The OOO Club

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The OOO Travel Club provides 1-week group trips to help young professionals (25-40) make the most of their precious vacation time and create unforgettable memories with new friends.

Running away from our problems like…. 🏃‍♂️💨           Psst. And a very happy birthday to our co-founder .is.ooo 🎉
07/15/2022

Running away from our problems like…. 🏃‍♂️💨



Psst. And a very happy birthday to our co-founder .is.ooo 🎉

Sometimes you get lucky and meet people who help you capture your best moments. They’ll encourage you, no matter how shy...
03/31/2022

Sometimes you get lucky and meet people who help you capture your best moments. They’ll encourage you, no matter how shy you are and no matter your insecurities, to step into your moment and capture it for a lifetime. Ashwin is one of those guys.

Thank you Ashwin Khurana] , for bringing out the best in all of us. Since you usually shine a light on everyone else, it’s our turn to shine a light on YOU!



📸: Ashwin Khurana]

Morning yoga with the girls 🧘‍♀️
03/27/2022

Morning yoga with the girls 🧘‍♀️

If you’re sweating looking at this couple, you’re not alone!Although most of our travelers come solo, couples and friend...
02/13/2022

If you’re sweating looking at this couple, you’re not alone!

Although most of our travelers come solo, couples and friend duos are loved here and more than welcome!

Mariah and Jimmy - we love you and thank you for bringing all the good vibes to the club. If you see them on an ooo adventure, expect some deep talks and mad dance moves. Can’t wait to see you guys soon!

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It’s hard to describe what Porto feels like when you first see it. The city has a soul to it. It’s found in the food, th...
02/08/2022

It’s hard to describe what Porto feels like when you first see it. The city has a soul to it. It’s found in the food, the cobblestone streets, the music, the sunsets, and certainly in the wine. Take a walk through the charming old streets of Porto and fall in love with this place.

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Chances are, you probably hadn’t heard about Madeira before the pandemic. But now, there is a surge of nomads and travel...
02/05/2022

Chances are, you probably hadn’t heard about Madeira before the pandemic. But now, there is a surge of nomads and travelers going to the island. In fact, it was the biggest ooo trip in 2021!

There is a new buzz about Madeira with a younger (longer staying) group of travelers visiting the island.

Click on the link in our bio to see why Madeira is gaining so much popularity.

Thank you for an amazing 2 months Madeira. You know we’ll be back for all the hikes and ponchas. Until the next sunrise ...
01/31/2022

Thank you for an amazing 2 months Madeira. You know we’ll be back for all the hikes and ponchas. Until the next sunrise 😉 Ciao!

The Moroccan Expedition is about doing things for the first time - first time seeing the desert sky, first time eating t...
01/26/2022

The Moroccan Expedition is about doing things for the first time - first time seeing the desert sky, first time eating tagine, first time experiencing a hammam.

We’re excited to explore this land of contrasts in a 7-10 day journey. Join the expedition. Link in bio.

Muizenberg is famous for its long white beaches and colorful huts. Though it’s a suburb of Cape Town, it feels like it’s...
01/21/2022

Muizenberg is famous for its long white beaches and colorful huts. Though it’s a suburb of Cape Town, it feels like it’s own little surf town.

“Life is full of beauty. Notice it.”
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Cape Town | Mar 12 -19Cape Town is a special place for OOO. As one of our OG trips, it set the standard for what going O...
01/18/2022

Cape Town | Mar 12 -19

Cape Town is a special place for OOO. As one of our OG trips, it set the standard for what going OOO stands for - immersing in new cultures, listening to new perspectives, connecting with new people, and trying things for the first time!

Join us on this 7-day immersion of the Mother City as we hike, eat, dance, and discover.

A group so different in careers - techies, consultants, politicians, nurses, publishers, and funemployees - yet so simil...
01/17/2022

A group so different in careers - techies, consultants, politicians, nurses, publishers, and funemployees - yet so similar in their spirit for life.

Getting 20 people to say YES to an island they never heard of, to say YES to three challenging hikes, say YES to wearing all white for a sunset 😂 - our lives colliding like this was no coincidence.

We couldn't imagine a more appropriate way to ring in 2022 than watching Madeira's record-breaking fireworks with the people who made it all possible - our alumni. We raise our Poncha-filled glasses and cheers to you and how you’ve helped grow this community of kickass humans.

Say hello to the beautiful Maragarida, our Local Lead in Madeira! Born and raised in Madeira, she once left to travel th...
01/15/2022

Say hello to the beautiful Maragarida, our Local Lead in Madeira! Born and raised in Madeira, she once left to travel the world, but made her way back as nothing was sweeter than home. To have on our trip was like “having a cheat code to the city” (quote by ). She took us to her local pubs, showed us the best sunset spots, and we got to dine at her favorite restaurants. The Madeirans called us lucky to have 7 flawless days, but really we had Margarida!

She runs a store in Madeira called .madeira so if you find yourself on the island, drop by and say hi 👋🏼!

