The Best Gifts for Boss’s Day

October 16, 2013    |    By +
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While everybody may be “working for the weekend” according to the band Loverboy, there’s a lot to be said for loving what you do for a living. And a big part of loving what you do is who you work for. Maybe your efforts were recently recognized with a raise or a promotion, or a flexible schedule lets you pick up your children from school every day. Casual Fridays might rock thanks to jeans, flip flops and cronuts, or maybe you are in an environment that allows your talents to shine in new ways. With Boss’s Day celebrated on October 16, it’s time to show your appreciation and say “thanks for believing in me!” Since you are probably busy working and don’t have a lot of time to shop, here are a few unique gift ideas to help celebrate in a style befitting the head honcho.

Give a shout out to past successes while reminding your boss that the best is yet to come. Add a touch of good fortune to any workspace with the Braided Money Tree ($59.99). This Feng Shui fixture is easy to care for and promises good things in the months and years ahead.


Let’s cut to the chase: who doesn’t enjoy cheese and vino? Add a few crunchy munchies, a cool picnic basket and even a personal-size cutting board, and you have a gift that wins every time. This Wine and Cheese Basket ($74.99) even lets you choose your boss’s favorite wine. (If you don’t know what that is, now is a great chance to ask!)


Does your higher-up love the links? Capture his or her passion for golf with the Personalized Leather Bound Golf Log ($29.95). It’s small enough to fit in a golf bag but large enough to record scores and course details.


If it’s more of a group gift you’re after, capture company highlights with a customized art print. This personalized Gift of Memories, Moments and Milestones is created by a team of artists who immortalize your company’s personality and accomplishments—truly a one-of-a-kind memento.


Oh the places you’ll go! In my experience, the best bosses live accomplished lives both in and out of the office. For those who crave adventure, 1001 Natural Wonders to See Before You Die ($22.18) offers a wealth of things to do and places to see.


Speaking of travel, the Personalized World Traveler Map ($149.99) not only captures a world of memories, but makes a great conversation piece for clients and coworkers alike. It can be personalized with a custom message, and it includes a full set of pins and flags to mark travels near and far.


Visit for more inspiration on gifts for your boss.  You can browse through dozens of gifts hand-picked exactly for this occasion, and make Boss’s Day a day your boss will never forget!


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Posted in Gifts for Men, Gifts for Women    


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Meet the Gurus

Kathryn D.W.
Kathryn Drury Wagner is the senior manager of content at She was formerly the executive editor at Honolulu Magazine, and is the author of The Ultimate Guide to Shopping on Oahu. Her career has included staff positions at Country Living Gardener and Power & Motoryacht. Her latest book is "Hawaii's Strangest, Ickiest, Wildest Book Ever!"

Gwen P.
Gwen is the Editorial Curator at In addition to writing blogs, she creates gift guides, curates the site, and produces content for our social media channels. As a freelance writer, she created blogs on fashion, art, travel, health and lifestyle. A talented jewelry designer, she's also a yogi and a hospital volunteer with her therapy dog, Lilo, a Pomeranian.