Tag: live jazz Montreal

  • Apéro in Montreal – The Way It Was Meant to Be

    Apéro in Montreal – The Way It Was Meant to Be

    Looking for the perfect apéro in Montreal?
    At Bootlegger Cocktail Bar, we believe apéro is more than a trend it’s a ritual.

    A moment to slow down, gather with friends, enjoy a cocktail, and let the evening unfold naturally.

    In Montreal, apéro has found its own rhythm, and at Bootlegger, we keep that spirit alive through cocktails, conversation, and a warm speakeasy atmosphere.

    A Speakeasy Apéro Experience in Montreal

    The tradition of apéro in Montreal is all about taking time to enjoy the beginning of the evening.

    At Bootlegger, that experience comes together through:

     Signature cocktails crafted by expert bartenders

     Happy Hour every day from 5 PM to 7 PM

     $1 oysters every Sunday (while supplies last)

     Live jazz Sundays from 9 PM

    Whether you’re stopping by after work or starting a long night out, Bootlegger offers an atmosphere designed for connection and discovery.

    More Than a Happy Hour

    At Bootlegger, apéro in Montreal is meant to feel effortless and timeless.

    Instead of rushing through the evening, we invite guests to slow down and enjoy every detail from carefully crafted drinks to the music and ambiance surrounding them.

    Our speakeasy atmosphere combines warmth, elegance, and a relaxed energy that makes every visit memorable.

    Sundays at Bootlegger

    Sunday nights have become one of the most unique moments for apéro in Montreal.

    Guests can enjoy:

    Fresh oysters

    Signature cocktails

    Live jazz performances

    A cozy late-night atmosphere

    Together, these elements create a Sunday ritual inspired by classic cocktail culture and Montreal nightlife.

    Where to Enjoy Apéro in Montreal

    Bootlegger Cocktail Bar
    3481 Boulevard Saint-Laurent
    Montreal, QC

    Located in the heart of Montreal nightlife, Bootlegger is the perfect place to experience apéro in Montreal in a refined speakeasy setting.

    👉 Reserve your table and start your evening the right way.

    A Drink, A Conversation, The Beginning of the Night

    Some evenings don’t need to be rushed.

    At Bootlegger, apéro is about atmosphere, conversation, and the simple pleasure of a great cocktail shared at the right moment.

     A drink.
     A conversation.
     The beginning of the night.

  • New Year’s Eve 2026 at Bootlegger

    New Year’s Eve 2026 at Bootlegger

    New Year’s Eve at Bootlegger

    This year, Bootlegger will offer a special New Year’s Eve menu, crafted by our culinary and mixology team exclusively for the occasion. Expect elevated flavours, festive cocktails, and a warm, intimate atmosphere to welcome the new year in style.

    🎷 Live Jazz: 7 PM – 10 PM
    🎧 DJ: 10 PM – Late

    ✨ Reserve your table now — limited seats available!

     

  • Sunday Jazz & $1 Oysters

    Sunday Jazz & $1 Oysters

    🎷 Sunday Jazz & $1 Oysters – Since 2016 at Bootlegger!

    Since 2016, our Sunday night jazz event has been a Montreal classic. Enjoy cozy vibes, signature cocktails, $1 fresh oysters, and a live jazz band starting at 9 PM – the perfect way to wrap up your weekend.

    ✨ What to expect every Sunday:
    🍸 Happy Hour 5–7 PM
    🦪 $1 Oysters (while supplies last)
    🎶 Live jazz at 9 PM
    🎟️ Free entry

    📍 Bootlegger – Cocktail & Whisky Bar, Montreal
    Your favorite speakeasy on Saint-Laurent Boulevard, ideal for jazz lovers and oyster enthusiasts.
    👉 Book your!

    2 November- Alex Lefaivre
    9 November– Tevet Sela
    16 November– Loic Du Sablon
    23 November– Jeff Moseley
    30 November – Jazzébo – Pierre Thériault

  • Sunday Jazz & $1 Oysters

    Sunday Jazz & $1 Oysters

    Sunday Jazz & $1 Oysters, Since 2016 at Bootlegger Cocktail Bar Montreal

    Since 2016, this has been Montreal’s must-attend Sunday night jazz event. Cozy vibes, signature cocktails, fresh oysters for $1, and a live jazz band starting at 9 PM – the perfect way to wrap up your weekend.

    🍸 Happy Hour from 5 PM to 7 PM
    🦪 $1 Oysters while supplies last
    🎶 Live jazz show at 9 PM
    🎟️ Free entry

    📍 Join us at Bootlegger – Montreal’s cocktail & whisky speakeasy on Saint-Laurent Boulevard. A dreamy night for jazz lovers, vintage ambiance fans, and oyster enthusiasts alike.

    5 October – Alex Lefaivre

    12 October – Jeff Moseley

    19 October – Gopal Devanathan

    26 October – Jeff Moseley

     

  • Latin Jazz Nights

    Latin Jazz Nights

    This fall, get ready for something new and exciting! From October 15 to December 17, join us every Wednesday at 8 PM for our all-new Latin Jazz Nights.

    💃 Let yourself be swept away by vibrant, festive rhythms brought to life by talented local musicians, and experience the soulful energy of Latin jazz.

    🥂 All in the warm, speakeasy-inspired ambiance of Bootlegger — the perfect way to make your Wednesdays unforgettable.

    🍸 Happy Hour from 5 PM to 7 PM
    $13 cocktails and mocktails
    $5 beer and cider pints
    $1 oysters while supplies last

    $10 glass of wine
    🎟️ Free entry

    📍 Join us at Bootlegger – Montreal’s cocktail & whisky speakeasy on Saint-Laurent Boulevard.

    15 octobre – Tevet Sela

    22 octobre – Samuel Lechasseur

    29 octobre – Alex Lefaivre

     

  • Latin Jazz Nights From October 15

    Latin Jazz Nights From October 15

    New Series of Shows at Bootlegger: Latin Jazz Nights!

     This fall, get ready for something new and exciting! From October 15 to December 17, join us every Wednesday at 8 PM for our all-new Latin Jazz Nights.

    📍 Join us at Bootlegger – Montreal’s cocktail & whisky speakeasy on Saint-Laurent Boulevard.

    15 octobre – Tevet Sela
    22 octobre – Samuel Lechasseur
    29 octobre – Alex Lefaivre

    05 novembre – Tommy Poirier
    12 novembre – Omar Valdez
    19 novembre – Tevet Sela
    26 novembre – Samuel Lechasseur

    03 décembre – Alex Lefaivre
    10 décembre – Tommy Poirier
    17 décembre – Omar Valdez

     

  • Sunday Jazz & $1 Oysters

    Sunday Jazz & $1 Oysters

    Sunday Jazz & $1 Oysters – Since 2016 at Bootlegger Cocktail Bar Montreal

    Since 2016

     

    This has been Montreal’s must-attend Sunday night jazz event.

    Cozy vibes, signature cocktails, fresh oysters for $1, and a live jazz band starting at 9 PM – the perfect way to wrap up your weekend.

    Happy Hour from 5 PM to 7 PM
    $1 Oysters while supplies last
    Live jazz show at 9 PM
    Free entry

     

    -7 septembre – Gopal Devanathan

    -14 septembre – Andy MacDonald

    -21 septembre – Gopal Devanathan

    -28 septembre – Jazzébo

     

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