The Best Holiday & Advent Calendars of 2020

There is a lot happening in the world right now, and I know that many of us are more focused on the beauty of the holidays than we may have ever in the past. A season to be grateful, kind to one another, and full of happy memories. I know that I am so happy I put up my tree already – and to add to the holiday spirit for those of you looking for inspiration, I thought I would make a list of my favourite advent calendars of 2020. One (or more) of them is bound to be perfect for that special someone in your life, your BFF, your family or yourself.

Drinks by the Dram X That Boutique-y Drinks Company Holiday Calendars $99.95$199.95

I was introduced to this boozy iteration of a holiday calendar last year and quickly became obsessed with the idea. With both a gin and whisky option available, this is a fun way to explore both spirits while getting in to the holiday spirit this year. Our just arrived and I can’t wait to explore award-winning whiskies from the world’s best distilleries packaged in graphic novel style labels filled with industry in-jokes and puns. A great gift for you and your friends to enjoy via those virtual cocktail parties this year!

Pelee Island Winery Holiday Advent Calendar $214.99 (12 bottles)

It’s no shock that Pelee Island Winery holds a special place in my heart being that it was the first winery I ever visited for the blog many years ago. I like to keep a bottle or two of Lola stocked in the house at all times, so the idea of the Holiday Advent calendar is amazing to me!

“The calendar includes 12 x 750mL bottles. Without ruining the surprise, we can tell you that your calendar contains a selection of red, white, rosé and sparkling for your enjoyment. You’ll recognize some classic favourites and be introduced to some new and exclusive releases too!”


From being a panelist alongside Adam Lambert to finally exploring my drag persona, NYX Professional Makeup Canada has been an instrumental part of who I am in 2020. And so it only made sense that I got SO excited for this year’s iteration of their famous holiday calendar!

“From gloss to eyeshadows, collect our pro-grade products throughout the month and add them to your routine. Let the color countdown to iced-out beauty begin.”


One of my favourite wineries of the year after our #BubbleBuddies visit this past summer, who doesn’t love the idea of enjoying a bottle of delicious Ontario wine every day all month long?!

“Each advent calendar contain 24 bottles of your favourite Marynissen wines to help you countdown to Christmas! The advent calendar includes current releases of red, white, rosé, and sparkling as well as back vintage and pre-release wines! “

LEGO City Town Advent Calendar from Toys”R”Us Canada $31.97

I am a big kid at heart – that’s nothing new – so for those of you looking for advent / holiday calendars for the younger ones in your life, look no further than Toys”R”Us Canada. From this awesome LEGO City calendar to other inventive ways to teach patience and rewards for being good all month long, I am here for this gift idea! Stay tuned as I share my ultimate toy round-up on the blog with you all very soon!

Acqua di Parma Advent Calendar from Shoppers Drug Mart $640

If one advent calendar screams Julio’s name, it would be this one. For those of you looking to spoil that fashionista and scent lover in your life, might I suggest this luxe options for the holidays to really wow them.

“Every window reveals a surprise, day after day. An abundance of small delights to discover the complete Acqua di Parma universe, from Colonia to Blu Mediterraneo, and from Le Nobili to the precious Signatures of the Sun fragrances and the Home collection. To top it off, a special surprise awaits on the 25th of December. At first glance, the advent calendar resembles the iconic Acqua di Parma hatbox but once opened, it transforms into a luminous Italian home. Our iconic sunny yellow is made festive with the luminous illustrations of Chinese artist Oamul.”

These are just a few of my favourite calendars for the 2020 season. Have any you think I should know about? Make sure to tag @dothedaniel across most social media platforms!

For more behind the scenes of this and other amazing brands we are working with around the world, make sure to follow along with the #DoTheDaniel Instagram account. I would love to have you join on my adventures.

Don’t forget to sign up for the BRAND NEW #DoTheDaniel e-mail newsletter full of exciting, informative, and have exclusive content and #Contest entries.

Photos: Daniel Reyes & All Social Media accounts listed above

Don’t forget to be kind & laugh a little more this year

Daniel Reyes

Mobile photos were taken with my Mobile Device of choice on the Rogers network.

*Please note that this may be a sponsored post and promotional consideration may have been offered by participating brands – our disclosure can be found at all times by clicking here.