This is a long overdue post of our itinerary to Portugal from our trip over the summer. I had finished more than half of this post but never got around to completing it. Since I have a bit of time and with summer just a couple of months away, this is probably the ideal time to finish it since it people are likely in their planning stages at the moment.
Day 1: Arrival
We departed Chicago O’Hare at 10:48 pm on June 24th and were set to arrive at Frankfurt, Germany at 1:50 pm. Since we booked business class on Lufthansa using United MileagePlus miles, we got to enjoy the Polaris Lounge in Chicago as well as the Lufthansa Business Class Lounge in Frankfurt. You can read about the Polaris Lounge here and the Lufthansa Business Class Lounge here. Our layover in Frankfurt was over 7 hours so having access to the amenities of the Lufthansa Business Class Lounge was extremely helpful. We didn’t arrive in Lisbon until after 11:00 pm. Once we arrived, we walked over to the Hertz counter and my car was ready for pick up in the adjacent parking lot. There wasn’t a line (presumably due to the late arrival) and everything was straight forward. We drove to the Holiday Inn Express where we would spend the night before driving about 3 hours south to the Algarve region early the next morning.
Day 2: Lagos
We arrived in Lagos around 1:00 pm and decided to go straight to our hotel, Cascade Wellness and Lifestyle Resort. This was an amazing property which deserves a review in itself and I’ll get to that. Since they had a room available, they allowed us to check in early and greeted us with complimentary tropical beverages. The property has a gate that leads you to a walking path right along the cliffs. Just for its proximity to the cliffs, this resort was worth it.
If you do walk the trail along the cliffs, please don’t get yourself too close to the edge. There have been people who fell to their deaths when they were taking selfies and lost track of the distance. The water below has jagged rocks and it will do some serious damage. Once we were done with the hike, we took a short drive to the colorful town of the Lagos that was about 10 minutes away.
The town of Lagos was one of my favorite small towns in all of Europe. There’s a nice vibe during the summer and everywhere you look, you’ll see the summer colors and unique paintings and patterns on tiles and on the facades of many buildings. Painted tiles are a huge part of Portugal’s artistic history dating back several hundred years. There are other cities in Europe that incorporate it within their architecture but none do it as effortlessly as Lagos. Even their walking paths are tiled (this can get a bit tricky when it rains though).
Several of the restaurants in Lagos offers outdoor seating and the summer months are perfect for it. And speaking of restaurants in Lagos, there is one thing you should know when eating out. When the waiter or waitress puts bread and butter on your table, this is not a complimentary appetizer. It’s common practice within the U.S. that if you are brought bread/butter, tortilla chips with dip, or anything else that you didn’t order to your table prior to having your meal served, it’s a complimentary item that you don’t pay for. In Lagos, if you consume the bread and butter, it will be added to your check. If you don’t eat it, it’s omitted. They probably make a killing with thousands of tourists not knowing any better until they get their check. And if you finish the serving of bread, they will bring more, you might eat more, and that’s another easy 5 euros for them. Don’t be gotten.
Day 3: Lagos
Our third day in Lagos was one which I was really looking forward to since I had booked a kayaking tour that would allow me to kayak around the rock formations and cliffs that the Algarve region of Portugal is known for. Since my wife was well into her pregnancy at this time, she wasn’t able to go so I booked the morning tour which would also allow her to sleep in. This tour only had kayaks for two people and both spots in the kayak had to be filled. Since I was solo, they partnered me with another person who was also solo (if you’re reading this, thanks for being a great partner Stephanie. And sorry for hitting your head with the paddle.) If you find yourself in the Algarve region, I highly recommend doing the kayaking tour. If you’re worried about bringing your phone on the kayak, get a waterproof pouch or bring a GoPro and a GoPro mount. The picture opportunities you will get here are postcard-worthy.
The entire tour takes about 2 hours with a stop on a remote beach in between. You kayak with the tour guide going one-way and there’s a boat that tugs everyone’s kayak back for the return. Wear plenty of sunscreen as you will likely have non-stop sun exposure during the tour.
