5 Year Anniversary Gift Ideas For Him

Feeling the pressure to find the perfect 5 year anniversary gift ideas for him?

It’s a big milestone, and wood is the traditional material—which can feel a little… splintery.

Don’t worry, we’ve carved out a list of unique, meaningful, and practical gifts he’ll genuinely love.

1. Custom Leather Belt for Daddy

Five years in, and he probably needs an upgrade on his daily essentials! A high-quality, personalized leather belt is a gift he’ll use constantly. Opt for a custom engraving on the inside, like a special date or a sweet, private message, to make it truly personal.

• Choose high-quality, durable leather.
• Engrave a meaningful phrase or date on the inner lining.
• Select a classic buckle he can wear anywhere.

Pro Tip: Before ordering, subtly check the width of his favorite belt to ensure a perfect fit with his existing pants.

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2. Personalized Burl Wood Bracelet

This is a subtle, modern take on the traditional wood theme for your 5th anniversary. A bracelet crafted from burl wood with an adjustable macrame band offers a rustic yet stylish piece of jewelry that isn’t overly flashy. It’s a daily reminder of your five years together.

• Look for natural, hand-finished burl wood beads or components.
• Customize it with a simple initial or number.
• Choose a color for the macrame that complements his style (e.g., black or navy).

Pro Tip: Give it to him in the morning so he can wear it all day and show it off.

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3. Custom Wood Whiskey Glass

Elevate his evening ritual with a personalized wooden whiskey glass. These unique 10 oz cups often feature a wooden base or exterior for a tactile, sophisticated feel, leaning into that traditional wood theme beautifully. He’ll love the customized laser engraving of his name or your anniversary date.

• Ensure it’s sealed and safe for beverages.
• Customize with his initials or a small logo.
• Perfect for his home bar or office desk.

Pro Tip: Pair this gift with a bottle of his favorite high-end bourbon or scotch for an instant date night.

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4. Custom Roman Numeral Date Hat

A baseball cap is a staple in most guys’ wardrobes, but a custom-embroidered one makes it a sweet keepsake. Have your wedding or first-date anniversary date embroidered in Roman numerals on a classic, well-fitting hat. It’s a stylish and subtle nod to your shared history.

• Choose a popular, comfortable hat style.
• Select a neutral color like charcoal, black, or navy.
• The Roman numeral date should be embroidered discreetly.

Pro Tip: Make sure the font is clean and legible—nobody wants to squint to read a date!

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5. Engraved Chopsticks in Box

If he loves Asian cuisine or you often order takeout and binge-watch TV, a set of high-quality, engraved wooden chopsticks makes for a surprisingly refined 5 year anniversary gift ideas for him. Customizing the wooden presentation box elevates it from a kitchen utensil to a cherished keepsake.

• Look for durable, high-quality wood like ebony or rosewood.
• Personalize the box with a funny quote or your anniversary date.
• Makes a great couples gift for eating together.

Pro Tip: Schedule a date night to his favorite sushi spot and present these just before you go.

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6. Personalized Leather Travel Bag

Whether he travels for work or pleasure, a sleek, personalized leather bag (like a duffel or weekender) is a practical and luxurious gift. Leather goods age beautifully, mirroring the longevity of your five-year relationship. It’s rugged, stylish, and incredibly useful.

• Choose a full-grain or top-grain leather for durability.
• Have his initials embossed subtly on the exterior.
• Look for one with sturdy hardware and a comfortable strap.

Pro Tip: Pack it full of his favorite snacks and a new book before you gift it to him.

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7. Adventure Book Scrapbook

Skip the pre-made photo album and get an “Adventure Book” style scrapbook. This is where the two of you can document your favorite memories, from your first date to your most recent vacation. Fill the first few pages yourself with photos and ticket stubs to get the ball rolling.

• Look for a high-quality binder or book-bound design.
• Leave plenty of blank pages for future memories.
• Include adhesive corners and colorful pens as part of the gift.

Pro Tip: Plan a “Scrapbook Night” where you both sit down with a glass of wine and fill in a few pages together.

