Shopping·7 min read

What to Gift the Dad Celebrating Milestones

A collage of gifts to present the Dad celebrating milestones
May 29, 2025

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Celebrations are in order, and we’re here with the best Father’s Day gifts for dads who are also going through exciting life events. Baby essentials for new dads, jewelry to remember anniversaries, and accessories like watches and briefcases to celebrate career achievements — we’ve hand-picked them all. Big or small, any dad celebrating milestones will cherish these thoughtful and practical gifts. 

For more of our favorite Father's Day gifts, click here.

A matching T-shirt saying Dad and a onesie saying Rad Like Dad.
Etsy

A retro-inspired outfit to match with their new baby…

Celebrate their first Father’s Day with an adorable T-shirt or sweatshirt to twin with the baby. All the “Dad” tops are available in white, black, and gray from small to 3XL. The “Rad Like Dad” onesies are available in sizes from newborn (0-3 months) to 24 months. Even other siblings can participate in the cute photo opportunity, with T-shirt sizes available for kids ages 2 to 12. ($24.30+, Etsy

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A cloth-bound journal with prompts about life, stories, and wisdom.
Uncommon Goods

A sentimental journal for the newly retired dads…

Is your dad retiring? Gift him a journal where he can preserve keepsakes and share words of wisdom that he’s gathered over the years. The cloth-bound journal is filled with prompts where he can jot down notes about his life events, and 36 photo corners to mount pictures. It’ll be an heirloom piece passed down for generations. ($35, Uncommon Goods

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A hat that you can embroider to say Grandpa and the established date.
Etsy

A classic embroidered hat for grandpas…

A soft-washed cotton hat is a staple for grandpas. (We don’t make the rules.) We've found a vintage-inspired baseball cap you can customize with the established date of his grandparent-dom and thread color. This would also be a sweet birthday gift, or a baby announcement gift to surprise grandpas-to-be. ($12.67+, Etsy

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A personalized Father's Day story book.
Wonderbly

A precious personalized story book from their child…

Bring the new dad to tears with a personalized Father's Day book, “written” from the POV of their kid. Everything about the book is customizable, including the cover, the child's name, the characters, and the dedication page. ($44.99, Wonderbly

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A compact retro-styled diaper bag from Bagsmart.
Bagsmart

A compact diaper bag for the overwhelmed new father…

This diaper backpack takes (some of) the stress out of on-the-go feeding and diaper changes. The lightweight, water-resistant bag has countless compartments for pacifiers, toys, wipes, and accessories like a changing pad and a waterproof laundry pouch. Plus, it fits all major bottle brands with an insulated section to keep them warm. There’ll be no room for blowouts or crying here. ($69.99, Bagsmart

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An embroidered "the dog father" baseball cap.
Uncommon Goods

A cute hat that’ll make their fur baby proud…

Every arrival of a new member to a household is special, and we have a hat for all the new pet parents. If the countdown for picking up their puppy has begun or gotcha day is only a month away, they’ll appreciate this gift. It’ll be their new go-to that they'll be sporting for walks, errands, and (of course) trips to the dog park. ($35, Uncommon Goods

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A customizable matte sterling silver ID chain bracelet.
Miansai

A customizable chain bracelet as a reminder of their upcoming anniversary…

Fashion dads will fancy this chic nameplate chain bracelet. The thin Cuban link bracelet features a blank curved plate that you can personalize with up to 21 characters. Add a memorable touch by engraving the date of their upcoming wedding anniversary, initials, or a short message for them to remember the special day. ($145, Miansai

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A polka dot tie from Brooks Brother.
Brooks Brother

A classic tie for that upcoming wedding…

Father of the bride or groom? You can’t go wrong with this classic Italian silk tie from Brooks Brothers. They’ll make an elegant entrance in any of the 10 dotted color options. Plus, you can get 25% off two or more ties for a limited time. Grab them one for the ceremony and another for the reception. ($98.50, Brooks Brothers

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A three-pair set of herringbone patterned socks from London Sock Company.
London Sock Company

A fashionable pair of socks to celebrate their new promotion…

A promotion calls for a new addition to their work wardrobe, and London Sock Company has a particularly elevated sock collection. Even the most minimalist dresser will appreciate the subtle statement piece. They'll step into their new even more proudly with these herringbone socks. ($88, London Sock Company) 

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A leather card and keychain gift set.
Leatherology

A card and key set to toast the new homeowner dads…

Get a two-for-one deal with Leatherology's card and key set. New homeowners will appreciate the small but impactful gift. The sleek leather keychain is convenient for finding their keys, and the card case has ample space for their essentials: eight credit cards and a center pocket for cash. Bonus: Personalization is free. ($65, Leatherology

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A gold-tone round watch from Coach.
Coach

A sophisticated watch to acknowledge a career milestone…

Expand their watch collection with a new timepiece from Coach. After all their hard work in completing a months-long work project or a significant career change, a nice watch will give him a little confidence boost and encourage him to keep moving forward. The round gold-tone watch will be an accent piece they’ll love reaching for. ($150, Coach

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A vintage leather messenger briefcase from Mark & Graham.
Mark & Graham

A roomy messenger briefcase for a seamless commute to their new job…

Make the commute to their new job easy with a new leather briefcase. This classic messenger-style bag has a padded sleeve that comfortably fits a 14-inch laptop with ample space for everyday items. For $15 more, you can even personalize the briefcase with a classic foil monogram. ($169.99, Mark & Graham

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