists such as Rembrandt, El Greco, Copley, Monet, Sargent and Picasso, anonymous masters of medieval Europe and Asia and living artists of uncompromising vision such as Gerhard Richter and David Hockney, this book is a celebration of the possibilities of paint.
Amazing Tales from the Boston Red Sox Dugout: A Collection of the Greatest Red Sox Stories Ever Told
by Jim Prime
Within these pages, fans will chafe at the rivalries, cheer the wins, and challenge the losses both on the road and at home. From the earliest days of a promising young pitcher named Babe Ruth, through the glory years of Foxx, Williams, and Yastrzemiski, to the championship era of superstars such as Martinez and Ortiz, the Red Sox epitomize all that is grand about the grand old game. Featured players and managers include Wade Boggs, Joe Cronin, Bobby Doerr, Carlton Fisk, Dustin Pedrioa, Jim Rice, Jason Varitek, and many other Red Sox legends. This massive collection captures the story and glory of Red Sox baseball both on the field and off. Without a doubt, this tantalizing offering from Prime and Nowlin will provide hours of entertainment for Red Sox and baseball fans alike.
The Islands of Boston Harbor (Snow Centennial Editions)
by Edward Rowe Snow
A reissue of Edward Rowe Snow's first book, covering the legends and history of nearly every rock and island in Boston Harbor, including Boston Light and Graves Light. The first (1935) edition resulted from research Snow did at Harvard under the tutelage of the great maritime historian Samuel Eliot Morison. When the 1971 edition of the book was published, a critic for the Boston Post wrote, "Mr. Snow has the gift of making his subject vivid and personal in its anecdotal touches . . . It is a volume of chatty yet dignified essays, with many a light touch brought in." This centennial edition contains the complete 1971 text, with annotations by Jeremy D'Entremont to bring the information up to date.
Boston Firsts: 40 Feats of Innovation and Invention that Happened First in Boston and Helped Make America Great
by Lynda Morgenroth
Print All
Map details are not available for this location.
View Map
Expand All
6 days
5 nights
12 meals
5 B 4 L 3 D
DAY
1
Check-in, Registration, Orientation, Welcome Dinner
Boston
D
Hilton Boston Back Bay

Activity note: Hotel check in is available from 4:00 p.m.

Afternoon: Program Registration: After you have your room assignment, come over to the Road Scholar table in the lobby to register with the program staff and get your welcome packet containing the up-to-date schedule that reflects any changes, other important information, and to confirm the time and location of the Orientation session. If you arrive late, please ask for your packet when you check in. Don't forget to bring the name tag included in this packet with you! Orientation: 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 any questions. We will be using the MBTA, Boston’s public transportation system of subways and trolleys, for several field trips. Not all stations have elevators/escalators and some require walking up/down flights of stairs. Periods in the 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 be changed due to local conditions/circumstances. In the event of changes, we will alert you as quickly as possible. Thank you for your understanding.

Dinner: At a nearby restaurant, enjoy a plated welcome dinner, plus non-alcoholic beverages.

Evening: At the hotel, our expert instructor will kick off the week with an overview lecture on Boston's rich history and modern culture. Gain context and background knowledge on the area you will explore throughout the week. The remainder of the evening will be at leisure. Continue getting to know your fellow Road Scholars, settle in, and get a good night’s rest for the day ahead.

DAY
2
Freedom Trail, Dinner and Baseball Game at Fenway Park
Boston
B,L,D
Hilton Boston Back Bay

Activity note: Use of MBTA public transportation; walking 2-3 miles throughout the day including up/down hills, streets and sidewalks including bricks and cobblestones; standing up to 2 hours at a time.

Breakfast: At the hotel, the well-balanced breakfast buffet features a variety of tasty hot and cold items, such as eggs, breakfast meats, breads, cheese, cereals, yogurt, fresh seasonal fruit, juice, milk, coffee, tea, water.