Later on in the day, we decided to visit the beaches in the area. The one that really stood out was Camilo Beach. Crisp clean water, beautiful scenery, and plenty of space to lay your towel on the sand and just relax. The water was a lot cooler than I had expected but that was not going to deter me from getting in. There is a parking lot available if you want to get to Camilo Beach but the spots get taken pretty fast. Once you park, you have to walk down several flights of wooden stairs but the views from atop are spectacular.
Once we wrapped up our day at the beach, we stopped by the town of Lagos for dinner and it was back to the hotel to prepare for the following day.
Day 4: Lagos and Lisbon
Our rental car was due back at the Hertz at Lisbon Airport by 10 pm. This gave us the morning and early afternoon to check out the rock formations of Ponta da Piedade in Lagos. There is a parking lot that can fit many cars (though it likely will fill up fast during peak season) and you can take several flights of stairs down near the water.
I decided to take a hike up one of the “mini peaks”. There is only room for 3-4 people but it’s so worth it for the views.
Ponta da Piedade was our final stop in the Algarve region of Portugal. Now it was time to drive up north to Lisbon and see what that beautiful city had to offer.
Lisbon
When we arrived in Lisbon later that afternoon, there were overcast skies and a few ominous looking clouds. We thought it would be pretty blah type of day. Fortunately, the clouds moved on and there was sunshine just a couple of hours after we checked into our hotel.
This gave us the opportunity to explore outside our hotel and walk around the city. There is no better way to get a flavor for a city than doing it on your feet. We walked on Av. da Liberdade and just kept going and going. The further we went towards the shopping district, the more it felt like the Las Ramblas area of Barcelona, Spain. Since the World Cup was ongoing and Portugal was still alive (this would change in a few days), there was a vibrant and festive atmosphere no matter where you turned in Lisbon.
While we were walking through Av. da Liberdade, we ended up taking a few turns that led us to a trendy shopping area called Baixa. This neighborhood had excellent shopping, dining, and chic hotels and lounges.
We found a hotel called Hotel do Chiado and on the 8th floor, they had a rooftop lounge called Entrentato. No reservations were needed and there was plenty of seating available. The views of the city and red terracotta roofs were awesome. 
If you find yourself in this area check out Entretanto. Baixa also has a historic elevator called Santa Justa Lift that you can experience for 5.30 euros. It takes you to the top and gives you panoramic views of the city from a slightly different perspective. We did not do this since the wait time was over an hour and the rooftop lounge took care of the views we were looking for.
Day 5: Lisbon
The first thing on the agenda for today was going to a place called Pasteis de Belem and have their famous custard pastries. You will find imitators throughout Lisbon but this place is the original. They’ve been churning out their famous custard pastries since 1837. If you come to Lisbon, you cannot leave without visiting this place. You just can’t.
Once we were done eating, we took a walk around the area to see some interesting points of interest. First among them was Jeronimos Monastery. Construction on this building started in 1501 and was not finished until about 100 years later. If you’re into Gothic architecture, this building is a classic example of Portuguese Gothic architecture which can be found all over Lisbon. Jeronimos Monastery is a UNESCO World Heritage Site.
After walking around Belem, we took a 15 minute Uber ride to the neighborhood of Bairro Alto upon the recommendation of locals. Bairro Alto is known for its sloping and cobblestone streets, tiled buildings, and colorful facades. 
This quarter of the city was one of my favorites and really what I envisioned what Lisbon would be. It had a unique charm and it felt like it wasn’t trafficked by as many tourists as Baixa and Belem. There were plenty of cafes, restaurants, and local shops. Walking was easy going downhill but uphill was occasionally a struggle. Your best bet is to walk downhill and take the trolley going back up.
As we kept walking, we recognized some of the places we had been to the day before and didn’t realize initially Baixa was adjacent to Bairro Alto.
