Travel Advisor

Oscar Rodriguez
Expertise
- Luxury,
- Adventure,
- Austria,
- Miami,
- NYC,
- South America
Based in
Miami, Florida & Kitzbuhel, Austria
Languages spoken
Spanish, German, English
Minimum booking Budget
$250/night
Profile details
About
I'm a traveler at heart, always seeking out new adventures and destinations. I’ve likely explored diverse regions of the world, immersing myself in different cultures and landscapes, fueling my passion for exploration and discovery.
Professionally, I've built a strong foundation as a finance expert — someone who thrives on problem-solving, whether it's in financial planning, investment strategy or risk management. But now, I’m at a turning point, ready to embrace change and explore opportunities that align more closely with my adventurous spirit and personal goals. My love for adventure sports has shaped who I am today. I’m a seven-time Ironman finisher, including three finishes in the grueling Hawaii World Championship. Few things have tested my limits like those races — physically, mentally and emotionally. The experience demanded endurance, resilience and meticulous preparation, all of which have become integral to my approach to life. Skiing is another deep passion of mine. I love conquering the slopes, navigating challenging terrains and feeling the rush of speed in the mountains. For me, skiing holds a special place, and I've always stayed true to my choice — no snowboarding for me! One of the greatest adventures of my life was hiking Aconcagua, one of the Seven Summits. Reaching nearly 7,000 meters, Aconcagua pushed me to my limits. The high-altitude, extreme weather and unpredictable conditions were a true test of both physical and mental endurance, and it's an experience I’ll never forget. I’m also at home on a mountain bike, tackling rugged trails and technical descents. I have a deep appreciation for nature and the adrenaline rush that comes with pushing my limits on two wheels. It’s a sport that constantly challenges me to improve and adapt. Rounding out my passions is golf. It’s a sport that requires patience, focus and strategy — qualities I value in both my personal and professional life. Golf provides a perfect balance to my high-adrenaline pursuits, offering both competition and a sense of calm control.
These experiences have shaped my outlook and drive. Whether it’s on a mountain, a bike or in a boardroom, I’m always seeking new challenges and opportunities to grow.
Travel style
Born on a Pair of Skis: The Ultimate Kitzbühel Experience – Year-Round Adventure in the Austrian Alps
Imagine a destination where the mountains offer unforgettable experiences no matter the season. At KitzSki, we are dedicated to creating the ultimate Alpine getaway — an experience tailored to your desires, whether you're drawn by the thrill of the slopes or the serenity of summer activities. From skiing and dining to golf and mountain exploration, every detail is designed to provide pure joy and relaxation.
Winter Magic: Skiing at Its Finest Winter in Kitzbühel is legendary. Known for its world-renowned ski resort, KitzSki offers a seamless experience for skiers and snowboarders alike.
Unparalleled Skiing Explore Diverse Terrain: Over 230 kilometers of perfectly groomed slopes for all levels, from beginners to experts.
Iconic Runs: Ski the legendary Streif on the Hahnenkamm, one of the most famous downhill racecourses in the world.
Expert Guides & Equipment: Access top-of-the-line gear and knowledgeable guides who ensure you make the most of your time on the slopes.
Luxury Airport Transfers: Relax from the moment you land with private transfers from the airport to your hotel or chalet. Travel in style and comfort, with vehicles designed to accommodate you and your gear.
Exceptional Dining Experiences Slope-Side Gourmet: Enjoy fine dining at scenic mountain restaurants with panoramic views.
Traditional Flavors: Savor Austrian specialties like Wiener Schnitzel, Tiroler Gröstl and Kaiserschmarrn, paired with fine wines or local schnapps.
Private Culinary Experiences: Arrange for exclusive tastings, chef’s tables or wine pairings tailored to your preferences.
Apres Ski & Nightlife: Kick off your evenings with vibrant Apres Ski celebrations at renowned bars and lounges. Live music, DJs and cozy fireplaces set the perfect atmosphere to unwind after a day on the slopes. For night owls, Kitzbühel offers a lively nightlife scene with exclusive clubs and late-night venues.
Top-Tier Accommodations: Choose from luxurious spa resorts, alpine chalets or ski-in/ski-out lodges, each designed to provide maximum comfort and relaxation. Enjoy personalized concierge services, including spa treatments, adventure planning and custom itineraries.
Summer Bliss: The Hidden Gem of the Alps When the snow melts, Kitzbühel transforms into a paradise for outdoor enthusiasts and those seeking leisure. The region’s breathtaking landscapes come alive with endless opportunities to explore, relax and connect with nature.
Golf with a View: Play at five world-class golf courses, each offering stunning panoramic views of the Alps. Whether you're a seasoned golfer or new to the sport, the fresh mountain air and pristine fairways create an unforgettable experience.
Hiking Trails for All Levels: Discover miles of scenic trails that take you through alpine meadows, forests and mountain peaks.
Guided Tours: Experience the beauty of the Alps with local guides who share the region’s history, flora and fauna.
Mountain Biking: For adrenaline seekers, enjoy challenging mountain bike routes with spectacular scenery and rewarding descents.
Shopping & Leisure: Stroll through Kitzbühel’s charming town center, known for its boutique shops, designer stores and artisanal markets. Relax at quaint cafes or indulge in spa treatments designed to rejuvenate your mind and body.
Local Culture: Immerse yourself in Austrian traditions with cultural festivals, concerts and events held throughout the summer months.
Why Choose Us? At Born on a Pair of Skis, we handle every detail, ensuring a luxury experience from start to finish. Our mission is to provide unparalleled service that allows you to fully enjoy the magic of Kitzbühel, no matter the season. Whether you're here to conquer the slopes or unwind with a round of golf and a scenic hike, we deliver a tailor-made adventure that exceeds all expectations. Are you ready to embark on your next Alpine adventure? Let us create the perfect escape for you!
Favorite hotels

Get in touch with Oscar
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