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Message
Traveling Alone
Posted on 10/10/25 at 4:40 pm
Posted on 10/10/25 at 4:40 pm
Tell me some stories or suggestions about taking solo trips.
Life changes have happened and I’m thinking of booking a few trips.
I’m not at all scared of doing it alone, but would love to hear from those of you that have done it.
I have 200K United airline points and some random hotel points. Kind of toying with the idea of going to Costa Rica for Thanksgiving week.
Life changes have happened and I’m thinking of booking a few trips.
I’m not at all scared of doing it alone, but would love to hear from those of you that have done it.
I have 200K United airline points and some random hotel points. Kind of toying with the idea of going to Costa Rica for Thanksgiving week.
Posted on 10/11/25 at 1:54 pm to notiger1997
Married with teenage kids; we’ve traveled pretty extensively as a family. Always a great time.
Ended up with a job that required some extensive travel. The States, Europe, South America, Asia, etc. So I often built in an extra few days to take in the area as I was already there.
If being honest; I’ve actually really come to enjoy solo travel. There’s something magical about making memories with others; but, going solo really gives you the opportunity for a different experience.
You get to set your own schedule; see only what you want and you aren’t tied into making stops or visits that aren’t really your thing. Traveling with others always involves compromising. Wanna take a break? Nothing is stopping you. Want to freestyle a bit and go wander? Go for it. That really hard to get into local restaurant? Odds are they can fit you in when solo. Going solo forces you to talk to others/locals and I feel like that alone really adds value to getting to know a place.
Last year I had business in Latvia. I did a week starting in Helsinki, then took the ferry to Tallinn and finally a bus trek to Riga. Joined a few walking tours; many of which are free. Honestly; I had a blast. The Baltics are way underrated.
Anyhow; where to go is really up to you. IMHO; go for it.
Ended up with a job that required some extensive travel. The States, Europe, South America, Asia, etc. So I often built in an extra few days to take in the area as I was already there.
If being honest; I’ve actually really come to enjoy solo travel. There’s something magical about making memories with others; but, going solo really gives you the opportunity for a different experience.
You get to set your own schedule; see only what you want and you aren’t tied into making stops or visits that aren’t really your thing. Traveling with others always involves compromising. Wanna take a break? Nothing is stopping you. Want to freestyle a bit and go wander? Go for it. That really hard to get into local restaurant? Odds are they can fit you in when solo. Going solo forces you to talk to others/locals and I feel like that alone really adds value to getting to know a place.
Last year I had business in Latvia. I did a week starting in Helsinki, then took the ferry to Tallinn and finally a bus trek to Riga. Joined a few walking tours; many of which are free. Honestly; I had a blast. The Baltics are way underrated.
Anyhow; where to go is really up to you. IMHO; go for it.
This post was edited on 10/11/25 at 1:58 pm
Posted on 10/11/25 at 2:57 pm to notiger1997
I went to Portugal solo last year and it was the best trip I’ve ever done. The country is small so you can can anywhere fast on trains. You’re also 30 minutes from the Atlantic Ocean no matter where you are. The food was incredible and the women were something else.
Posted on 10/11/25 at 3:00 pm to notiger1997
I have been alone to Prague, Cambodia, Thailand, Turks, Curacao, and Iceland. Loved every minute of it, on my own schedule.
Posted on 10/11/25 at 3:05 pm to notiger1997
Traveled with my wife for the most part the last 10 years besides work trips.
Before that, I went to a few places like NYC, Arizona, Philly, etc. It’s really no different than traveling with people other than being more free to do what you want when you want. You just need to be comfortable doing things yourself. I went to see a Broadway show and then ate at Tavern on the Green on my own. I’m totally comfortable doing stuff like that on my own. Some people aren’t.
Before that, I went to a few places like NYC, Arizona, Philly, etc. It’s really no different than traveling with people other than being more free to do what you want when you want. You just need to be comfortable doing things yourself. I went to see a Broadway show and then ate at Tavern on the Green on my own. I’m totally comfortable doing stuff like that on my own. Some people aren’t.
Posted on 10/11/25 at 3:20 pm to notiger1997
quote:
Traveling Alone
Best way to travel and explore... On your own schedule, don't have to worry about making anyone else happy.
