Some people work from home and can therefore work from anywhere. I have friends who have traveled for up to 3 months at a time this way.

Last year I spent a 4 day weekend in the Caribbean in February, a week in Orlando (Disney), another long weekend in New Orleans, and then 4 days/3 nights in Paris.

1) Caribbean trip - flew business, using miles. Paid $150 total for two nights at a beach resort since I split the room with a friend. Spent the other two nights staying at a friends house there.

2) 5 nights in Disney using Marriott points. Took DD and paid under $200 R/T per person and we got upgraded to business both ways. I would have used miles but the flights were too cheap. Daily access to the parks was using a friend of a friend's passes. I paid for meals and other incidentals.

3) New Orleans trip in July during Essence fest. 4 nights, flew down using miles. Split the room with a friend using a discounted rate. Spent about $300 on lodging.

4) Paris trip with DD in October. Most schools were in session (she was on break) so flights were cheap from NYC. We took the bus to NYC, stayed with my best friend, flew direct to Paris. Stayed in an AirBnB right in the heart of Paris. We were a block from Notre Dame and walked to the Louvre leisurely in 20 mins. Flights were $825 once you factored in assigned seating and carryon bags. Flew back to NYC to my friends place. Airbnb was $99/night for a studio apartment. So $1250 for two people once you add on the Greyhound tickets for a 5 night getaway in NYC and Paris.

I spent about 2K total on lodging and airfare for 4 trips and two of those trips included my child.

And I'm in Atlanta for the weekend because I've always wanted to visit and had a Delta credit that I needed to use.

Anonymous wrote:but who has the time to do all that travel? Don't they have to work?

Some jobs are more flexible than others. I am doing a contract work, and very flexible which job to take, and how much time do I need in between contracts. Once I finish one, i can take a month or two before jumping on another or start it the very next day.

Some can work remotely and I know several IT guys who worked half year in Portugal, then New Zealand, and now in Montenegro. I would not call us jet setters. I just love to travel and always look for deals. Once you are in a foreign country, it can be even cheaper to spend a month there than a month in DC.

They’re unemployed layabouts traveling on parents dime, obviously.

Anonymous wrote:1) insta and FB are curated - it’s what people want you to think of their life - not what their life really is - the exception are the influencers - but they’re a different subject

2) many of these “jet setters” are fakers (most are, just look at the data). They’re not living it up as much as it looks like. They’re taking budget flights, with multiple connections, with overstuffed carryons, sleeping at budget hotels and hostels, etc. they’re also prioritizing their spend to save for these trips.

3) if that’s what you want to do - do it too - image citation just takes time and desire. I’m taking a international trip with one of my “jet set” friends, and the difference is stark. My travel and accommodations budget is much more than his. I’m flying business, he’s in emailer economy on the same flight. I’m staying at 4 and 5 Star Hotels, he’ s budgeting. The difference is how I enjoy traveling vs how he enjoys it - but in the end, we’re going to the same place and seeing the same stuff. I’ll do this a couple tomes a year, he’ll take like 5 of these and be glamorous on insta...it’s all about projecting an image - and he enjoys it knowing he isn’t projecting reality

It isn’t faking to go to places on a budget. Staying in a 5 Star hotel does not enhance my experience. I could care less about flying business, waste of money. Like you said, he enjoys himself and sees all the same stuff you see. He is projecting reality, which is that I bet he is way more easygoing and fun to travel with!

Anonymous wrote:

Anonymous wrote:They probably budget well. Don't eat out. Don't drink or smoke. Don't upgrade to the latest iphone or change cars every few years. They probably don't have the largest cable package or student loans and debt. Maybe they eat beans and rice 3x a week. People make it work. They make sacrifices for what they want. Stop trying to count other people's coins and start focusing on where you can cut costs so you can also live that way. You sound envious and that's not a good look.

Anonymous wrote:This couple I know literally spent last December in Colorado at a ski resort, spent last month in Indonesia and today they’re off to some weekend getaway.

The girlfriend doesn’t work. The guy works at not a well paid job.

Wtf??

