We live in boutique apartments instead of hotels or hostels to have that homely feel abroad. Our apartments are hand-picked to have comfort and privacy.
Our team will be curating all the local experiences and you can rely on them to help personalize your time in Portugal.
Travel hassle-free with the group and leave the transportation to us!
Sintra and Cabo Da Roca on a 4×4
Trek waterfalls in Gerês National Park
Now residing in Lisbon, Sharan will be curating all our local experiences along with our partners in Portugal. He’ll bring his love for food and wine to life in this one week journey across Lisbon and Porto.
Hailing from the Netherlands, Jolanda is our go-to person before and during the trip. She’s curating the community and coordinating logistics to ensure a smooth trip.
Up to 15 other inspiring creatives, designers, founders, marketers, and other professionals. Check out our Community Page to learn more about the type of people you can expect to meet in Portugal.
Unlike tour companies, we don’t just use a cookie-cutter itinerary for every trip. Each trip is unique and incorporates local events like summer festivals, markets, and the weather. We provide our curated schedules to the group a week before the trip, but here’s an outline of how we plan to journey through Portugal this summer!
Olá! Turn in that OOO notification at work and meet your crew at an outdoor terrace for a chill first night of getting to know each other. Drinks are in order.
Take the morning to acclimatize to Lisbon and its hipster coffee shops. Walk around town and make yourself at home. It’ll prep you for the 10+ courses you’re going to eat at different family-owned local restaurants around town in our Lisbon Food Tasting experience! Expect our local friends and chefs to join in.
Somewhere beyond the sea…lies Sintra, a charming town on the outskirts of Lisbon. We’ll visit the historic Moorish ruins and whimsical palaces in Sintra on a 4×4. After Sintra, we’ll take our wheels to Cabo Da Roca, the westernmost point of mainland Europe, and then onwards for a sunset over the ocean.
The morning is yours to explore – walk around the trendy streets of Alfama, take the old yellow trams, paddleboard in Praia Do Creiro, or grab a pastel de nata in Belem. In the evening, put on a summer dress and join us for a sunset out on the water. We’ll enjoy some blissful views of Lisbon, and yes, there will be wine!
Take the train in the morning to the wine capital – Porto. Settle into your new home, and meet up in the afternoon to learn how to make pastel de natas from scratch. To cap the evening, we have a beautiful sunset spot in mind.
Bordering Portugal and Spain, this national park is located 90 minutes from Porto. We’ll spend an adventurous day kayaking on calm waters, swimming around waterfalls, and savoring local food. We’ll stop at a local restaurant with amazing views of Rio Cavado, and visit the old village of Fafio to learn about Portuguese life in the countryside.
For those who want to relax, you can skip the national park and instead take the day to explore the amazing town of Porto!
Of course, save the best for last! The Douro region is known for its wine, so we’ll be hosting a bougie wine tasting experience as our farewell (guys – bring a linen shirt). We’ll briefly hike around the valley and eat our last meal together with bold wine in a stunning setting.
We’ve scouted high class boutique apartments in trendy neighborhoods in Lisbon and Porto. Each apartment has private rooms for all our members. Our goal is to live, eat, and drink in the neighborhoods we travel to – so we don’t do shared hotels or hostels. Here’s the type of apartments we stay at in Portugal:
Combine your journey with a week in Greece from Aug 28 - Sep 4 or a week in Croatia from Sep 4 - Sep 11, and we’ll cover your flight between cities!
Hands down this was the best group travel experience to date. Trust me this is much better than traveling with friends you know, because inevitably someone has to do all the planning and booking, but with OOO you basically cover your flight so you don’t have to figure out where to stay, what to do, where to eat, etc. My trip had 2 leads plus one fantastic local guide and all of them were reachable 24/7.
OOO takes the risk out of travel because every experience is very well vetted, the costs are reduced, there’s no hassle, haggling, or hidden fees. It’s a concierge experience from beginning to end and I will do it again in a heartbeat. 🚀