Bootlegger Cocktail Bar & Cuisine Montreal

Category: Blog

  • VELVET Thursday: Weekly Live Music After Your Favorite Happy Hour

    VELVET Thursday: Weekly Live Music After Your Favorite Happy Hour

    Starting February 12, VELVET Thursday becomes your new weekly live music ritual at Bootlegger Cocktail Bar & Kitchen.

    After your favorite Happy Hour, settle into a chill Thursday vibe with smooth live performances, handcrafted cocktails, and an intimate speakeasy atmosphere designed to ease you into the night.

    Weekly Live Music in a Refined Speakeasy Setting

    Every Thursday from 8 PM, VELVET Thursday features carefully curated solo live performances, highlighting:

    🎹 Live piano

    🎸 Guitar

    🎶 Solo instrumental performances

    A relaxed, elegant experience where music complements conversation and cocktails.

    A Smooth Way to Start Your Night

    VELVET Thursday is designed for guests who appreciate subtlety, atmosphere, and quality. It’s the perfect transition from after-work drinks to a refined night out.

    Event Details

    📅 Every Thursday • From 8 PM
    🗓️ Starting February 12
    📍 Bootlegger Cocktail Bar & Kitchen
    🎟️ Free entry

  • Happy Hour Every Day at Bootlegger, 5 PM to 7 PM

    Happy Hour Every Day at Bootlegger, 5 PM to 7 PM

    At Bootlegger, we believe simple moments can feel special. That’s exactly the spirit of our daily Happy Hour: good drinks, good people, and a smooth atmosphere to ease into the evening.

    Whether you’re stopping by after work or meeting friends, Happy Hour at Bootlegger is designed to become your daily ritual.

    Happy Hour Specials

    Every day from 5 PM to 7 PM, enjoy:

    🍸 Signature cocktails & non-alcoholic cocktails — $13

    🍷 Wine by the glass — $10

    🍺 Pints of beer & cider — $5

    🦪 Fresh oysters — $1 each (while stocks last)

    Your Daily Ritual on Saint-Laurent Boulevard

    📍 Bootlegger Cocktail Bar
    3481 Boulevard Saint-Laurent, Montreal

    ✨ Your daily ritual starts here.

  • Last Chance to Get Tickets: Talisker Tasting & Oysters

    Last Chance to Get Tickets: Talisker Tasting & Oysters

    Final opportunity to attend an exclusive Talisker single malt tasting this Monday, January 26, at Bootlegger.

    Join us for an immersive guided experience hosted by Ben Lemieux, Brand Ambassador, featuring iconic Talisker whiskies paired with fresh oysters and refined bites.

    🎟️ Very limited availability — final tickets remaining

    An immersive and premium whisky experience

    Discover the maritime character and bold expressions of Talisker whiskies from the Isle of Skye. This guided tasting is designed for Scotch whisky lovers seeking a refined, educational, and memorable evening.

    Event details & booking

    📅 Monday, January 26
    📍 Bootlegger – Cocktail & Whisky Bar, Montreal

    👉 Book your tickets now:
    https://barbootlegger.com/product/tasting-talisker-scotch-single-malt/

  • VELVET Thursday : New Live Music

    VELVET Thursday : New Live Music

    After your favorite Happy Hour, the night continues smoothly at Bootlegger with VELVET Thursday, our weekly live music experience designed to ease you into the evening.

    Every Thursday, enjoy an intimate atmosphere, handcrafted cocktails, and carefully curated live performances in our speakeasy setting — the perfect transition from after-work drinks to a relaxed night out.

    Live Piano • Solo Performances • Guitar & More Instruments

    Every Thursday from 8 PM, just after Happy Hour, Bootlegger welcomes talented solo artists for refined live performances featuring piano, guitar, and other instruments.

    Smooth Thursday is all about:

    🎶 Weekly live musicno

    🍸 Signature cocktails

    ✨ An intimate speakeasy atmosphere

    Starting February 12

    🎟️ Free entry

    A relaxed and elegant way to continue your evening.

    An Intimate Speakeasy Atmosphere

    Set in a warm, inviting space, Bootlegger Cocktail Bar & Kitchen offers the ideal environment to unwind.
    After Happy Hour, Smooth Thursday takes over with live music that complements conversation, cocktails, and good company.

  • Sunday Jazz & $1 Oysters at Bootlegger, Since 2016

    Sunday Jazz & $1 Oysters at Bootlegger, Since 2016

    Since 2016, Bootlegger’s Sunday Jazz Night has become a Montreal classic. Enjoy a cozy atmosphere, signature cocktails, $1 fresh oysters, and a live jazz band starting at 9 PM — the perfect way to end your weekend.

    What to Expect Every Sunday

    🍸 Happy Hour from 5 PM to 7 PM

    🦪 $1 Oysters (while supplies last)

    🎶 Live jazz at 9 PM

    🎟️ Free entry

    A Speakeasy Experience on Saint-Laurent Boulevard

    📍 Bootlegger – Cocktail & Whisky Bar, Montreal
    Your favorite speakeasy for jazz lovers and oyster enthusiasts.

