Brooklyn Literary Pub Crawl - Exploring Brooklyn Heights, Cobble Hill, and Boerum Hill Neighborhoods

Brooklyn Literary Pub Crawl

Discover Brooklyn’s literary roots on this 3-hour walking pub crawl visiting historic bars, hearing passages from famous writers, and exploring Brooklyn Heights neighborhoods.

Exploring Brooklyn’s literary scene becomes a lively and engaging experience with the Brooklyn Literary Pub Crawl. Priced at $49 per person for about 3 hours, this tour takes you through Brooklyn Heights, Cobble Hill, and Boerum Hill, where history, architecture, and literature intertwine. The tour features stops at historic bars once favored by renowned writers, where you can purchase a drink and listen to passages from their works. Led by an informative professional guide, this experience offers a mix of literary storytelling, neighborhood discovery, and a taste of Brooklyn’s storied past.

The tour’s flexible nature, with a mobile ticket, suits those interested in a manageable yet richly detailed exploration of Brooklyn’s literary and historical landscape. It’s perfect for literature fans, history buffs, or anyone seeking a fun, cultural walk with a relaxed pub element. Keep in mind, alcoholic drinks are not included but are available for purchase at each bar.

Key Points

Brooklyn Literary Pub Crawl - Key Points

  • 3-hour walking tour through Brooklyn Heights, Cobble Hill, and Boerum Hill
  • Visit historic bars frequented by notable writers
  • Enjoy reading passages aloud while sipping drinks (own expense)
  • Learn about urban planning and architecture, including Robert Moses’ impact
  • Led by an expert guide with engaging storytelling
  • Moderate walking involved; suitable for most travelers aged 21+

Starting Point at Brooklyn Heights Promenade: Where History Meets Literary Charm

The tour begins at the Custom House on 139 Montague St in Brooklyn Heights. This iconic neighborhood is known for its scenic Brooklyn Heights Promenade, offering stunning views of Manhattan. From the start, the guide sets an engaging tone, weaving together the neighborhood’s development and its connection to literary figures. The promenade itself serves as a picturesque setting for the first stories, giving visitors a sense of Brooklyn’s historic elegance.

This initial stop introduces the area’s architecture and its importance in Brooklyn’s urban fabric. The guide’s knowledgeable narration makes it clear how Brooklyn Heights became a hub for writers and artists. The meeting point’s accessibility features nearby public transportation, making it easy to join the tour.

Visiting Brooklyn Bars with Literary Connections

Brooklyn Literary Pub Crawl - Visiting Brooklyn Bars with Literary Connections

A core feature of this tour is stopping at bars that historically served as favorite watering holes for famous writers. Each bar has its own story, blending literary history with Brooklyn’s vibrant pub scene. As the guide leads the group into these spaces, guests are encouraged to purchase drinks—though not included in the ticket price—enhancing the social, relaxed atmosphere.

While in these bars, the tour features live readings of passages attributed to the writers who once frequented these venues. Visitors gain insight into how Brooklyn’s bars functioned as creative hubs and how the neighborhood’s atmosphere influenced literary expression. The stops are spaced out to balance walking and socializing, with a focus on historical context and storytelling.

Exploring Brooklyn Heights, Cobble Hill, and Boerum Hill Neighborhoods

Brooklyn Literary Pub Crawl - Exploring Brooklyn Heights, Cobble Hill, and Boerum Hill Neighborhoods

The 3-hour tour covers three distinct Brooklyn neighborhoods. Brooklyn Heights offers views of the Manhattan skyline and historical homes, setting the scene for Brooklyn’s literary past. Cobble Hill brings its charming streets and preserved architecture into focus, highlighting the neighborhood’s cultural contributions. Boerum Hill adds an artistic edge, with its historic buildings and lively atmosphere.

Throughout each neighborhood, the guide points out architectural highlights, historical sites, and stories of the neighborhood’s literary figures. These areas are rich with urban planning landmarks, including insights into Robert Moses’ influence on New York City’s development. The walk is designed to be moderate in pace, allowing guests to absorb the sights and stories comfortably.

