I've no regrets as to the holidays we've taken both with, and then without the children. They still wax lyrical about the times we took them to the US, but equally they enjoyed all the ones we had closer to home, we probably went to France nearly every year for the first seven or so years of their lives, my husband was ecstatic when the channel tunnel opened, he's a poor sailor. Those were interspersed with trips to Wales lots of castles to explore as well as great beaches. Funnily enough my son and girlfriend went there for a few days, a couple of months ago, climbed Snowden and related to me how beautiful they found it as if he'd never been before. surely you remember us taking you there when you were younger I thought. We enjoyed Devon and Cornwall, both with and without friends and their children. Loads of Center Park stays, often bringing a friend of our older child, a really nice boy who had a single mum in a situation where money was tight so holidays were out of the question. He was a joy to take with us a very calming influence for my somewhat older frenetic child. Ironically, that boy or man as he is now, who we still see from time to time went to work for Cathay Pacific and is very well travelled as an adult, the desire to do that was almost an innate thing with him from an early age, when it was something he couldn't do. Slightly older, we also took them to Italy, Spain and Portugal. Most of all they remember the US, New York, Los Angeles, Boston and Cape Cod, Fort Lauderdale where we stayed several times and Mexico were their favourites. Then when they got old enough, it was "our time" we didn't take them to Canada, we went back to New York a couple of times and had a great holiday in Hilton Head Island exploring some of the southern states, visiting Charleston and Savannah. The pinnacle of my dream travel wish list was our trip to South America for my 60th, Argentina, Uruguay and Brazil. I don't regret any of it, one of my husband's siblings, who asked how much we spent going to Canada thought that was a horrifying amount, didn't dare tell her we spent twice as much going to South America. They have plenty of money but their holidays are a week here and there in Norfolk and Suffolk, both lovely places but I wouldn't want to look back on my life and think that was the sum total of my travel experiences. My parents were quite adventurous travel wise for their generation, apart from lots of southern Europe, they'd been to Eastern Europe before it had really opened up, Scandinavia and then when we were off hand numerous trips to the US taking in places such as New Orleans and the Grand Canyon. When I came back from Israel nearly 40 years ago, I remember telling my mum all about it and she said "dad was there during the war when it was Palestine, and you've triggered his desire to go back", then next year they did. They had further travel plans they wanted to go to Russia, but then my father became too ill and they were more confined to Britain. I think I got my desire to travel from them, so I can't help it really, It's all too hard wired 
These days I find the whole palaver involved in getting abroad by plane, plus I actually hate flying, a bit of a nightmare, although I'm always glad to be somewhere different. We adored our time in Seville and Cordoba the last place we visited in mainland Europe and Jersey most of all because the flight time was only 30 mins from Gatwick. although there's still the up and down factor.
No travel regrets, I feel blessed to have seen such wonderful places, quite happy to mosey off to the quieter reaches of Devon, Wales, Cornwall, Norfolk, Suffolk, if we really want to go some where far flung well there's always Yorkshire 