Holidays with friends - have they been successful?

We have had many long weekends away with friends over the years. Usually with the same couple and we often booked European tours with a group so there were other people to talk to if we wanted. It also gave us other people to talk about! Other weekends away with various couples have been to specific places. We’ve never been faced with the ‘what shall we do today’ discussions. I wouldn’t do a two week holiday with another couple but we really miss the trips we used to make friends when we were younger

Nope. My holidays are just for me and Mr Minty

Never gone away with friends and never would

I have only done short breaks which works well and is fun. I would find a longer holiday with friends tiring and stressful.

We’ve had a few successful holidays with long standing friends. It helps to rent a property larger than your needs, so everyone has space.
The rules are, your own car/ travel arrangements. An agreed sharing of food costs.
When we and a couple of other families rented holiday homes, we’d decide on a couple of daily activities, so not everyone had to do the same thing. Evening meal was planned and those who got back first started the cooking.

Again no. We like to do our own thing, not follow others and likewise. As they say two is company, three is a crowd.

Yes. As long as you have your own time and do your own thing. Get together for lunch, dinner and evening entertainment.