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Living the 9-5 Travel Lifestyle in Hawaii and Las Vegas (Ep. 11)

As an entrepreneur, I have developed a way to add more travel to my life, while keeping two businesses running at the same time. It started with optimizing the office and getting my staff trained. But it also included developing systems of communication and developing strategies that allowed me to create itineraries that helped me have quality downtime while on trips, but also make sure I was maximizing my work and keeping my quality standards at their highest.

How do I do it all? Well, that is a long story, but I thought I would give you a glimpse into one of my travel weeks. So I chose my trip to Hawaii and Las Vegas as the perfect opportunity to give you a sample.

During the trip I would be collecting video for some YouTube videos, working on photography, and getting content for this podcast, all while keeping my web design business motoring along. So, sit back and relax as I take you on a free journey to the big island of Hawaii and sin city, Las Vegas.

In this episode you'll hear:

  • Getting through TSA Pre-Check (highly recommend this and Global Entry for frequent travelers)
  • Going through my connection
  • Hitting Las Vegas and the timeshare solicitors
  • Viewing the lower Strip: Hooters, Tropicana, Excalibur, Luxor, and Mandalay Bay Casinos.
  • Dealing with time zones and jet lag
  • Good luck finding a USB-C charger for a laptop
  • By not unpacking, you're not repacking
  • Getting from a Lyft to the airplane
  • Layover in San Francisco and the Fillmore Reuben
  • First impressions of Hawaii
  • Advantage of business travel wrapped around the weekend
  • Driving across Hawaii and the temp variations
  • Finding the AirBnB
  • Jet lag is different going west versus east
  • Finding food in Hilo
  • Isaac Hale State Park, Lava Tree State Park and the Southeast coast
  • Downloading Google Maps to help GPS
  • Kalapana, what a wonderful discovery
  • Grabbing a plate lunch featuring a local favorite mac salad
  • The trouble with limited services at a national park
  • Restoring my faith in coffee
  • The quest for sea turtles
  • The tale of rats and mongoose
  • Finding rainbows
  • State 19 north of Hilo
  • Adventures at the green sand beach at South Point
  • Anticipating the red eye
  • Hanging at the Kona International Airport
  • Arriving in Las Vegas again
  • 34 Minutes of Las Vegas, 34 Minutes of The Big Island
  • No sleep on a red eye
  • Find a rewards card for your Vegas casinos
  • Asking for early check-in and upgrades
  • $5 live baccarat at The Palazzo
  • Hunting Sinatra in Vegas including The Golden Steer
  • At Sammy Davis, Jr's table

What I Pack in My Personal Item Bag

The best way to save on baggage fees is to stay below size limits. So for a one week trip, this is how I pack. And here is the bag that I use (it's great because it's expandable) along with other items.

Based on 7 days (if you plan to wash every 6 days, this will work for extended trips). This is also based on lightly varying weather. Make adjustments as needed for coats, gloves, hats, etc. It's best to wear any coats while traveling. Bold items available through our Amazon Shop.

  • Lightweight laptop
  • Socks (6 pair not including what you wear)
  • Shoes (1 versatile pair) 
  • Pants (2 pair not including what you wear)
  • Boxers/Briefs (6 pair not including what you wear)
  • T-shirts (2 white - 3 regular)
  • Collared shirt (2)
  • Toiletries bag with trial sizes (or buy when you arrive)
    • Shampoo (only if not in a hotel)
    • Soap (only if not in a hotel)
    • Razor and Shaving Cream
    • Deoderant 
    • Mosquito Repellent
    • Suntan Lotion
    • Mouthwash, Toothpaste
  • Toothbrush (with sealed protector)
  • Headphones (with adapters if needed)
  • Car Charger with Bluetooth for broadcasting phone (if getting rental car)
  • Cellphone tripod (if taking photos)

Strategy: I wear a t-shirt under a collared shirt one day and then just the collared shirt the next day, then just some kind of t-shirt for the last 3 days. Bring coat and gloves if needed or jacket (depending on weather)

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