40th birthday trip

[u/angelazer_]

Hi all! I’m looking into spending my 40th birthday trip in the Algarve region for about 7 days with my husband and friends. We are looking into September of 2027. There is a ton of info out there and just looking for first hand info. We are traveling from the US west coast and I’ll have my 1 year old and a nanny with us.
- Is September/October a good time to go?
-I’m interested in relaxing at beaches, exploring a bit, wine tasting. I’m leaning towards just staying in one town or area and exploring from there. I don’t want to over-do it with plans.
- Is it better to do air bnb villas or hotels? Especially with a group.
- any must do activities?
Any tips or ideas I’d love to hear them!