In late September, Southern Portugal is typically warm, dry, and sunny. Expect a Mediterranean climate with average daytime temperatures between 79-82 degrees and nighttime temps between 62-64 degrees.

Sintra tends to be about 5 degrees cooler than Lisbon due to its higher elevation and Atlantic breeze.
 

There is typically very little rain, if any.

Daytime:

• Clothes for warm weather, like sundresses, capri pants, or shorts

• Comfortable walking shoes (tennis shoes or sandals). 

• Hat, sunglasses, and sunscreen

• Bathing suit, cover-up, and flip-flops

• Waterbottle 

• There is VERY little rain in Southern Portugal in September; however, if you want to pack a raincoat here is a lightweight one that I like for travel because it has a hood.

Evening:

• Nice pants and a blouse, skirts or dresses. 

• Dressy pair of shoes/sandals for nicer dinners.

• Pashmina or a light cardigan for outside evening dining.

• Casual clothes for less formal dinners

• All hotels will have shampoo, conditioner, and lotion, but if you prefer to bring your own, please remember that if they are in your carry-on luggage, they need to be in 3.4oz/100ml containers inside a 1-quart size clear bag. Exemptions include liquid medications. Read here for more details.

• Hotels will also provide hair dryers. If you bring a hair tool, please make sure it is dual voltage and bring a European plug adapter.

• Remember to bring enough prescription medications and/or vitamins to last for the entirety of your trip. I like this color-coded pill box.

• Pack ear plugs, an eye mask, and a neck pillow in your carry-on for the plane. I also recommend a cozy pair of socks if you aren’t wearing any already to keep your feet warm and comfortable.

• Melatonin or Good Day sleep chocolates can be helpful for sleeping on the plane and after arrival.

• No-Jet-Lag Tablets can help mitigate the effects of jet-lag.

• Good Day energy chocolates and peppermint essential oil can help you stay awake after you land.