When you need to find anniversary gifts for him, it can sometimes feel tricky, especially when you've been together for years and there seem to be fewer gift options for men. So, why not choose an anniversary gift based on how long you've been together?
A gift that feels right for your first few years together may be different from one you'd choose after 10, 15, or 20 years of sharing life together. Here are some anniversary gift ideas for him in Singapore, grouped by different relationship milestones to help you find something that feels right for the years you've spent together.
Anniversary Gifts For Him For Your 1st to 4th Anniversary
The first few years together are an exciting time when you are still getting to know each other and discovering what makes your partner happy. From his favourite things to the little details of his everyday life, these moments can give you plenty of inspiration when choosing an anniversary gift for him.
1. Preserved Flowers Suitable For Men

A preserved flower arrangement can be a beautiful anniversary gift, especially if you want something romantic that he can keep for longer. The Blue Rose Serenity Preserved Jar from The Daily Blooms features preserved flowers in a soft blue arrangement, making it a meaningful addition to your anniversary celebration.
Why it works: Flowers are a classic way to celebrate your relationship, while preserved blooms give him something he can keep and enjoy beyond the anniversary date.
Price: S$69
Delivery: Same-day delivery is available from The Daily Blooms before its stated cut-off times.
Check out their full range of flowers for men here.
2. Getting To Happy Adult Box Set

The first few years together are often a time when you are still learning about each other while growing as individuals. The Getting To Happy Adult Box Set contains 31 activities and ideas designed to encourage happiness, positive habits, and personal wellbeing.
Why it works: If he enjoys self-improvement or is always looking for ways to grow, this gives him something meaningful to explore beyond a typical anniversary gift. It can also encourage small positive habits that support a happier everyday life.
Price: S$50
Delivery: Available in Singapore through Getting To Happy.
3. Oxhide Leather Clutch for Men

For a man who likes to keep his style simple and polished, a leather clutch can be a stylish addition to his everyday essentials. The Oxhide Leather Clutch is made from real leather and can be carried as a wristlet, making it easy to bring along when he does not need a full-sized bag.
Why it works: This is a thoughtful gift for a man who prefers a clean, minimalist look and likes keeping his essentials organised. Its classic leather design can work for everyday outings, travel, or occasions when he wants to carry just the essentials without bringing a larger bag.
Price: S$99
Delivery: Oxhide offers delivery within 2 to 3 working days. Same-day delivery may be available by contacting the store.
4. Italian Red Wine Hamper

If he enjoys good food and a glass of wine, surprise him with the Around the World Italian Red Wine Hamper from Noel Gifts. It includes a bottle of Torresella Refosco Italian red wine that you can pair with his favourite dinner for a simple but thoughtful anniversary celebration.
Why it works: This is a lovely choice for a man who enjoys pairing different wines with the right dishes and discovering how flavours work together. You can also serve it with a special dinner to make your anniversary celebration feel even more memorable.
Price: S$109 including GST
Delivery: Delivery fee is calculated at checkout. Same-day delivery is available, subject to availability.
5. Practical Laptop Bag

If he carries his laptop to work every day, a practical laptop bag can be a thoughtful anniversary gift he can use regularly. This Elecom laptop bag fits laptops up to 14 inches and comes with both a handle and shoulder belt, making it easy to carry to work or when travelling.
Why it works: In the first few years together, practical gifts can be a great way to show that you pay attention to his everyday needs. If he needs a new laptop bag, this gives him something useful while still making his daily routine a little easier.
Price: S$49.90
Delivery: Available through Elecom Singapore.
5th Anniversary Gifts For Him
After five years together, you naturally know your partner a little better, from his daily habits to the things he enjoys. Choosing a thoughtful anniversary gift based on his routines and interests can show how well you know him while giving him something he can genuinely enjoy and use.
6. Quechua MH500 Light Hiking Backpack

