Sit Pretty, Plan Big

A New Year Celebration Brunch in New York

January 16, 2027

A new year deserves more than a resolution scribbled on your phone at midnight. It deserves a table. Good food, good company, and space to actually think about the year you're building not just the one you're surviving.

This is not a networking brunch.
This is a homecoming for your next chapter.

Join us for a full day in New York one table, one intentional conversation, and a portrait to mark the woman you're becoming this year.

The Experience

We're gathering for a single, unhurried day designed around three things: nourishment, vision, and celebration.

You'll start the morning grounded, move into a long, beautiful brunch where the conversation actually matters, and leave with more than a full stomach you'll leave with a portrait, a plan, and a table of women who saw you clearly.

Your Experience Includes

  • Morning Vision-Setting Session

  • A Full Seated Brunch Experience

  • High-Level Conversation guided discussion on vision, leadership, and what a successful year actually looks like

  • A New You Portrait Session a professional, styled portrait to carry your intention forward

  • Closing Toast

Reserve my spot

How the Day Unfolds

Morning - Arrival + Vision Setting
Arrive, settle in, light refreshments. A guided reflection: release what didn't serve you, name what you're building next.

Midday - The Brunch
A seated, multi-course brunch experience. No rush, real conversation, real presence.

Afternoon - The New You Portrait
A styled, professional portrait session an image of the woman you're stepping into this year.

Closing Toast to Yourself
One final toast before we send you off into your year.

Schedule subject to minor changes to preserve flow and spontaneity.

Who This Is For

For the woman who is ready to:

  • Start the year with a plan, not just a wish

  • Sit at a table where the conversation goes deeper than small talk

  • Be seen literally as she steps into who she's becoming

  • Celebrate herself before the year asks anything of her

Reserve my Spot

A message from Rakita

Every January, I watch women make plans for everyone else's year before they've made one for their own. This brunch is my invitation to flip that.

Sit Pretty, Plan Big is exactly what it sounds like come sit at a table built for you, eat well, talk seriously about what you're building, and leave with a portrait that reminds you: this is the year you chose yourself first.

I can't wait to toast to your year with you.

Rakita, your Sweet Life Maven
Founder + CEO, Holistree LLC

Your Investment

Sit Pretty, Plan Big is intentionally limited to 6-8 women to preserve intimacy and real conversation.

$750 - Public Rate
$600 - Sweet Life Society Members (can purchase directly inside membership)

Venue details will be shared directly with registrants.

Payment Options

  • Pay in Full: $750 (public) / $600 (Sweet Life Society members)

  • Payment Plan: Split your investment into two equal payments -

    • Public: $375 at registration, $375 due January 2nd

    • Members: $300 at registration, $300 due January 2nd

Cancellation Policy

All payments for Sit Pretty, Plan Big are non-refundable. However, your registration is transferable if you find someone to take your place.

Reserve my Spot

FAQs

  • Curating experiences is our zone of genius so if you're flying in for Sit Pretty, Plan Big, we're happy to help. Reach out to us at retreats@holistree.com and we can help you plan a full weekend around the brunch or point you toward accommodations, so your trip feels just as intentional as the day itself.

  • A full seated brunch, a guided vision-setting session, high-level conversation, a professional New You portrait session, and a closing toast.

  • You can send your question to info@holistree.com and we’ll be happy to answer

  • Sweet Life Society members receive priority access and locked member pricing on all Holistree experiences $600 for this one, versus the $750 public rate

  • Yes split your investment into two payments. Your remaining balance is due January 2nd.

  • Come as you are, ready to sit pretty for your portrait details on styling suggestions will be shared closer to the date.

  • This experience is intentionally small just of 10-12 women to keep the experience intimate and personal.

Past Retreat Reviews

Dionna M.

“What I love most about these retreats is the intentionality. I always feel like they’ve created the moment exactly for me!”

Chanika M.

“The thing that has touched my heart so deeply was the love, enthusiasm and celebratory manner in which I was received by my fellow retreaters! I felt heard. I felt valued.”