THE ART OF THE ASK

MONEY | MINDSET | INTIMACY
Curated for high-caliber singles, couples, and professionals to gain clarity, confidence, and connection on a transformational cruise retreat.

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Curated Event Details

Featured Key Note Speakers

Dr. Ashley Alderette

Psychologist & Relationship Coach

Tamoy Thelwell

Luxury Travel Concierge

Dr. Ty Richardson

Business & Performance Coach

Pierre Smith

Business Coach

Lauren Rovis

Dating & Strategy Expert

Colleen Ambrose

Fitness & Confidence Coach

Trip Highlights

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Curated Connections for High-Caliber Singles

Meet ambitious, like-minded singles in a curated, elevated environment designed for genuine chemistry and aligned connection.

Expert Guidance in Dating Psychology

Gain clarity and confidence through expert-led dating, psychology, and embodiment sessions designed to elevate your love life.

Screening, Privacy, and a Safe Dating Space

Enjoy a respectful, secure experience with participant screening, clear standards, and privacy protections throughout the journey.

Transformational Connection in DR

Sail Dominican Daze with workshops, mixers, and stunning destinations that support growth, connection, and meaningful romance.

The Experience

Who Is This For?

What to Expect

Itinerary & Destination Details

Set sail on Virgin Voyages’ Dominican Daze itinerary for a transformative dating and connection experience designed for high-caliber singles. This curated journey blends expert-led coaching, confidence building, and intentional matchmaking with the fun of an adults-only escape. Explore Puerto Plata, unwind at Bimini Beach Club, and enjoy dynamic workshops, mixers, and meaningful conversations—all created to help you date with clarity, confidence, and success.