DIY Cute Monogrammed Glasses + Silhouette Portrait Giveaway!

How to make monogrammed cocktail glasses perfect for any party! #diy

Hey Y’all! You’re in for a treat today. I’m sharing another fun DIY using my Silhouette Portrait AND giving one away! There is also a snazzy little sale so if you have wanted one, now is the time! I love my Silhouette because I make cute things like these ornaments, monogrammed napkins, and these cute ideas too. I’m southern so monogramming things is in my blood! Why not wine glasses? There are lots of occasions when a monogrammed or personalized wine glass is quite fabulous. For instance: bridal showers, bachelorette parties, birthday parties, girl’s nights, beach weekends, neighbor gifts, you name it!

How to make monogrammed cocktail + wine glasses! Personalized Wine Glasses using the Silhouette Machine! Cute gift! How to make monogrammed + personalized wine glasses!

I happen to love aqua + pink so I used the turquoise vinyl (there is also gold, frosted, and tons of other colors). So I monogrammed some wine glasses (you could also use these for water, cocktails, juice, etc) and served them up on a pretty tray. It took me less than 10 minutes to make them! I just used inexpensive $1 glasses from the dollar store. These would be perfect for sorority or bridesmaid gifts too, don’t you think? So easy + so cute. I picked a font (you can use all the fonts you already have on your computer), cut, and stuck it on! Couldn’t be easier.

Here is a cute way to use vinyl letters on glass bottles to jazz up that bar cart too! You can write anything!


Use your Silhouette Portrait or Cameo with Vinyl
Pick any font you like!
Create the text and size to your desire.

How to make a monogram with the Silhouette!
Cut on your vinyl, peel off, and stick!

Now for the fun stuff! You can win a Silhouette Portrait by entering below! The giveaway will end on April 24, 2013 so you can still purchase with the discount codes if you aren’t our winner. The codes will run through April 26, 2013, however, so be sure to purchase in that time frame!

If you’d rather pass on your luck + purchase it now, here are the sales!


1 Silhouette Portrait™ + 1 roll of black vinyl, 1 roll of white vinyl, and 1 roll of transfer paper: $139.99
1 Silhouette CAMEO® + 1 roll of black vinyl, 1 roll of white vinyl, and 1 roll of transfer paper: $269.99
All premium vinyl bought outside of a machine bundle is 25 percent off with code PIZZAZZERIE!

Visit the site here to shop away + use code PIZZAZZERIE for the discounts.

a Rafflecopter giveaway

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  1. 2

    Rebekah Stockton says

    I really need to make a chore chart, but I’ve been “waiting” until I get a Silhouette.

  2. 3

    Tiffany Renfro says

    I love personalized gifts! The Silhouette would make a perfect addition to my crafting corner for gifts and party planning! :)

  3. 5

    Rita Lautenschlager says

    I would definitely give beautiful stemware wine glasses to my beautiful sister Judy who is fighting breast cancer with all her strength and spirit! I would honor her with a party with all of our sisters and share with her how proud we are of her strength, fight and spirit!

  4. 10

    Cori W says

    The first thing I would make is labels for my craft drawers. Then I have many project ideas I have been collecting over the last year that I would work on.

  5. 12

    Kathryn Sims says

    I adore your color scheme used above! Your photos are always so fantastically styled and your step-by-step instructions are easy to follow. My fingers are crossed that I win so I can being to create my own lovelies! Thank you for such a great give away!

  6. 14

    Missy French says

    The fun it would be to create beautiful labels for the pantry, kids play room, bathroom shelves, basement, etc. Oh the fun it would be! So many design choices! And how about a personal decal for my car?!

  7. 20

    Loida Olivar says

    My daughter’s 3rd birthday is coming up and would love to do labels, party favors and im pretty sure there be more once i win this ;)

  8. 21

    Diane says

    I would LOVE to have a Silhouette Portrait! I’m always wishing I had one as I work on various projects. I have a Mother’s Day lunch and a baby shower to host next month, and there are several projects I could make for each event.

  9. 22

    Marissa Walker says

    I would love to win!!! I can add it to my collection of die cut machines!!! Hoarder in the making!!! Of course I would create amazing crafts!!

  10. 25


    Great giveaway! I’ve been wanting a Silhouette for quite some time now, just haven’t been ready to take the plunge. Hope I win! I’d love to monogram pretty much everything in my house. :)

  11. 26

    Sarah Graham says

    I’d first make some super cute and useful teacher gifts for the end of the year. I also have two weddings that I am MOH for, and would gets lots of use from a Portrait!

  12. 30

    pat kaufman says

    I make all the decorations for my family’s birthdays and the Silhouette would make it so much easier!!

  13. 32


    I love your tutorial on monogramming wine glasses! I would use my new Silhouette Portrait to create cute wine glasses for my son’s teachers as a teacher appreciation gift. Thanks for the chance to win!

  14. 35

    Elizabeth says

    I knew I had to have a Silhouette machine when you made those adorable napkins, but I just couldn’t bite the bullet. Now these wine glasses? I’m swooning (especially over the one that says cheers)!