     

  • Happy Hour Every Day at Bootlegger

    Happy Hour Every Day at Bootlegger

    At Bootlegger, we believe that simple moments can feel special. That’s exactly what our daily Happy Hour is about: good drinks, good company, and a smooth atmosphere to ease into the evening.

    Whether you’re stopping by after work or meeting friends, Happy Hour at Bootlegger is designed to be relaxed, inviting, and memorable.

    Happy Hour Specials

    Every day from 5 PM to 7 PM, enjoy:

    🍸 Signature cocktails & non-alcoholic cocktails – $13

    🍷 Wine by the glass – $10

    🍺 Pints of beer & cider – $5

    🦪 Fresh oysters – $1 each (while stocks last)

    Your Daily Ritual in Montreal

    📍 Bootlegger Cocktail Bar
    3481 Boulevard Saint-Laurent, Montreal

    Your daily ritual starts here.

  • We’re Looking for New Talent

    We’re Looking for New Talent

     Bootlegger Invites Exceptional Artists to Its Stage

    Bootlegger is currently seeking solo instrumentalists and pianists to perform in an elegant, intimate, and premium setting. We welcome artists with a refined musical identity and a strong stage presence who wish to create memorable live experiences.

    Music at Bootlegger is more than entertainment — it is an essential part of the atmosphere, designed to elevate each moment and complement the sophistication of the venue.

    A Stage Dedicated to Refined Live Performances

    Our stage is curated for artists who value nuance, emotion, and musical precision. Whether your style is classical, jazz, contemporary, cinematic, or instrumental fusion, we are interested in performers who can create an immersive and elegant ambiance.

    Solo Instrumentalists and Pianists Welcome

    We are particularly interested in pianists and solo instrumental performers whose music enhances a premium lounge experience. Performances should be expressive, tasteful, and aligned with the refined identity of Bootlegger.

    How to Apply

    Applications may be sent by email to:

    📩 Booking@barbootlegger.com

    Please include:

    -A short artistic biography

    -Links or samples of your performances (audio or video)

    Each submission will be reviewed with care.

  • Talisker Whisky & Oyster Tasting

    Talisker Whisky & Oyster Tasting

    An Exclusive Whisky Experience to Start 2026

    We’re kicking off 2026 in style with an exclusive Talisker whisky tasting.

    An Immersive Journey to the Isle of Skye

    On Monday, January 26, we are pleased to welcome Ben Lemieux, Brand Ambassador, for an immersive evening dedicated to the iconic single malts of Talisker Distillery, proudly crafted on Scotland’s legendary Isle of Skye.

    A Guided Tasting with Curated Pairings

    Presented in collaboration with Breakthru, this guided tasting experience will feature carefully paired bites, including oysters, designed to complement each whisky expression.

    Talisker Tasting Menu

    Whiskies Featured

    Talisker 10 Year Old
    Talisker Storm
    Talisker Port Ruighe
    Talisker Distillers Edition

    Event Details

    Tickets and Access

    Limited availability — VIP members receive priority access
    Price: $80 + tax

    Location and Date

    Bootlegger Cocktail Bar & Kitchen
    3481 Saint-Laurent Blvd, Montreal (H2X 2T6)
    Monday, January 26, 2026

    Schedule

    Doors open at 6:00 PM
    Tasting begins at 6:30 PM

    BOOK NOW 

     

     

     

  • Bootlegger Matchmaker: Speed Dating Night

    Meet Someone New at Bootlegger

    Looking to meet someone new in a relaxed and stylish setting? Bootlegger Matchmaker invites you to a speed dating night focused on genuine conversations, great energy, and expertly crafted cocktails in the heart of Montréal.

    Whether you are new to speed dating or simply looking to expand your social circle, this evening is designed to help you connect naturally, without pressure, in a warm speakeasy atmosphere.

    Why Join a Speed Dating Night at Bootlegger?

    A Welcoming and Stylish Setting

    Bootlegger offers a cozy and refined environment that makes conversation easy and enjoyable, encouraging authentic connections from the moment you arrive.

    Cocktails That Spark Conversation

    Enjoy our signature cocktails throughout the event, carefully prepared by our bartenders to help break the ice and keep conversations flowing.

    A Curated Dating Experience

    Each speed dating night is organized in collaboration with trusted partners to ensure a smooth, engaging, and enjoyable experience.

    Upcoming Speed Dating Events

    Sunday, January 11 — Esty Love

    Time: 5:00 PM – 8:00 PM

    Thursday, January 29 — TrueVibes Dating

    Time: 5:00 PM – 7:00 PM

    Spots are limited. We recommend reserving early to secure your place and enjoy an unforgettable evening of cocktails and connections.

  • Happy Holidays from Bootlegger

    Happy Holidays from Bootlegger

    Thank you from the bottom of our hearts for your incredible support throughout the year.

    We wish you a warm and joyful holiday season filled with great moments and good company.

    Next year, we’re preparing big things, more experiences, more creations, more events, and more surprises to keep elevating what we do.

    Thank you for always being with us.
    See you in 2026, better, bolder, and even more Bootlegger. 🥂