Experience secret bars, rum-running history, and curated cocktail stops with Rum Runner Speakeasy Tours in Boston, MA.
Public Speakeasy Tour and The Big Shot Private Group Tour (5-8 guests) in Boston
land-adventures · Boston
Walk three historic speakeasies and taste the Signature Rum Runner cocktail while guides unpack Boston's Prohibition-era secrets. This intimate, 3-hour tour moves from Downtown corners to stops that echo with scandal and preserved barroom details.
Rum Runner Speakeasy Tours operates in Boston, Massachusetts, offering immersive historical bar tours that explore the city’s Prohibition-era underground. The company runs two primary experiences: a Public Speakeasy Tour that guides guests through hidden bars while sharing stories of rum-running, corruption, and Boston’s secret past; and The Big Shot Private Group Tour (5–8 guests), a private, intimate option for celebrations and group adventures that visits secret speakeasies and uncovers scandalous history.
Each itinerary emphasizes authentic locations and narrative-driven storytelling, with on-tour commentary that connects architecture, local lore, and cocktail culture to the Prohibition era. The Public Speakeasy Tour invites visitors to sample craft cocktails while learning about the social and legal forces that shaped Boston’s drinking scene. The Big Shot Private Group Tour provides a more personalized pace and exclusive access suited for small groups who prefer a solitary experience.
Rum Runner Speakeasy Tours is featured on The Adventure Collective, giving travelers a curated reference when choosing activities in Boston. Trip descriptions and summaries clearly state group sizes and focus to help visitors select the appropriate experience. Booking information, meeting points, and accessibility details are provided at the time of reservation to set clear expectations. By concentrating on historically grounded content and focused small-group experiences, Rum Runner Speakeasy Tours presents a concentrated option for visitors seeking Prohibition history, hidden bars, and guided cocktail-focused nightlife discovery in Boston. Reservations are required for private group bookings and encouraged for public tours to ensure availability and a smooth guest experience in Boston today.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Tours operate in the city
Private capacity for small groups
Choose public or private experiences
Included in curated activity listings
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Rum Runner Speakeasy Tours listing.
Rum Runner Speakeasy Tours offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve the Public Speakeasy Tour or The Big Shot Private Group Tour (5-8 guests). Check individual trip listings for meeting points, availability, and booking details.
Guided Tourland-adventures · Boston
Gather 5–8 friends for an exclusive three-hour tour through Boston’s hidden speakeasies. This private, adults-only experience blends scandalous Prohibition-era history with intimate cocktail rooms—perfect for celebrations and small groups.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.