  15. 36

    Lindsay Markert says

    I am on a major organizing mission right now and this would be perfect for labeling all the containers in the pantry and in my craft room! Plus I’m a crafting fiend! Oh the possibilities :D hehe

  16. 38

    Nicole says

    I would make cute custom glasses for my graduation party and some for the upcoming wedding festivities for my best friend! :)

  17. 40

    Sherl says

    I would love to win a Silhouette Portrait. I’ve wanted one for so long. It will help my creativity excel more than it has.

  18. 54

    Teresa G says

    I have so many projects in mind that I would do if I had the portrait – wall decor, car window decals, cards, scrapbooking pages. Have a friend who has the cameo and she loves it – so versatile!

  19. 59

    Emily S. says

    I would definitely make a monogram for a new set of wine glasses, and some labels for baking containers.

  20. 64

    Amanda Caldwell says

    I would probably monogram wine glasses for my cousins wife to be! They are getting married soon and this would be a perfect gift!

  21. 68

    Leigh Ann F says

    I love these monogrammed wine glasses! But I would probably use it to monogram mason jars :) and many, many other things, too!

  22. 72

    Michelle says

    I would LOVE to win a Silhouette!! I’ve wanted once since they came out but can unfortunately not justify it in my budget right now. They look amazing! Would use for most everything: scrapbooking, quilting, and general crafting. I keep hoping I’ll win one of these! Thanks for having such a great giveaway! :)

  23. 75

    Meredith Hendricks says

    My son and his friend are having a pirate birthday party next month. Would find a million things to make with it to create a fantastic party! Thanks for the chance to win!

  24. 76

    Paige W. says

    What a great monogram idea! Am I the only one who is always losing their wine glass at parties?! ;)

  25. 79

    Martha Harris says

    I would make some monogrammed glasses for my sweet daughter in law and monogrammed nursery decorations for my new sweet grandaughter!

  26. 83

    Amy R says

    I would make vinyl wall decor for my home. I love the ones that have the inspirational quotes as well as the nature themes (trees, leaves, etc)

  27. 84


    I discovered this machine through a friend a couple weeks ago and am SO excited about winning/purchasing one. I’m already knee-deep in the software, learning how to use it, downloading patterns….yay for a tool that actually does all the things I always wanted. :) :)

  28. 86

    Leslie Staggs says

    I would make all kinds of tags, window clings; the possibilities are endless! I’ve been wanting one of these!

  29. 87

    Alyson says

    I would monogram just about everything! I would also label all the jars in my (mostly) reorganized pantry.

  30. 89

    Sarah G says

    Would love to make monogrammed coat hooks for the kids! No more fighting over where to hang their coats!!

  31. 94

    Vanessa Colon says

    Love the Silhouette machine, have been wanting for for quite some time!
    I would use it for all my party decorations and also around my house for labeling and decoration also!!! So many possibilities, thanks for the opportunity to win one!

  32. 96

    trishden says

    Hello, I would make a lot of things but to start out I would love to make my mom a family sentiment subway art sign for Mother’s Day. Thanks for a great giveaway!


  33. 97

    Shannon says

    A Christmas present for everyone I know! The ideas are endless but, my first would be using mason jars.

  34. 115

    Lindsey says

    Oh how I want one of these!! I’ve already got the software so I can practice, now I just need a machine to use it on, ha!

  35. 120

    Bianca Andrea says

    I would make cute monograms and put them on all of my stuff, I already do with some that I purchased but I would love to make them myself.

  36. 128

    Lindsay says

    Great giveaway! I am hosting a bridal shower this summer…could do some VERY CUTE favors with the Silhouette and some vinyl!

  37. 134

    Colleen says

    There are so many things, I don’t know where I would start! But I would love the opportunity to take on the challenge! Those wine glasses look beautiful!

  38. 151

    Candice S. says

    I would love to win! So many things to do with my business and in my classroom. This Silohouette would make my day! Thanks for the chance to win!!!!

  39. 155


    I have been digital scrap booking for the past 5 years and am excited to be starting my first scrap journal…the Silhouette would surely make the process much easier! I’d LOVE to win…thanks for the chance!!

  40. 167

    Kristen says

    I think my first project would be a cute patterned tote bag – I love how easy the heat transfer projects look!

  41. 169

    piecedpastimes says

    If I were the lucky winner, I would make some stencils. From there, the sky is the limit. Fingers crossed!

  42. 170


    So fun! If I won, I would love to experiment with vinyl for my craftroom wall. “Create” in script or “Inspiration” in a funky font. *Crossing Fingers!*

  43. 176


    OMGosh! What would I do?…table setter wine glasses for our family get togethers. I have five younger brothers and sisters and their families…I have my 40th coming up next year…I’d love to incorporate into some creative gift hampers for my business…WOW! Courtney is such an inspiration…I love to put a lot of thought into gift giving and give truly personal gifts…this would be a wonderful tool…xo

  44. 177

    Lynne G says

    This is such a great project! Thank you for sharing. I would love to try a similar project if i won!

  45. 183

    Ann Kuhns says

    I want to use a Silhouette to etch my kids’ names on their milk glasses. So cute, plus we can stop fighting over which glass belongs to whom!

  46. 189


    Ack, I have so many things I’d love to do for Confetti Pop with a Silhouette. Party crafts and a die cutting machine? Endless possibilities.

  47. 190


    Being a newlywed and frequent potluck-er, my first project would be to etch my new last name into the lovely set of Pyrex we received as a wedding gift!


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