Quick Answer: The simplest way to pair cups with a groomsmen flask is to buy a set that already includes them, so the pieces match and arrive in one box. Separate shot glasses also work, but they add a second order and delivery date, and a second lead time if they are engraved. Metal cups will not shatter in a bag the way glass can, while glass gives the classic look.
A flask on its own is a complete gift. Cups turn it into something a group can use at one moment: a toast. This guide covers whether groomsmen need cups at all, how metal cups and glass shot glasses compare, what engraving involves and what a full gift set looks like. For the wider plan, the groomsmen flask guide covers timing and group orders, and the groomsmen gifts page shows what this shop offers.
Do groomsmen need cups to go with a flask?
No, but they are a useful extra. A flask works without cups, and a man can drink from it directly. Cups let the party pour one round together at the rehearsal dinner or before the ceremony. They also keep the gift to one box, which matters when you are buying for a whole party.
Should you choose metal cups or glass shot glasses?
It depends on how the gifts will travel and what look you want. Metal cups suit a gift that will spend time in a bag. Glass suits a display shelf. Neither is better in every case.
| Option | Points in favor | Watch for |
|---|---|---|
| Metal cups | Will not shatter in a bag or a suitcase | Look and feel differ from glass |
| Glass shot glasses | The classic look | Can break in transit |
| Cups sold in a flask set | One order, one delivery | Check whether the listing says glass or metal |
If you choose glass, general washing and drying advice is in the glassware care guide on glasspolishingcloth.com. This site does not cover glass care.
Can you get personalized groomsmen shot glasses?
Yes, from sellers that engrave, but not from this shop, which sells no shot glasses and offers no engraving. If you engrave both flask and cups, ask each seller the same questions: which surface, which font, how many characters, whether you get a proof and how long it takes. Then keep the wording matched so the pieces look like a set. The Black Tux, a tuxedo retailer, says the shopping window opens one to two months before the wedding, early enough to allow for engraving (checked September 2026), and two orders mean two lead times.
What does a full groomsmen gift set look like?
A flask, cups, a funnel and a gift box for each man, plus a note. The Men's Leather Flask set in this post is our own product, sold on this site. The listing is for an 8 oz stainless steel flask, given as 304, wrapped in leather, with a hinged screw cap the site describes as leak-proof. The set includes two cups and a funnel. The cups are metal, judging by the product photo, and the shop states no cup size. The groomsmen page says each set arrives in an individual gift box and that quantity is adjusted at checkout. It describes no group pricing.
The National Institute on Alcohol Abuse and Alcoholism counts a 1.5 fl oz shot of 40% spirits as one US standard drink (page updated December 2025), so the flask's 8 oz is about five (8 divided by 1.5, a sum and not a maker's figure). See the leather flask set or the Home & Kitchen collection.
When should you hand out the cups?
With the flask, in person, at the rehearsal dinner or on the morning of the wedding. That is the timing The Black Tux gives for groomsmen gifts. Nobody should drive after drinking at a wedding weekend. NIAAA reports 12,429 alcohol-impaired-driving deaths in 2023, 30% of all driving deaths (page updated March 2026).
When is a cup set not the right choice?
Skip it if you want glass, because the set here has metal cups. Skip it if you want each man's name on his cups, since this shop does not engrave. And skip it if some of the party do not drink, because a flask and cups are an alcohol-related gift for adults of legal drinking age.
Frequently asked questions
What are groomsmen cups?
Small drinking cups given to the wedding party, on their own or with a flask, for a shared toast.
Are the cups in the flask set glass?
No. The product title calls them cups, and the product photo shows metal. The set includes two of them with the flask and a funnel.
Can you get custom shot glasses for a wedding?
From sellers that engrave, yes. This shop does not sell shot glasses or offer custom versions, so ask any seller about proofs and turnaround.
Can you get personalized groomsmen shot glasses to match a flask?
Not from this shop. If you order both pieces from other sellers, ask each for the same font and wording so they match, and allow lead time for both.
What are some groomsmen cups ideas?
A pair of cups in the same box as the flask, or a matching set of engraved shot glasses from a seller that engraves. Either goes with a handwritten note.
Do groomsmen cups need to match the flask?
There is no rule, but a set that arrives together looks like one gift. If you buy them separately, choose the finish and wording deliberately.
How many cups come with the flask?
Two, according to the product title, along with a funnel.