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No but I really want to! I almost took my BFF to the caribbean last year but then we decided to TTC instead so we couldn't afford it lol
knowing my friend - we would both be content to lie on the beach all day.. or swim with dophins, do yoga on the beach or take surfing lessons. We know each other really well and would have no problem telling the other what we want to do.

I went to Ohio, NY and DC with a friend of mine!

I did quite a few times as a teen.

I've gone on two vacations with my best friend, to Cancun and to Vegas. Both went great but we've known each other since we were 4 years old.

DH and I took a trip to Philly earlier this year for a baseball game he wanted to see, and we went with a close couple friend of ours. We talked about what we wanted to do while there (see the historic stuff, eat really yummy food, go to the baseball game) and had a blast!

My friend and I stayed in the Lizzie Borden house (it's a B&B now) and slept in the room where the step mom was axed! It was spooky!!

We also went to NYC a few times. My friend went a little nutty, but that had nothing to do with our friendship or travels

Yes the last time was a short trip to New Orleans a couple years ago before we had kids. It was so much fun. I really regret not doing it more but it can be hard to find the perfect travel buddy that wants to spend the same amount as you and do the same things as you and not drive you crazy by being together 24/7!

Yes! I've been to London, Toronto, Cuba, Las Vegas, and New Orleans with friends. All of those trips were memorable, some for the wrong reasons!

Ive done it a few times and it was always fine. For the most part we have the same interests, and when we didn't we just went our separate ways for a bit.

I have and it's been so much fun! But we always talk ahead of time about what we're going to do. And we always do a little bit of both. Actually, there have been 4 or 5 of us that meet up in one city. Last year, we went to DC. This year was supposed to be New Orleans, but two of us are pregnant.

I did spring break trips in college with friends- one with one friend to visit another friend studying abroad in England, another typical Caribbean spring break, but I don't count them because college was just a totally different time. And I've vacationed to visit friends, but one of us is always on home base. I've travelled with my sister, who is my BFF, and we are great travel partners, with a similar mix of laid back and active time, different strengths (I'm better at planning and organizing and getting good deals, she is better at encouraging actual active things, like knows how to put up a tent while camping).

I think it's always been with at least 2 friends! Chicago, Vegas, Miami, Cruise, etc.

I think that group trips always make for a better trip than 1 on 1~!

@autumnlove: You're so right. Vacationing with a friend can be a horrible idea.

It can also be super fun if you're on the same page.

I think it all depends on your travel style and if they mesh well together. There are the independant travelers, the group travelers, the sightseers, the partiers, the relaxers, the go with the flow travelers, the do it as the locals travelers.

My travel style is super independent and I like to see a city from a local's perspective. I usually research the one or two "must see" touristy spots, but other than that I dont like to make many plans. Maybe dinner or theatre reservations if there is anything in particular that I want to check out. I like to go to bars, and make new local friends, and go do local things.

One of my best friends and I went to Paris together for NYE.
She either wanted to stop and take pictures of everything or was too tired and didn't want to go out.
The bars were too smokey for her so she wouldnt go and party.

For me, if we want to do different things, I just say hey - I'm going to go do this - see you at 7pm at the hotel....but I guess others are less comfortable in foreign countries and aren't willing to do things solo.

That's what I love about my SO. We are so compatible when it comes to traveling. We both wanted to see Chichen Itza and had read about bus tours from Cancun.
I was like "Who needs a bus, let's rent a car, explore, and drive to Chichen Itza"
He was all about it and we had such a great time on our road trip through the Mexican countryside. I drove in Rural Mexico! Stopped at a small town for lunch, found a random local swimming hole / cenote and took a dip. I can only think of one friend that would be up for that kind of adventure.

Suprisingly, when I traveled with MIL to Macchu Picchu, she was a great traveler too. She would either be up for whatever adventure I suggested or she would just tell us that she'd meet up later. I love that!

Yes! I had a friend I used to take annual international trips with, before I met DH. We spent 10 days in Costa Rica, the following year 11 days in Ecuador, the following year we hiked the Inca Trail together to Macchu Pichu. We traveled well together. A bunch of years ago I went to Puerto Rico with 4 other girls and that did not go so well. I'm not sure I've spoken to any of them since.

My best friend in highschool came on a family vacation with us and she literally cried the entire week because she was homesick. It was kind of awkward, but we still managed to have some fun.

In college! For spring break we went South Padre Island TX and the next year to Panama City Florida, it was fun!

Honestly, I realized I do not do well when travelling with others. I am so independent and have no problems wandering around big cities by myself. To have someone drag me in directions I don't want to go drives me insane. Or if they sleep in till noon and never want to explore just drives me crazy. The only person I can handle travelling with is DH and he knows that I will be better off by myself sometimes!