GREECE: THE BOSS BABE EDITION
Bosses Need Breaks Too
Host- Angela
Boss Babe Travels Founder - Jay
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7 Days / 6 Nights
Up to 22 People
Transport Included
Meals Included
Book By: August 1,2026
Retreat Host
Boss Babe Travels Founder
From the moment you arrive in Santorini, you’re stepping into a slower, more elevated rhythm—cliffside views, whitewashed paths, and that unmistakable Aegean glow. Your days here blend connection and expansion: a welcome circle to meet your circle of powerhouse women, a scenic hike to Skaros Rock, and a high-impact Branding Master Class led by the Founder of Boss Babe Travels. In between, you’ll have time to wander boutique-lined streets, sip wine overlooking the caldera, and then step aboard a private catamaran for a sunset sail—barefoot, wind in your hair, champagne in hand, and a chef-prepared dinner as the sky turns gold and pink.
In Paros, the pace softens into effortless luxury and deeper immersion. Think beach clubs with music and rosé flowing, hidden villages like Lefkes and Naoussa, and a winery stop where time slows over local pours and sweeping views. Here, you’ll dive into your second Master Class—learning how to earn remotely and design a life of freedom—before grounding it all with a farm-to-table cooking experience, spa day, and long, leisurely meals by the sea. The energy here is lighter, expansive, and effortlessly chic—giving you space to integrate, connect, and truly live inside the experience.
Then comes Athens—where everything deepens into story, history, and legacy. As you walk through the ancient streets beneath the Acropolis, you can feel the weight of centuries layered into every stone, a reminder of what it means to build something that lasts. The trip closes with a rooftop dinner overlooking the illuminated Acropolis—glasses clinking, warm night air, and a table full of women reflecting on how far they’ve come and where they’re headed next. It’s the kind of ending that doesn’t feel like an ending at all—but the start of your next level.
Founded by Jay in November 2024, Boss Babe Travels is a premier travel collective born from a singular, bold mission: to unite ambitious women globally and prove that you don't have to choose between building a legacy and living a life of adventure.
We are dedicated to the intersection of Women’s Empowerment, Freedom, and Finance. At the core of the brand is the belief that "living for tomorrow" is a trap. Boss Babe Travels curates experiences that empower women to step into their power now, blending the luxury of a boss mindset with the grace of high-end travel. We view travel as the ultimate catalyst for growth—when you change your environment, you change your perspective on what is possible for your bank account and your life.
Based on the philosophy that community is the highest form of currency, Boss Babe Travels has evolved into a global movement. We bring an infectious energy of fun and fearlessness to every itinerary, ensuring that while the business talk is high-level (look forward to our masterclasses on earning remotely and branding!), the human connection is even deeper. When you join a Boss Babe journey, you aren't just a traveler; you are part of a global circle of women who are redefining what it means to have it all."
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Arrival
Arrive in Santorini and settle into a luxe cliffside hotel where the views alone feel like a reward for how hard you’ve been working. We open with a Welcome Circle—powerful introductions, aligned intentions, and immediate connection with like-minded women. A scenic hike to Skaros Rock brings that first “wow” moment, overlooking the caldera in full glory. The evening closes with a sunset dinner that sets the tone: elevated, intentional, and effortlessly iconic.
catamaran sunset sail
Ease into your morning with a slow, beautiful breakfast before stepping into a high-impact Branding Master Class designed to refine your voice, presence, and positioning. You’ll have space to explore the island on your own or with new connections—boutiques, cafés, and hidden corners included. We regroup for a stylish lunch before heading out for a private catamaran sunset sail, complete with a full dinner onboard. It’s luxury, strategy, and inspiration—all layered into one unforgettable day.
beach club
Start the day grounded with breakfast and a light morning hike before transitioning to our next destination. We travel to Paros, where a softer, more laid-back luxury awaits. After check-in and a relaxed lunch, we head to a chic beach club for an afternoon of sun, music, and effortless glam. Dinner that evening is all about settling into the rhythm of island life—elevated, social, and full of energy.
village exploration + culinary immersion
After breakfast, we dive into a Master Class focused on earning remotely—scaling your income, creating freedom, and designing a business that works from anywhere in the world. We then explore the charm of Lefkes and Naoussa, with a vineyard stop that feels straight out of a dream. After a leisurely lunch, we head to a local farm for a hands-on cooking class that turns dinner into an experience. It’s the perfect blend of expansion, culture, and connection.
pamper yourself
Today is your permission slip to fully unplug and reset—because sustainable success requires real restoration. Enjoy a luxe spa day with yoga, massage, and poolside lounging designed to bring you back into balance. After lunch, the time is yours to flow however you need—rest, explore, or simply soak it all in. We close with a beautiful group dinner, grounded in gratitude and elevated energy.
history through storytelling
Start with a slow breakfast and a final morning soaking up the Paros sun before we head to Athens. After settling into our hotel, we enjoy a local lunch before stepping into history with a guided tour of the Acropolis. The day ends with a rooftop dinner overlooking the city—chic, iconic, and the perfect final night celebration. It’s giving legacy, expansion, and next-level vision.
see ya later's
One last breakfast together to reflect on everything you’ve experienced—growth, clarity, connection, and unforgettable moments. Final hugs turn into “see you laters,” because this isn’t just a trip, it’s a network. You leave feeling recharged, inspired, and more aligned with your vision than ever before. Seamless departures ensure your only focus is carrying this energy into your next chapter.
You’ll stay in stunning boutique hotels, each offering a blend of modern comfort, local charm, and breathtaking views!
Absolutely! Many of our travelers come solo, and you won’t feel alone. The beauty of group travel is that it removes the fear of solo adventures while giving you an instant community. After booking, we’ll send you flight guidelines and invite you to a group chat about two weeks before departure, so you can connect with your fellow adventurers beforehand.
Anyone 18 and older! We encourage you to review the itinerary to ensure you’re comfortable with the physical requirements. Our adventures are designed for everyone, whether you’re a seasoned athlete or just beginning your fitness journey. If you’re looking for a push outside your comfort zone, this might be the perfect opportunity.
You’ll receive a detailed packing list ahead of your trip, tailored to your specific destination. Each location has unique requirements, and we make sure you’re well-prepared.
Travel insurance is mandatory. Your policy must cover personal medical emergencies and trip cancellations—whether due to unforeseen personal circumstances or external factors like natural disasters. This ensures your investment and well-being are protected.
Yes! Once your deposit is paid, your retreat cost is divided into four equal payments. If you need a more flexible schedule, just reach out via email (ENTER EMAIL ADDRESS), and we’ll work with you to make it happen.
We collaborate with personal trainers, gym owners, Jiu-Jitsu instructors, and fitness professionals who want to offer their clients a one-of-a-kind cultural and immersive experience. If you have a vision for an unforgettable adventure, we’re here to bring it to life—better than anyone in the business.