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8. Handmade Copper Damascus Knife

If he appreciates craftsmanship and quality tools, a handmade pocket knife is an impressive gift. Choosing one that incorporates both wood (handle) and copper (a common accent metal) touches on both the 5-year and traditional 7-year anniversary themes. Ensure it is rust-resistant and high-quality.

• Look for Damascus steel for a unique pattern.
• Ensure the folding mechanism is safe and secure.
• This is a sophisticated, practical gift he will keep forever.

Pro Tip: Make sure he knows this is not a toy—it’s a tool! Check your local laws regarding pocket knives.

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9. Personalized Leather Toiletry Bag

Also known as a Dopp Kit, this is another travel essential that is often overlooked. A personalized leather toiletry bag is practical, yet feels special when it’s monogrammed. It’s perfect for gym trips, weekend getaways, and making his bathroom counter look less cluttered.

• Go for a water-resistant lining for easy cleaning.
• Have his initials embossed in a small, discreet font.
• Choose a classic design that will never go out of style.

Pro Tip: Fill it with high-end samples of men’s grooming products before you wrap it.

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10. To My Man Infinity Bracelet

This simple, meaningful bracelet often features an infinity symbol or a clean metal bar. The personalization comes from engraving your names, a special date, or a sweet phrase like “I love you” onto the metal. It’s a very popular 5 year anniversary gift ideas for him when searching for jewelry.

• Look for durable materials like stainless steel or sterling silver.
• Keep the engraving short and heartfelt.
• Choose an adjustable closure for comfort.

Pro Tip: Wear it for a day before you give it to him to infuse it with your scent (just kidding—but it sounds romantic!).

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11. Personalized Photo Engraved Compass

For the man who loves the outdoors, travel, or just has a sense of adventure, an engraved compass is a wonderful symbol of guidance and direction. You can get a small photo of the two of you, your family, or a special place engraved inside the lid for a beautiful surprise.

• Choose a quality compass that is functional, not just decorative.
• Copper or brass materials look beautifully vintage.
• Engrave the outside with coordinates or a quote like “My True North.”

Pro Tip: Tell him that no matter where life takes him, he’ll always find his way back to you.

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12. Custom Wooden Vinyl Decor

This is an incredibly romantic and creative way to incorporate the wood theme. Have your wedding song lyrics, or the lyrics from the song playing during your first dance, engraved in the shape of a vinyl record on a wooden plaque. It’s a gorgeous piece of home decor.

• Ensure the engraving is deep and legible.
• Look for a high-quality piece of wood like walnut or maple.
• Include the artist and song title at the “label” center.

Pro Tip: Play the song as he opens the gift to hit him right in the feels.

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13. Personalized Face Boxers

If you’re looking to inject some genuine humor into your anniversary gift, custom boxers with your face (or a funny photo of your pet) printed all over them are the way to go. It’s a hilarious, unexpected, and truly unique gift that he will definitely laugh at.

• Choose a comfortable, breathable material.
• Use a high-resolution photo for a clear print.
• This is definitely a lighthearted, fun gift.

Pro Tip: Don’t wrap them; leave them folded neatly on his side of the bed as a cheeky surprise.

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14. Wide Wood Watch Box

If he has started collecting watches, a custom, high-quality wooden watch box is a fantastic gift. It’s both practical and luxurious, providing a safe, organized, and stylish place for his treasured timepieces. Look for one with a glass top for easy viewing.

• Ensure the wood type is handsome (e.g., walnut, mahogany).
• Personalize the glass or the lid with his name or initials.
• Look for wide slots that fit larger men’s watches.

Pro Tip: Present it with a new, high-quality watch already nestled inside one of the slots!

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15. License Plate Signs Anniversary Date

This is a really creative and vintage-cool way to display your anniversary date. Artists use old, authentic state license plates and cut out the numbers to create a rustic, colorful sign featuring your special date. It’s great for a garage, den, or man cave.

• Choose colors and states that are personally meaningful.
• Ensure the sign is well-framed and ready to hang.
• Works great with the 10th-anniversary tin theme, too!

Pro Tip: If you know the state where you met, try to incorporate those license plates.

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16. Romantic If I Lose You I Am Lost Necklace

This phrase, often inspired by classic literature or maritime culture, can be engraved on a simple metal tag or wax seal-style pendant. It’s a very romantic, sentimental gift that conveys how much he means to you, without being too flashy or feminine.