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Madeira | The Last of 2021We knew 2021 would be a difficult year to travel, but in reality, it was a lot harder than we ...
12/31/2021

Madeira | The Last of 2021

We knew 2021 would be a difficult year to travel, but in reality, it was a lot harder than we thought. Covid never really went away, country regulations kept changing, and it led to a lot of disruption and cancelations.

And yet, we’re here today, in Madeira, on our 8th trip of the year! We’re so proud and thankful for our team, our local leads, guides, drivers, hosts, chefs, and friends who made these unforgettable dream trips possible. And most of all, we’re thankful for these amazing humans who have trusted us and traveled with us several times this year, and who we now have the privilege of calling our ‘family’. We love you guys.

#2021

Tulum wasn’t in our plan for 2021, but when we had to pull out of Cape Town because of the pandemic, we decided to give ...
12/22/2021

Tulum wasn’t in our plan for 2021, but when we had to pull out of Cape Town because of the pandemic, we decided to give Tulum a shot and we’re so glad we did! It was an amazing week of building connection and giving thanks 🙏🏼

Our team has officially arrived in Madeira for the nye trip! Although this trip is full, there are limited spots availab...
12/21/2021

Our team has officially arrived in Madeira for the nye trip! Although this trip is full, there are limited spots available for the January workation. Ready to reunite with our alumni and celebrate this new year high in the clouds!

Some of the best Portuguese wine comes from the Douro region, which is a 1.5 hour drive from Porto. This winery is the 4...
12/18/2021

Some of the best Portuguese wine comes from the Douro region, which is a 1.5 hour drive from Porto. This winery is the 4th and final stop on our wine tasting experience in Douro 🍷. Excited to be back here in 2022!

“I wish my time in Tulum never ended. Now I have so many new friends around the world!” - Julian, Tulum ‘21What separate...
12/11/2021

“I wish my time in Tulum never ended. Now I have so many new friends around the world!” - Julian, Tulum ‘21

What separates a good trip from an unforgettable experience? The badass people who were strangers a week ago and are now holding your hand and jumping into a cenote. A vetted community of adventurers who become life long friends. A writer, a marketer, a consultant, an athlete - you continue to make these trips unforgettable 🙏🏼

Meet Kimaya, a Healthcare Consultant in the UK and avid traveler! As an OOO alumni,  joined the group in Madeira last mo...
12/01/2021

Meet Kimaya, a Healthcare Consultant in the UK and avid traveler! As an OOO alumni, joined the group in Madeira last month to test out working remotely for 2 weeks. Read about her experience here:

“My OOO Workation in Madeira couldn’t have been more perfect - waking up to a beautiful view, working from the luxury villa, and ending the workday with local cuisine or sunsets followed by a weekend of roadtripping and hiking. It was a different twist on travel as compared to my OOO Vacation to Cape Town, yet both left me with nothing less than lifelong memories.

Exploring a new city with The OOO Club is such a special experience - the right mix of leisure, adventure, and fun with a group of people that you end up considering as family by the end of the trip, leading to new friendships. I love that each curated experience focuses on really getting to know the local culture with a sense of comfort. Highly recommend!”
Can’t wait to adventure with this one again soon! 🚗

WHY IS MADEIRA A GREAT PLACE TO WORK REMOTELYMadeira is going to become a digital nomad hotspot over the next few years....
11/30/2021

WHY IS MADEIRA A GREAT PLACE TO WORK REMOTELY
Madeira is going to become a digital nomad hotspot over the next few years. The island has attracted younger, longer staying, remote workers since the pandemic began, and here’s why these workers are flocking this Atlantic island:
1. Great Weather - Madeira has mild temperatures with plenty of sun year round, so when it gets cold in Central Europe in the winter, Madeira is a great spot to be
2. Robust Infrastructure - the internet is surprisingly fast! When we tested out Madeira for WiFi, we found strong networks everywhere. 50+ mbps speeds are common, and even some remote hikes had perfect cell phone reception. Your zoom calls won’t get affected.
3. Hiking - close your laptops after work and head to a sunset hike to end the day. Some of the best hiking we’ve done has been in Madeira. Sunrises and sunsets are such a great pre or post work detox.
4. Food - if you like seafood, you will love Madeira. There is no shortage of local inexpensive meals as well as Michelin starred fine dining restaurants. The scabbard fish with banana is a must-do. Pair it with some Madeiran wine and you’re all set.
5. Connected Flights - there are already direct flights from London, Berlin and mainland Portugal. New direct flights are being added from different destinations next year. In fact, the first direct flights from NYC started today!
Check out the community The OOO Club is traveling to Madeira with from Jan 15-30. Reach out through our link in bio to learn more!

Beyond Borders - the desire to challenge ourselves, conquer our fears, do something different, experience something new....
11/27/2021

Beyond Borders - the desire to challenge ourselves, conquer our fears, do something different, experience something new.
A lot of questions, challenges, doubts and fears will come our way next year, just like they did this year. But we’re ready. Ready for a new challenge. Ready to say YES, again!
The inspiration we take is from all the travelers this year who conquered their fears in the face of uncertainty, and showed us that these beautiful moments are still possible.

