THE RECKLESS OPTIMISTS IS A CONNECTION COMPANY.
Our goal is to help people expand and meet their potential through the power of human connection. A huge factor in our community’s transformation? Perspective. From the people to the destinations, perspective shows us what’s possible.
Our motto - Rather than talking about how to expand your perspective, or writing about how to connect to the next version of yourself- we give you the chance to STEP UP -- AND DO IT.
Our trips change people- but not in the way basic retreats do.
We curate experiences for peak life moments. When you let go of certainty and embrace possibility, surrounded by the right people in inspiring places that take courage to get to, transformation occurs.
We call our trips F*CK IT trips for a reason.
Bucket-list experiences require you to step up, and go for it. So stop waiting for the life you want and say, “F*ck it, I’m going to start living it NOW.”
BOOKINGS GO LIVE OCT 4th 2024
PATAGONIA
MARCH 8 - MARCH 14, 2025
ADVENTURE X CULTURE
HOSTED BY BEX FRUCHT
Because we need to drink whiskey chilled by the ice of a glacier once in our life and be able to tell our grandkids we trekked to the most famous peaks in The Andes, right?!
Back by popular demand… This is the trip of a lifetime. Patagonia is truly beyond words and we’re covering all the bases— from adventure to culture to history to exploring some of the most breathtaking landscapes in the world. This experience is truly transformative— It’s basically like David Attenborough is narrating your internal dialogue as you take it allllllll in. 2025 will be our *LAST* PATAGONIA retreat for the foreseeable future. This will be our fourth trip there, and we have everything DIALED.
FCK IT - Let's go to Patagonia!!!
7 days in Patagonia, Argentina
Stay in double-occupancy 4-star boutique hotels (single occupancy available at booking while rooms last)
Soak in the culture while strolling through artisanal shops in the towns
Enjoy incredible Argentine meals (and local Malbec, on Malbec, on Malbec, if that’s your thing)
Drink whiskey chilled by the ice of one of the world’s most famous glaciers (good luck acting normal after you experience something like that!
Trek ON the Perito Moreno glacier because Reckless Optimists don’t just look— we DO. (These reservations are made a year in advance and are extremely limited, most “normies” view the glacier from the viewing lodge)
Take in the beauty of a full-day 17 mile hike to Laguna de Los Tres with the most breathtaking views.
Activity level 8/10
Learn and explore with the best local guides in the biz
Disclaimer: This trip is designed with a high activity level and this retreat does not include pre-programmed BurnMVMT workouts or self-work workshops. (Trust us, you won’t need additional programming with the trekking + adventuring schedule!) However, the experience on its own will be the catalyst for the expansion that you need.
Booking goes LIVE on October 4th at 12:00pm PST.
$3999 per traveler
*Airfare and other travel expenses not included
MOROCCO
APRIL 29 - MAY 7, 2025
EXPAND X ENTICE
HOSTED BY JESSI DULEY
Because we NEED to wake up in The Sahara Desert at least once in our life, RIGHT?!
NEED.
This is an absolute BUCKET-list trip that we simply couldn’t wait another year to take! The very BEST of what Morocco has to offer and it’s all taken care of.
Every. Single. Detail.
A mix of 3 to 4 star hotels, all meals, all transportation, all the culture guides, ALL OF IT- you just show up and ENJOY! GAHHHH! We cannot wait to experience this one with you!!
FCK IT- Let’s go to Morocco!!!
9 days in Morocco
Stay in double-occupancy 3 to 4-star boutique hotels (single occupancy available at booking while rooms last) **Given the size of the villages we’re visiting, some accommodations have a rustic charm. This is highly culturally immersive— and we wouldn’t have it any other way!!
Explore palaces, mosques, and the vibrant markets of Marrakech
Enjoy traditional Moroccan meals and a Moroccan cooking class
Head out to the breathtaking landscapes outside the city and explore the ancient city of Dades, complete with a traditional tea ceremony and mint tea-making class at a local family farm
Hike the incomparable Dades Valley and Canyons (think red rock canyons) Activity level 5/10
Relax in Hammams because , OBVIOUSLY.
