The Island Club — Private Men's Brotherhood · Marina del Rey & San Diego
Founding Member
$2,495$1,495/mo
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15 Men Per Chapter
2 Chapters · MDR & SD
Monthly · Full Day

A Private Brotherhood · Two Chapters · 15 Seats Each

Fifteen men.
One yacht. One day a month.

The conversation you've been trying to find — at sea.
Marina del Rey & San Diego.

What a Day Looks Like →
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Island Club — The Brotherhood
The Brotherhood

Fifteen Men.
The Whole Conversation.

You've built something. You've sacrificed for it. And somewhere along the way you realized that success at the highest level is lonelier than anyone tells you.

This is the answer to that.

Not a networking event. Not a mastermind. A brotherhood — fifteen high-performing men, once a month, on the water. Adventure that sharpens the mind. Food worth showing up for. Conversation that actually goes somewhere.

We sail. We eat well. We talk business — the hard calls, the pivots, the things you can't say in a board meeting. We talk relationships — the marriage that's carrying more weight than it should, the divorce you're navigating, what it actually costs to be the provider and the protector at the same time. We help each other carry it.

And when the right opportunity surfaces, you'll know fifteen men who can move on it with you.

Who This Is For

This works for the man who built a company past $1M or a portfolio past $1M — and who finds himself navigating success and real life at the same time. The business decisions nobody can help you with. The marriage or divorce happening in the background. The weight of being the one everyone else leans on. Married, divorced, single — doesn't matter. What matters is you've been somewhere, you've carried something, and you're tired of doing it without a room full of men who actually get it.

If that's not you yet, that's fine. Come back when it is.

Marina del Rey San Diego 15 Men Max $1,495 / Month By Application
Ryan Kirk — Founder, The Island Club

Ryan Kirk

Founder · Island Boat & The Island Club

About the Founder

Built From
the Hard Part.

I built Island Boat — the charter company behind the Sunset Trio in Marina del Rey and the Sunset Duo in San Diego — over the last several years along side my 15 year marriage. By most measures, it was working.

During that same stretch, my marriage fell apart.

I won't get into all of it. But I went through the hardest year of my life while running what looked, from the outside, like a thriving life, love and marriage.

That's where this came from.

Not from a business plan. From realizing that the men I most respected — entrepreneurs, business operators, investors, guys who'd actually built things — were mostly carrying it alone too. Good at the surface level. Something heavier underneath.

I wanted a room where that wasn't the case.

I'm on every session. I review every application personally. This isn't a managed program — it's something I built because I needed it too.

If something in this landed for you, that's exactly why I put it here.

— Ryan Kirk

A Day on the Water

The Day

From the marina to the horizon and back. Choose your chapter and your route — every month is a different adventure.

Marina del Rey departs on the Sunset Trio — our 63ft private yacht. Choose your destination:

10AM Departure · Marina del Rey → Malibu Coastline · 4PM Return
10:00 AM · Boarding
Welcome Aboard — Sunset Trio

Pull up to the slip at Marina del Rey. Coffee, morning bites, and the easy energy of men who know they're exactly where they want to be. The captain briefs the route as lines are cast off. No agenda yet. Just arrive.

MDR Harbor Departure
10:30 AM · Underway
Open Deck — Find Your Conversation

The marina shrinks behind you. The first 90 minutes are completely open. Find the conversation that matters, get a drink, watch the coastline open up. This is where the first real connections form — no forced introductions, no name tags.

LA Coastline Cruise
12:00 PM · Lunch
Lunch at Sea — The One Agenda Item

The chef serves a full lunch on deck as we cruise toward Malibu. Once everyone has a plate, one casual round — 10 minutes each. Whatever's on your mind — your business, your relationships, what's testing you. Then eat, talk, and let the Pacific do the rest.

The Round · 5 Min Each
1:30 PM · Open Water
Afternoon Drift — Malibu Coastline

The afternoon is yours. The Malibu coastline scrolls by, the bar stays open, and the conversations go wherever they need to go. Deals get discussed. Introductions get made. Friendships form. No clock watching. No agenda.

Malibu / Coastline Route
4:00 PM · Return
Back at the Slip

Golden hour return into Marina del Rey. The bar stays open until docking. Nobody rushes off. You leave with a few people you genuinely want to talk to again. That's a good day.