The Literary Readings and Storytelling Style

Brooklyn Literary Pub Crawl - The Literary Readings and Storytelling Style

The tour’s highlight is the reading of passages from renowned writers associated with Brooklyn. These readings take place in the bars, where guests can listen while sipping their own drinks. The guide’s knowledgeable, engaging, and humorous style makes these moments lively and memorable, transforming history into storytelling.

The narration offers a mix of personal anecdotes about the writers, details about their time in Brooklyn, and context about their work. This approach makes the literary history accessible and compelling, even for those unfamiliar with the authors’ texts.

Urban Planning and Architectural Highlights

Brooklyn Literary Pub Crawl - Urban Planning and Architectural Highlights

Along With literary tales, the tour provides insights into Brooklyn’s urban development. The guide discusses key figures such as Robert Moses, explaining how his planning projects shaped the city’s neighborhoods. Guests learn how these changes influenced the cultural landscape, including the locations of the bars and homes of famous writers.

Architectural features in Brooklyn Heights and other neighborhoods are also highlighted. Visitors see historic townhouses, public spaces, and landmarks that have stood the test of time and continue to define Brooklyn’s aesthetic.

Practical Details: Meeting Point, Duration, and Group Size

Brooklyn Literary Pub Crawl - Practical Details: Meeting Point, Duration, and Group Size

The tour starts at 2:00 pm at 139 Montague St, Brooklyn Heights. It concludes at the Brooklyn Inn on 148 Hoyt St, offering a convenient endpoint with nearby transportation options. The group size is limited to a maximum of 25 travelers, ensuring a personal experience and the opportunity for questions.

Most travelers can participate, as the tour involves a moderate amount of walking. Since it operates in all weather conditions, it is wise to dress appropriately. The tour is suitable for those 21 and over, as bars may restrict entry to those under this age.

Cost, Value, and Cancellation Policy

Brooklyn Literary Pub Crawl - Cost, Value, and Cancellation Policy

At $49 per person, this tour offers a considerable value—especially given the depth of storytelling, neighborhood exploration, and the unique combination of literary and bar-hopping experiences.

Guests can enjoy free cancellation up to 24 hours in advance, providing flexibility in case of schedule changes. The mobile ticket system makes access easy and contactless, streamlining the check-in process.

Guide and Experience Provider

Brooklyn Literary Pub Crawl - Guide and Experience Provider

The Bootscrape Entertainment LLC hosts this tour, with a reputation for delivering engaging and informative experiences. The guides are known for their knowledgeability, humor, and engaging storytelling, which enhances the overall enjoyment of the walk.

Brooklyn Literary Pub Crawl: A Literary and Neighborhood Adventure

This tour offers a delightful way to explore Brooklyn’s neighborhoods while uncovering its literary history. With visits to historic bars, engaging readings, and insights into urban planning, it provides a well-rounded cultural experience in a manageable time frame. The knowledgeable guides and small group size make it particularly appealing for those interested in authentic stories and local history.

While it’s not a drinking tour per se, the opportunity to purchase drinks and listen to passages in historic bars adds a lively and intimate touch. It’s especially suitable for literature lovers, history enthusiasts, or anyone curious about Brooklyn’s artistic past.

The Brooklyn Literary Pub Crawl balances education, entertainment, and social interaction, making it a compelling addition to any Brooklyn itinerary.

Ready to Book?

Brooklyn Literary Pub Crawl



5.0

100% 5-star

“a real treat – our guide was knowledgeable, engaging, and funny”

— DavidT P, Nov 2016

Frequently Asked Questions

Is the tour suitable for all ages?
No, the tour is designed for travelers 21 and over due to the pub stops. Bars may not admit anyone under 21.

Are alcoholic drinks included?
No, drinks are not included but are available for purchase at each bar. The ticket covers the tour and storytelling.

How long does the tour last?
The tour lasts approximately 3 hours, with moderate walking involved across Brooklyn Heights, Cobble Hill, and Boerum Hill.

Where does the tour start and end?
It begins at Custom House, 139 Montague St in Brooklyn Heights and ends at Brooklyn Inn, 148 Hoyt St.

Can I cancel if my plans change?
Yes, the tour offers free cancellation if done at least 24 hours in advance.