We're trying to plan a trip in June 2023 with extended family, 2 girls (10,14), 6 twenty-thirty somethings, 2 forty somethings and 5 seniors (all healthy and able to travel, carry luggage etc). We've considered Croatia and Crete but are concerned that there's too much travel involved (connecting flights, long drives to desired areas to stay) so now we're considering Portugal. I'm just beginning to research and would be interested in any ideas or suggestions of either where to stay (areas, cities) or ideas for activities.
We'd like to all stay together either in one house/villa or in several smaller apartments within a complex for about 5-6 nights. We'd like a location that's within an hour of Lisbon airport, preferably reachable by public or reasonable taxi/uber type service. Near a beach would be good but it doesn't have to be water front. Given the wide range of ages and interests, we'd like to be in walking distance (or easy public transportation) of various activities, like shopping, hiking/walking, swimming, museums, restaurants, night time activities. Some of us may consider renting a car if it's needed, but we aren't likely to have enough cars to hold everyone at once so we'd also be interested in hiring a car/van-driver if we want to do a full-group activity/day trip.
Thanks in advance for any info.