Discover Matchmaking in Oakland
From Uptown’s cocktail lounges to Temescal date spots and waterfront evenings in Jack London Square, Oakland brings a vibrant, artistic energy to modern dating. MyCheekyDate offers curated blind-date matchmaking in the East Bay — ideal for singles seeking connection through conversation, compatibility, and chemistry rather than swipe culture.
If you want arranged introductions shaped by who you are (and who you’re excited to meet), matchmaking in Oakland brings structure, clarity, and real possibility to the dating experience.
Where Oakland Matches Come From
Matches in Oakland are curated through:
• Oakland speed dating events
• Bay Area guests invited to matchmaking
• active matchmaking clients
• sourcing support from San Francisco & San Jose
This creates a living, evolving matchmaking network — not a stagnant list of profiles.
Matchmaking Packages Available in Oakland
Choose the route that suits you:
• Include Me!
• Simplify Me!
• Date Me!
• Indulge Me!
👉 Full details & structure on the Matchmaking Packages page.
Why Matchmaking Works in Oakland
Oakland blends creativity, edge, warmth, and character — perfect ingredients for blind-date chemistry.
Our approach offers:
• curated compatibility
• arranged date-night planning
• communication handled through us
• venue coordination
• event access included
No endless scrolling.
No algorithmic guessing.
Just real introductions.
Matchmaking + Event Access Included
All matchmaking packages include complimentary access to local East Bay speed dating events — helping refine pairings and expand opportunities.
Ready to Begin?
If you want dating that is human, intentional, and beautifully curated — matchmaking in Oakland may be your perfect next step.