• Choose a subtle chain and a small, masculine pendant.
• Sterling silver or bronze metals work well for this style.
• This is a deeply romantic gesture for your husband or long-term boyfriend.

Pro Tip: When giving it to him, share the exact moment you realized you would be lost without him.

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17. Five Years Down Wood Anniversary Gift

Sometimes, keeping it simple is best. Find a piece of wooden art, a plaque, or a small block engraved with “Five Years Down, Forever to Go” or a similar phrase. It’s a beautiful decorative piece that celebrates the traditional 5-year wood theme.

• Look for hand-carved or laser-engraved details.
• Choose a size that can sit easily on a shelf or desk.
• The wood itself is the main feature.

Pro Tip: Find one that also includes your anniversary date for extra meaning.

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18. Personalized Embroidered Couple Matching Hoodie

Matching outfits are cheesy, but matching embroidered hoodies are cute and cozy! Get two comfortable hoodies embroidered with your initials and your anniversary date in Roman numerals. They are perfect for cozy nights in or casual weekend errands.

• Choose a soft, heavyweight cotton blend.
• Select a subtle, small embroidery placement (like the chest or sleeve cuff).
• Pick colors that complement each other.

Pro Tip: Wrap one for him and wear the other when you present the gift.

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19. Where It All Began Map

A minimalist piece of art featuring the exact location (address and coordinates) where you first met, had your first date, or got engaged is an incredibly thoughtful gift. The custom map design is a constant, meaningful reminder of your beginning.

• Ensure the map is high-quality, printed, or engraved.
• Choose a classic black and white or a monochromatic color scheme.
• Have it framed and ready to hang.

Pro Tip: If possible, get the location’s exact coordinates engraved at the bottom of the map.

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20. Engraved Resin Wood Watch

A timepiece that perfectly embraces the 5-year wood anniversary tradition. These watches often feature a beautiful blend of wood (the face or casing) and resin, making them durable, stylish, and unique. Personalize the back of the watch face with a short message.

• Ensure the watch features a high-quality, reliable movement.
• Choose a leather or metal strap that suits his taste.
• The wood grain ensures no two watches are exactly alike.

Pro Tip: Traditionally, you should give a small coin with a watch to ‘pay’ for the time, so you don’t ‘buy away’ his time.

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21. Personalized Headphone Holder Game Stand

If he’s a serious gamer, a custom wooden stand for his gaming headset and controllers is the perfect gift. It organizes his gear, protects expensive electronics, and looks much better than a pile of tangled cords. You can engrave his gamer tag or initials on the base.

• Ensure the stand is sturdy enough for his gear.
• Look for slots or hooks to manage cables neatly.
• Wood provides a great, warm contrast to his tech equipment.

Pro Tip: Clean and organize his gaming area before placing the stand there for him to find.

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22. Custom Leather Journal Set

For the writer, note-taker, or sketch artist, a beautiful leather-bound journal is a timeless gift. Personalized with his initials, it looks professional and encourages creativity or reflection. Leather is a great alternative if you want to give a durable, high-quality gift.

• Choose a high-quality, full-grain leather cover.
• Make sure the paper quality is excellent (fountain pen friendly, etc.).
• Pair it with a quality pen.

Pro Tip: Write the first entry inside, perhaps a list of your favorite memories of him.

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23. Personalized Golf Gift Set

If he spends his weekends on the links, a customized golf gift set is a hole-in-one! This can include engraved wooden tees, a personalized ball marker, a custom divot tool, or a monogrammed towel. It’s a practical gift that shows you support his hobby.

• Look for high-quality, durable materials.
• Personalize all items with his name or a funny golf quote.
• Often presented in a custom wooden box.

Pro Tip: Sponsor a round of golf at his favorite course to go along with the new gear.

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24. Black Whiskey Barrel Ring

What better way to celebrate five years than with a piece of jewelry that truly tells a story? These unique rings are often made from durable metals but have an inlay of actual reclaimed whiskey barrel wood. It’s masculine, interesting, and perfectly on theme.