Morning: With a local expert, set out along a portion of the fabled Freedom Trail, a 2.5 mile pathway marked with a line of red brick or red paint leading to 16 of the city's most historic landmarks. Along the way, make stops at several of the notable sites, and go inside both the Old South Meeting House, and Old State House for more in-depth explorations of these historic landmarks. Enter Old South Meeting House to revisit that historic, snowy night in December 1773 when the Sons of Liberty gathered here before heading to Boston Harbor and dumping tea into the harbor in protest against taxes instituted by the Crown. Discover one of the oldest and most important public buildings from colonial American history, where John Adams declared "Independence was born" Learn the stories of famous revolutionaries, and explore the site of the Boston Massacre and the first reading of the Declaration of Independence to the people of Boston. Explore the location where Paul Revere hung the famous "one if by land, two if by sea" lanterns with an expert-led, behind the scenes look at the Old North Church. Climb to the top of the steeple to see where the lanterns were hung and learn about the church bells. Explore the crypt beneath the church to visit the burial place of Boston notables.

Lunch: Experience historic Faneuil Hall and the Quincy Market Dining Colonnade offering a variety of Boston local specialties, with vouchers provided. (If you want to sound like a native and not a tourist, Faneuil rhymes with flannel, not annual.)

Afternoon: The rest of the afternoon is free time before we depart for the game

Dinner: You'll receive a voucher so you can buy dinner at the game - so it may be time to try a famed Fenway Frank or an Italian sausage. There are lots of food options to choose from within the ball park.

Evening: Red Sox Game. Enjoy a thrilling baseball game in the most historic ballpark in the nation. Boston is a city of extremely devoted and intense sports fans across many generations.The Red Sox, whether they are winning or losing, are an iconic sports institution and part of Boston's history. Cheer alongside local fans as you experience the cultural phenomenon of Boston sports. Sing with the rest of the stadium to 'Sweet Caroline' during the 7th inning stretch. The date and time of this game is subject to change based on the Red Sox schedule.

DAY
3
Fenway Park, Frederick Law Olmsted, Free Time
Boston
B,L
Hilton Boston Back Bay

Activity note: Use of MBTA public transportation; walking 2-3 miles throughout the day including up/down hills, streets and sidewalks including bricks and cobblestones; standing up to 2 hours at a time.

Breakfast: Hotel buffet.

Morning: We’ll make our way to the Frederick Law Olmsted National Historic Site. Frederick Law Olmsted is recognized as the founder of the profession of American landscape architecture and the country's foremost park-maker. Olmsted established the world's first full-scale landscape architecture office at his estate in Brookline, he called "Fairsted". From here, Olmsted, his sons, and their associates, designed thousands of landscapes across North America, including Boston's Emerald Necklace.

Lunch: At a local restaurant we’ll enjoy plated meals. Get a 'taste of Boston' by sampling the products of the prominent brewing scene, if you choose.

Afternoon: We'll then take "the scenic route" as we enjoy commentary from our group leader touching on historically significant points of interest along the way back to the hotel. You'll then have free time for the remainder of the day. Take this opportunity for personal independent exploration to see and do what interests you most. Please refer to the list of Free Time Opportunities. The Group Leader will be happy to offer suggestions.

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.

DAY
4
Boston Harbor Cruise, North End Foodie Exploration
Boston
B,L
Hilton Boston Back Bay

Activity note: Use of MBTA; getting on/off a cruise vessel.

Breakfast: Hotel buffet.

Morning: After walking to the waterfront, we’ll board a boat for a fully narrated historic sights cruise around Boston Harbor. Learn about Boston's connection to the sea as you sail past the nation's oldest continuously manned lighthouse, the Harbor Islands National Park Area, and Boston's working port. Many Revolutionary era landmarks can be seen along the route as well, while the narrator will share their stories on-board.

