A group of women sitting comfortably in a living room, some wrapped in blankets, participating in a gathering or workshop, with a large window and various artworks on the wall behind them.

Everything held.
Everything intentional.

Our Black August Retreat is SOLD OUT but there’s still opportunity to join us in September.

Reserve your spot
Smiling woman outdoors in a black off-the-shoulder dress with her arms raised and palms facing up, standing in front of green trees.

"What I love most about these retreats is the intentionality. I always feel like they've created the moment exactly for me."

-DIONNA M., SWEET LIFE RETREAT

WHO THIS IS FOR

For Black women who hold everything and are ready to be held.

  • You lead, nurture, and give so much to everyone else and rarely take time to pour back into yourself

  • You are ready to experience leisure not as a reward, but as a way of life

  • You crave rest that actually restores surrounded by beauty, depth, and community

  • You want to be in a space that honors the fullness of who you are

  • You are drawn to experiences rooted in culture, legacy, and meaning

  • You desire connection with women who understand your rhythm and your power

The Experience

  • Accommodations at Summercamp

  • Airport pickup for guests arriving by flight

  • A Welcome Dinner to kick off the weekend

  • A guided history tour of the island

  • A Sunday Legacy Brunch - an intimate morning where we pause to name what we're building, who we're building it for, and the women who made room for us to get here

  • Time to explore the island on your own, with our curated list of where to go

  • A private shopping experience

  • A sunset viewing

  • A signature Legacy sweatshirt

  • A personal mini photoshoot, so you leave with more than memories

Colorful outdoor porch with seating, throwing pillows, plants, and a view of a waterway.

YOUR INVESTMENT

Legacy is not only
what you leave behind.
It is how you live now.

This retreat is intentionally limited to preserve intimacy, depth, and a high-touch experience.

Shared ROOM $4,100pp (Early Bird $3,100PP) Share a room with a friend .

SINGLE ROOM $4,400 (Early Bird $3,850)Your own private sanctuary for rest and restoration.

Flexible installment plans are available to make your investment feel spacious.
A non-refundable deposit of $387 to secure your spot when booked before November 1st. Afterwards deposit is $500

Reserve your spot

Legacy +
Leisure

Reclaim. Radiate. Return.

· OAK BLUFFS, MARTHA'S VINEYARD

WHY THIS PLACE

This island has held
Black joy for over a century.

Before we talk about this retreat, we need to talk about this place because where you rest matters as much as how you rest.

Oak Bluffs, Martha's Vineyard has been a sanctuary for Black Americans since the late 1800s. At a time when most of America refused to welcome us, Black families, artists, writers, and visionaries found refuge here, building community, buying land, and passing both down through generations.

The Inkwell, Oak Bluffs' legendary beach, became a symbol of Black joy reclaimed. Harlem Renaissance writers walked these shores. Civil rights leaders gathered in these cottages. Dorothy West wrote here. The Obamas vacationed here. And every summer, Black families return - by tradition, by inheritance, by choice.

This is not just a beautiful island. It is hallowed ground. A place where Black people have always known how to rest, gather, and thrive and where that legacy lives in every ocean breeze.

"When we gather here in September, we are not just on a retreat.
We are standing in a lineage of Black women who chose themselves."

A welcoming sign for Oak Bluffs surrounded by bushes and plants, with buildings and parked cars in the background.
Reserve your spot

Meet the Curator

I created Sweet Life retreats as spaces where Black women can rest without justification and be held without performance.

Martha's Vineyard has always called to me because this island understands something about Black joy that most places don't. It has held us. It has welcomed us. It has watched generations of Black women exhale on its shores.

This experience is about honoring who you already are and allowing ease to support the woman you are becoming. You deserve to walk where our ancestors walked and feel the fullness of what they built for us.

I cannot wait to welcome you to the island.

Rakita Lillard- Brown Founder + CEO, Holistree LLC

A woman with short black hair and earrings lounging on a red couch, smiling at the camera, wearing a graphic t-shirt and light blue jeans. She is in a room with floral wallpaper and framed artwork on the wall.
A woman with black hair and medium skin tone relaxed on a red sofa, wearing a graphic t-shirt and light blue jeans, smiling at the camera. She has large gold earrings, a bracelet, and a necklace. The background features floral wallpaper and framed paintings of yellow fruits and a shark. 
If you feel genuinely called to join us and simply need the investment to meet you differently in this season, reach out to us directly at retreats@holistree.com. We hold space for aligned women in every season and we are always willing to have that conversation with care and discretion.

QUESTIONS

Everything you need to know.

  • Your investment covers your accommodations at the Summercamp Hotel in Oak Bluffs, your Welcome Dinner and Legacy Brunch, island outing lunch, all workshops, sessions, and curated experiences, retreat photography, welcome gifts and keepsakes, and a community of women ready to pour into you. Travel to and from Martha's Vineyard is not included.

  • Outside of our Welcome Dinner, Brunch and outing day lunch, meals are yours to explore. Martha's Vineyard has a beautiful landscape of Black-owned restaurants and local favorites - your curated island guide will be your companion for every meal.

  • Yes. A non-refundable deposit secures your spot. The remaining balance can be paid in flexible monthly installments, with the full balance due by June 30, 2027.

    Pay in full and get upgraded to a waterview room

  • Shared rooms at the Summercamp Hotel have two separate beds so you each have your own space to rest. This option is designed for friends, sisters, or partners who are joining the retreat together. We do not pair strangers in shared rooms.

  • Because of the intimate nature of this retreat and the planning involved, payments are non-refundable.

    However, your registration is transferable if you find someone to take your place with prior approval. We strongly recommend purchasing travel insurance to protect your investment.

    Holistree LLC, in its sole discretion, reserves the right to cancel a retreat for attendees' safety, acts of God, government policies, or any other unforeseeable reason.

    Upon the occurrence of such cancellation, Holistree LLC will provide a credit for a future retreat, valid for up to one year from the date of the original retreat.

  • Martha's Vineyard is accessible by ferry from Woods Hole, Massachusetts, or by small regional aircraft. The Steamship Authority ferry runs regularly and is the most popular option. We'll include detailed travel guidance in your welcome email upon registration.

  • Email us directly at retreats@holistree.com and we'll respond within 72 hours.

THE ISLAND IS WAITING

You were made for
this kind of ease.

An island that has held Black joy for over a century. Come stand in that lineage. Come rest in that legacy. Come taste the sweetness that has always been yours.

reserve your spot

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.”