Posted on 10/11/25 at 4:51 pm to notiger1997
A New Year’s Eve trip is incredible for the solo, unattached man 
Posted on 10/11/25 at 4:57 pm to notiger1997
I've known for 20 years that if you wait on other people (GF, Wife, friends, etc.) to see a movie, fly somewhere, etc., you'll probably never end up doing it.
The solo trips kicked off in 2006 with Ireland. They took a pause when I was married (I was traveling all over the globe for work solo anyway). Within 48 hours of my divorce being finalized, I booked a trip to the UK and a separate one to Barcelona, for a Liverpool match and an Iron Maiden concert. It rocks.
I would *not* use miles for trips to Central America. There are so many flights out of IAH (assuming you're in LA), it's not even funny, and they're almost never expensive.
Don't be afraid of overseas trips where you don't speak the official language. Anywhere you're likely to go while you're still wet behind the ears on solo travel is going to have a ton of English speakers around.
The solo trips kicked off in 2006 with Ireland. They took a pause when I was married (I was traveling all over the globe for work solo anyway). Within 48 hours of my divorce being finalized, I booked a trip to the UK and a separate one to Barcelona, for a Liverpool match and an Iron Maiden concert. It rocks.
I would *not* use miles for trips to Central America. There are so many flights out of IAH (assuming you're in LA), it's not even funny, and they're almost never expensive.
Don't be afraid of overseas trips where you don't speak the official language. Anywhere you're likely to go while you're still wet behind the ears on solo travel is going to have a ton of English speakers around.
Posted on 10/11/25 at 6:47 pm to notiger1997
I started traveling alone when i got divorced. I mostly go to Cancun and Isla Mujeres. But i also have gone to Europe and a few american cities. . Though Colombia was the best especially if your looking to meet locals..
Cosya Rica is coming up soon. Isla Mujetes is my go to though i wasnt to get a place there
Cosya Rica is coming up soon. Isla Mujetes is my go to though i wasnt to get a place there
Posted on 10/11/25 at 7:43 pm to notiger1997
I’m an only child
Being alone or doing things solo doesn’t bother me at all. I’m hyper independent
I usually go somewhere in August each year for my birthday alone . The beauty of it is you get to do what you want. Eat wherever. Do what interest you and stay as long or as little as you want.
I’ve done Key west, Los Angeles, Boston, Iceland, Cancun all by myself .
Take the trip. Live your life. It’s the only one you’ve got .
Being alone or doing things solo doesn’t bother me at all. I’m hyper independent
I usually go somewhere in August each year for my birthday alone . The beauty of it is you get to do what you want. Eat wherever. Do what interest you and stay as long or as little as you want.
I’ve done Key west, Los Angeles, Boston, Iceland, Cancun all by myself .
Take the trip. Live your life. It’s the only one you’ve got .
Posted on 10/12/25 at 6:48 am to notiger1997
Worked on a project years ago that required I travel to California, Colorado and Texas for 3 years. Yeah, I was alone each week, albeit with a team of project managers sometimes. I'd try to go out from the hotel to local sites, dinners etc., but frankly, it kind of sucked.
I did have one epic "Travel Alone" story though.
I dated this girl in undergrad for 3 years. For reasons I probably never fully understood, or later won't go into, after my graduation, we broke up. Devastated me frankly. We kind of stayed in touch here and there. Before the "cell phone era" obviously.
Found out she was going to school for a semester in France. So, I got the brilliant of idea of quitting my job (this was just a sales job prior to going to Grad School) and go over to Europe and win her back.
Now I was from some podunk town in Central Florida. Never really traveled anywhere on my own back thene.
Dropped everything, booked a ticket to London. Drove out on to Bath, toured the region, then caught a ferry to France, and later a train to Paris. Was supposed to meet her at a small hotel we'd booked. I get there early in the AM, show up at the place and they started blabbering at me in French, which I can't obviously speak. Said "frick It" and went and crashed on a bench in the park and said to myself "what they hell have I gotten myself into"?
We'd agreed to meet at Gare de l'Est. You can imagine trying to get there and look for one person in that morass of people. But by luck I did. We traveled for 2 weeks going down to Lugano Switzerland, Florence and Rome.
She was on spring break and went back to school, and I was there in Rome all by myself, so I said "what are you going to do now"? Granted, I had all the time and money (back then) in the world. Could have traveled indefinitely.
