Craving a retreat that doesn’t require a passport? Montauk is
calling
The Art of
Badassery
Picture yourself in Montauk for 4 soul-nourishing days, surrounded by ocean air, kindred spirits, and space to recharge your body, mind, and mojo.
The Art of Badassery Retreats bring together like-minded women ready to level up their mind, body and spirit wellbeing.
Every day of the retreat will be filled with opportunities to fill your cup with self care in order to reduce stress levels and introduce healthy habits you can take with you when you leave.
The retreat will be hosted at Sole East Resort, a boutique hotel just minutes from the beach, to town, and with its own laid-back luxe vibe.
You will learn science-backed strategies to help you feel strong in your body, zen in your mind, and like a Sensei in your spirit.
Retreat
Programming
From dreaming up future versions of yourself to strategies on health, wealth, relationships and fulfillment, you’ll learn and discuss The Art of Badassery framework and how to incorporate it into your life. The mind is a powerful tool, and often under-utilized. So, let’s enter the proverbial dojo and let’s get to work!
If you haven’t found your groove in meditation yet, Jenn will introduce different styles of meditation that include Ki (life force energy) Breathing, walking meditation and guided meditations to help you unwind and reset your nervous system. Your brain and body will thank you for bringing it back to it’s natural rhythms by reducing the stress hormones in your body.
In true martial arts philosophy, Jenn will guide you through forms of both yin (restorative) and yang (active) exercise sessions. You’ll learn how to punch, kick, knee and elbow your way out of a fight. And you’ll stretch your muscles and practice self care that will set you up for a balanced, healthy and fit lifestyle. You’ll leave with an arsenal of new martial arts inspired moves!
DATES: October 12th to 15th, 2025
Sample
Day 1: Sunday
- Arrival + Welcome Dinner:
- Welcome to Montauk—where the pace slows and the breath deepens.
- After checking into your room at the serene Sole East Resort, take some time to settle in and exhale.
- We’ll officially kick things off with a beautiful welcome dinner to connect, unwind, and set intentions for the days ahead.
Day 2: Monday
- Mindful Movement + Mojo Activation:
- Nourishing breakfast
- Martial arts–inspired movement, meditation, and mindset practices
- Light movement session to re-center and re-energize
- Group dinner at Sole East + fireside conversations under the stars
Day 3: Tuesday
- Deep Dive + Black Belt Energy
- Energizing breakfast
- Beach walking meditation + high-vibe mindset programming
- Lunch off-site + spacious downtime Black Belt Ceremony — a powerful rite of passage
- Celebration dinner to honor your growth and transformation
Day 4: Wednesday
- Integration + Farewell
- Final morning of movement, meditation, and grounding practices
- A farewell brunch to close the circle, reflect, and prepare to re-enter the world refreshed, recharged, and reconnected
Start Your Journey
Ready to dive in, fill your cup and become the badassest version of yourself … once and for all?
Prioritize your wellbeing so you can show up with energy and confidence while feeling steady and grounded in 2025 and beyond.
Join us for The Art of Badassery Retreat in Montauk, NY from October 12th - 15th, 2025.
Pricing for the retreat is as follows:
Want to enjoy the comfort and privacy of your own room with a King bed?
The cost is $2650.
Coming with a friend and want to share a room with two double beds?
The cost is $2250 for each person.
***If you would like to share your room and receive a discount, you must find your own roommate.
Early bird discount! Save $150 by registering by August 1st.
To reserve your spot for this 3 night retreat, make your deposit of $500 before spots fill up!
*This is a non-refundable deposit and will save you a room at Sole East.
The balance will be due September 12th.
Reach out if you’d like to set up a payment plan.
Just click the button and enter your regular details. You’ll get everything you need by email!
Your
Host
Jenn Cassetta is a fierce advocate for women’s wellbeing and has been on a 25-year-long mission of helping women feel strong, safe and powerful from the inside out.
She believes that we are powerful, energetic beings that have the ability to manifest a life beyond our wildest dreams… if we are intentional about it. One of her biggest goals was to share The Art of Badassery framework through retreats to foster connection and community. And now she’s doing just that.
Her love of travel has brought her around the world as a VIP health coach and yet, will still return again and again to two special places that she now shares with others during her retreats: Montauk, NY and Italy.
In just 3 nights and 4 days you can have life shifting transformations like my previous
badass attendees…
“I am still exercising daily because of my commitment during our retreat.” – Julia
“Ever since the retreat, I don’t feel guilty about putting myself and self care first.” – Alysha
“When I left the retreat, possibilities started to flow into my life. I realized I don’t have to feel stressed in order to make progress.” – Shannon
“Because of the retreat, I feel more connected to nature. I’ve been sitting outside on my lawn and feeling grounded. Something I would have never done before!” – Esther
“The best part of hosting these retreats is to watch the relationships formed with these amazing souls. Our Whatsapp group chats are still going with insights, inspiration and cheering eachother on.” – Jenn
For more retreat inspiration, listen to the testimonials below from past attendees:
Testimonials
QUESTIONS?
Q: What’s included in the price?
3 nights at Sole East Resort, boutique hotel in Montauk, NY.
3 healthy, delicious group dinners
2 healthy breakfasts + 1 farewell brunch
A swag bag with a $150 value
Daily movement sessions led by Jenn
Daily meditation and mindset sessions led by Jenn
Q: What’s not included in the price?
Travel is not included.
2 off-site lunches
Trip insurance is not included.
No other additional meals, excursions or transportation is included that is not mentioned above.
Q: Do I have to partake in all of the activities mentioned above?
Not at all. If you prefer downtime, a rest or to take any other excursions of your own, please do so. Just promise to keep in communication with the group via the group’s WhatsApp channel.
Q: Are the workouts difficult?
Jenn has been teaching fitness and martial arts classes for 20+ years and is able to vary the intensity of the workouts for all fitness levels. One of the themes for the retreat is to leave feeling refreshed and energized. That will look differently for everyone and therefore, everyone will be responsible for determining how much they want to push themselves verses how much they want and need to rest.
Q: How do I make the payment?
You can make payments according to the options laid out above via credit card (through Stripe), Zelle or Venmo.
Q: Can I get a refund if I decide I don’t want to continue?
The initial deposit to confirm your spot is non-refundable. If you back out of the trip after that you will not receive your deposit back. You can transfer it to someone else. And trip insurance is recommended for this purpose.
Q: How do I get to Montauk?
Montauk, NY is located at the most eastern end of Long Island, NY. Its unique location gives way to its quiet, peaceful vibes when all the summer crowds depart.
Depending on where you are coming from you can drive, take the Jitney (bus) or take the Long Island Railroad directly to Montauk.
The closest major airports are JFK and LGA. From there, you can either rent a car or take the LIRR train or Hampton Jitney bus. Timing needs to be coordinated.
If it’s your first time coming to Montauk, ask me for travel advice.
