Hello Hawaii

The trip has officially begun. I spent a day in San Diego with Dylan and I’m glad that I stopped off there. He is watching my cat, Einstein, and I got to see him before I left. That made me really happy.

I got into Hawaii around lunchtime and went directly to the hostel. The location is great actually. About two blocks from Waikiki Beach which is the main tourist spot. It couldn’t be better.

After checking in I decided to walk the beach for a little bit. I was feeling a bit run down like I was getting a cold, so I figured the sun could only do me good. The beach is actually much smaller than I thought it would be. It is a long beach but it’s only about 100 feet wide.

The hotels are built up to the edge of the beach and it can be a bit crowded. They have boats coming in right onto the beach and people are constantly getting on and off for tours. It was fun to walk for a bit and do some people-watching.

People Watching On Waikiki Beach

My plan was to have a quiet night after making dinner but that didn’t exactly happen. I met a few people and found that some of them were also traveling for a year or more. One girl had just started her trip and Honolulu was her first stop, same as me.

A few of us decided to link up the next day and hit some of the popular spots together. Diamond Head is a well-known place to visit and naturally is super touristy. It’s an inactive volcano that overlooks Honolulu and it only takes half an hour to hike to the top. You can see it in the background in the picture above.

The View From The Top Was Pretty Awesome

We didn’t stay too long but we got some awesome photos. Sometimes you have to bite the bullet and do the touristy activity. There’s a reason why everybody wants to partake in the first place.

Afterward, we came back into the area and laid by the beach for a few hours. I need to get rid of the farmer’s tan that I have but it’s not easy. We’re discussing renting a car between the four of us and taking a trip to the other side of the island tomorrow. I am staying in an AirBnB over there and it would be ideal if we can manage to do that.

Time To Pack

Most people ask me how many suitcases I am bringing with me when I tell them about my trip. They are usually pretty shocked when I tell them that I’m only bringing a day pack and a 45-liter backpack.

The packing process has taken several weeks and has been a challenge. I only want to bring what I know I will absolutely need in an effort to travel as light as possible. I have to remember that I can purchase things along the way if I need them.

What Am I Wearing?

My wardrobe for the next year will consist of:

  • 7 Pairs of Underwear
  • 7 Pairs of Socks
  • 6 T-Shirts
  • 3 Pairs Convertible Pants (they can be pants and shorts)
  • 2 Long Sleeve Shirts
  • 1 Sweater
  • 1 Pair Thermal Socks
  • 1 Pair Thermal Pants
  • 1 Pair Thermal Long Sleeve Shirt
  • 1 Swimsuit
  • 1 Baseball Hat
  • 1 Wool Winter Hat
  • 1 Neck Thing
  • 1 Pair of Gloves
  • 1 Pair Hiking Boots
  • 1 Pair Sneakers
  • 1 Pair Sandals
  • 1 Windbreaker
  • 1 Rain Poncho

It seems like a lot when it’s listed out like that but it really isn’t. There have been some tough choices to make. For example, I was thinking about bringing jeans but decided against it because they are just too heavy and difficult to pack.

One thing I want to say – packing cubes are totally underrated. I was never a believer in them. Why do I need another bag to go inside my bag? But they are the real deal. I crushed all clothes I have into 3 packing cubes. Now I have half of my bag available to fit all other types of items.

How About The Tech?

I will admit, I spent a pretty penny upgrading my computer and my other gadgets over the last few months. It’s been a while since I had my own laptop. I’ve been able to use my company computer for all my computing needs over the last few years.

I decided on getting a Chromebook over a traditional PC or Mac because it was cheaper, more flexible, and checked all the boxes. I’m not planning on using my computer when I don’t have an internet connection and that made the choice easy. If you don’t know the difference between a Chromebook and a traditional laptop click here.

I caved in and got a Kindle also. Anyone that knows me well knows that I love to read. And I’ve been a fan of the paperback for a long time. But the convenience of a Kindle on a trip like this is just too much to ignore. It’d be impractical to carry books around with me. And getting my hands on new books that I want to read would be a pain.

The Other Things

There are some other miscellaneous items I needed to bring along besides my clothes and gadgets. I plan on doing a few multi-day hikes in New Zealand so that influenced what I needed to bring.

