Gift Guide · Updated October 31, 2026

Retirement Gifts for Men

Retirement is the first time in decades that his calendar belongs to him. The right gift says: go and use it.

I chose these for the three things most men want more of once they stop working: travel, time on the course, and a good chair to come home to.

Diana Ostroff, Founder

When you buy through links on this page, we may earn a commission at no extra cost to you.

Retirement

Original Trunk

Rimowa

Rimowa's grooved aluminum trunk, with a lifetime guarantee on repairs. Pack it for the first trip with no return date.

$2,400 Approx. retail Shop at Rimowa
Retirement

Eames Lounge Chair and Ottoman

Herman Miller

The 1956 design, still made by Herman Miller with a five-year warranty. The chair he finally has time to sit in.

$9,695 Approx. retail Shop at Herman Miller
Experiences

Wild Arctic Shores: Circumnavigating Iceland and Exploring Greenland

National Geographic Expeditions

Ten days from Reykjavík on a National Geographic ship: puffins on Vigur Island, the fjords and sea ice of East Greenland, whales in the Denmark Strait, and a crater on Heimaey where the earth is still warm. A National Geographic photographer sails on every departure. A friend took this voyage and called it amazing.

$15,900 From, per person, double occupancy; July 2027 departures. Confirm with National Geographic View the voyage
Sound & Vision

Q3 43 Camera

Leica

A full-frame compact with a fixed 43mm lens. Small enough for travel, serious enough for a photographer.

$6,895 Approx. retail Shop at Leica
Retirement

Original Check-In L

Rimowa

Rimowa's grooved aluminum suitcase, big enough for two weeks anywhere. For the man whose calendar is finally his own.

$1,950 Approx. retail Shop at Rimowa
Golf

Arccos Gen 4 Smart Sensors

Arccos

Sensors screw into each club and track every shot automatically. Arccos posts his scores straight to his USGA Handicap Index and shows exactly where he's losing strokes. Includes a year of membership.

$249.99 Approx. retail Shop at PlayBetter
Golf

Approach S70 Golf Watch

Garmin

Garmin's premium golf watch: a bright AMOLED screen, slope-adjusted yardages on 43,000 courses, a virtual caddie and a digital scorecard on his wrist.

$699.99 Approx. retail Shop at PlayBetter
Golf

Onward Lithium 4-Passenger

Club Car

MyGolfSpy's Best Overall golf cart, from the brand cart owners voted #1 golf car for the course in 2025. Street-legal lithium, seats a foursome; order it in his club's colors.

$17,499 Dealer price; varies by build Shop at Club Car
Aviation

A30 Aviation Headset

Bose

Bose's lightest, quietest pilot headset, with three noise-cancelling modes and Bluetooth. For the owner who still likes to take the controls.

$1,299 Approx. retail Shop at Bose
Milestone Birthday

Golf: The Impossible Collection

Assouline

The greatest moments, courses and players in golf, hand-bound in a clamshell case and written by George Peper, former editor of Golf magazine.

$1,400 Approx. retail Shop at Assouline
Experiences

Porsche Experience Center Drive

Porsche Experience Center

A 90-minute session on a real handling circuit with a professional coach, from a Boxster up to a 911 GT3.

$300 From $300; up to $750 Shop at Porsche Experience Center
Experiences

Pebble Beach Concours d'Elegance

Pebble Beach

The most prestigious car show in the world, on the 18th fairway every August. VIP tiers add hosted meals and the best view of Best of Show.

$650 2026 general admission; 2027 tickets on sale late 2026 Shop at Pebble Beach
Watches

First Hand Watchmaking Workshop

Hampden Watch Co.

Six hours in Chicago assembling his own mechanical watch, then he takes it home with his initials engraved inside. A rare gift for a collector who has bought everything else.

$2,100 Approx. retail Shop at Hampden Watch Co.
Ski

Full Ikon Pass, 2026-27

Ikon Pass

A season of skiing at 76 destinations worldwide, including seven days across all four Aspen mountains. A gift he'll use all winter.

$1,399 From; buy before prices rise Shop at Ikon Pass
Longevity & Recovery

Oura Ring 4 Ceramic

Oura

A sleep and recovery tracker that looks like a plain ceramic band. For the man who loves his data.

$499 Approx. retail Shop at Oura

Gift guides

The collections