2022 Trips are now live! We’re introducing 3 styles of trips next year:💻 Workations ATW - for the workers who want to st...
11/26/2021

2022 Trips are now live! We’re introducing 3 styles of trips next year:

💻 Workations ATW - for the workers who want to stay longer and redefine their WFH. This series will kickoff in Madeira and travel to Bali.
🦁Expeditions ATW - for the adventurers who love being out of their comfort zone. More daring and travel deep intro a country’s heartland. Bolivia, Morocco, and Kruger are on the books.
🏝City Immersions - for the relaxed vacationers who want to immerse themselves in local culture, discover local cuisine and leave with more local friends to come back to. Explore Cape Town or one of the European destinations.
Early Bird 🦅 sign ups are now open for $150 less. Apply now and get your 2022 travel plans going!

Happy thanksgiving week everyone! We’re grateful for all the travelers we’ve met this year who trusted us to take them o...
11/23/2021

Happy thanksgiving week everyone! We’re grateful for all the travelers we’ve met this year who trusted us to take them on an adventure and brought all the good vibes to this community 🤙🏼. Getting ready to release the 2022 itinerary on Thursday! Stay tuned for more expeditions!

Weekend hikes in Madeira!Our workation crew in Madeira spent the day hiking at Ponta De São Lourenço, the very east side...
11/08/2021

Weekend hikes in Madeira!
Our workation crew in Madeira spent the day hiking at Ponta De São Lourenço, the very east side of the island. Nice to shut off our laptops and enjoy another day exploring the island!
Spots for the next Madeira workation (Jan 2022) will open on Nov 20th. Stay tuned!

Always the best time drinking micheladas on a gondola with el mariachi loco in the background! Mexico City Part  #3 is o...
11/01/2021

Always the best time drinking micheladas on a gondola with el mariachi loco in the background! Mexico City Part #3 is off!

Cenotes: the hidden gems of Yucatán. If you are brave enough to explore beyond these natural swimming holes, you will fi...
10/22/2021

Cenotes: the hidden gems of Yucatán. If you are brave enough to explore beyond these natural swimming holes, you will find a large number of unexplored caves.

The rest of us, however, will be up top, unleashing our inner Tarzan and Jane waiting for you 🙃

The Tayrona National Park is a jewel of Colombian nature. This mini Jurassic Park contains a luscious jungle teeming wit...
10/15/2021

The Tayrona National Park is a jewel of Colombian nature. This mini Jurassic Park contains a luscious jungle teeming with monkeys, birds and insects. Go past giant round boulders and you will arrive at the white-sand beaches and azure waters of the Caribbean.
After 7 days of enjoying the bustling city of Medellin, will head to Santa Marta to experience this picturesque beach town.

Hiking, swimming, and relaxing are our only tasks for the day ✅✅✅

10/07/2021

🇨🇴💃  NEW DESTINATION: COLOMBIA 💃🇨🇴

Join us in our first ever trip to Colombia, Nov 20 - 27! Our Colombian lead, , will show us around her beautiful home country and take us to all her favorite local spots.

We'll stay in the bustling city of Medellín, home to the fascinating Parque Arvi, Antioquia Museum, and vibrant nightlife. This city of eternal spring boasts great weather year-round and lends itself perfectly for an immersive experience in Colombian culture.

If you are craving some more adventure, follow us to Santa Marta from Nov 27 - 30 for some well-deserved coastal time ☀️

One of our favorite experiences in Mexico City is to watch the sunriseover the Teotihuacan pyramids on a Hot Air Balloon...
09/28/2021

One of our favorite experiences in Mexico City is to watch the sunrise
over the Teotihuacan pyramids on a Hot Air Balloon
Teotihuacan is an ancient mesoamerican city with blurry origins, containing features from different cultures, including the Mayan and Aztec
We start our day early in the morning to watch the sunrise on a hot air balloon. Then we hike the Pyramids of the Sun and Moon.
Get your blessings on top, visit the Temple of Quetzalcoatl (The Feathered Serpant), and learn about the
dangerous games played in the courtyard. This is a day you won’t want to skip 🙌🏼

See you later Europe ✌🏼. We were lucky to have 4 amazing groups and warm  sunny weather (for the most part!). Time to sw...
09/25/2021

See you later Europe ✌🏼. We were lucky to have 4 amazing groups and warm sunny weather (for the most part!). Time to switch playlists and turn on cumbia, salsa, bachata 💃🏻

Mexico City, see you in a month! 🇲🇽

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San Francisco, CA

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Our Story...

The Out Of Office Club is striving to build community of like-minded professionals who have the zeal to travel and explore different cultures. Our goal is to take out the hassle of planning, coordinating and finding the right travel companions. Because our company was built for working professionals by working professionals, we understand that taking off months together from work may not be possible, but taking off a week at a time - maybe even multiple times a year - definitely is! We are passionate about curating an experience that will create memories for a lifetime but most importantly where you can make most of your Out Of Office time. Trust us, we know how important those vacay days are!