Connect, Empower, Transform, and Profit
Would you like to have fun gathering women together while providing transformation, cultivating long-term client relationships, and significantly raising your revenue?
This program is for you if you feel uplifted when you facilitate other women connecting, learning, and having breakthroughs. If the idea of earning well from hosting women’s retreats that empower women inspires and excites you, keep reading.
Women’s retreats keep your clients coming back, facilitate transformation and growth for your participants, and cultivate community for all who attend.
With your own women’s retreats the possibilities for CREATING COMMUNITY, lasting CONNECTIONS, and CAMARADERIE are endless.
It is time to learn to MONETIZE YOUR PASSION easily and effectively. Learn proven ways to plan, produce, and profit from your women’s retreats. You will discover how to rinse and repeat your retreat as often as you like.
Participate in this potent, LIVE virtual group certification program, and SEVEN DAY MEXICAN RIVIERA CRUISE, under the guidance of Caterina and Stephanie who have collectively hosted more than 25 retreats and conducted more than 300 group programs for women who have gained massive value and keep coming back!
We cruise Feb. 21st – 28th, 2026!
“This program is amazing! Not only did I learn so much, enjoy every minute and meet so many amazing women that have become friends and clients, I also got into massive action after participating in this program it fueled my confidence and helped my business explode. Participating in this program was one of the best business decisions I have made in a long time! So grateful to you, Caterina!”
—Tracie Root, Founder, The Gather Community
When you finish this unique women’s retreat leader certification program, you will know how to easily:
- Create a memorable, uplifting, and value-packed retreat that is unique to you and can only be duplicated by you, plus how to duplicate the experience that you can rinse and repeat for more retreat bliss over and over.
- Follow the seven steps to design the schedule and program you will offer to your attendees that will create community and connection right away and wow them day after day.
- Apply the best marketing and sales practices to put in place to make sure every retreat sells out quickly and early to add ease to you and your business bottom line.
- Embrace the five key principles to ensure an incredible retreat experience and increase engagement for your participants that will keep them coming back time after time.
- Implement all the critical behind-the-scenes elements to put in place before, during, and after your retreat to ensure a successful and seamlessly executed event every time.
- Cultivate and effectively manage your ideal retreat team to ensure a smooth and amazing event where you as the leader to have all your attention on your guests, not on the details.
- Master your retreat up-sell to almost guarantee that your business is highly profitable and sustainable for years to come …and much more!
“I’ve worked with numerous coaches, and all pale in comparison to Caterina’s program and community. As a member of the Thriving Women in Business Community, I’ve learned, met great women, and my business is thriving with Caterina’s mentorship. I loved the cruise so much, I am already signed up to go again next year!”-Geneva Fortson, Fiercely Fit Lifestyle
“Caterina has been my business coach for over 8 years. She is an amazing mentor and strategist. With her guidance I have grown my successful speaking and coaching business, earning well over 6 figures each year! Attending Caterina’s retreats is one of my keys for business successI The Thrive with Retreats program provided ways to improve what I was already doing. As I plan my next retreat I am more confident and have much more clarity on what to do to ensure it will be a huge success. I highly recommend Caterina as a business, sales, speaker and women’s retreat mentor.” — Jennifer Darling, Linkedin expert and keynote speaker
Certified Retreat Leader Program details:
Our program includes our proven ten-session comprehensive training series covering all the important topics to ensure a memorable retreat that will bring so much value to your participants that they will keep coming back over and over.
Let’s be clear. Unlike so many others, this is NOT a do-it-yourself program- it’s better. You will receive ongoing guidance and support to realize your retreat or significantly upgrade the retreats you are already hosting. Our live training calls provide a structure to keep you focused and in action. All the live virtual calls listed below are led by Caterina Rando, Stephanie Flanders-Martin, or Angela Dennis – they are your mentors to retreat success!
Plus, all of our training sessions and the comprehensive handout and checklists that go along with them are accessible 24/7 in our VIP client online portal. Our portal also includes our business template library with additional resources that will save you time and money, like our Confidentiality Agreement, our Code of Conduct for Team Members, and our Prospect Tracking Template. Here you will also find recorded masterclasses, workshop videos, checklists and everything you need to get started planning, producing, and profiting with your women’s retreats today.