So, I decided to go to Greece. Took the train, caught the ferry then eventually ended up in Athens. Burned out, I decided to stay for 2 weeks. The hostel I was in actually paid me to go to the train station and hustle English speaking people to come stay there. It was a nice place and I did that. Could live back then on about $10/day. (Co-ed Hostel BTW. Had a group of 5 Australian Girls come into the room I was in for a few days. Just me and them. Imagine being an ol' country boy from Florida and seeing that!
)
Finally met up with some people and we went to Santorini, which was really cool. Stayed there a few days. Went with one of the guys up to Florence later, then to Budapest Hungary (it was communist back then, so we had to have a visa etc.).
He left, so I decided to tour through Germany and Austria, then later met up with a girl I knew from my hometown in Bruges Belgium who was there studying abroad as well. Really cool place.
I was then going to go to the Scandanavian countries, but that point, 3 months later, I was burned out. Said "frick It", got on the train, took the ferry back to London and came home.
Strangest feeling backpacking like that on your own with literally all the money and time you'd need.
Wow, that was fun. Long winded! But. Here's the point. You'd grow as a person having to be on your own. Can suck traveling with others, so you can literally do anything you want to do. It forces you to talk and meet with new people. The "World's Your Oyster" so to speak.
Definitely do it. Ideally, maybe find an excursion, resort or tour that isn't so "couple centric" where there'd be other singles you could eventually hang out with. We used to go to Club Meds as a group, but there were single guys and lots of solo travelers. So maybe you can find a place like that. I used to scuba dive and could tell you about some great places in Belize I might go back to if I was alone.
Best of luck and keep us posted with your decisions! Love to know what you come up with.
PS: Never won back the girl if you were curious. Did see her about 30 years ago when she was in town for a conference, but that's another story!
I did have one epic "Travel Alone" story though.
I dated this girl in undergrad for 3 years. For reasons I probably never fully understood, or later won't go into, after my graduation, we broke up. Devastated me frankly. We kind of stayed in touch here and there. Before the "cell phone era" obviously.
Found out she was going to school for a semester in France. So, I got the brilliant of idea of quitting my job (this was just a sales job prior to going to Grad School) and go over to Europe and win her back.
Now I was from some podunk town in Central Florida. Never really traveled anywhere on my own back thene.
Dropped everything, booked a ticket to London. Drove out on to Bath, toured the region, then caught a ferry to France, and later a train to Paris. Was supposed to meet her at a small hotel we'd booked. I get there early in the AM, show up at the place and they started blabbering at me in French, which I can't obviously speak. Said "frick It" and went and crashed on a bench in the park and said to myself "what they hell have I gotten myself into"?
We'd agreed to meet at Gare de l'Est. You can imagine trying to get there and look for one person in that morass of people. But by luck I did. We traveled for 2 weeks going down to Lugano Switzerland, Florence and Rome.
She was on spring break and went back to school, and I was there in Rome all by myself, so I said "what are you going to do now"? Granted, I had all the time and money (back then) in the world. Could have traveled indefinitely.
So, I decided to go to Greece. Took the train, caught the ferry then eventually ended up in Athens. Burned out, I decided to stay for 2 weeks. The hostel I was in actually paid me to go to the train station and hustle English speaking people to come stay there. It was a nice place and I did that. Could live back then on about $10/day. (Co-ed Hostel BTW. Had a group of 5 Australian Girls come into the room I was in for a few days. Just me and them. Imagine being an ol' country boy from Florida and seeing that!
Finally met up with some people and we went to Santorini, which was really cool. Stayed there a few days. Went with one of the guys up to Florence later, then to Budapest Hungary (it was communist back then, so we had to have a visa etc.).
He left, so I decided to tour through Germany and Austria, then later met up with a girl I knew from my hometown in Bruges Belgium who was there studying abroad as well. Really cool place.
I was then going to go to the Scandanavian countries, but that point, 3 months later, I was burned out. Said "frick It", got on the train, took the ferry back to London and came home.
Strangest feeling backpacking like that on your own with literally all the money and time you'd need.
Wow, that was fun. Long winded! But. Here's the point. You'd grow as a person having to be on your own. Can suck traveling with others, so you can literally do anything you want to do. It forces you to talk and meet with new people. The "World's Your Oyster" so to speak.
