Reading Time: 3 minutes
✈️ This Week in Travel
Whether you’re off to the lake, catching a red-eye for work, or road-tripping with the kids, here are a few picks to upgrade your journey.
Quick ask: If you enjoy this week’s Clever The Optimist, consider forwarding it to a friend who likes looking good on and off the course. 🙏
👟 Airport to Aperitivo
Bobbies Travis Sneaker
Bobbies Travis – Off White / Midnight Blue
The perfect travel sneaker. Easy to slip off at TSA, comfortable for long terminal treks, and polished enough for dinner straight from the plane.
View here
🧳 The Perfect Duffel
Monos Metro Weekender
Monos Metro Weekender
A sleek, minimalist duffel designed to carry everything you need for a weekend getaway. Water-resistant, structured to stand upright, and zippered compartment on the bottom to separate your shoes (tip: get a shoe bag regardless). This is my go-to for any trips where I’m driving. For an airline-ready option, go with the Metro Carry-All Duffel.
View here
🧴 Travel Grooming Upgrade
Stitch Golf Dopp Kit
Leave the gallon ziplock bags behind. This water-resistant Dopp kit from Stitch Golf combines sleek styling with practical durability. Crafted from their signature Touring Fabric, it’s lightweight yet structured to keep your grooming essentials organized and protected in transit. Toss it in your carry-on or golf travel bag and never dig around for your toothbrush again. (Also makes a perfect groomsmen gift 😉 ).
View here
🏊♂️ Swim Smart
Bearbottom Stretch Swim in 5”
Bearbottom Stretch Swim
Pack these in your carry-on. Lightweight, quick-dry, and lined with four-way stretch – ideal for spontaneous pool dips or beach runs without overstuffing your duffel. Available in 5” and 7”.
View here
🏌️♂️ Travel Golf Bags
Keep your sticks safe.
If you’re flying out for a golf trip, invest in a travel bag that gives you peace of mind when handing your clubs over to baggage handlers. Two trusted options:
Club Glove Club Traveler
Club Glove Club Traveler – The gold standard. Durable ballistic nylon, extra padding, and enough room for shoes and clothes around your bag for extra protection.
View here
OGIO Alpha Mid Travel Cover
OGIO Alpha Mid Travel Cover
A sleek, reinforced travel cover with ample padding and easy-roll wheels, balancing durability with a streamlined design. Great if you want OGIO’s reliability without the bulk of a full-sized tour cover. Find it for 30% off right now.
View here
Don’t forget a stiff arm or telescopic club protector to keep your driver from snapping mid-flight
🌎 Brand to Know – Clayton & Crume
About the brand:
Founded in Louisville, Kentucky, Clayton & Crume crafts premium leather goods with old-world techniques and modern Southern style. Their focus: products that look better with age and last long enough to pass down.
Upgrade your travel kit with:
Glass flask from Clayton & Crume
Glass Flask – For that celebratory bourbon by the campfire or a quiet drink on the hotel balcony. Rugged elegance in your carry-on.
View here
Monogrammed Sunglass Strap from Clayton & Crume
Leather Sunglasses Strap – Keeps your shades secure whether paddle boarding, golfing, or wrangling toddlers through airport security.
View here
🚗 Travel Tip for Dads
Hertz’s new AI damage scanner
Renting a car for vacation? Hertz is rolling out AI scanners to inspect every ding and scratch. Do yourself a favor: walk around with your phone camera before you drive off the lot.
See on Instagram
📸 IG Follow
Golfers Laundry
Golfers Laundry
For the true golf aesthetic sickos, Golfers Laundry curates modern golf gear with impeccable photography and imagery. Follow to discover new gear and inspo.
View here
🎵 Song of the Week
Leo Gennaro & Demelo – “My Love”
Your perfect travel soundtrack this week. Smooth tropical house with a drumline that feels like sunrise over the runway or golden hour on your balcony cocktail. Add it to your morning commute, poolside playlist, or pre-flight headphone ritual to keep the vacation mindset strong wherever you are.
Listen on Spotify | Listen on Soundcloud
🙌 Safe travels!
Giphy
What do you want to see more of?
Stay cool, swing easy — see you next week.
— Riley