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Dare more.Together.

The best conversations happen on the road.

Not at networking events, not on calls, not in a group of three hundred. They happen while cooking, in the car, on the way to the beach, when everyone lives under one roof and nobody has to leave again by nine.

So that is what I organise: workations for a small group, plus a small WhatsApp circle for the time in between. No programme to work through. A house, a group, and everyone goes all in.

Alongside our own trips, trips with partners are taking shape. More on that when the time comes.

It started on Lombok.

May 2026, five weeks, a small circle. During the day everyone worked on their own thing: clients, deadlines, an ordinary week with a better view. In the evening there was always someone at the table. Those evenings turned into nights on Rinjani, days on a boat between the Komodo islands, and conversations that normally take years. After two weeks it was clear there would be a second trip.

The whole Lombok trip
  • View from an aircraft window onto a volcanic cone above the haze
  • Aerial view of an island with a turquoise reef in deep blue sea
  • The curved bays of Padar island in the first morning light
  • The group on the summit of Padar, the bays in the morning light behind them
  • Wooden loungers on a terrace above the water, forested hills behind
  • A long table laid for dinner on the boat deck, the islands behind it
  • A Komodo dragon lying in the shade on dry ground
  • The group at the entrance sign of Komodo National Park
  • The summit sign of Mount Rinjani at 3,726 metres, the crater behind it
  • The group hiking across a plateau, mountains and clouds behind
  • Tents on a grassy ridge above a sea of clouds, the volcano behind
  • The camp at night, head torches in the blue dusk
  • A sea of clouds below the camp, the night sky above it
  • Silhouettes on the crater rim of Rinjani before sunrise
  • The turquoise crater lake of Rinjani with the volcanic cone at its centre
  • An espresso machine in a van converted into a cafe
  • A breakfast bowl with dragon fruit, banana and granola on a wooden table
  • The group cooking with locals under an open wooden pavilion
  • Palm trees above a bright green rice field
  • A banner reading: A bad day in Lombok is still better than a good day anywhere else in Bali
  • An infinity pool in the morning, Rinjani rising above the forest behind it
  • Silhouettes on the hillside against the sunset over the sea
  • Sunset behind a forested ridge by the sea

The person behind Dare Together is me, Simon.

I am building my own web studio and work from wherever I happen to be. I started Dare Together because I did not want to choose between work and travel, and because I was looking for people who see it the same way. On Lombok that worked for the first time.

I find the villa, put the group together, coordinate the booking. And then I fly along and live the weeks the same way everyone else does. This is not a tour operator business, and it is not meant to feel like one.

Simon working on a laptop at a table overlooking the sea

Winteris coming either way.

Applications close on 15 November 2026. After that we plan with the people on the list.

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