PERSPECTIVE CHANGES EVERYTHING.

RETREATS

Our retreats are not about escaping life. They’re growth that makes you FEEL ALIVE.

  • 76% of our travelers return for a 2nd trip.

  • 98% of our ratings are 5 star.

  • Yes, they’re THAT good and this community is THAT incredible.

We don’t talk about expanding your perspective, we give you the chance to step up and do it.

Our retreats are designed for the decision makers and the day makers who crave to be a change maker and a risk taker. Say goodbye to the roles and responsibilities, set down the decision fatigue and release the pressure. The Reckless Optimists have got you. Our trips are rejuvenating, realigning, re-energizing, peak-life experiences designed to break routine, expand possibility, and surround you with the right people in the right places to create real transformation.

HOW WE CURATE OUR TRIPS FOR TRANSFORMATION-

  • Defining moments.

  • Shared experiences.

  • Meaningful connection.

  • No decisions. (We know our audience. Enjoy the ride- you deserve it.)

Our trips are called F*CK IT Trips for a reason.

Because fear/less growth doesn’t come from thinking about it.

It comes from doing it.

join the movement

All our bookings for all additional 2026 retreats go live mid-year with our email list being the FIRST TO KNOW!

Get on the list for exlusive retreats, events, and fearless growth tools.

PATAGONIA 2026 IS NOW OPEN!

GET ON THE LIST-

  • PATAGONIA

    FEBRUARY 10 - FEBRUARY 16, 2026

    Because we all need to drink whiskey chilled by glacial ice at least once in life, this 6-day Patagonia adventure is back by popular demand—our last one! Trek famous peaks, stay in 4-star hotels, savor Argentine cuisine, and explore stunning landscapes. FCK IT, let’s go! $4499 (airfare not included). Booking live NOW!

    F*CK IT - Let's go

    LEARN MORE

  • MOROCCO 2.0

    APRIL 27 - MAY 6, 2026

    Because we NEED to wake up in the Sahara Desert at least once in life, right?! This 10-day bucket-list Morocco adventure is packed with all the best—Marrakech markets, palaces, cooking classes, camel rides, and two nights glamping in the Sahara! FCK IT, let’s go! $4599 (airfare not included). Booking goes live September 19th at 12pm.

    LEARN MORE

  • CORFU

    SEPTEMBER 28 - OCTOBER 3, 2026

    A return to our first two retreats ever. One location. One big breath. One week to reconnect to you. This retreat is a full-body exhale and a reintroduction to the version of you that got muted under the pressure to hold it all together. When we lead people, we lose connection to ourselves. $4499 (airfare not included). Booking goes live September 19th at 12pm.

    LEARN MORE

A WORD FROM OUR RECKLESS OPTIMISTS

  • "I signed up for the retreat not knowing what to expect and walked away with an experience I never knew I needed. This trip was curated perfectly and it was such a relief to not worry about anything but showing up."

    Mallorie H.

  • "I cannot say enough how transformative the experience working with R/O is for anyone looking to step out of the formidable comfort zone. Go ahead, commit, make the time, you won't regret it."

    Robin J.

PREVIOUS TRIPS

TRAVEL CLUB. WELLNESS RETREATS.
AN ESCAPE FROM THE NOISE.

Whatever you want to call it, our retreats gather Reckless Optimists from all over the world in one destination to harness the power of collective energy, immerse ourselves in new cultures and perspectives, and seek JOY outside of our day-to-day lives.

  • PATAGONIA
  • SEDONA
  • ZION
  • BALI
  • TULUM
  • COSTA RICA
  • MOROCCO

PATAGONIA

SEDONA

ZION

BALI

tulum

costa rica

morocco