Definitely do it. Ideally, maybe find an excursion, resort or tour that isn't so "couple centric" where there'd be other singles you could eventually hang out with. We used to go to Club Meds as a group, but there were single guys and lots of solo travelers. So maybe you can find a place like that. I used to scuba dive and could tell you about some great places in Belize I might go back to if I was alone.
Best of luck and keep us posted with your decisions! Love to know what you come up with.
PS: Never won back the girl if you were curious. Did see her about 30 years ago when she was in town for a conference, but that's another story!
This post was edited on 10/12/25 at 6:51 am
Posted on 10/13/25 at 1:27 pm to notiger1997
quote:
Tell me some stories or suggestions about taking solo trips.
Honestly, travel with family or a group typically requires schedule, compromise, and lots of 'tourist' attractions.
Travel solo, grab a backpack and load with some essentials for the locale you're visiting... and then take off walking. Solo travel allows for a slower pace to really try to enjoy what the culture and life is like in the area -- kind of like the 14th date "let's just stay in and order pizza and hang out" versus the dolled-up and makeup slathered prom night date.
Both can be fun, but Prom Night is usually more for show.
Posted on 10/13/25 at 1:49 pm to notiger1997
I take at least one solo ski trip and one solo golf / beach trip a year. They're both great but I do love meeting new people, enjoying hobbies and activities I love with new people (ir getting paired up on the golf course, meeting people on the ski lift, etc).
Posted on 10/13/25 at 2:03 pm to notiger1997
I've done a ton of solo travel for work and it's awesome. Not sure I'd ever pull the trigger on a solo trip outside of work though
China, Qatar and UAE were all awesome as a solo traveler though the language barrier in China was pretty rough
It's great being able to go and do whatever you want and not have to worry about anyone else
China, Qatar and UAE were all awesome as a solo traveler though the language barrier in China was pretty rough
It's great being able to go and do whatever you want and not have to worry about anyone else
This post was edited on 10/13/25 at 2:04 pm
Posted on 10/13/25 at 3:28 pm to notiger1997
I used to book flights with airline miles. United allowed you to say book houston to London as one leg. Then for no extra miles book a leg from London to Rome. Then the return from Rome to Houston. This allowed you to explore 2 areas for the miles of a round trip ticket. Make the most of your 200k miles.
Posted on 10/13/25 at 3:52 pm to texas tortilla
Good explanation. I think with United it was called an explorer perk or something like that a few years ago.
Another example:
Another example:
quote:
Combining open-jaws with a stopover
You can achieve a stopover between just about anywhere (within the same geographical region) when booking a round-trip flight on United.
Let’s combine two open-jaws with the stopover. You can fly from New York-JFK to Moscow while adding a stopover in London. But then you could add open-jaws to London so that you return from Paris and Moscow so you return from St. Petersburg. The end product would be:
Outbound flight from New York (JFK) to London (LHR)
Open-jaw stopover from Paris (CDG) to Moscow (SVO) (this flight costs zero miles)
Open-jaw return from St. Petersburg (LED) to New York (JFK)
Posted on 10/13/25 at 4:18 pm to notiger1997
I've done a lot of solo ski trips, only non-ski trip was to the Big Island. Which I really enjoyed since there were a lot of things you can explore there and it was nice to do whatever I wanted since I could golf one day, do some hikes another and just chill on the beach as well.
Posted on 10/14/25 at 10:19 pm to Nole Man
quote:
Nole Man
This legit just made my day to read.
Posted on 10/14/25 at 10:31 pm to Nole Man
Brilliant. I just copied that into OneNote for my kids in a few years. I can't explain the kind of debauchery I did/could have gotten into with a straight face, but I can use your experience and act as a neutral party to remind them to live.

Posted on 10/15/25 at 7:49 am to notiger1997
I do a handful of solo trips every year. I just went to oregon this last weekend. I woke up every morning, looked at google maps and decided where I wanted to go explore. then I drove there and stopped off anywhere that looked interesting. Thats what I like to do. Family trips are fun also but not everyone is interested in the same shite. I love to travel but the wife and kids dont always like to do the same shite as me and likewise. Also I am very lucky that my wife allows me to do these trips because she knows how much I like to travel. I would imagine some wives wouldnt go for it.
This post was edited on 10/15/25 at 7:55 am
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