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history • 2 days, 1 night

Maryland: Tracing the Steps of Tubman & Douglass

history • 2 days, 1 night

Maryland: Tracing the Steps of Tubman & Douglass

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  • Group Size 6 People Maximum
  • Activity Level
  • Travel Style
    Communities Up Close
from $420 USD per person
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Trip Overview

Trace the trails of abolition blazed by Harriet Tubman, Frederick Douglass, and the 19th-century Black communities they drew from. Beginning in Cambridge, Maryland, we’ll learn about Tubman’s early life in Dorchester County, where, after escaping from slavery, she returned thirteen times to usher 70 enslaved people to freedom. We’ll step inside the shop where she first defied her white oppressors and visit a former safe house along the Underground Railroad. Journeying north, we’ll visit Easton, where Frederick Douglass met the free Black individuals living and working in the Hill Community, escaped from slavery, and came back decades later to deliver a speech next to the jail in which he’d once been incarcerated. While our two days together will be largely dedicated to Tubman and Douglass, we’ll visit Methodist churches, centuries-old schoolhouses, and residential neighborhoods, casting an ear to the stories of the countless Black community members who contributed to the rich historical fabric of Maryland’s abolitionist movement.

Note on Safety:

We’ve designed this two-day trip with current health and safety precautions in mind. To maintain adequate physical distancing, participants will be traveling in their own vehicles and will reserve their own accommodations. Staff and participants will be expected to follow the latest CDC guidelines, which include wearing face masks in public and group settings, and keeping six feet of distance between parties who are not traveling together. Visit our Trips FAQ for more information, and feel free to contact us directly with any questions.

  • Stories and sites chronicling the early life of Harriet Tubman
  • History of Frederick Douglass’s later years as a writer and orator
  • Visit to an Underground Railroad safe house
  • Tour of a community built by and for free Black individuals in the 1780s
  • Visit to historic Black schoolhouses, churches, and neighborhoods


Itineraries and daily schedules are subject to change. We expect to do everything listed in the itinerary, though the order may be rearranged based on weather or other local conditions.

Trip Leader

Alex Green
Alex has spent over eight years researching the life and legacy of Harriet Tubman and sharing her powerful story with visitors from around the U.S. and the world. Alex grew up in a family of storytellers; his maternal grandfather, in particular, took Alex under his wing and recounted vivid stories of his experience as one of the first Black captains on the Chesapeake Bay. After retiring from his work as a diesel mechanic, Alex, along with his wife Lisa, continued the storytelling tradition and founded Tubman Tours. Alex has now lived along the Harriet Tubman Byway for 20 years, and still continues to discover new historic details.

Additional Info


The total cost of this trip is $420 per person. Note that participants are responsible for their own transportation and accommodations.

Traveling Solo?

You’re in good company. Solo travelers typically make up about half of our small groups. With curiosity at the center of our experiences, there’s a natural camaraderie that develops over the course of a trip.


Accommodations for this weekend trip are not included; we encourage locals to join us, and would like to provide participants with as much flexibility as possible. There are motels, hotels, campsites, and boutique B&Bs in the Cambridge, Maryland area, and we’d be more than happy to provide recommendations based on preferences and price points.

Arrival & Departure

You'll need your own means of transport for both days of this trip, as we’ll be driving caravan-style between locations. The tour begins promptly at 9 a.m. on Saturday at the Dorchester County Visitor Center. If you’re joining from out of town, we recommend you arrive the night before to ensure you’ll be able to make the 9 a.m. start time without issue. Our trip concludes on Sunday at 4 p.m. From here, you can depart for home or, if you'd like to extend your trip, we’d be happy to provide suggestions for things to do and see in the area on your own.

Activity Level

Travelers should feel comfortable walking three to four miles over the course of each day, spending most of the day outdoors, and remaining on their feet for long periods of time, including walking on uneven terrain. We encourage participants to bring a water bottle, some snacks, a hat, and sunscreen, as we’ll be spending two very active, outdoor days together.

  • All meals described in the itinerary.
  • An experienced guide accompanying you for the duration of the trip.
  • Admission to all proposed activities, locations, and events.
  • A great group of fellow Atlas Obscura travelers, excited to deepen their understanding of Maryland's history.
  • 24/7 emergency assistance during your trip, provided by Global Rescue.
  • Built-in donation to the Harriet Tubman Museum and Education Center.
  • Special access to unique places and extraordinary experiences.
  • Transportation to Cambridge, Maryland and from Easton, Maryland, as well as during the tour.
  • Accommodations throughout the trip.
  • Pre- and post-trip accommodations.
  • Travel insurance (recommended).
  • Additional meals and drinks outside of Atlas Obscura offerings, including alcoholic beverages.
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Trip FAQ

Summer in Maryland is warm, with daytime temperatures in July and August in the 80s (°F), dropping to the mid-60s at night, while humidity can reach 70 percent, and rainfall generally at least once per week. In the autumn, daily temperatures are closer to the 60s (°F), dropping lower at night.

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