This is also every other person on my instagram. Mid twenties to early thirties.

my question was how do they get all that time off? What kind of employer allows that?

Mine. We are just ahead of the time.

https://www.recode.net/2014/7/5/11628590/the-future-of-the-workforce-may-be-part-time-says-google-ceo-larry

I traveled a lot in my 20s and during most of that time I was making 40k. Sometimes it would he with a family member who would gift me her miles. We had a family friend in travel and sometimes we would get good last minute discounts. When traveling with friends or my now husband, we would pick our destination based on cheap aifare and research the hell out of nice places to stay that fit the budget (never hostels). We ate at local, authentic places which were usually better and cheaper than tourist traps. I had no car and I had roommates. I carefully saved for travel...I just made it a priority.

Even with getting some of those discounts, I never faked what I was doing...I was still taking the trip. I was experiencing and enjoying. Some people called it jetsetting. I never said "oh I can only afford this trip because I'm using someone else's miles" or "this flight was cheap because it took 4 connections" - that would have been even more awkward.

As for vacation time, I never took off a month at a time but I also banked those days carefully. I didn't take off days "just because", I worked holidays and weekends to earn an extra day off, I planned trips near long weekends to save days, and trips weren't always a full week, so that I could bank days for trips that needed to be longer.

Anonymous wrote:Apparently you aren't negotiating well. You can negotiate your time off during the interview process. You can also have a good relationship with your boss who can let you work remotely if you have proven yourself to be trust worthy. Some of you are so catty and negative I doubt you will be able to build that type of relationship, so keep trying to keep up with the Jones and see where that gets you in life.

Anonymous wrote:

Anonymous wrote:They probably budget well. Don't eat out. Don't drink or smoke. Don't upgrade to the latest iphone or change cars every few years. They probably don't have the largest cable package or student loans and debt. Maybe they eat beans and rice 3x a week. People make it work. They make sacrifices for what they want. Stop trying to count other people's coins and start focusing on where you can cut costs so you can also live that way. You sound envious and that's not a good look.

Anonymous wrote:This couple I know literally spent last December in Colorado at a ski resort, spent last month in Indonesia and today they’re off to some weekend getaway.

The girlfriend doesn’t work. The guy works at not a well paid job.

Wtf??

This is also every other person on my instagram. Mid twenties to early thirties.

my question was how do they get all that time off? What kind of employer allows that?

Right? Anyone who is good at negotiating has at east two months of paid vacation yearly. Anyone who has less is a bad negotiator. Plus you can get even more time off just by being friends with the boss. One of my friends took a negotiating class and then really built a relationship with the boss. Now she only works 3 months out of the year! It’s tough sometimes for her company not to have a general counsel for 9 of 12 months, but they make it work.

Anonymous wrote:This couple I know literally spent last December in Colorado at a ski resort, spent last month in Indonesia and today they’re off to some weekend getaway.

The girlfriend doesn’t work. The guy works at not a well paid job.

Wtf??

This is also every other person on my instagram. Mid twenties to early thirties.

Trust fund
Girl friend actually does work- on internet based job- eg coder or whatever
Debt

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:but who has the time to do all that travel? Don't they have to work?

If you start off at 15-21 days off a year and only use those during holidays and long weekends you can easily spend a destination week in 3-4 countries a year. No kids mean you're not wasting those days on maternity leave or spring break or childcare appointments either.

So OP said the couple "literally spent last December" on Colorado. Pretty sure that's 30 days right there.

...because literally is quantifiable and OP is a trusted source???

Anonymous wrote:

Anonymous wrote:but who has the time to do all that travel? Don't they have to work?

If you start off at 15-21 days off a year and only use those during holidays and long weekends you can easily spend a destination week in 3-4 countries a year. No kids mean you're not wasting those days on maternity leave or spring break or childcare appointments either.

So OP said the couple "literally spent last December" on Colorado. Pretty sure that's 30 days right there.

Apparently you aren't negotiating well. You can negotiate your time off during the interview process. You can also have a good relationship with your boss who can let you work remotely if you have proven yourself to be trust worthy. Some of you are so catty and negative I doubt you will be able to build that type of relationship, so keep trying to keep up with the Jones and see where that gets you in life.

