This trip would probably cost less than $50,000, allowing you to put $50,000+ away to invest(throw it in a mutual fund/funds), and take 6 months or so.(Used Google flights, and AirBnB) You'll be doing everything from snowboarding in the Alps and New Zealand, to Hangliding over the Lord of the Rings, to mountain biking and surfing in Tahiti, to island exploring in Thailand, to checking out Mount Everest, to climbing Mount Kilimanjaro, to supercar driving in Dubai, to recreating movie scenes in Jordan, hanging out with llamas in Peru, to partying your soul out in London.
LAX to New Zealand is one way $700.
Christchurch has some killer fucking hanggliding. Helicopter tours of the mountains they filmed the Lord of the Rings are about $550 or so. You got some options for hanggliding right here.
In Christchurch you can rent this sweet pad for $170 a night.
From there you can go snowboarding up in Cantebury. Some of the best powder in the southern Hemisphere, apart from Las Lenas in Argentina. Then you can go mountain biking around Mount Cook, which has like 1000 km of trails.
Boom, you got yourself a killer time in New Zealand, probably $5000-$10,000 depending on how long you stay.
From Christchurch fly up to Pape'ete for about $450. Rent a yacht for the week, about $4000-5000. Though, I was partial to this place for $300 a night. Tahiti has some sweet mountain biking runs, though you'll probably have to buy the bike. Now Tahiti has some killer surf, and I would fucking kill to see Teahupoo up close. No doubt you can learn to surf here if you don't already do. In Tahiti, not Teahupoo.
From Tahiti, fly to Denpasar for $1500. I wrote about it here. The culture, the waves, the everything. It looks like an adventure no matter where you are on the island.
From Denpasar, fly to Phuket for $80. Stay in this BEACH FRONT FUCKING VILLA for $220 a night. Now for $300+ a day you can charter a speedboat, which would be awesome to see all of this up close.
From Phuket fly to Tokyo for $180. The powder is fucking excellent in japan. I've always wanted to go there after seeing Travis Rice do this. Other things to do in Japan, check out the gardens and Japanese style villages, 17th century castles, the Hiroshima peace memorial. Tokyo is always awesome, the city and the atmosphere is great. Be prepared to take lots of pictures with locals if you're a tall though.
From Tokyo fly to Chengdu for $400. It's the food capital of China. You can stay there for $150 a night in the 5 star Ritz-Carlton right in the heart of downtown.
From Chengdu you can go to Hong Kong or Beijing, both will be awesome. Beijing has the Forbidden City and is a 7 hour train ride away from the Terracotta warriors, Hong Kong is massive and intense, but great. I've been told to go to Shanghai, as it's way better than Beijing.
From Beijing to Lukla Airport. This one is a little trickier, you'll have to route through Kathmandu Nepal. Can't give you an exact price. But, Lukla Airport is the gateway to Everest. From Lukla Airport, it's about 10 day hike up to base camp, and from there, you get to see the tallest fucking mountain, in the world.
Now once you've made your way back to Kathmandu, fly to Mumbai for $120. Mumbai is a great city in India, where you can really appreciate the culture. There's a lot of great tours you can do, some pretty spectacular things, like early Buddhist architecture, eat some great food, and pretty much have a great time.
From Mumbai fly to Kilimanjaro for $500 out of Mwanza. Then, climb Kilimanjaro.
From Mwanza fly to Cape Town for $570. I mean look at this place. There's a real European feel to it, the people are sexy, and their accents are even sexier. My aunt has been there a few times for work and says it’s really lovely. Plus you can stay in this place for $70 a night.
From Cape Town fly to Amman for $400. Check out Petra, recreate the scene from The Last Crusade.
From Amman, fly to Dubai for $300. I've got a few friends who live there, so if you need anything I got you. I'm not even going to show you the Airbnb options there, because they're all sick. Rent a supercar, go to the Mall of the Emirates, Ski Dubai, or take it outside the city and let it rip.
From Dubai to Naples for $450. Check out the ruins of Pompeii and hike Mount Vesuvius. I've been there, it's pretty great. Then take the Bullet train up to Rome for $60. Rome is a bit of a tourist trap, but at the same time, it's pretty sweet to see all of the Roman architecture, the Coliseum, the aqueducts, then head over to the Vatican.
From Rome, you can either fly to Zurich for $100 or Geneva for $50, but I HIGHLY SUGGEST TAKING THE TRAIN TO MILAN Then driving into Switzerland. The road between Milan and Zermatt in Switzerland is fucking amazing. Plus you can check out the Stelvio Pass which I missed out on because it was snowing, didn't think the BMW I rented could handle it.
Once in Switzerland, ski in the Alps, Zermatt for example is where the Matterhorn is, and it's amazing. When I was there in October, it was pretty cloudy and I ended up skiing through the clouds, and it was pretty spooky yet ultimately amazing.
Make your way to Geneva via train, then fly to London for $50. Pop about London for a while, buy a suit from Savile Row, change out of your bespoke suit, then hit up Electric Brixton or the Egg(HEARD IT'S SHIT) or the Ministry of Sound. Dance the fucking night away.
From London fly to Buenos Aires for $1000. Buenos Aires is a crazy city, European feel and super friendly people. From there you can get into Patagonia, the Andes, and Chile Whatever.
From Buenos Aires, fly up to Lima Peru, and check out Machu Picchu. It's like $200 for a tour and a 20 mile hike but well worth it.
From Lima Peru, fly to Easter Island for $700, because why the fuck not.
From Easter Island fly back to Lima, then head up to Havana for $500. Fuck what I would kill to get to Cuba before it becomes a tourist trap, which it will soon, I guarantee it.
From Havana, fly to Cancun for $300. Once in Cancun check out Chichen Itza and Tulum, and all of those Mayan sites. I went there as a kid, before they started closing off certain sections, but it's still crazy to see these sites people built with their bare hands and minimal tools.
From Cancun, come home. Probably only cost you $200 for a flight to anywhere in the US.