Posted on 10/19/2023 by Key Montana

The Ultimate Yellowstone Guys Trip Guide

Livingston and Paradise Valley make the perfect backdrop for the quintessential guys’ trip. No matter the season, Livingston, Montana has it all. Fishing, floating the Yellowstone River, hunting, skiing, horseback riding, the ‘big sky’ is the limit. These are our top eight recommendations for making your next guys’ trip to Livingston and Paradise Valley, Montana one to remember.


1. Brewery Tours

This is an absolute must for craft beer lovers. With award winning Katabatic Brewing and Neptune’s Brewery in Livingston, and Bozeman Brewing Company, Bridger Brewing, MAP Brewing and so many more in Bozeman, you’re bound to find your new favorite beer in Montana. And it’s just your luck that Key Montana’s VIP Concierge Service would love to plan it for you.


2. Fly Fishing

There is nothing so synonymous with Montana as fly fishing our blue ribbon waters. Whether you’re a beginner or an expert, Dan Bailey’s Outdoor in Livingston has it all. Your one stop shop for guides, gear, and boat rentals to get you out and fishing as smoothly as possible. Fishing is the perfect activity for the multi-generational guys’ trip. Share your love for the hobby or discover a new passion together. Any day on the river is a good day….


3. Wild Game and Montana Beef

When you come to Montana you must try a bison ribeye or elk tenderloin, or just some good ol’ american beef burgers from one of the happy cows grazing the plains of Montana!  Our favorite restaurants and local chefs cook up some inspiring meals utilizing ethically harvested and sourced meats that will knock your socks off!  For a true once in a lifetime experience, ask us to arrange an in-house wild game feast, from the famous Wyld Gourmet!  She will cook on site, the most remarkable feast – trust us, this is a true once in a lifetime experience and quintessential Montana!


4. Skiing and Snowboarding

Bridger Bowl and Big Sky Resort are just a short drive away from Livingston and Paradise Valley. For seasoned experts, these mountains boast challenging slopes with massive amounts of fresh powder. Ready to give it the old college try? Never fear, equipment rentals and lessons are here. If all else fails, the lodge is always pretty great too to soak in the scenery.


5. Whiskey and Cigars

A classic staple of any guy’s trip, especially the bachelor party. Bozeman Spirits Distillery, Dry Hills Distillery and Wildrye Distilling will ensure you get to taste the best of Montana whiskey. You don’t even need to travel for this one, as Key Montana would be happy to set up an in house whiskey tasting with the finest cigars for you and the boys..


6. Western Adventures

Lover of the outdoors? Montana is for more than just fishing. Golf, hiking, hunting, snowshoeing, cross country skiing, horseback riding. However you’d like to enjoy the picture perfect outdoors, no matter the season, there’s a way. The picturesque Livingston Golf course sits right on the Yellowstone River for amazing views while you master the links. There’s no wrong way to spend a day in the mountains!

7. Bar Hopping

The bar scene? Lively,  diverse and famous. From dive bars to luxury haunts, you’re going to find it all in Livingston. Get down to live music or play darts and pool with the guys. Drink from the well at The Whiskey Creek or enjoy locally brewed beers on tap and handcrafted cocktails at the historic The Murray Bar. Bounce around the scene downtown or let Key Montana make a recommendation that suits the flavor you’re looking for.


8. Classic Wooden Boat Tours

No guys’ trip is complete without time on the river.  The easiest, safest and most classic way to see it?  On a 20 foot handmade wooden boat with “party seating” – fully catered and all yours for the day!  Let a professional oarsman take you down the river where you can see moose, eagles, deer, bears and more.  Enjoy the company of your best buds with not a worry in the world about actually rowing the boat yourself.  Trust us, this experience is popular for a reason! No fly rods needed – just bring your own preferred cocktails and they do the rest! Check out Yellowstone Wood Boat Tours for inspiration.


Looking for the perfect place to stay during your Yellowstone Guys Trip?

We've got just what you need! Visit keymontana.com to see all of our vacation rental options.

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