Every year I tell myself I don’t need more gear, and then I start seeing all the holiday sales and my brain starts making a list anyway. Most of what I buy is practical stuff I’ll use until it breaks, but every now and then there are a few bigger pieces that catch my eye. Some I already own and swear by, others are the kind of upgrades you daydream about when you’ve been staring at your old gear for too long.

Traeger Ironwood 885 Grill. Around $1,499, sometimes $1,199 on holiday deals. Let’s start big. I know this one’s pricey, but just in case my wife is reading, this is at the top of my list. I’ve used smaller Traegers before and they’re almost impossible to mess up. You get that real smoked flavor without babysitting the fire all day. It’s Wi-Fi connected, which means you can control it from your phone, and the results beat gas grills every time. If you cook outdoors year-round or like to host, this thing is worth it.
Solo Stove Bonfire 2.0. Regularly $399, usually around $249 during sales. This one I do own, and it might be my favorite piece of backyard gear. It burns clean, gives off great heat, and leaves almost no smoke. You can sit around it all night without smelling like a campfire the next morning. The stainless-steel build still looks new after a year of use. It’s the perfect middle ground between a fire pit and a full outdoor setup.
Yeti Roadie 24 Cooler. Regularly $250, often around $200 during major sales. I’ve owned this cooler for years and it’s the only one that hasn’t cracked, leaked, or lost insulation. It’s tall enough for wine bottles, tough enough to stand on, and light enough to carry with one hand. I’ve thrown it in the back of my truck more times than I can count and it still looks new. It’s the kind of thing you buy once and use for life.
Garmin Instinct 2 Solar. Regularly $399, often around $299 on sale. I’ve been wearing this for the past year and it’s built for people who don’t want to think about charging. It runs on solar power and still manages to track everything from hikes to heart rate. The screen is easy to read in sunlight, and it’s tough enough to handle dirt, water, and getting banged against a rock or two. If you like to stay active but hate fragile gear, this one earns its keep.
Columbia Watertight II Jacket. Usually $75, often drops to $49 during the holidays. I bought this jacket a few years back and it still comes with me everywhere. It packs small, dries fast, and keeps out the wind. I’ve worn it hiking, fishing, and even over a hoodie when I’m running errands. It’s not flashy, but it never lets you down.
Stanley Quencher 40 oz. Usually $45, sometimes $30 during sales. I used to think this was overhyped, but I’ve come around. It keeps drinks cold for a full day and somehow fits in every cup holder. It’s easy to clean and built like a tank. Everyone in my family steals mine, which says a lot.
Black Diamond Spot 400 Headlamp. Around $49, often under $35 during the holidays. I take this headlamp on every camping trip. It’s bright, lightweight, and water resistant. The adjustable beam is perfect for cooking after dark or setting up camp late. You can find cheaper ones, but they usually fall apart. This one keeps going year after year.
When you spend time outside, you learn fast which gear is built to last and which isn’t. These are the pieces that prove their value the longer you own them. Some are splurges, others are everyday workhorses. Either way, they make it easier to enjoy being outside without overthinking it. This season I’m keeping my list short and focused. A couple of reliable upgrades, one dream item, and that’s it. I check for early deals from outdoor retailers like REI and Backcountry, but I always double-check prices on the brand’s official site before buying. The goal isn’t to collect more gear, it’s to replace the weak links with things I’ll actually use.
Good gear makes it easier to say yes to time outside. You stop worrying about whether your jacket can handle the rain or your cooler can hold ice for two days, and you just go. That’s the best part of it. If any of these end up under the tree, I’ll call it a win. And if my wife really is reading, that Traeger grill would look great in the backyard.