Anonymous wrote:

Anonymous wrote:They probably budget well. Don't eat out. Don't drink or smoke. Don't upgrade to the latest iphone or change cars every few years. They probably don't have the largest cable package or student loans and debt. Maybe they eat beans and rice 3x a week. People make it work. They make sacrifices for what they want. Stop trying to count other people's coins and start focusing on where you can cut costs so you can also live that way. You sound envious and that's not a good look.

Anonymous wrote:This couple I know literally spent last December in Colorado at a ski resort, spent last month in Indonesia and today they’re off to some weekend getaway.

The girlfriend doesn’t work. The guy works at not a well paid job.

Wtf??

This is also every other person on my instagram. Mid twenties to early thirties.

my question was how do they get all that time off? What kind of employer allows that?

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:but who has the time to do all that travel? Don't they have to work?

If you start off at 15-21 days off a year and only use those during holidays and long weekends you can easily spend a destination week in 3-4 countries a year. No kids mean you're not wasting those days on maternity leave or spring break or childcare appointments either.

Did you read the OP? In December they took a month off. Then last month they took another month off to travel. Where do you get 15-21 days?

And your reading comprehension levels are low. They 'spent last month' is an indeterminate amount of time not OP saying they spent the entire four weeks in each location.

ok, we read that differently.

Anonymous wrote:

Anonymous wrote:

Anonymous wrote:but who has the time to do all that travel? Don't they have to work?

If you start off at 15-21 days off a year and only use those during holidays and long weekends you can easily spend a destination week in 3-4 countries a year. No kids mean you're not wasting those days on maternity leave or spring break or childcare appointments either.

Did you read the OP? In December they took a month off. Then last month they took another month off to travel. Where do you get 15-21 days?

And your reading comprehension levels are low. They 'spent last month' is an indeterminate amount of time not OP saying they spent the entire four weeks in each location.

I did the summer dorm hack when I first moved to NYC years ago. Best decision I could have ever made. Gave me time to learn the city, have a cheap place to stay, and to make friends.

Anonymous wrote:I know nothing about the people you refer to but I suspect I know more about you from your single post.

Why do you take Instagram seriously? People only put their best photos on it. By default it can give you a misleading impression of the vacations without them meaning to do so.

Travel does not have to be expensive. Indonesia is very cheap once you get there. Perhaps they used points for the airfare. A couple can easily travel on $100 a day in Indonesia including everything and guess what, they’re still travelling in comfort. It’s called flashpackers. Upscale backpacking. You can do this all over SE Asia and China. Even in Europe it’s very feasible to have a great and yet frugal travel experience (and, no, I’m not taking about staying a hour away from the prime tourist areas). We are experienced travelers with a high household income but we rarely stay in fancy hotels or resorts and prefer to go as local as we can, mainly for the experience and because fancy hotels are boring after a night or two. We rent apartments on Airbnb, we do things like stay in university dormitories during the summer months (London universities rent out their dorm rooms, they are institutional but clean and fine and in fantastic central locations and for less than $100 a night and breakfast is included). We enjoy self catering because eating out all the time is tiring.

Last but not least, people have different priorities. They spend their money on travel. They don’t spend money on other things. You probably spend money in a way that has your friends shaking their head and wondering why for you could instead save it for travelling.

Anonymous wrote:They probably budget well. Don't eat out. Don't drink or smoke. Don't upgrade to the latest iphone or change cars every few years. They probably don't have the largest cable package or student loans and debt. Maybe they eat beans and rice 3x a week. People make it work. They make sacrifices for what they want. Stop trying to count other people's coins and start focusing on where you can cut costs so you can also live that way. You sound envious and that's not a good look.

Anonymous wrote:This couple I know literally spent last December in Colorado at a ski resort, spent last month in Indonesia and today they’re off to some weekend getaway.

The girlfriend doesn’t work. The guy works at not a well paid job.

Wtf??

This is also every other person on my instagram. Mid twenties to early thirties.

my question was how do they get all that time off? What kind of employer allows that?