If he loves hiking, a good backpack can make every outdoor adventure more enjoyable. The Quechua MH500 Light has a 22L capacity, multiple pockets, padded adjustable straps, and a lightweight design at just 780g, making it a practical companion for day hikes.
Why it works: This is a thoughtful gift for a man who enjoys exploring hiking trails and spending weekends outdoors. He can use it to carry his water, snacks, extra layers, and other essentials on his next adventure.
Price: S$69.90
Delivery: Free home delivery for orders from S$79.90. Free Click & Collect is also available.
7. JBL Tune Flex 2 True Wireless Earbuds

For the man who is always curious about the latest gadgets, a pair of new wireless earbuds can be a fun anniversary surprise. The JBL Tune Flex 2 comes with Adaptive Noise Cancelling, JBL Spatial Sound, multipoint connection, and up to 48 hours of total playback.
Why it works: This is a practical gift for a tech lover who enjoys listening to music, watching movies, gaming, or taking calls on the go. Its range of smart audio features also gives him something new to explore and personalise.
Price: S$108.90 on sale, originally S$169
Delivery: Available from the JBL Official Store on Shopee Singapore.
8. WiWU FMK-05 Foldable Wireless Keyboard

For the man who likes staying productive wherever he goes, the WiWU FMK-05 Foldable Wireless Keyboard can be a useful anniversary gift. Its slim, foldable design makes it easy to carry, while the built-in stand can hold a tablet or smartphone when he needs a more comfortable setup.
Why it works: This is a thoughtful choice for a tech lover who often works from different places or enjoys using his tablet and smartphone for more than just entertainment. He can fold it up and take it along for work, travel, or even a quick change of workspace.
Price: S$79
Delivery: Free delivery with a minimum S$200 spend on TANGS.com. Click & Collect is also available.
9. Quechua Compact Reclining Armchair

For the man who loves spending his free time outdoors, a comfortable camping chair can make his favourite activities even more enjoyable. The Quechua Compact Reclining Armchair is designed to be easy to carry and store, while giving him a comfortable spot to sit back and relax outdoors.
Why it works: This is a thoughtful gift for a man who enjoys camping, picnics, or simply relaxing outdoors. He can bring it along on his next outdoor adventure and have a comfortable place to sit while enjoying the scenery, a meal, or a quiet afternoon outside.
Price: S$59.90
Delivery: Free Click & Collect is available, with collection as soon as 2 hours. Home delivery is free for orders from S$79.90, excluding bulky items.
10th Anniversary Gifts For Him
Ten years together is a meaningful milestone and a good opportunity to choose something he can enjoy for years to come. Consider a practical anniversary gift, a special experience, or something that reflects the life and interests you've come to know so well.
10. Personalised Nomad Duffel Bag

If he enjoys short trips or hitting the gym, the Nomad Duffel Bag can be a practical gift he will actually use. It is designed for 3 to 5 days of travel, with multiple compartments, a separate ventilated shoe compartment, and a padded adjustable strap.
Why it works: For a man who travels a lot, this is a practical gift he can use regularly, while the personalisation makes it feel more special for your anniversary.
Price: From S$71.90, with personalisation available for an additional S$6.90
Delivery: Orders are processed within 1–3 working days. Singapore courier delivery takes another 1–3 working days.
11. Personalised Leather Travel Set

For a man who likes to travel in style, a well-made leather travel set can be both practical and polished. This set comes with a multi-slot passport holder and a matching keychain, with personalisation available to make the gift feel more special.
Why it works: If he enjoys travelling and keeping his essentials organised, adding his name or initials makes this practical gift feel more personal.
Price: S$69 to S$75, depending on personalisation
Delivery: Islandwide delivery is available through Giftr. Items take approximately 4–7 working days to arrive (estimate only).
12. Wacaco Nanopresso + Case

If he loves coffee as much as he loves the outdoors, the Wacaco Nanopresso can be a fun addition to his camping or travel gear. This compact manual espresso maker comes with a protective case, making it easy to pack for outdoor adventures without giving up his favourite coffee ritual.
Why it works: This is a thoughtful gift for a man who enjoys camping, travelling, and starting his day with a good cup of coffee. He can bring it along on his next adventure and enjoy freshly made espresso wherever his outdoor plans take him.
Price: S$126.90
Delivery: Within 7 working days. Free shipping is available for orders above S$80.
13. Blue Comfort & Care Gift Set