The hiking-specific items I’m bringing along include:

  • Hard Plastic Spork
  • First Aid Kit
  • Compass
  • Whistle
  • Water Proof Bag Cover
  • Hand-Held Water Filtration System
  • Head Lamp

Besides that just some standard items:

  • Various Medications
  • Sunscreen
  • Laundry Detergent
  • Scrub Brush
  • Toiletries

I know it’s going to be a challenge traveling with my entire life on my back. This process forced me to be honest with myself because I’ve been a notoriously heavy packer in the past. It’s impossible to think of everything and I’ll have to be adaptable to make things work during my trip.

So What’s The Plan? (Part 2)

When I first was planning this trip I thought about the things that I wanted to do the most. It helped me create the base for my year-long journey. I narrowed the list down to three things –

  • Hiking in New Zealand
  • Hiking to Mount Everest Base Camp
  • Hiking in Patagonia

All these spots are best to visit during different times of the year. The time to go to New Zealand is January to April and I decided to start my trip there. The hiking season in the Himalayas happens between April and May. And similar to New Zealand, Patagonia is best during the summer in the Southern Hemisphere.

In April I will be in Bali and I’ll have to make a decision. Should I move to India and set myself up to be in Nepal by May? Or do I continue exploring Indonesia and Malaysia with the goal of working my way into Southeast Asia?

If I move to India then I’ll have a month to explore the north before heading over to Nepal to start the trek. My plan will be more rigid because I have to be in a certain place at a certain time but I think a month is enough. I really want to take my time in India because it’s so big and so diverse.

If I stay in Indonesia and work my way up I will be more flexible. Southeast Asian countries are very affordable and it’s easier to find travel and accommodations on the fly. There’s something romantic about the idea of traveling without any particular plan. You arrive and you leave when you feel like it and I want to experience that.

I have good options. I have to remind myself that I have the freedom to do what I want this next year. Sometimes I get wrapped up in trying to create the perfect plan but such a thing doesn’t exist. Having to make this type of decision isn’t really a problem.

So What’s The Plan?

Honestly, I don’t know what the plan is right now. I’d like to go with the flow as much as I can. I hate to admit it but I like to have a detailed itinerary in place before setting off.

But my experiences have taught me that being flexible is always a better idea. Some of my best travel stories happened completely out of the blue. I’ve met new people and joined them for an adventure that they were planning. Or someone at the hostel told me about something fun to do that I hadn’t considered before and I went for it.

I’d like to tread the line between planning and having no plan, if that makes sense. I want to have a few things locked down, especially for parts of the trip that involve experiences that I know will be in high demand.

I would definitely like to stay in the warm weather for most of the trip. I didn’t take a year off from my job just so I could continue being cold! But I think it is very manageable because I’m starting my trip in New Zealand when it will be summer there.

After hiking around New Zealand for a while the next logical stop is Australia. I understand that there’s a lot happening there at the moment with the bush fires but I can avoid those areas if I have to. I can still travel to the other parts of Australia that I want to see.

I am pretty hell bent on Bali after Australia. Flights from Northern Australia to the island are fairly cheap (though they are getting more expensive!). It’s the logical next move. But after this I am not totally sure what the next step should look like. I’m torn between a few options.

The Journey Begins

Well not quite. I’ll be leaving the country at the end of the month. I have to stop off to see some friends and family before I go.

I don’t think it’s hit me just yet though. And I don’t think it really will until I step out of the airport for the first time and realize what I’ve gotten myself into.

When I was working all those late nights I always imagined the day in which I would walk out of the office for the last time. I imagined a feeling of conquest, of pride, of excitement for the next chapter in my life.

But it didn’t feel unusual walking out of the office on Wednesday. I thought I’d feel more nervous as the day approached. I thought I’d second guess this decision. But I feel calm because I feel this is the right decision for me right now.

I understand that this trip is going to be tough. I’m going to get lonely. I will face challenges. Things will probably go disastrously bad at times. I will sacrifice the ability to spend time with my friends and family. I won’t be there for birthdays, weddings, and other major milestones. Nothing comes free in this life. To gain the type of freedom I want I have to sacrifice something.

But I understand what I’m getting in return and I plan to make the most of it. I’m 28 years old, I have no debt and I’m single. Nothing is tying me down to New York City or any other place for that matter. So if not now, then when?

I used to dream about making a decision like this. I met several people on my previous trips that have done just what I am about to do. But I didn’t think I dared to make this decision. Over time I realized that I was holding myself back. I had to overcome and change old thought patterns so I could create a better life for myself.