When: October 1-4
Where: Boston
Trip Status: Registration is open!
Join us in Boston and enjoy guided tours of the iconic Freedom Trail. We’ll stand at the site of the Boston Massacre, see the historic Old North Church, climb Bunker Hill, board the impressive Old Ironsides, throw some tea in the harbor, and go on a Whale Watch. We’ll also explore landmarks such as the Old State House, the Old South Meeting House, the legendary Paul Revere’s house, and more!
This trip includes private group tours, activities, and site visits for ages 10 and up.
NOTE: Orientation will begin at 7:00 pm on Thursday, October 1. Nothing else is planned for that day to allow families flexibility in travel plans. Tours will begin Friday, October 2 and end on Sunday, October 4. I recommend adding a few days to the end of our scheduled tours to visit other sites in Boston, Concord, Lexington, Salem, Plymouth, etc.
ANOTHER NOTE: Since this trip is back-to-back with our Washington DC trip, families who register for both at (roughly) the same time will have priority.
Transportation
You’ll make your own travel arrangements to Boston. If you fly or take the train, there’s no need to rent a car once you arrive (unless you extend your stay to take day trips). The city is easily accessible via public transportation whether you travel by train or air.
We’ll walk and use public transportation (subway and ferry) to tour Boston.
Lodging
You can stay at our group hotel for approximately $515/night, including tax. Or you can make your own plans. Group hotel details will be shared with travelers after the trip is confirmed, as well as location recommendations if you prefer to choose your own hotel.
Cost and What’s Included
The price is $388 per person and includes your registration fee, guided tours, private group activities, and site admissions on our itinerary. It doesn’t include lodging, meals, subway/ferry fares, and anything you do on your own.
Payment, Cancellation, and Refund Policy
Full payment is due upon registration and is payable through my online payment platform.
Your payment is refundable only if I have a family on my waiting list to replace yours by June 30, 2026, and a $125 per-person cancellation fee will be deducted from any refunds. Your spots aren’t transferable.
No replacements, changes, or refunds can be made after June 30, 2026 for any reason, so please register with this in mind. Your registration and payment acknowledge your understanding and agreement with my cancellation and refund policy.
This trip won’t be confirmed until we reach our minimum. If we don’t, you’ll get a full refund of payments made to me. Please wait to purchase non-refundable airfare until I confirm the trip. I have no control over airline refund policies.
Important Things to Know
- Please read all the information on this page and the FAQs below before emailing questions.
- You can stay at our group hotel or arrange your own lodging for this trip.
- Full payment will be required when you submit your registration. I can’t hold spots.
- I’ll use a text messaging system to keep everyone on track throughout our trip. A cellphone with unlimited texting and a portable charger (to carry with you) is required.
- We’ll rely on public transportation while touring Boston. It’s well worth the experience, but it does require that we have patience if there are delays.
- You’ll walk and stand a lot during this trip. If you have problems that won’t allow you to walk or stand for extended periods during the day, please consider postponing your trip until you’re more able. I don’t recommend this trip for people who use a wheelchair or scooter, or for senior citizens unless they’re very active and are accustomed to standing and walking for extended periods during the day.
- Start a walking program before the trip if you don’t ordinarily do much walking. Be sure to walk in the (comfortable) shoes you’ll be using for the trip – don’t buy new shoes without breaking them in thoroughly. Trust me on this.
- This trip is limited to ages 10 and up due to the amount of walking and the emphasis on history.
- Due to site and private tour limitations, adding extra people without my prior approval is not allowed.
- No replacements, changes, or refunds unless I can replace your spots by June 30, 2026. A $125 per-person cancellation fee is deducted from all refunds.
Frequently Asked Questions
Is this trip still open? Are any spots left? Do you have a waitlist? Is your waitlist first come, first serve?
’ll update this page when we run out of spots. I can’t answer “are spots still available?” questions because I receive registrations continuously. What’s available when I get your “are spots still available?” email may not be available five minutes later.
You can sign up for the waitlist if we’re full. Waitlist notifications go to everyone who signs up for the waitlist, and everyone has an equal chance of getting spots, regardless of when they signed up.
When the cancellation period for a trip closes, the waitlist also closes since we can no longer replace spots.
To increase your chance of getting spots from my waitlist, follow the instructions in the text you receive and provide the requested information.
Is the price per person? Is there a different price for students versus adults?
The price is per person. It’s the same for adults and students.
Why don’t you allow younger children on this trip?
Based on our experiences during previous trips to Boston, younger children have a harder time handling the walking and aren’t as interested in the history aspect of the trip.
I don’t want to pay this much money to someone I don’t know. Can you provide references?
I could provide references from families who’ve traveled with me since I began doing these trips in 2006, but the references could be faked.
Instead, read my About page to find out more about me, then do a search of “Carolina Homeschooler trips” and “Traveling Homeschooler trips.” If I’ve cheated anyone, it’ll be all over the internet.
My “Traveling Homeschoolers” name is newer, created in 2016 to differentiate between my local member trips, and trips that are open to everyone, so search both names.
You can also get a sense of who I am and what I do if you follow me on Facebook and read comments and feedback from my 42,000+ followers. (Including the Featured post where many families have given “testimonials” of my trips.)
It’s too stressful to pay for one of my trips if you don’t trust me, so research before you register.
What’s our hotel? What’s our daily itinerary? Will we have group visits and tours?
I’ll share hotel details after I confirm the trip, but our group hotel is optional. You can arrange your own hotel (or rental or timeshare or campground or whatever) after our trip is confirmed.
Our daily itinerary may change, so I’ll wait to share that with travelers when we get closer to our travel dates. We’ll have group visits and tours to all of the sites on our itinerary.
What time would we need to be there on our arrival date? What time will we leave on our departure date?
Orientation will begin at 7:00 pm on Thursday, October 1. Attendance is mandatory, so please don’t register if you can’t attend.
You’ll have free time after around 2:00 pm Sunday, October 4, so you can leave whenever you’re ready after that. However, I encourage you to use that day for tours we can’t do as a group. You can also add days and do day trips to nearby sites in Concord, Lexington, Salem, Plymouth, etc.
Can we opt out of specific tours and activities?
You can opt out of any tour or group activity except for the mandatory orientation. No refunds will be issued for missed tours/activities.
Want to join us?
- Register here for our Boston trip.
- Since this trip is back-to-back with our Washington DC trip, families who register for both at (roughly) the same time will have priority.
- If you don’t receive a confirmation within 5 days, please email me.
- And that’s it! Email me if you have any questions.
