Derby
Family and friends toasting at a long table in the Kentucky countryside

Family & Friends

More Time Together.
Better Stories to Tell.

From family reunions to weekends with friends, Kentucky offers plenty of ways to spend meaningful time together. We'll help you create an experience that feels right for your group.

Signature Experiences The Kentucky Reunion

Choose an experience and we'll carry it into your request. Every one can be shaped around your group.

A multigenerational group toasting at an outdoor table on a Kentucky farm

The Kentucky Reunion

What Makes It Different

Built for different generations and interests: shared meals, relaxed activities, time together.

Pricing confirmed with your request

Friends raising glasses together at an outdoor gathering

The Friends' Weekend

What Makes It Different

A shared itinerary built around what this group actually enjoys doing together.

Pricing confirmed with your request

A shared Southern spread with bourbon and cocktails on a wooden table

Choose Your Own Kentucky

What Makes It Different

Guests split into different activities (bourbon, history, shopping, a slow afternoon), then gather for a shared meal.

Pricing confirmed with your request

Make It Your Own Shape It Around Your People.

Each is a paid add-on, priced in your proposal, so the base experience stays lean.

  • Private group dining
  • Bourbon experiences
  • Local sightseeing, shopping and leisure
  • Culinary experiences
  • Split-group activity choices
  • Transportation through Red Rose Express, our affiliated provider
A Glimpse of Your Experience

A Kentucky Reunion Weekend

Illustrative Example

Illustrative example. Full weekend travel and accommodations can be arranged through Madeline & Mose, depending on scope.

  1. FridayWelcome dinner and group gathering
  2. Saturday morningChoice of Kentucky activities
  3. Saturday afternoonShared group experience
  4. Saturday eveningPrivate dinner or celebration
  5. SundayBrunch and departure

Plan Your Experience Tell Us About Your Group.

Start with five details. Planning questions follow once your request is in, and nothing is booked or charged.

Not sure yet? Leave this open and we'll suggest dates.

Customize request. Your planner shapes the details with you and sends a proposal. Nothing is charged today.

A few planning questions come next. Nothing is charged today.

Golden hour over rolling Kentucky horse pastures

Custom Is Our Standard

Let's Plan Your Time Together.

Tell us who's coming, and we'll plan something everyone will enjoy.