Looking Sharp – Dave’s Travel Clothes for the Guys

Written By: The Planet D

Men want to look great when they travel too. Last month we wrote about the best Mix and Match Travel Clothes for women, but we don’t want to leave out the guys. Dave has really upped his travel wardrobe and joined the land of fashionable male travelers. With the holidays approaching and prime vacation time in full swing, we thought we’d round up a few of his favorite pieces of men’s travel clothing.

Dave’s Favourite Men’s Travel Clothing

Convertible Pants.

Convertible Pants

We do a lot of hiking and sporty types of stuff during our travels and convertible pants are still our go to piece of clothing for both Dave and Deb. Why? Because if you start a morning trek and it’s cold, you’ll want your legs covered, but as you work up a sweat throughout the hike, you can zip off the bottoms and be in shorts. The shorts are stylish enough that you can wear them anywhere on their own and if you want to quickly become presentable at night, you can zip the legs back on for dinner.


Men's travel clothing : Jeans
Dave loves his Jeans and I do too!

Stretch Bull Denim Jeans

We used to be dead set against packing jeans for travel. But as fabrics have become lighter, they are a good addition to the travel bag. The stretch bull denim jeans are comfortable for sleeping on the plane, for sightseeing and stylish enough for going out at night. They’re one versatile piece of travel clothing.

See our specific tips for packing smart for European Travel. 

Travel Clothes for Men: Reversible Shorts

Margaritaville Reversible shorts

A new addition to Dave’s wardrobe, these Margaritaville reversible shorts are my personal favorite. They are two pairs of shorts in one. Fun and colorful on one side for the beach or plain and presentable khakis for the city. They fit will and look great!

travel clothes for men

Hemisphere Short Sleeved Shirt

This is a lightweight easy to wash and dry shirt that looks fabulous in any situation. For travel, Dave loves the chest pocket to keep his passport and boarding pass handy when flying. You can dress this shirt up or down but you can also wear it on a hike or to go trekking. Its breathable material makes it good for all situations.

Love this linen shirt.
Love this linen shirt.

Margaritaville Washed Linen Shirt

Another shirt to look great at the beach or for checking out galleries. It is laid back and relaxed, but stylish enough to look good anywhere. This is the shirt that looks good for a night out. It’s like a bit of a Richard Branson type of I’m relaxed and confident, but I look good doing it.


CoolMax T-Shirt
One always needs a T-Shirt in their travel bag and TravelSmith has an array of Tees in their store. Dave likes the CoolMax short sleeve Tee because it’s lightweight, moisture-wicking, and quick-drying, it’s perfect for our travel style and it looks good enough to wear anywhere.

Clarks Wave Trek Sneakers
Dave has always struggled with shoes. He either wears hiking shoes or flip-flops but as we spend more time in urban areas in our travels, he’s been looking for something that is comfortable yet stylish. He finally found them with the wave trek sneakers. These are sporty enough that he can wear them sightseeing during the day, but once he dresses up at night with a smart pair of jeans and a button-down shirt, these babies look good enough to go out to the bar.

Travel Planning Resources

Looking to book your next trip? Why not use these resources that are tried and tested by yours truly.

Flights: Start planning your trip by finding the best flight deals on Skyscanner

Book your Hotel: Find the best prices on hotels with these two providers. If you are located in Europe use Booking.com and if you are anywhere else use TripAdvisor

Find Apartment Rentals: You will find the cheapest prices on apartment rentals with VRBO

Travel Insurance: Don't leave home without it. Here is what we recommend:

  • Allianz - Occasional Travelers.
  • Medjet - Global air medical transport and travel security.

Need more help planning your trip? Make sure to check out our Resources Page where we highlight all the great companies that we trust when we are traveling.

About The Planet D

Dave Bouskill and Debra Corbeil are the owners and founders of The Planet D. After traveling to 115 countries, on all 7 continents over the past 13 years they have become one of the foremost experts in travel. Being recognized as top travel bloggers and influencers by the likes of Forbes Magazine, the Society of American Travel Writers and USA Today has allowed them to become leaders in their field.

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19 thoughts on “Looking Sharp – Dave’s Travel Clothes for the Guys”

  1. I got that headphonestowards my personal mother towards mothers day, to she definitely adored that! It is really sweet headphonesand the stating on the card which is comes in package is very sentimental!! As well as the excellence of beads are awesome!

  2. These are beautiful shoes, very glad We have them now. Very comfortable, fit along with or much better than most heels We have purchased.

    • Glad to hear you like them! They are stylish aren’t they? Thanks for purchasing and I hope you took advantage of our discount code:)

    • Cheers! I am going to make sure to snap a shot of Dave in them and put that into the post. I couldn’t believe that I didn’t have any. I obviously kept cutting off his feet!