We’re beginning to plan our trip to Portugal, leaving in late October for nine nights in P. Here is our draft itinerary, all comments welcome:

Sunday Oct. 27: leave Montreal on Air Transat non-stop to Lisbon (only 5 hrs 30 mins, my kind of flight)

Mon: arrive Lisbon airport; Uber to Sintra, stay at Casa Miradouro. The plan: go slowly and enjoy Sintra, especially before and after the mid-day crowds. On the list: the gardens of Quinta da Regaleira, Moorish castle, Pena Palace park but not the palace itself (not interested—looks too K-Mart), and possibly Monserrate although we may have had enough gardens by this point

Tue: Sintra, more of above

Wed: Evora – leave Sintra by train, change in Lisbon and train to Evora, Albergaria do Calvario. Two nights in Evora. Wander through the old town and on Thursday…

Thur: Evora – take a tour to the prehistoric stone sites, perhaps by Ebora Megalithica?

Fri: Lisbon by train or bus from Evora, stay in Memmo Alfama. Question to Fodorites who know Portugal well: this is November 1, All Saints Day. Will train and bus schedules from a secondary city like Evora possibly be reduced?

The Lisbon plan: this is a toughie, the city looks like it has so much we would like to see and experience, but we like to move slowly in the morning if our lodgings are good, savoring morning coffee and all that, so we do not run from one site to another. Lots of choices. Here’s a beginning list:

--lots of wandering around the Alfama
--Gulbenkian museum and the modern art museum on the grounds
--tram 28 or, if it is jammed with people, tram 12 as a fall back; they both pass by the end of the little street where Memmo is located
--Belem, the Mosteiro and the maritime museum
--the Aljube Museum of Resistance
--Castelo Sao Jorge

Sat: Lisbon – work on the above plan

Sun: Lisbon – maybe go to the LX Factory Sunday market?

Mon: Lisbon—lots of things closed, don’t go to Belem on Monday, but the Gulbenkian is open

Restaurants in Lisbon: Here are a few I’ve taken from reading many forum TRs. We usually go for small informal places, sometimes family cafes, every now and then spring for a Michelin but we don’t like formal or long long dining extravaganzas (I recently read a review which said that the tasting menu at 100 Manieras lasts four hours. Good grief.) So comments welcome from all foodies:

--Restaurante Alma
--Cervejaria Ramiro for all things from the sea
--Bon Jardim for piri piri chicken
--the Ribeira/TimeOut market—what about this? Some people say its mobbed like Grand Central, others say it’s a great place to sample plates from different chefs
--some little places in the Alfama: Caso Serio, Taberna Sal Grosso, Aguilha no Paleiro

Thanks in advance for your ideas!

Museums- The Gulbenkian is an excellent museum, a gift from a wealthy immigrant, art collector, who settled in Lisbon. We also enjoyed The Tile Museum as Lisbon is covered in beautiful tiles.
I would put the beautiful Jeronimos Monastery with it's Manueline Architecture at the top of your must see list. There are several other historic sites nearby, along the river, Monument to the Discoveries, Belem Tower. All are in the Belem area of Lisbon.
You listed Bom Jardin. They serve Piri Piri, a very spicy African chicken. They have a take out window too.