
The Lucinda Lipol Tour of Boston
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 4 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is The Lucinda Lipol Tour of Boston worth booking?
The Lucinda Lipol Tour of Boston is a 0.8-hour experience in Boston, United States, from $35 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 4 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- 5/5 (4)
- Duration
- 0.8 hours
- From
- $35 per person
Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from giving you the *real* history with a comedic twist. Due to the wide sp
What you get
About this experience
Boston is known worldwide for its contributions to freedom, and nothing exemplifies freedom as much as Lucinda's mouth. Her lips do not shy away from giving you the *real* history with a comedic twist. Due to the wide spectrum of words she uses, please understand this tour is for ADULTS ONLY, and proof of age will be requested at the beginning of the tour.
What's included
Included
- Laughter
What you'll see and do
Boston
See sites! Hear history! Produce laughter!
60 minutes here
Where it starts and ends
Meeting point
Boston
In front of the Massachusetts State House
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Ends at Faneuil Hall. Although, I can take my followers into the North End to further sites if time and will permit.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Lucinda Lipol
Know before you go
- Wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Is this an adults-only experience?: Yes
- Not for non-adults
Photos





What travelers are saying
Outty’s summary of the themes that recur across 4 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
4 verified traveler reviews for The Lucinda Lipol Tour of Boston. Ratings and reviews provided by Viator and Tripadvisor.
A tour of history by a drag, fun + funny-no bore
Lucinda made our tour of Boston more interesting than everything I thought I already knew from living here for decades. Listening to a teacher of history in my school days, was a drag. It was amazing to have details told by “Lady L” in her best Drag wear looking gorgeous. Also, added twists of humor kept my attention!
via Tripadvisor
Super fun& thought provoking history tour!
It was a refreshing way to go down the Freedom Trail! It is a creative way to learn about the new colony and it’s religious struggles from it’s beginning in the 1630’s. I prepared a little beforehand...so we had nice discussions and Anne was great at answering my questions! I love history tours of all kinds and this one is a stand out!
via Tripadvisor
Something different in the best way
So my friend and I visited Boston and were looking for something to do that was “traditional”. I’ve thought about moving to Boston for its history, but often times I feel like as a 30 year old I don’t want to do the “touristy things” on our visit. I saw this tour on Eventbrite and thought the price was right. I wanted to do a tour of the Freedom Trail for information anyways, but do find most tours are bogged with information and I don’t want to do those. I saw this and my friend told me to go ahead and book it. I was hesitant. It ended up being the BEST historic tour I’ve had of any city. I’m a traveler and I really enjoyed the idea of learning history in a way that was off the beaten path. Mean king not the traditional $50 boring tour. This certainly was entertaining and informative. Brent has the knowledge of the character he plays and puts humor in it as well. All other reviews I see are “informative” but I couldn’t find one that was entertaining as well. Worth a tour. Highly recommend.
via Tripadvisor
A new fan of Anne Hutchinson!
Half of my friends say that Boston is boring, so in the interest of finding something cool to do with them, I searched and found this avant-garde theatery journey through history. It’s based on Anne Hutchinson’s story that I’d never heard before, but after this walk through the city you find that her story is still so present it’s unbelievable many don’t know about her. I laughed, I felt uncomfortable (and very comfortable as well), learned, and got hooked on Hutchinson. It’s a wonderfully fun option in downtown Boston. Hope to get my friends on it soon!
via Tripadvisor
Good to know
- Duration
- 0.8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
The Lucinda Lipol Tour of Boston: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Boston.
How much does The Lucinda Lipol Tour of Boston cost?
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Prices start at $35 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Boston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does The Lucinda Lipol Tour of Boston take?
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Plan for about 0.8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Boston is not rushed.
Is The Lucinda Lipol Tour of Boston worth it?
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It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 4 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Boston, and how flexible the cancellation terms are.
Can I cancel or reschedule The Lucinda Lipol Tour of Boston?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is The Lucinda Lipol Tour of Boston suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 0.8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book The Lucinda Lipol Tour of Boston?
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Around 1 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Boston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Boston and add a light layer if any part of the 0.8-hour experience runs outdoors or after sunset.
Where does The Lucinda Lipol Tour of Boston start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Boston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Boston?
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Boston is compact enough that a good walking guide beats any bus. Freedom Trail walks, harbour cruises, Fenway tours and whale-watch runs out to Stellwagen Bank are the core, plus Salem and Cape Cod as day trips. Outty Ranking weights guide storytelling and group size heavily, because on the Freedom Trail the narration is the entire product. On Outty we rank every Boston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Full Revolutionary Story Epic Small-Group Boston Walking Tour, Boston: Freedom Trail History Small Group Walking Tour, Boston's Freedom Trail: A Revolutionary Walking Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Boston?
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May to October. Whale watching runs roughly April through October only. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Boston?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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