Entourage Leadership Retreat
Aligning Strategy Vision & Voice at the Next Level of Leadership
We are currently planning the next retreat. Register below to receive information and secure access to exclusive early-bird pricing.
This is more than a retreat
Entourage 2025 is a curated, high-impact experience designed for women navigating complex leadership roles. Step out of your routine & into a space built for clarity, connection, & recalibration. You’ll leave energized, aligned, and equipped with tools to lead with purpose, professionally and personally.
Your Keynote Speaker
Lisa Lutoff-Perlo
Former CEO of Celebrity Cruises
Lisa Lutoff-Perlo
Former CEO of Celebrity Cruises
Global hospitality powerhouse and South Florida Business Journal and Forbes Travel Guide Lifetime Achievement Award recipient, Lisa Lutoff-Perlo is President & CEO of FIFA World Cup 2026™ Miami Host Committee. Lisa brings her nearly four decades-long leadership, strategic vision, and business success to the “pitch” as the head of the Miami Host Committee. She is responsible for leading the strategy, fundraising, fan activations, and operations for the seven FIFA World Cup matches Miami will host in 2026 at Hard Rock Stadium. Lisa’s tested commitment to excellence, innovation, and outstanding results will drive the Miami Host Committee’s success when the world’s most popular sport, football, with more than 3.5 billion fans worldwide, descends upon the world’s largest sports and entertainment destination, the “Magic City.”
A shining testament to the value of being an authentic leader and never sacrificing your integrity, Lutoff-Perlo details the ins and outs of her extraordinary 40-year career. She has risen to the top in a male-dominated industry, while refusing to compromise her values and bringing countless others along with her. Along the way, she ultimately transformed and redefined relaxed luxury cruising with the launch of the bold, innovative Edge Series ships in 2018, which drove unprecedented demand for Celebrity Cruises and propelled the brand’s financial performance. She climbed the corporate ladder from the very bottom and overcame countless obstacles to reach the top of the cruise industry.
In Making Waves, Lutoff-Perlo walks us through her triumphs, hardships, and learning moments. She breaks down her unique leadership style as the first woman to take the helm as President & CEO of one of the Royal Caribbean Group’s brands that catapulted Celebrity Cruises to heights no one thought possible, simply by caring deeply for people and putting others first. Readers will learn how she used her superpowers to set herself apart from other leaders—leaving guests and employees in awe of her authenticity and kindness.
Global business powerhouse and South Florida Business Journal and Forbes Travel Guide Lifetime Achievement Award recipient, Lisa Lutoff-Perlo is President & CEO of FIFA World Cup 2026TM Miami Host Committee. As President and CEO of the Miami host Committee, Lisa is responsible for leading the strategy, fundraising, fan activations, and operations for the seven 2026 Men’s FIFA World Cup matches. Lisa’s tested commitment to excellence, innovation, hospitality and outstanding results will drive the Miami Host Committee’s success as The 2026 FIFA World CupTM is anticipated to be one of the most significant global sporting events. Miami, one of the world’s leading sports and entertainment destinations, joins 16 host cities in North America to showcase the world’s most popular sports tournament with more than 3.5 billion fans worldwide.
Previously she served as Vice Chairman, External Affairs for the Royal Caribbean Group, one of the leading cruise companies in the world with a global fleet of 64 ships sailing for three award-winning cruise brands, Royal Caribbean International, Celebrity Cruises, and Silversea Cruises. In this role, she worked to drive the company strategy forward working closely with both industry organizations and key external stakeholders. Prior to this role, she served as President and CEO of Celebrity Cruises from 2014 to 2023, the first woman to take the helm of a Royal Caribbean Group brand and one of the few women in the world at the time leading a multibillion-dollar brand.
Lutoff-Perlo is a recognized trailblazer in the global hospitality industry. She was the driving force behind transforming and re-defining today’s relaxed luxury cruise experience with a bold, innovative approach to ship design and service for both the industry and the Celebrity Cruises brand.
Lisa has been recognized with numerous awards for business transformation, outstanding leadership, diversity and inclusion, and her numerous philanthropic efforts. She is a member of the Board of Directors of Fortune 500 company AutoNation (NYSE: AN) and actively lends her expertise to numerous international and regional nonprofit organization boards.
AWARDS & RECOGNITIONS
Lutoff-Perlo has received numerous awards for her groundbreaking contributions to the cruise industry, travel industry, the South Florida business community, gender equality, and diversity and inclusion including an Honorary Doctorate from Nova Southeastern University; Lifetime Achievement Awards from the South Florida Business Journal, Cruise Line Industry Association (CLIA) and Women in Travel; induction into the International Hall of Fame by the Maritime Association of the Port of New York and New Jersey; Leadership in Diversity Award from the Committee for Economic Development; and the prestigious Eleanor Roosevelt Center Val-Kill Medal of Honor, acknowledging individuals whose far-reaching influence has made our world a better place.
KEYNOTE SPEAKERS
Bryan Belmont
Retired CVP, Microsoft CSS
AI + People: A Leadership Reckoning
As companies race toward GenAI adoption, many are cutting staff before realizing actual gains, gambling on efficiency and risking long-term trust and performance. Bryan brings firsthand insight from leading Microsoft’s global support team through one of the company’s largest AI rollouts, as well as sharing his leadership approach in general. His message is clear: the real ROI comes not from AI alone, but from AI in the hands of empowered, supported people.