MDR Return
The Fleet

Your Home at Sea

Sunset Trio — Marina del Rey
Marina del Rey Chapter
Sunset Trio
Cruising the LA coastline from Marina del Rey toward Malibu, with optional Catalina Island runs on select months.
63ft Private Yacht 15 Members Monthly
Sunset Duo — San Diego
San Diego Chapter
Sunset Duo
Exploring San Diego Bay past the Hotel del Coronado and Coronado Bridge, with rotating dock-and-dine destinations.
62ft Private Yacht 15 Members Monthly
Life Inside the Club

Every Month,
A Different Day

Membership

30 Seats.
15 per Chapter. The Right Room, Once a Month.

Founding rate closes in
25 Days
:
00 Hours
:
00 Minutes
:
00 Seconds
May 31, 2026
$2,495 / month after May 31
$1,495/mo
One founding seat per chapter. Reserved for the right man.
Private 60ft yacht, full exclusive use
Onboard chef — full food & open bar
15 vetted operators & investors per chapter
Captain + crew — just show up
The Lunch Round — open floor, real talk
5 crossover spots to the other chapter
Catalina, Coronado & San Diego Bay runs
Private Telegram group — active all month
No contract · Cancel anytime

Not ready yet?

Get the full details — who we are, what a day looks like, and what membership costs.

Join the Brotherhood

Request
Your Seat

Applications are reviewed personally within 48 hours. No payment until approved.

  • Men only
  • Accredited investor or $1M+ annual revenue
  • Ages 30–50 · Southern California based
  • Application reviewed within 48 hours
  • No payment until approved
  • Cancel anytime · no contracts · no fees

No payment required until approved. Approved applicants will receive a personal call from Ryan before their seat is confirmed.
Questions? hello@theislandclub.co

You're In The Queue.

Ryan reviews every application personally within 48 hours.
If it's a fit, he'll reach out directly — a real conversation, not a form letter.

No payment collected until you're approved and ready to board.

This is the brotherhood. If your seat opens, we'll see you on the water.


The Island Club · See you on the water.

Questions

Frequently Asked

Members must be either a verified accredited investor (per SEC definition — $1M+ net worth excluding primary residence, or $200K+ annual income) or an active business owner generating $1M+ in annual revenue. We also look for men aged 30–50 based in Southern California who show up fully when they're in a room. Character and generosity matter as much as the financial qualifications.
You show up, meet 14 other vetted operators and investors in your chapter, and spend 6-10 hours depending on destination on a private yacht. The chef runs a full spread from boarding to dock. Once a month over lunch, the host runs one casual round — 10 minutes each, one thing you're building, one thing you need. That's the only structure. Everything else is open conversation, great food, and the Pacific Ocean.
Once per month per chapter. Sessions run 10am to 4pm — six hours on the water. Enough time to go deep without destroying your week. This cadence is intentional: frequent enough to build real relationships and deal flow, rare enough that it stays an occasion worth showing up for.
Each month 5 crossover spots open for members from the opposite chapter to attend the other location's session. First 5 to claim them in the private Telegraph group get the spots. No extra charge — crossover access is included in every membership. Spots open two weeks before each session. They go fast.
Cancel anytime from your member portal — no phone calls, no awkward conversations, no cancellation fees ever. There is no monthly contract. Billing stops at the end of the current month and your seat releases to the next person on the waitlist immediately.
Yes. There is no mandatory agenda beyond one casual circle over lunch — ten minutes each, completely optional to share. Everything else is open water, good food, and men who genuinely want to be there. The introductions and opportunities that happen are a natural result of being in a room with the right people, not because we forced it.
Not at all. Most members have never owned a boat. You don't need any sailing experience or nautical knowledge. The captain handles everything. You just show up, be yourself, and be genuinely interested in the men around you. The water is the setting — not the subject.
The Island Club is founded by Ryan Kirk, owner of Island Boat — the private yacht charter operating the Sunset Trio in Marina del Rey and the Sunset Duo in San Diego Bay. Ryan reviews every application personally and is at every session. This is not a managed program or a corporate product. He started it because he wanted to be part of it.