Boston Moderate Tours &amp; Trips

Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Visits

Boston

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

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-26%$2,952

10 days From$2,187

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On the Road: The Best Fall Foliage in New England

preferred

4.4/5 Great

Small Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Trip pace

Full schedule

Visits

Boston

Highlights

I like to spend much of the day exploring
Whether walking through historic neighborhoods at a moderate pace or out and about on a coach, I prefer to keep my days full
Stairs don’t bother me, and I love to keep up with the group

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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11 days From$3,599

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Boston: Birthplace of American Liberty

preferred

4.4/5 Great

Small Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Visits

Boston

Highlights

I like to spend much of the day exploring
Whether walking through historic neighborhoods at a moderate pace or out and about on a coach, I prefer to keep my days full
Stairs don’t bother me, and I love to keep up with the group

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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6 days From$1,749

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Northern Shores: Québec, the Canadian Maritimes and New England

preferred

4.4/5 Great

Small Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Visits

Boston, Montreal, Prince Edward Island, Sydney

Highlights

I like to spend much of the day exploring
Whether walking through historic neighborhoods at a moderate pace or out and about on a coach, I prefer to keep my days full
Stairs don’t bother me, and I love to keep up with the group

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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10 days From$3,499

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On the Road: Cape Cod, Martha's Vineyard and Nantucket

preferred

4.4/5 Great

Small Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Visits

Boston

Highlights

I like to spend much of the day exploring
Whether walking through historic neighborhoods at a moderate pace or out and about on a coach, I prefer to keep my days full
Stairs don’t bother me, and I love to keep up with the group

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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8 days From$2,049

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On the Road: Autumn in the Berkshires and Hudson Valley

preferred

4.4/5 Great

Small Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Visits

Boston

Highlights

I like to spend much of the day exploring
Whether walking through historic neighborhoods at a moderate pace or out and about on a coach, I prefer to keep my days full
Stairs don’t bother me, and I love to keep up with the group

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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8 days From$2,299

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Boston: Birthplace of American Liberty

preferred

4.4/5 Great

Group Tour

Lodging level

Standard - 3 star

Physical level

Moderate

Trip pace

Balanced schedule

Visits

Boston

Highlights

Explore with experts the Boston Massacre site, the Granary Burying Ground, the Old South Meeting House and the Old State House
Visit Paul Revere’s home in Boston’s historic North End neighborhood, and climb the bell tower at the Old North Church
Relive the first days of the Revolution at Old North Bridge, along the path from Lexington to Concord

Themes

50 plus, Cultural, Education / Learning

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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6 days From$1,249

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Shores of Eastern Canada and New England - Southbound 2025

By Tauck

none

4.2/5 Great

Small Ship Cruise

Lodging level

Premium - 4 star

Physical level

Moderate

Visits

Boston

Highlights

Bookended by overnight hotel stays in Manhattan and Quebec City
this long-awaited 10-night cruise sails along coastal New England and Canada's stunning eastern seaboard
promising a new perspective of the maritime traditions
history and cultures that shaped the destinations you'll explore. Cruise aboard a Silversea yacht between the glamorous isle of Manhattan and French-inspired Quebec City
indulging in luxurious onboard amenities and spacious accommodations at sea. Enjoy a tour

Themes

Small Ship Cruise

What travelers are saying

"Sad to see a once good tour company stumble and fall into mediocrity. That’s Tauck post-Covid. My May 2023 tour of Normandy, Brittany and the Loire Valley was done on the cheap by Tauck, yet cost me thousands of dollars extra as a solo traveler on a special small-group tour.   5-star hotels switched to 3 and 4 (without any compensation or explanation)… many more meals “on your own”… lots of “self-guided” tours of museums and chateaux and castles we knew nothing about… airline quality “rubber chicken” dinners, not in hotel restaurants, but in sad and isolated business convention spaces… poorly-trained newer Tour Directors (like the one on this tour) with limited experience traveling outside her tiny Canadian village or dealing with people from diverse backgrounds. She even confessed that this was a second gig job that took her away from her own business back home! You get what Tauck pays for, but unfortunately, not what YOU pay for.   Speaking to a “Guest Relations” agent was comically pointless. She tried to make everything my fault, which I now understand is par for the course with the “new” post-Covid Tauck. Please reconsider spending huge amounts of your hard-earned money on a tour company that has lost its way and no longer delivers."