Dr. Jacqui Pariset
Functional Medicine MD
Burnout, Balance & Beyond: The New Rules of Women’s Health
The truth about women’s health in midlife, from hormones to burnout, and how to thrive at the top. This is the candid, science-based conversation most high-performing women haven’t had with their doctors. From hormones to stress to sustainable energy, Dr. Pariset delivers the midlife health reset women in leadership deserve.
Your Hosts & Presenters
Brenda Abdilla, PCC
Executive Coach
The Enneagram of Teams
Explore how your Enneagram type influences leadership, communication, and team motivation.
Stephanie Wachman, PCC
Executive Coach
Team Dynamics
Latest strategies in team dynamics, communication patterns, trust-building, and collaborative performance.
Retreat Agenda
Wednesday, November 12
3:00–4:00 PM
Arrival & Check-In
4:00–6:30 PM
Happy Hour & Welcome
Settle in, get your gift bag, and enjoy a relaxed Happy Hour. Meet fellow retreaters over heavy appetizers and conversation during our casual Meet & Greet.
Thursday, November 13
8:00–9:00 AM
Breakfast Buffet
Fuel your morning with a full breakfast spread.
9:00–9:30 AM
Welcome & Orientation
Overview of the retreat agenda, group preference setting, and housekeeping details to help you make the most of your experience.
9:30–11:30 AM
AI + People: A Leadership Reckoning with Bryan Belmont
Why AI can’t succeed without human insight—and what leaders must do now to prepare teams for the GenAI era.
11:30 AM–1:00 PM
Lunch & Reflection
Take time to enjoy lunch, step outside, or connect with a fellow participant to reflect on the morning’s insights.
1:00–3:00 PM
The Enneagram of Teams with Brenda Abdilla
Explore how your Enneagram type influences leadership, communication, and team motivation.
3:00–4:30 PM
Self-Care & Recharge
The perfect time to schedule a massage or facial, take a walk, or get in a workout.
4:30–6:30 PM
Vision Board Workshop & Social Hour
Join us for cocktails and charcuterie as we dive into one of our retreat favorites: crafting vision boards for the year ahead. A relaxed, creative way to wind down your day.
6:30 PM
Dinner on Your Own
Friday, November 14
8:00–8:45 AM
Breakfast Buffet & Placemat Exercise
Enjoy breakfast while working through an interactive placemat exercise and connecting with fellow attendees.
8:45–9:30 AM
Reflections & Takeaways
Group discussion to share key learnings and favorite moments from Thursday.
9:30–11:30 AM
Wellness Session with Dr. Jacqui Pariset
Gain direct access to the renowned Dr. Pariset, whose expertise usually requires a seven-month waitlist. She’ll share actionable insights and recommendations to help you achieve your best health.
11:30 AM–1:00 PM
Lunch & Connection Time
Enjoy a leisurely lunch or use this time for a treatment, a walk, or connecting with a new friend.
1:00–2:00 PM
Team Dynamics with Stephanie Wachman
Explore how to foster collaboration and enhance communication within your teams.
2:00–3:30 PM
Accountability & Action Planning
Pair up with an accountability partner and participate in a focused forum exercise on time management. Leave with a clear plan to move forward after the retreat.
3:30–4:00 PM
Closing & Goodbyes
Wrap up with final thoughts and farewells.
This agenda ensures a perfect blend of personal growth, leadership development, and meaningful connection. Get ready for an empowering experience designed exclusively for women leaders!
We've redefined the conference experience.
It’s more than just sessions and speakers; it’s about forging connections that last a lifetime. Immerse yourself in a supportive community of like-minded women, where the bonds you create are as valuable as the content you absorb.
View photos from our past retreats.
The retreat was curated beautifully. The content and balance of very special and thoughtful elements made this the most impactful leadership experience I have had the privilege to attend. I would recommend this to any business woman looking to confirm strength and gain powerful insight and tools to be more effective to make a bigger impact.
It was completely inspiring to be there—both worthwhile and so much fun. I had the opportunity to meet incredible, powerful women and reflect more deeply on myself, my leadership, and my role as a team member. I also set some important boundaries to step away from the office and fully embrace the experience.
Elevate your leadership, elevate your life.
November 12 - 14, 2025 | The Sonnenalp Hotel | Vail, CO
Retreat Pricing & Registration
$1,600
Hotel Rate: $268/night at The Sonnenalp (Includes daily resort fee)
*Shared suite available upon request
- Full program access
- Printed Enneagram report + tools
- Happy hour Wednesday & Thursday
- Breakfast, lunch & Snacks (Thurs-Fri)
Become a Retreat Sponsor
Elevate your brand and support high-level corporate women by becoming a retreat sponsor. Gain visibility, connect with influential leaders, and contribute to a transformative event. Secure your sponsorship now and be part of this inspiring movement.
Important Hotel and Travel Information
We want to ensure your travel and accommodation experience is seamless.
🏨 Hotel Booking: Once you’ve secured your spot at the retreat and completed your payment, you will receive a confirmation email. 📩 This email will include a special hotel room rate of $268/night (includes daily resort fee) at The Sonnenalp, allowing you to reserve your room. Shared suite available upon request.