The Blue Comfort & Care Gift Set from Truffula Forest comes with premium tea, a ceramic mug, a wool neck scarf, Arabian room fragrance, and a woven tray, making it a thoughtful collection for his downtime.
Why it works: If he enjoys a quiet cup of tea or relaxing at home after a long day, this gift gives him a few simple comforts to enjoy. The elegant presentation also makes it feel more special for an anniversary.
Price: S$79.95
Delivery: Complimentary delivery within 2–3 working days after processing.
15th Anniversary Gifts For Him
Fifteen years together means you've probably seen each other through many different stages of life. At this point, he may also be more mindful of his health and wellbeing. A thoughtful gift that supports his everyday comfort and hobbies can be a meaningful choice.
14. Apple Watch SE 3

For the man who never misses a workout, loves tracking his runs, or enjoys keeping an eye on his daily activity, an Apple Watch SE 3 can be a practical anniversary surprise.
Why it works: The Apple Watch SE 3 includes fitness and activity tracking, sleep tracking, heart-related notifications, GPS options, and water resistance, making it useful both during workouts and in everyday life.
Price: From S$349
Delivery: Free shipping is available from Apple Singapore.
15. Nike Pegasus Plus 2 Running Shoes

If he never misses his morning run or is always looking for ways to improve his running, a new pair of running shoes can make a thoughtful anniversary gift. The Nike Pegasus Plus 2 is designed for road running, with responsive ZoomX foam and an exposed Air Zoom unit for an energised ride.
Why it works: This is a practical gift for a man who takes his running seriously and enjoys having the right gear for his training.
Price: S$249
Delivery: Free standard delivery on orders of S$75 or more. Standard delivery takes 1 to 3 business days.
16. Theragun Relief

If he regularly hits the gym, goes for a run, or stays active throughout the week, the Theragun Relief can be a thoughtful gift to help him unwind after a workout.
Why it works: This is a great choice for an active man who enjoys taking care of himself after exercise. The gentle massage can become part of his post-workout routine, giving him a relaxing way to wind down after a busy training day.
Price: S$127.40 (currently on sale from S$203.86)
Delivery: Available through Therabody Singapore.
17. GoPro HERO13 Black Ultra Wide Edition

For the man who loves gadgets and enjoys capturing his adventures, the GoPro HERO13 Black Ultra Wide Edition can be an exciting anniversary surprise. Its Ultra Wide Lens Mod captures up to a 177° field of view in 4K60, making it ideal for immersive POV footage from trips, hikes, cycling, and other adventures.
Why it works: This is a fun choice for a tech lover who enjoys trying new gadgets and turning his adventures into photos and videos. He can also use it to capture experiences you share together, making the gift more personal.
Price: S$685
Where to buy: GoPro Singapore
20th Anniversary Gifts For Him
Reaching 20 years together is a significant milestone, especially when you've already shared so many birthdays, anniversaries, and moments. By now, you probably know his needs and preferences quite well. A unique anniversary gift chosen with his interests in mind can make the occasion feel even more memorable.
18. PLAUD NotePin S AI Note Taker

For the man who loves discovering new technology, the PLAUD NotePin S is a gadget that goes beyond the usual earbuds or smartwatch. This wearable AI note taker can record conversations hands-free, transcribe in 112 languages, and turn recordings into summaries using thousands of templates.
Why it works: After 20 years together, you probably know the kind of technology he needs to make his work easier. This is a fun and practical choice for a tech lover who enjoys discovering how AI can simplify his work and daily routines.
Price: S$219, currently on sale from S$249
Delivery: 3 to 5 business days for local delivery. Free delivery applies to orders of S$150 and above.
19. OTO Foot Hug

For the man who is always on the move, the OTO Foot Hug can be a thoughtful way to help him relax after an active day. It combines air pressure, rolling, kneading, and gentle heat with 360° full-foot coverage, with different massage modes and intensity levels to choose from.
Why it works: This is a practical gift for a man who stays active and would appreciate some extra comfort and downtime at home.
Price: S$198, currently reduced from S$299
Delivery: 3 to 8 business days, subject to stock availability. Free delivery applies to Singapore orders of S$100 and above.
20. Silver-Tone Chain Necklace

