10 Thoughtful Anniversary Gift Ideas for Men

Whether you’re celebrating your first year of dating, your first year of marriage, or marriage into the golden years, an anniversary is always a special occasion to mark that calls for a gift that really helps you say, ‘I love you,’ in a meaningful and heartfelt way. If you’re looking for clever and fun anniversary gift ideas for the main man in your life, you’ve stumbled in on a gift-giving treasure trove.

Finding a gift that delivers both a personal touch and that “wow factor” you’re after is no easy task, but here on the Cratejoy marketplace we’ve got a broad selection of anniversary gifts for men that are sure to please. From fancy cigars and gourmet food, to customized gear and boozy book clubs, there really is a monthly subscription box that will put a smile on every man’s face.

Since shopping for that perfect gift is never a straightforward task, we’ve put together a list with some of the best gifts to help make celebrating your upcoming anniversary as easy and breezy as a long walk on the beach. Read on for some top-notch anniversary gift ideas for your momentous day.

Thoughtful Anniversary Gift Ideas for Men

1. Standard Dispatch


Price: Starts at $29.17

About the Box: This anniversary, gift him a special customized keepsake with a monthly subscription to Standard Dispatch. Focusing on delivering items of only the highest quality, each month's box features 1 curated item finished with a laser-engraved mark for the perfect customized touch. Select from 4 different monogram options, and he'll get treated to a mix of finery, including well-crafted tools, stainless steel tumblers, custom keychains, beautiful leather goods and more.

Shipping: Only ships within the U.S. between the 4th-6th of the month

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2. The Original Premium Cigar Club


Price: Starts at $27.95

About the Box: Mark the passage of the years with a wedding anniversary gift that lets him explore the best cigars from around the world. A quarterly subscription that is dedicated to delivering only the top-rated super-premium cigar brands, each box from The Original Premium Cigar Club brings 5 different hand-rolled cigars in varying sizes, shapes and blends, along with a monthly newsletter providing details and profiles of each of the cigars, including tasting notes and suggested drink pairings.

Shipping: Only ships within the U.S. to arrive by the 3rd or 4th week

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3. The Bold Reds Wine Club


Price: Starts at $51.95

About the Box: Pop the cork on a bottle of red and celebrate another year down with The Bold Reds Wine Club. A romantic gift to enjoy over a delicious meal, each quarterly box brings 2 bottles of bold red wines from award-winning boutique vineyards from around the world, including everything from robust Cabernets to tasty Malbec blends. Each box also brings a monthly newsletter which provides winemaker info, tasting notes, food pairing recommendations and recipes.

Shipping: Only ships within the U.S. arrive in the last week of the month

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4. All He Loves Box


Price: Starts at $45.00

About the Box: A great gift that's specifically curated to deliver the convenience and preparedness that every man needs is the monthly All He Loves Box. Since time is always in short supply, each box features premium products, from all-in-one tools and survival gear, to high-quality tech gadgets, headphones, money clips and even edibles, all offering a healthy dose of practicality and usefulness for a wide range of activities.

Shipping: Ships to select countries from the U.S. between the 5th-10th of the month

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5. Vinyl Record Club


Price: Starts at $19.92

About the Box: Plan a date night in, throw on some tunes and enjoy each other's company, with each monthly delivery from Original Vinyl Records. An amazing any-year anniversary gift for music lovers of all ages, each subscription is curated to individual tastes and preferred genres. From jazz and bluegrass, to 80s pop or show tunes, each box sends 6 hand-selected vintage albums, all thoroughly cleaned and securely packaged for the perfect listening experience.

Shipping: Only ships within the U.S. on the 1st-2nd of the month

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6. Baseball Cards of the Month Club


Price: Starts at $9.00

About the Box: Support his favorite boyhood hobby with one of the monthly subscriptions available from Baseball Cards of the Month. With 23 unique subscription tiers to choose from, this box offers something for all types of MLB fans. Find the option that works best for him, and send out a monthly delivery of custom-made cards and card packs, including autographed cards, for the biggest baseball card enthusiast in your life.

Shipping: Ships worldwide from the U.S. around the 22nd of the month

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7. EatTiamo - Cook Italian Food at Home


Price: Starts at $49.00

About the Box: One of the best anniversary gifts to enjoy as a couple, EatTiamo sends deliciously uncommon goods in every monthly box. Showcasing a different Italian region each month, unbox 7 full-size gourmet artisanal food products from local producers from the featured region. Get enough food to prepare a meal for 4, complete with simple, straightforward recipes. From Cinque Terre to the beautiful Tuscan countryside, explore the authentic flavors of Italy month after month.

Shipping: Only ships within the U.S. around the 15th of the month

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8. Bar & Cocoa


Price: Starts at $39.92

About the Box: Celebrate the passage of another sweet year with the sweet surprises packed into each monthly delivery of Bar & Cocoa. Each box brings a chocolate tasting experience, sending 4 bars of fresh, artisanal bean-to-bar chocolates from some of the top chocolatiers in the world, along with an accompanying email that gives the low-down on all the featured chocolate makers and the best way to enjoy each bar.

Shipping: Only ships within the U.S. on the 1st Monday of the month

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9. Hawkins & Brimble UK


Price: Starts at £37.80 GBP

About the Box: Appeal to his (and your) senses with the grooming goodies packed into each box from Hawkins & Brimble UK. Buttery smooth skin and an irresistible fresh musky scent is what's waiting in each monthly box that includes 1 face wash and 1 scrub, plus 1 shaving cream and 1 after-shave balm, all crafted from the best natural ingredients out there, and guaranteed to be cruelty-free and free from ingredients like parabens and colorants.

Shipping: Ships worldwide from the U.K. on the 25th of the month

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10. The Intoxicated Intellectual


Price: Starts at $45.00

About the Box: DIY cocktails with a literary twist is what each box of The Intoxicated Intellectual packs inside. A book-of-the-month club that sends 1 classic read, along with a book-inspired cocktail recipe and all the necessary drink fixings, unbox everything but the booze, including mixers, syrups, bitters, garnishes and bar accessories. Focusing on the fun connection between the story and the cocktail, this anniversary, give the gift of a one-of-a-kind reading experience.

Shipping: Only ships within the U.S. on the 25th of the month

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