
Little St. Simons Island
A private 11,000-acre island with no outside guests and every meal handled. Guided outings on the water make easy breaks between sessions.
What your team gets.
- The stay
- Under one roofA private house, lodge or estate your team has to itself, like a large vacation rental. Everyone has a bedroom of their own, there are no other guests, and the team shares the great room, the kitchen and the table.
- Group size
- Up to 32, the whole island
- Where people stay
- Six historic cottages on a private island reached only by boat
- Where the team meets
- The historic Barn for sessions, meals in the 1917 lodge
- Getting there
- Jacksonville, about 1 hour 15 minutes, then the boat
- Room, per night
- $$$ to $$$$$ by season, meals included$ up to $250 · $$ up to $500 · $$$ up to $750 · $$$$ up to $1,000 · $$$$$ over $1,000



Best March to May and late October to early December.
Atlantic hurricane season runs June to November with the highest risk in August to October. Summers are hot and humid. Winters are mild, around 40 to 70 degrees.
What the team can do.
- Tidal creek kayaking
- Seven miles of beach
- Guided fishing
- Birding
How we would run your retreat at Little St. Simons Island.
We interview every leader before we write a word of the agenda. The place sets the mood. The work starts weeks earlier.
- 1Discover
Working sessions with you and a one-on-one interview with every leader.
Weeks 1–3 - 2Design
A custom agenda built from what we heard. You sign off before anything is set.
Week 3 - 3Connect
Your team gets to know each other beneath the roles.
Retreat day 1 - 4Clarify
An honest look at what's working and what isn't.
Retreat day 1–2 - 5Align
Two or three priorities and a plan the team wrote together.
Retreat day 2 - 6Sustain
A written readout of what we heard, what the team decided and who owns each priority.
After the retreat
Planning a retreat at Little St. Simons Island.
How big a group fits at Little St. Simons Island?
Group size: Up to 32, the whole island. Where people stay: Six historic cottages on a private island reached only by boat. Where the team meets: The historic Barn for sessions, meals in the 1917 lodge.
When is the best time for a retreat at Little St. Simons Island?
March to May and late October to early December. Atlantic hurricane season runs June to November with the highest risk in August to October. Summers are hot and humid. Winters are mild, around 40 to 70 degrees.
How does the team get to Little St. Simons Island?
Getting there: Jacksonville, about 1 hour 15 minutes, then the boat.
What does a room at Little St. Simons Island cost?
$$$ to $$$$$ a room per night, depending on the season, with meals included. Our scale: $ up to $250 · $$ up to $500 · $$$ up to $750 · $$$$ up to $1,000 · $$$$$ over $1,000. We confirm current rates with the venue for your dates.
Can Everest Collective run our leadership retreat at Little St. Simons Island?
Yes. Choose full service and we book Little St. Simons Island, plan the meals and run the schedule. Or book it yourself and we bring the leader interviews, the agenda and the facilitation. Either way, your team leaves with two or three priorities it wrote together.
We’ll handle the rest.
Choose full service and we book Little St. Simons Island, plan the meals and run the schedule. Or book it yourself and we bring the interviews, the agenda and the facilitation.


