Women's Date Coaching Retreat Itinerary

June 13–15 | Brander Vineyard Estate

FRIDAY: Welcome & Setting Intentions

5:00 PM – 6:00 PM

Arrival & Check-In

Guests are welcomed with refreshments (Brander wines & Margaritas) and a personalized retreat packet including a "Self-Discovery Kit" (journal, affirmation cards, prompts, and a rose quartz crystal). Background playlist sets the mood.

6:00 PM – 7:30 PM

Welcome Dinner by Michael

A casual catered dinner to connect with fellow participants.

Icebreaker Activity: "One Word to Describe Where You Are Right Now."

7:30 PM – 9:00 PM

Opening Session: Building a Foundation

Guided group discussion on healthy self-love and connection, plus a centering meditation.

Intentions Set: Each woman defines her personal intention for the weekend.

9:00 PM – 10:00 PM

Solo Reflection Time

Journal prompts focused on past relationship patterns and your vision for the future. Optional solo sunset vineyard walk.

SATURDAY: Self-Discovery & Connection

8:30 AM – 9:00 AM

Morning Movement

Group yoga or vineyard walk with guided affirmations.

9:00 AM – 9:30 AM

Breakfast

9:30 AM – 11:00 AM

Workshop 1: Knowing Yourself

Discover core values, non-negotiables, boundaries, and identify emotional triggers.

Boost self-compassion and resilience.

11:00 AM – 12:00 PM

Creative Solo Break: "Date Yourself Time"

Sketch your ideal relationship, write a love letter to yourself, or take personal time with a reflection card.

12:00 PM – 12:30 PM

Lunch by Michael

12:30 PM – 2:00 PM

Workshop 2: Communication & Connection

Learn how to express needs, navigate vulnerability, and practice real-life dating scenarios.

2:30 PM – 4:00 PM

Brander Wine Tasting Experience

A sensory and social break to sip, laugh, and connect.

4:00 PM – 5:30 PM

Workshop 3: Relationship Readiness

Red & Green Flags. Practice boundary-setting through interactive exercises. Assess emotional readiness.

5:30 PM – 7:00 PM

Interactive Dinner: Busy Girls Cooking Class with Michael

Learn to prep an easy, delicious “Date Night Dish.”

7:00 PM – 8:30 PM

Evening Session: Future Vision

Visualization exercise and group sharing: Envision your future relationship and life.

8:30 PM – 9:30 PM

Late Night Love Oracle + Storytelling

Pull a relationship card and share insights. Lighthearted stories and moments of joy.

SUNDAY: Integration & Moving Forward

8:30 AM – 9:00 AM

Morning Movement

Gentle stretching or guided meditation centered on gratitude.

9:00 AM – 9:30 AM

Breakfast9:30 AM – 11:00 AM

Workshop 4: Building Healthy Habits

Identify red flags, learn to set clear boundaries, and understand how to attract emotionally available partners.

11:00 AM – 12:00 PM

Solo Integration Walk

Choose a word or mantra to carry with you and walk the vineyard in quiet reflection.

12:00 PM – 12:30 PM

Lunch12:30 PM – 2:30 PM

Closing Session: Celebrating Growth

Reflection, gratitude circle, and personalized "Self-Love & Connection Plan" creation.

2:30 PM

Departure

Thank you for investing in your most important relationship—your relationship with yourself.

"Take Control of Your Love Life Today!"

Let us help you find the perfect match while you focus on living your best life.

Join our Newsletter

for event alerts & dating tips

AMADOR MATCHMAKING SERVICES

Amador Matchmaking is a discreet upscale matchmaking company for successful commitment-minded singles. Our clientele are “great catches” who are able to be very selective about whom they date yet have not found their perfect match through conventional dating.

Legal

All content © 2026 Amador Matchmaking Website Design

by GrowMommy

Accessibility | Privacy Policy | Terms of Service

© 2026 Amador Matchmaking