• Choose a durable outer metal like titanium or tungsten.
• Ensure the wood inlay is protected and sealed.
• This makes a fantastic, unique alternative to a traditional wedding band.

Pro Tip: Find out which type of whiskey barrel wood it is and buy him a bottle of that whiskey.

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25. Engraved Leather Lighter for Men

For the outdoor enthusiast who needs a reliable way to start a fire, or the man who appreciates a classic accessory, an engraved leather-wrapped lighter is a cool gift. The leather adds a layer of sophistication, and the engraving makes it a one-of-a-kind piece.

• Choose a reliable brand and ensure it is refillable.
• Personalize the leather wrap with his initials.
• This makes a great pocket accessory.

Pro Tip: Do not give this to him empty! Make sure it’s filled and ready to use.

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26. Personalized Whiskey Glass Set with Wooden Box

Upgrade his standard drinkware with a complete, personalized set. This gift usually includes two etched glasses and chilling stones, all presented in a handsome, custom-engraved wooden box. It’s sophisticated and perfect for sharing a drink.

• Ensure the glasses are heavy and high-quality.
• Personalize the wooden box with a family name and date.
• The stones are a great addition for chilling without diluting the drink.

Pro Tip: Plan a cocktail-making night to break in the new set immediately.

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27. Personalized Wood Desk Organizer

Help him streamline his workspace with a custom wood desk organizer or docking station. These pieces usually have dedicated spots for his phone, keys, watch, and wallet, keeping everything tidy and in one spot. It’s an ideal 5 year anniversary gift ideas for him to improve his daily routine.

• Choose a solid wood type like bamboo or cherry.
• Ensure the phone slot fits his exact phone model.
• Customize with a small engraved personal message.

Pro Tip: Clear off a spot on his desk for the organizer so he can place it right away.

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28. Engraved Rectangle Wood Ring Dish

Even if he doesn’t wear a wedding band yet, a small, personalized wooden tray is perfect for holding his keys, watch, or change at the end of the day. Engrave it with your initials or a significant date. It’s a subtle nod to the wood theme that’s very functional.

• Choose a hardwood like oak or walnut.
• Keep the engraving clean and simple.
• Perfect for placing on a nightstand or dresser.

Pro Tip: Place a small piece of his favorite chocolate inside the dish before you give it to him.

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29. Luna Bean Hand Casting Kit

This gift is more of an experience and a work of art for the both of you. A hand casting kit lets you create a detailed plaster sculpture of your hands intertwined. It’s a very romantic, sentimental, and hands-on activity that results in a unique, lasting keepsake.

• Set aside a specific time to do this together.
• The plaster must be quick-setting, so follow instructions carefully!
• It’s a beautiful metaphor for your relationship.

Pro Tip: Plan to do this on your anniversary night with music and champagne flowing!

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30. Whiskey Smoker Kit with Torch

For the sophisticated cocktail connoisseur, a whiskey smoker kit is a thrilling gift. It allows him to infuse his bourbon or scotch with smoky flavors from wood chips like cherry, hickory, or oak, turning his home bar into a five-star lounge.

• Ensure the kit includes a high-quality torch and varied wood chips.
• Choose one that fits over various glass sizes.
• This is a highly experiential and fun gift.

Pro Tip: Test it out first to make sure you know how to work the torch before you show him.

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31. Wood Phone Docking Station for Men

A slightly different, more robust version of the desk organizer, this wooden docking station is designed to be the central hub for his everyday carry items. With spots for his phone, watch, keys, sunglasses, and wallet, it ends the “where are my keys?” panic forever.

• Look for a stable, heavy wooden construction.
• Ensure there’s a good channel for his charging cable.
• Can be placed on a nightstand or an entry table.

Pro Tip: Load it up with all his things before he wakes up on your anniversary morning.

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Carving Out Your Perfect Anniversary!

There you have it—31 fantastic 5 year anniversary gift ideas for him! From the personalized and practical to the truly romantic, we’ve made sure your gift hits the mark and celebrates the wonderful foundation of your five years together.

Which idea are you going with? Tell us below! We love hearing about your wins. Leave a comment with the gift you chose and how he reacted! If you found this list helpful, please share this post with friends who are celebrating their own milestones, and pin it on Pinterest so you can find it again for the next big date!