Lunch: As part of our foodie experience, enjoy a lunch of samples and specialties with the group at various locations during our walking field trip. With a local expert, we’ll get a “taste of Boston” during a walking field trip in the North End, Boston's Little Italy. Learn about one of the major immigrant populations that helped shape post-Revolutionary Boston, and experience the cuisine and culture of one of Boston's oldest neighborhoods.

Afternoon: Free Time. Take this opportunity for personal independent exploration to see and do what interests you most. Please refer to the list of Free Time Opportunities. The Group Leader will be happy to offer suggestions.

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.

DAY
5
Museum of Fine Arts, Trinity Church, Music Performance
Boston
B,L,D
Hilton Boston Back Bay

Activity note: Use of MBTA public transportation; walking 2-3 miles throughout the day including up/down hills, streets and sidewalks including bricks and cobblestones; standing up to 2 hours at a time.

Breakfast: Hotel buffet.

Morning: We’ll walk a few blocks to historic Trinity Church in Copley Square for an expert led exploration. Trinity has been described as “a cultural event of the first importance in American history.” Designed by H. H. Richardson in a style known as Richardsonian Romanesque, it was constructed from 1872-77. It was a dramatic departure from Boston’s Puritan heritage and signaled the rise of a distinctively American creativity. There were substantial challenges in building this massively magnificent edifice because the land that created the Back Bay had been rescued from tidal marshland. To support the immense weight — the tower alone weighs 90 million pounds! — thousands of cedar piles were sunk into the water table below. The colorfully decorated interior features stained glass and murals by LaFarge. This morning we'll be joined at the hotel by an expert on many art forms with a focus on the collections at the Boston Museum of Fine Arts (MFA). Hop on the T and head to the MFA where we will be led through by the same expert who spoke at the hotel. One of the world's most comprehensive art museums, the original MFA opened on July 7, 1876. Its extraordinary collection today numbers nearly half a million works of art organized into art of the Americas, Europe, Asia, Africa and Oceania, the Ancient World, contemporary art, photography, prints and drawings, musical instruments, textile and fashion arts, and jewelry.

Lunch: At the MFA's Courtyard Café.

Afternoon: You’ll have some time for personal independent exploration through the MFA's galleries after lunch to see what interests you most. Then, our expert will lead us on in a guided Art Walk in the surrounding neighborhood. As you walk, learn about the art, architecture, and local history. Marvel at the beauty of the MFA's architecture and its Japanese Gardens, and wander through the fragrant Kelleher Rose Garden and the nearby Back Bay Fens, the oldest of the Frederick Law Olmsted-designed parks in the Emerald Necklace. We’ll return to the hotel with time to relax and freshen up before the evening's activities.

Dinner: At a local restaurant enjoy our plated farewell dinner with non-alcoholic beverages included; other beverages available for purchase. Share your favorite experiences with new Road Scholar friends.

Evening: Enjoy a night of Music at the Berklee College of Music, which is the largest music school in the world. Each year about 20% of Grammy nominees have a connection to Berklee College of Music. Boston is one of America’s richest repositories of culture and the arts. The date and time of this performance is subject to change.

DAY
6
Fenway Park Tour, Program Concludes
Boston
B

Activity note: Use of MBTA public transportation; walking 2-3 miles throughout the day including up/down hills, streets and sidewalks including bricks and cobblestones; standing up to 2 hours at a time. Hotel check out is by 11:00 a.m.

Breakfast: Hotel buffet.

Morning: We will ride the T to Fenway Park, the oldest ballpark in Major League Baseball, for an exclusive behind-the-scenes field trip. With a Fenway Park employee, we will have an opportunity to stand on the “Green Monster,” see the Ted Williams Seat, and trace the history of America’s most beloved ball park, sporting the name the “Cathedral of Baseball.”

Afternoon: The Group Leader will take us back to the hotel at the end of our field trip. 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!






Your Well-Being is Our #1 Priority

We’re committed to making your experience as safe and enjoyable as possible.

See Our Safety Roadmap
Click here to provide website feedback
Website Feedback