Literary Tour Group Bookings

I really enjoyed how being physically present in the moment gave me glimpses into the lives of different writers who once shared the same spaces. It felt like a thread connecting all of us. Walking the streets and seeing each corner through their eyes made the experience feel alive.

– Lena

Bring your book club, organization, alumni group, conference attendees, or group of friends on one of Literary Boston’s walking tours, scheduled just for you!

Group bookings are private bookings of established Literary Boston tour routes. Your group chooses the tour, date/time, and approximate headcount. I’ll confirm availability and send a deposit link to hold the date.

Current tours to choose from:

Please note: I do not currently offer custom itineraries or planning calls for group bookings.

Group Booking Options

Small-Group Booking
$300 for 1–4 guests

Standard Group Booking
$450 for up to 10 guests
Additional attendees: $40 per person
Final capacity depends on the tour route.

Booking Details

  • A 50% deposit is required to hold a date.

  • The remaining balance is due one week before the tour.

  • Full refund available with one week’s notice.

  • All attendees must review and accept the tour waiver before participating.

Now Booking

Now booking group tours for June and July.

If you’re interested in a group booking later in the year, please check back closer to your preferred date. Fall dates are not currently being held.

Interested in booking a tour for your group? Fill out the form below to get started!

Your Tour Guide

Hi! I’m Jessica, and I’m the founder and director of Literary Boston, which I started in 2012 as a place as a website where people could find everything there was to know about the Boston literary community. But you could say that Literary Boston may have truly started on a trip to Walden Pond in 1999. I fell in love with the literary history of Boston then and I’m still fascinated with it today, so much so that I’ve made it a pillar of my work on Literary Boston.

For the past 25 years, I’ve been studying Boston literary history, from structured study in academic programs to reading historical markers all over the city. Now, I want you to know about our rich literary past, too.

A little bit more about me:

I’m the founder and director of Literary Boston, a cultural initiative that promotes the Boston literary community, past and present. Other past literary roles include library assistant, bookseller, and book festival director. I hold a BFA in Creative Writing from Emerson and a Master’s in Literature from Harvard, where my thesis on Moby-Dick and Calvinism won the Director’s Prize. My short fiction has appeared the North American Review, the Emerson Review, and others, and has received the Leah Lovenheim Award for Short Fiction. I recently graduated from GrubStreet's Novel Incubator program, where I’m working on a novel about paramedics in 1970s Boston.