Here is another massive value reason to sign-up today. When you say yes to our Thrive with Women’s Retreats Program and Cruise you also become a part of our amazing Thriving Women in Business VIP Community that provides SEVERAL OPPORTUNITIES to learn more, get more support, and make more connections resulting in you and your whole business being uplifted in a variety of ways.
2025/2026 VIRTUAL LIVE PROGRAM CERTIFICATION SESSIONS:
In order to keep you focused and in-action, and to provide you ongoing support, ongoing guidance, ongoing accountability, and a structure for learning and support, we have info-packed training calls. These calls will also help keep your momentum going and keep you on track. This is a place each week to bring all your questions and challenges to be answered.
Monday, Nov. 3rd
12pm-1pm PT
#1 Understanding Why Women’s Events and Retreats are so Effective and Profitable
Monday, Nov. 10th
12pm-1pm PT
#2 Questions to Answer to Create a Memorable, Uplifting and Value Packed Event
Monday, Nov. 17th
12pm-1pm PT
#3 Create a Brand That Creates Buzz and Communicates Your Message
Monday, Nov. 24th
12pm-1pm PT
#4 Ensuring a Successful Environment for Your Event
Monday, Dec. 1st
12pm-1pm PT
TWIBC END of the year Celebration and Goals Gathering
Monday, Dec. 8th
12pm-1pm PT
NO CLASS TODAY
Monday, Dec. 15th
12pm-1pm PT
#5 Designing Your Program, Schedule and Agenda
Tuesday, Jan. 6th
12pm-1pm PT
PRE-CRUISE CALL- Set Yourself Up for Sailing Success
Monday, Jan. 12th
12pm-1pm PT
#6 Choosing a Successful Revenue Model and Creating a Budget
Tuesday, Jan. 20th*
*Adjusted for Holiday
12pm-1pm PT
#7 Cultivating Your Ideal Team to Ensure Your Success
Monday, Jan. 26th
12pm-1pm PT
#8 Creating and Implementing Your Plan to Fill Your Event
Monday, Feb. 2nd
12pm-1pm PT
#9 Creating and Implementing Your Marketing Program
Monday, Feb. 9th
12pm-1pm PT
#10 Mastering Your Upsell For More Success and Revenue
February 21st – February 28th
West Coast Getaway Cruise, Roundtrip from Los Angeles
Monday, Mar. 9th
12pm-1pm PT
POST CRUISE DEBRIEF and photo sharing
Monday, Mar. 23rd
12pm-1pm PT
Thrive with Retreat Mastermind Call
Monday, Apr. 6th
12pm-1pm PT
Thrive with Retreat Mastermind Call
Monday, Apr. 20th
12pm-1pm PT
Thrive with Retreat Mastermind Call
2026 MEXICAN RIVIERA CRUISE DETAILS:
We take our voyage on Princess Cruise Lines, our ship is the Royal Princess. Sailing roundtrip from the cruise terminal in Los Angeles, CA. Ports of Call include Cabo San Lucus, Mazatlán, and Puerta Vallarta, Mexico.
On the ship, we will host three days of training on the sea days, plus additional fun group activities that will serve as activity examples for your own retreats. You’ll also have the option to attend intentional, thought-provoking mastermind sessions on the port days to give you an experience of what amazing retreats are like and to model what you will want to do for your own retreats. This adventure will provide you momentum and support you in imagining and creating your own best retreat.
Note: We pay your port fees, and all of our reserved rooms are BALCONY cabins, based on double occupancy. You may have your own cabin with a single supplement.
ADDITIONAL BENEFITS: Plus, this program includes the Princess Plus Package which takes care of your gratuities, WIFI on the ship for one device, and your premium beverage package. This is for your premium coffee beverages, your alcoholic beverages, and loads of water bottles.
Additionally, your travel insurance is paid for by your hosts as part of your program. We want to make sure you are covered.
There is more that we have included on the ship you are invited to our hosted welcome reception, you will enjoy VIP guest amenities, and a group excursion all designed to give you an amazing retreat experience.
Also included in your investment:
- Direct messaging and email access to Caterina to address and questions or review any materials as you begin to create your retreats
- A ticket to the SHERO SPEAKER SUMMIT
- A ticket to the EXPAND YOUR FEMPIRE SUMMIT
- TWIB Community VIP Status through APRIL 2026, which includes many bonuses and benefits including: Our Thriving Business Boost: our monthly All TWIB Community Networking Event, our twice a month Blitz Calls and our monthly VIP Mastermind sessions. Plus our quarterly strategic planning sessions and more listed here.
