Discover Matchmaking in Orlando

From lakeside wine bars in Winter Park to lively downtown cocktail lounges and the charming hideaways around Lake Eola, Orlando offers a vibrant canvas for real romantic connection. MyCheekyDate brings curated blind dating to the city — blending event-based insight with thoughtful matchmaking to help singles meet someone genuinely compatible.

Our service is human-driven, preference-aware, and built for daters who want more than online profiles and swiping cultures can offer.

Where Orlando Matches Come From

We match Orlando through a living ecosystem of real-world daters:
• Orlando speed dating events
• standout event guests invited into matchmaking
• matchmaking members and package clients
• regional overlap from Tampa & Miami

The result: a constantly refreshed pool of singles — not a static database.

Matchmaking Packages Available in Orlando

Choose a dating style that fits you:
• Include Me!
• Simplify Me!
• Date Me!
• Indulge Me!

👉 To see complete matchmaking package pricing and offers, visit the Matchmaking Packages page.

Why Matchmaking Works in Orlando

• Personalized introductions
• Concierge scheduling & support
• Complimentary access to Orlando speed dating events
• Curated partner suggestions aligned to your preferences
• Natural blind-date magic

Orlando’s personality — bright, upbeat, playful, and social — makes it a naturally strong market for curated matchmaking.

Matchmaking + Event Access

Every matchmaking package includes complimentary admission to Orlando speed dating events, giving clients more chances to connect and explore chemistry.

Ready for Matchmaking in Orlando?

If you want intentional introductions and something more meaningful than apps, matchmaking may be the perfect next chapter.

👉 View the Matchmaking Packages and choose the option that fits your goals.