For a man who enjoys adding accessories to his everyday style, the 10 mm Silver-Tone Chain Necklace from Trendhim can be a simple yet stylish addition to his wardrobe. The stainless steel necklace has a classic chain design and can be personalised with engraving.
Why it works: After 20 years together, you probably know whether he enjoys wearing accessories and what suits his personal style. Adding a personal engraving makes this everyday piece feel more meaningful as an anniversary gift.
Price: S$59.90
Delivery: Shipping in Singapore is S$6, with free shipping for orders over S$105.
21. Burberry Hero Eau de Parfum

A good fragrance can be the finishing touch to a man's personal style. Burberry Hero Eau de Parfum has an earthy and woody fragrance profile with fresh and warm, spicy notes, making it a sophisticated addition to his everyday grooming routine.
Why it works: If he enjoys wearing fragrance, a sophisticated scent like this can be a thoughtful addition to his everyday routine.
Price: S$220 for the 100ml size
Delivery: Free delivery for orders above S$35 at Sephora Singapore. Standard shipping is S$6, with delivery estimated 2–3 days after payment. Click and collect option available.
25th Anniversary Gifts For Him
The 25th anniversary is often known as the Silver Anniversary, making it a truly special milestone to celebrate. After 25 years of sharing love, laughter, challenges, and countless memories, this is a beautiful opportunity to give him something that reflects the journey you've built together and the love that has grown along the way.
22. Silver Ring Making Workshop

If he enjoys wearing accessories and has a strong sense of personal style, surprise him with a silver ring making workshop at Few Gram Studio in Orchard Gateway. You can book the experience for the two of you and spend the session creating your own rings together.
Why it works: Silver is a fitting choice for a Silver Anniversary, while making your own rings together adds a personal touch to the celebration. You can create something you will both remember as a symbol of the 25 years you've spent together.
Price: S$240 for a pair of rings
Duration: Around 1 to 2 hours
Where to book: Klook
23. Silver-Tone Watch

The Celestial Major Watch from Trendhim features a silver-tone finish with a clean dial and minimalist design. Its versatile look makes it easy to pair with both casual and smart outfits.
Why it works: The 25th anniversary is known as the Silver Anniversary, making a silver watch a fitting way to mark this milestone. It is also something he can keep and wear as a reminder of the 25 years you've shared.
Price: S$145
Delivery: Shipping in Singapore is S$6, with free shipping for orders over S$105.
24. Glamping Experience at Constant Wind

If he loves the outdoors but prefers a little comfort too, surprise him with a glamping stay at Constant Wind. Located along Changi Coast Walk, this experience combines an outdoor getaway with a comfortable tent, complete with a queen-sized bed, air conditioning, pillows, and blankets.
Why it works: A 25th anniversary is a chance to step away from your usual routine and reconnect with each other. A glamping stay gives you both time to slow down, talk, enjoy the outdoors, and create new memories together.
Price: S$300 on Klook at the time of writing
Where to book: Klook
25. Custom Couple Portrait with Floral Bouquet

For a milestone like your 25th anniversary, a personalised keepsake can be a lovely way to celebrate the memories you've created together. This custom portrait with a mini floral bouquet frame turns your favourite couple photo into a framed illustration, paired with a handcrafted dried flower bouquet.
Why it works: After 25 years together, you probably have countless memories and photos to look back on. Turning one of those moments into a personalised keepsake gives you something meaningful to display and remember this special milestone by.
Price: S$95
Delivery: Standard turnaround is 10–14 working days.
Celebrating the Years You've Shared
When we talk about anniversaries, we are also celebrating the years you've spent growing, changing, and creating memories together. Whether it is your first anniversary or your 25th, choose a gift that reflects the stage of your journey and the moments you have shared. After all, the most meaningful anniversary gifts for him are often the ones that remind you of how far you've come together.