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-
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PATAGONIA
FEBRUARY 10 - FEBRUARY 16, 2026
BOOK NOW
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
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MOROCCO—SOLD OUT
APRIL 29 - MAY 7, 2025
SOLD OUT
Because we NEED to wake up in the Sahara Desert at least once in life, right?! This 9-day bucket-list Morocco adventure (March 2025) 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! $3699 (airfare not included). Booking live Oct 4!
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SALMON RIVER
AUGUST 12 - AUGUST 15, 2025
Private Event
Because no one needs 5 days without phones, reception, or responsibilities more than women in charge. Time to float, play, explore, and connect! FCK IT—let’s raft the Salmon River! 4 days of rafting, sandy beaches, gourmet meals, cocktails, and sleeping under the stars. Unplug and unwind with amazing women!
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JAPAN—SOLD OUT
OCTOBER 6 - OCTOBER 12, 2025
SOLD OUT
Because we NEED to sip martinis in Tokyo and hike the Japanese Alps together, right?! This 7-day adventure blends Tokyo’s electric energy with the peace of Nagano. Explore shrines, ride a bullet train, enjoy a 10-course food tour, and relax in traditional onsens. FCK IT—let’s go to Japan! $4199 (airfare not included). Booking live Oct 4!
A WORD FROM OUR RECKLESS OPTIMISTS
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"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.
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"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.