Book a
Private Literary Tour!

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

Walk the streets of Boston and experience its literary past on a private literary tour. We’ll explore historic neighborhoods, uncover hidden literary history, and read works by Boston authors along the way. Perfect for school groups, book clubs, corporate teams, and groups of friends looking for a meaningful way to experience the city.

Private Literary Tours

  • $450 flat rate for groups up to 10 (additional attendees $40 per person)

  • $350 school rate (up to ~15 students)

  • Bookings require a minimum of five people

Booking details

  • 50% deposit required to hold dates

  • Remaining balance due one week prior

  • Full refund available with one week’s notice

Interested in a private tour? Fill out the form below to get started. Please include what tour you’re interested in taking (only The Ink and Cobblestones Tour and Crimson Quills is available right now), what dates and times you’re interested in, and how many people would be on the tour.

Interested in a half-day private literary experience? I’m now offering half-day private literary experiences in Boston—designed for book clubs, friend groups, or anyone looking for something more immersive than a standard tour. Ideal for groups of 4–6. Contact me via the form below.

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.