- We promote two events a month for you, each month online and in our events newsletter that goes our two times a month.
Investment:
Investment: $7,997 (with multi-payment option available).
**Full pay discount $7,597**
Investment includes training calls, mastermind calls, and participation and VIP status in the Thriving Women in Business Community through April 2026.
“When I met Caterina by chance in an elevator, I had no idea how much she’d impact my life and business. Speaking for my business was never something I had remotely thought about, let alone having retreats. I signed up for the cruise, mainly because of who Caterina is, how she treated me and the community she had built. Going on the cruise was completely life-changing for me on so many levels. It was the first time I had ever traveled on my own without family or anyone I knew. I was out of my comfort zone and it was wonderful. I came back a completely renewed person, with a new insight on life and so many different ideas on how to make my business flourish. My only regret is not having found Caterina sooner!” -Nafsheen Luhar, Luhar Qreative
Meet the team:
Our leader team has you covered. We have come together to support you in the key areas of retreat success: planning, filling, producing, and profiting - all while keeping your clients coming back!
Caterina Rando
Retreat Producer and Women’s Business Mentor Extraordinaire
This business and life-changing program is created and produced by speaker and women’s business mentor extraordinaire, Caterina Rando, along with Stephanie Flanders-Martin and Angela Dennis. Caterina knows that empowered women, empower women. She has been serving women in business on a mission for over twenty-five years. She is also the founder of the Thriving Women in Business Community and Center located in San Francisco. She serves women all over the U.S. and Canada. She is an award winning speaker. She has produced and filled over 300 group programs and twenty retreats. Caterina is the creator of the Shero Speaker Summit, the Expand Your Fempire Summit, the Bliss Retreat for Women Leaders on a Mission, the Speaker Mastermind Program and Retreat, The Amp Up Adventure and The Thrive at Sales Accelerator.
Caterina has delivered speeches on five continents. She presents at other people’s meetings and events at least 50 times per year and she is all about being your authentic self, both on the platform and off, to genuinely connect and attract the people that are certain that you are the right choice to work with. Caterina wants your business to be your bliss and successful retreats is a great way to ensure this.
Stephanie Flanders-Martin
Retreat Curator & Travel Expert
Stephanie Flanders Martin is a seasoned retreat curator and luxury travel advisor who specializes in crafting transformative travel experiences with and for her clients. With a passion for building community and fostering adventure, she has successfully hosted multiple retreats both stateside and internationally, blending personal growth, relaxation, and exploration into unforgettable journeys. Stephanie understands that a well-planned retreat goes beyond logistics—it’s about creating an immersive experience where participants feel inspired, connected, and deeply enriched. Whether it’s a wellness escape, a business mastermind, or a creative retreat, she brings meticulous attention to detail, seamless organization, and a warm, welcoming presence to every experience she curates.
With expertise in high-touch travel planning, Stephanie simplifies the complexities of retreat coordination, from selecting the perfect destination to handling accommodations, excursions, and personalized details that make each event extraordinary. Her mission is to empower coaches, leaders, and visionaries to focus on their transformative work while she takes care of the rest. If you’re dreaming of hosting a retreat but feel overwhelmed by the planning process, Stephanie is your go-to expert for turning your vision into a seamless, high-value experience for your guests.
Angela Dennis
Retreat Marketing Expert
Angela Kindley Dennis is a marketing mentor and professional photographer with Alpha Dog Creative. Originally from North Carolina, Angela began her career in marketing and communications over 25 years ago working with universities and nonprofits. Throughout her early years as a Director of Marketing & Development, she wore many hats and managed numerous areas including websites, social media, advertising, membership programs, events, public relations, fundraising, and photography.
As the Chief of Marketing and Operations for the Thriving Women in Business Community, she now uses her extensive knowledge and experience to help business owners gain more visibility and impact with their marketing and communications efforts.
Angela has her Masters in Communications Management and a Certificate from Duke University in Nonprofit Management. In addition to her work with marketing and photography, Angela is an animal rescue advocate and spends her free time volunteering with local animal shelters and tending to her own rescue pack of three dogs, two cats, and one husband.