A “poptail” (popsicle + cocktail) is a frozen cocktail on a popsicle stick. “Poptail” has been cited in print since at least November 2005. Chicago’s DeLaCosta restaurant opened in 2006 and introduced poptails created by London mixologist Jamie Terrell.
 
There are many poptail variations, just as there are many cocktails. The blog Fun Behind Bars did a post on poptails in June 2012, suggesting a ratio of 2 oz. alcohol to 3 c. fruit juice. Alcohol has a lower freezing point than water, so poptails usually have lower alcoholic content than cocktails.
 
“Drinksicle” (drink + popsicle) is a similar term.
 
   
Chicago (IL) Tribune
9 November 2005, Chicago (IL) Tribune, “There’s more than one way to throw a party; Entertaining-focused books break down the do’s and don’t's” by Bill Daley, Good Eating, Pg. 4:
Designer Cynthia Rowley and Ilene Rosenzweig, a style writer, have had a swell time of it authoring breezy manuals aimed at the on-the-go, big-city career women. Now these fashionistas turn their attention to “The Swell Dressed Party” (Atria Books, $24.95).
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The idea for that party was probably triggered by the “Poptail,” a drink frozen on a Popsicle stick, which is described as a “swell” way to blend the cocktail hour seamlessly into the rest of our day.
 
ABC7News WLS-TV (Chicago, IL)
DeLaCosta Introduces a Coastal Latin-inspired Flair to the Chicago Dining and Nightlife Scene
Friday, August 25, 2006
When recreation and revelry are in order people inevitably flock to coastal playgrounds. The Platinum Coast of Lake Michigan is about to get its first playground in DeLaCosta, the alluring new restaurant and lounge from celebrity chef Douglas Rodriguez, slated to open this August.
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DeLaCosta will also feature a sensual selection of exotic cocktails, six varieties of sangria, and the chef’s signature frozen “poptails,” taste-infusion popsicles served in a variety of martinis and exotic concoctions.
       
Chicago (IL) Magazine
December 2006
High Costa Living
As a go-anywhere, drink-anything nightlife reporter, I’ve pretty much seen it all. But when I entered the 12,000-square-foot Nuevo Latino restaurant-lounge DeLaCosta (465 E. Illinois St.), I was floored.
By Sarah Preston
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But it’s chef Douglas Rodriguez who gets credit for DeLaCosta’s original seviche bar, which features nine varieties of fresh fish and specials that change weekly; think sushi with a Latin twist. On opening night in September, well-coifed clubsters were in their element, striking poses around the large center bar and sipping DLC’s signature “poptails,” alcoholic popsicles designed by London mixologist Jamie Terrell.
 
Oy! Chicago
In Chicago, the Glass Is Always Half Full
A summer drinking guide from an expert
By Ari Moffic-Silver
07/15/2008
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De La Costa   – 465 E Illinois St.
This Chicago hot spot is a must-see for anyone looking for a good time. While it’s known primarily for its food and atmosphere, the signature cocktails are surprisingly well-constructed and creative. The selection of cocktails begins with standard bar fare: the cosmopolitan, the Mojito, etc. As I continued down the list I came across something wild and new in the cocktail world that quite possibly may be this summer’s best drink. Called “Poptails,” these delicious drinks arrive in squat martini glasses and are garnished with flavored alcoholic popsicles! Try the sensational coco-lime Poptail and enjoy the fun atmosphere all night long.
     
312 Dining Diva (Chicago, IL)
Tuesday, July 29, 2008
Poptails, Snozberries and Grape Coolade . . . Oh Yeah!
Let’s not take life too seriously today and indulge in cocktails that bring back good memories of childhood:
 
Put a little pep in your popsicle at DeLaCosta, which has created a refreshing summertime sipper. Their Persephone Poptail includes a mini pomegranate popsicle with the orange puree, Grey Goose L’Orange, Pama liquor and sparkling Shiraz setting it off.
 
Twitter
Allana Baroni‏
@Allanabaroni  
Memorial Day party tip “Poptails” (gin and juice frozen on Popsicle sticks) here’s a version from Gordon Ramsey http://tinyurl.com/p66po2
12:10 PM - 22 May 09
 
OCLC WorldCat record
Poptails : 60 boozy treats served on a stick
Author: Erin Nichols
Publisher: Berkeley, CA : Ulysses Press, ©2012.
Edition/Format: eBook : Document : English
Summary: Packed with recipes for cocktail-inspired gourmet ice pops, this book shows you how to make the coolest creations ever served on a stick. Nothing is more refreshing on a hot day than a cool ice pop. But why settle for boring old orange, grape or lime when Poptails offers cocktail-inspired delights for icy treats with an alcohol-infused kick.
   
Fun Behind Bars
Thursday, June 21, 2012
Poptails and Cocksicles
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One of the most important things to think about when making poptails is the ratio of alcohol to other ingredients.  As you know, alcohol has a lower freezing point than water, and you want your creation to freeze and stay frozen long enough to be enjoyed.  One benefit of this necessity is that it keeps the alcohol content down a bit, highlighting the subtle effects of alcohol (which can be more pronounced in the summer heat).  For your first attempt, use the following ratio: 2 oz. alcohol to 3 c. fruit juice.  You will also need popsicle molds; I use these. 
 
OCLC WorldCat record
Poptails : over 40 alcohol-infused popsicles, ices, and slushes
Author: Laura Fyfe
Publisher: London : Spruce, 2013.
Edition/Format: Book : English
Summary: This title features recipes for boozy popsicles, slushes and ice creams. Love cocktails with friends? Bring a twist to your favourite boozy drinks by freezing them into cute poptails. Combining classic cocktails with the fun of iced lollies, poptails are the latest trend to take foodies by storm. With mouthwatering recipes from creamy Irish Coffee, fruity Appletini and exotic Flamingo Fling, discover new ways to enjoy your favourite spirits and entertain with style. Perfect for hot days and cool nights, these delicious recipes will win you over to the wonders of poptails.
 
(Trademark)
Word Mark POPTAIL
Goods and Services IC 033. US 047 049. G & S: Alcoholic beverages, namely, alcoholic freezer pops, frozen cocktails, cocktail freezer pops, frozen alcoholic beverages, organic alcoholic freezer pops
Standard Characters Claimed
Mark Drawing Code (4) STANDARD CHARACTER MARK
Serial Number 85357652
Filing Date June 28, 2011
Current Basis 1B
Original Filing Basis 1B
Owner (APPLICANT) Abbas Vahid, Kamran INDIVIDUAL UNITED STATES 1320 N Harper Ave, Apt 103 West hollywood CALIFORNIA 90046
Type of Mark TRADEMARK
Register PRINCIPAL
Live/Dead Indicator LIVE