When Helen and I finally finish working our day-jobs, by building up our passive income enough to be comfortable, we are going to want to fill our time up.
For the first year, I think we should enjoy ourselves in the form of travel, being able to go to places we each haven't been able to go before (and a couple places we loved as well) over the span of a one-year period.

Itinerary overview. The red pins are city stays, while the green pins are beach/wilderness retreats
December, January, February: #
Sydney, Australia #

Bondi Beach in Sydney, Australia
Sydney seems to be that perfect mix of Surfy & Outdoorsy, but also packed with interesting restaurants, events, and things to do. It's a perfect place to spend the time during the three worst months in Europe.
This apartment is currently 2970 euros per month, including cleaning & service fees. It's a 3 minute walk to Bondi Beach:

During summer, average temperatures in Sydney are between 19 - 26°C, and water temperatures rise to 22 - 24°C.

Things to do:
- Surf lessons (6 x 1 hour session): $329 AUD + Rentals
- Fashion & Beachwear Photography: Retouching fees.
- Road Trips
- Golf
- Whale watching
Cost Overview:
- Flight from Italy to Sydney: 609 euros each x 2 = 1218 euros
- Accommodation: 3000 euros / month
- Restaurants: 1000 euros / month
- Activities: 2000 euros / month
- Food / Basics: 1500 euros / month
Three Month Total: 23,718 euros, (6300 euros under-budget).
March, April, May: #
March: Bangkok & Phuket, Thailand #
Still with a low number of rainy days in March (between 5-8, depending on where), and the most sunlight per day, and a sea temperature of 29°C.
A cool apartment in Bangkok costs about 1100 euros for 2 weeks:

Meanwhile, a tropical view in Phuket will cost 1200 euros for 2 weeks:

Things to do:
Cost Overview:
- Flight from Sydney to Bangkok: 271 euros x 2 = 542 euros
- Accommodation: 2300 euros / month
- Restaurants: 1000 euros / month
- Activities: 1000 euros / month
- Food / Basics: 500 euros / month
One Month Total: 5342 euros (4658 euros under budget)
April: Goa, India #
Helen and I were considering Goa as our honeymoon destination, but decided on Hillside Beach Club in Turkey instead. It's been on my radar ever since, and it would be a shame to not go have a look, considering I haven't been to India before and the weather in April looks like this:

Oh, and the private beaches look like this:

We could get a private room at a place like the Taj Fort Aguada Resort & Spa in Goa

Or we could rent a villa via AirBnB, such as this Bollywood Villa for 2287 euros per month:

Things to do:
Cost Overview:
- Flight from Bangkok to Goa: 149 euros x 2 = 298 euros
- Accommodation: 2300 / month
- Restaurants: 1000 euros / month
- Activities: 1000 euros / month
- Food / Basics: 500 euros / month
One Month Total: 4800 euros, (5200 euros under-budget).
May: Dubai, UAE #
Dubai is already scorching hot in May. I'm aware.

This loft in Palm Jumeirah costs 2699/month with the cleaning fee and taxes.
We'd probably need a car, so how about a Mustang?

4500 AED is 1125 euros
Things to do:
Cost Overview:
- Flight from Goa to Dubai: 160 euros x 2 = 320 euros
- Accommodation: 2699 euros / month
- Car Rental: 1125 euros / month
- Restaurants: 2300 euros / month
- Activities: 2300 euros / month
- Food / Basics: 500 euros per month
One Month Total: 9244 euros, (756 euros under-budget).
June, July, August: #
June: Greek Islands #


I think it could make sense to treat the month in the Greek Islands as a true holiday, staying in hotels with breakfast included, tidying-up kept to a minimum, and being able to lounge and swim as much as possible.

Santorini

Santorini

Mykonos

Zakynthos
Things to do:
- Swim
- Sunbathe
- Chill out
Cost Overview:
- Flight from Dubai to Greece: 570 euros x 2 = 1140 euros
- Inter-island travel: 1000 euros
- Accommodation: 7154 euros / month
- Restaurants: 30 days, 60 euros per day = 1800 euros
- Activities: 1000 euros
One Month Total: 12,094 euros, (2094 euros over-budget).
July: Copenhagen, Denmark #
There's just something magical about Copenhagen in the summertime.
It's not really the weather... as you might be able to see (15 rainy days in July?!):

But rather it's the vibe of the city when all of the Danes are able to enjoy the sunshine. It's definitely understandable in July why Denmark is one of the "happiest countries in the world":

Kalvebod Brygge, where Danes can swim and sunbathe in the centre of the capital city
An AirBnB like this place near the lakes is 2465 euros / month.
Things to do:
Cost Overview:
- Flight from Zakynthos to Copenhagen: 79 euros x 2 = 158 euros
- Accommodation: 2465 euros / month
- Restaurants: 4000 euros / month
- Activities: 2000 euros / month
- Food / Basics: 750 euros / month
One Month Total: 9373 euros, (627 euros under-budget).
August: Marbella, Spain #

Hey, look! I've been here before. I even took some photos on 35mm film, because I'm a hipster douchebag. Have a look!


The great thing about the Costa del Sol in Spain is that the landscape varies between mountains and beaches quite quickly, and the weather is bound to be incredible.
Things to do:
Cost Overview:
- Flight from Copenhagen to Marbella: 30 euros x 2 = 60 euros
- Accommodation: 2300 / month
- Car Rental: 1200 / month
- Restaurants: 2500 / month
- Activities: 2500 / month
- Food / Basics: 500 euros / month
One Month Total: 9060 euros, (940 euros under-budget).
September, October, November: #
Los Angeles, Calfornia #

Things to do:
Road Trip #1: National Parks, Utah #

Zion National Park, Utah

Bryce Canyon National Park, Utah

Canyonlands National Park, Utah
Road Trip #2: Palm Desert, California #

Palm Springs, California

Joshua Tree, California
Things to do:
Cost Overview:
- Flight from Marbella to Los Angeles: 561 euros x 2 = 1122 euros
- Accommodation:
- Venice:
- Bel Air:
- Los Feliz:
- Malibu:
- Zion National Park, Utah:
- Canyonlands National Park, Utah:
- Bryce Canyon National Park, Utah:
- Palm Springs, California:
- Joshua Tree, California:
- Buy a car for 8000 euros, sell that same car for 7000 euros: 1000 euros + gas + insurance = 2000 euros for 3 months.
- Restaurants:
- Activities:
- Food / Basics:
Three Month Total:
Recap #
Summary:
Things to achieve:
Total Cost Overview:
Published