Because we NEED to do this once in our lives: Wake up in the SAHARA DESERT! Enjoy the once in a lifetime opportunity to spend two nights glamping in the Sahara Desert (yes, white safari tents and fabulous traditional Moroccan meals)
Sunset camel rides- again, obviously.
Visit the world famous UNESCO Heritage Village of Ait Ben Haddou (helloooo Gladiator and Game of Thrones!)
Booking goes LIVE on October 4th at 12:00pm PST.
$3699 per traveler
*Airfare and other travel expenses not included
SALMON RIVER
AUGUST 12 - AUGUST 15, 2025
WOMEN’S LEADERSHIP *PRIVATE EVENT*
RESET X RECONNECT
Because no one needs 5 days without technology, no phones, no reception, and NO responsibilities more than women in charge— time to float, play, explore, and connect.
FCK IT - Let’s raft the Salmon River!!!
4 days rafting with the best guides in the business (my personal favorite and friend of 10 years is leading the way!)
Enjoy the sandy beaches and warm water of the Lower Salmon River in Idaho
Gourmet catered meals for every meal, signature cocktails, and everything in between.
This is time to slow down, unwind, unplug, and connect with likeminded women.
Stay in unlimited star accommodations…aka sleeping under the stars and waking up on the riverbanks
Disclaimer- Because this is a private event we are hosting for an outside group, additional details are reserved for participants only.
If you’re interested in having R/O plan or host a retreat for your team or group- reach out! We love curated experiences for humans and we’d love to talk shop!
JAPAN
OCTOBER 6 - OCTOBER 12, 2025
DYNAMIC X DEPTH
HOSTED BY JESSI DULEY
Because we NEED to drink a martini in Tokyo and then hike in the Japanese Alps together, RIGHT?!
Embark on a captivating 7-day journey from Tokyo to Nagano, seamlessly blending urban exploration with serene mountain retreats. While we know there are so many itineraries we could have put together for Japan- too many to choose, really- we curated what we feel is the heart of Japan. A harmonious fusion of metropolitan energy and alpine tranquility. Intriguing, enchanting, peace, perspective, wonder and awe! We encourage travelers to stay and explore more areas of Japan after the retreat on your own…when in Japan…
FCK IT - Let’s go to Japan!!!
7 days in Japan
Stay in double-occupancy 4-star hotels (single occupancy available at booking while rooms last)
Drink martinis in Tokyo. No explanation needed.
Explore the city including historical Asakusa, Shibuya crossing, Meiji Jingu shrine and drop into the culture in Harajuku.
Wander the back streets and hidden gems of Yanaka, one of Tokyo’s last traditional districts, while enjoying a 6-stop, 10-course food tour and traditional tea ceremony.
Ride the Shinkansen bullet train from Tokyo to Nagano! A bullet train!
Enjoy the tranquil ambiance of Nagano, a town nestled in the Japanese Alps, where the cultural significance permeates the crisp mountain air.
Explore the removed landmark of the Zenko-ji temple. A historical legend, spiritual haven and architectural showcase.
Discover Nagano’s traditional charm and enjoy the shops of Nakamise street.
Hike to 5 breathtaking shrines on the Togakushi Trail at the bast of Mt. Togakushi, including the red tori gates of Zuishinmon.
Because what retreat is complete without a spa afternoon? Indulge in the therapeutic waters of historic ryokans and soak in the traditional Togakushi Kamitsuge onsen.
Partake in a traditional Japanese izakaya farewell dinner back in Tokyo.
Disclaimer- Please not that Japanese cuisine frequently uses ingredients with animal products and/or gluten. For the included meals, vegetarian, vegan, and gluten free diets CANNOT be accommodated.
Booking goes LIVE on October 4 at 12:00pm PST.
$4199 per traveler
*Airfare and other travel expenses not included