These are the places I wouldn't miss if I were your guide for 2 weeks:
Sintra village
- start at Posto de Turismo (tourism information office), where they are extremely helpful and care about personal tastes, time constraints and budgets (if you want to plan your meals, for example, they will not recommend you tourist traps)
- a walk in the town
- have a freshly baked travesseiro (pastry) at Piriquita (the link, by the way, is from a very good site about Lisbon and surroundings you may want to browse, because it is made by editorially independent locals who love our town)
- the castle and the two palaces are worth a visit too but you probably will have to choose: if 2 out of 3, skip Palácio da Pena; if one only, it really depends on your interests; if you drive up, be sure to go a little further, to Cruz Alta
Quinta da Regaleira
Chalet and Garden of the Countess of Edla (recently renovated, I still haven't been there after the renovation!)
driving tour on the backroads of Sintra (for example, the one that takes you to the
Capuchos Convent)
+
Cabo da Roca (westernmost point of continental Europe, also an extra dot on EBT and a place where they know what Eurobilltracking is)
Praia do Guincho
+
Azenhas do Mar is worth a small detour
this municipality doesn't have restaurants with the best quality/price ratio; for that, you'll be better off at the neighbouring Cascais and Oeiras, or of course Lisboa, if you find the right places, and I won't mind recommending you; I would book a table at
Páteo do Petisco for example (hard to find though)
finally, if you can afford it, anything done at the
Penha Longa Spa is guaranteed to be one the best spa experiences you can have in the entire world
then, in
Lisboa (in no particular order, and only the absolutely unmissable):
- Tram 28
- walking tour in Alfama
- fado at Mesa de Frades (after dinner, booking necessary; skip the dinner, which is very expensive and not worth the price; there are many fado houses and some of them will be more often recommended, but ths one has top notch singers together with being an outstanding place)
- Pastéis de Belém
- Oceanário de Lisboa (aquarium definitely worth a detour for a three hour visit)
If you're looking for items in any other category (museums, handicraft shops, music, whatever), feel free to ask, I'll be glad to give my opinion.