Many Portuguese restaurants in Lisbon serve ceviche which is raw fish cured with citrus juices and spiced with peppers and other seasonings. Since this was my first ever trip to Portugal, I didn’t want to take a chance on ruining my stomach so I avoided ceviche but it is a local favorite.
Day 6: Sintra and Lisbon
Sintra is a small town about that’s about a 45 minute Uber ride from Lisbon and is home to the Palace of Pena. If you’re in Lisbon, I highly recommend taking the trip to this part of Portugal and experiencing the Palace of Pena for yourself. It is a UNESCO World Heritage Site and was completed in 1854. It served as the home for Portuguese royalty until the late 19th century and was converted into a museum in 1910. The Palace of Pena has a facade that’s composed of vivid colors and architecture that incorporates Romanticism, Neo-Gothic, and Neo-Renaissance. If you are going to visit, I highly recommend not driving to Sintra! The roads are very narrow to go up the hill and parking is almost non-existent. Uber or Taxi will drop you off near the ticketing office. If you haven’t purchased your tickets online, you can do so from the ticket windows. Tickets to get into the Palace of Pena cost 14 euros for adults, and 12.50 euros for children and seniors. From there you can take the arduous 1 km hike up to the castle or you can pay 3 euros to take the shuttle. We took the shuttle and I don’t regret that decision one bit. Everyone we saw walking up the hill looked winded and tired. 
They also have a cafe on the premises as well as a souvenir shop. You should budget at least 2 hours here and possibly more if you’re a really detail-oriented person. When you’re outside on the Arches Yard, you get a beautiful panoramic view of Sintra and other points of interest such as the Moorish Castle.
When you’re exiting the Palace of Pena, you take the same shuttle that bought you there and it will drop you off near the ticketing area. The shuttle runs once every 15-20 minutes. Cars are not allowed to pick up passengers in this area. To get down to the town of Sintra below, we paid 10 euros for a ride on a tuk-tuk. Sintra itself is a small quaint town with nice restaurants, cafes, shops, and really nice vibes.
Once we were done walking around Sintra, we took an Uber back to Lisbon. Portugal’s soccer match vs Uruguay was going to start shortly and we did not want to miss the various viewing parties that were occurring throughout Lisbon.
Lisbon
At this point, Portugal was down 2-1 to Uruguay and you can see the look of consternation on the faces of many Portugal fans as the clock keeps ticking away. I wanted Portugal to win badly so I could witness the euphoria of fans who genuinely live and die with soccer every year. It just wasn’t meant to be and the atmosphere around Lisbon went from festive to somber as the final seconds ticked off the clock. The build-up leading up to this game was incredible and witnessing fans slam tables, curse at the TV, and explain to their friends why Portugal sucked, I knew exactly what they were going through. In a sense, it was comforting to know that the same type of behavior I exhibit when the Bears, Bulls, Blackhawks, or Cubs are playing terribly is universally practiced. Once the game ended, my wife and I got dinner and called it a night. Our flight back to the U.S. was early next morning so getting sleep was definitely on our minds. This concluded our memorable trip to Portugal.
Recap
We tried to fit as much as we could into a 6-day itinerary to Portugal. Although we didn’t get to visit it this time, we hope to visit the city of Porto the next time we visit Portugal. For us, it came down to Lisbon plus either Algarve or Porto. Since there would have been some overlap with Porto and Lisbon, both being proper cities, we decided to skip Porto this time and visit a region that was completely different from either. Lisbon and Algarve have not been overrun by tourists the way London, Barcelona, Amsterdam, and Rome have. If you are planning to go, do it before Europe’s best-kept secret is no longer a secret. As always, thanks for reading.
I’ve been asked if I bought my 5-month-old to this park and the answer is no. Since the steam vents emit sulfur dioxide and hydrogen sulfide gas, I did not want to expose my son to potential lung irritants. If you’re pregnant, have heart problems, asthma, or COPD, it’s probably best to avoid the steam vents at Hawaii Volcanoes National Park.
Miles for places 