What are the membership qualifications for The Island Club?

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.

What actually happens on the boat at The Island Club?

You show up, meet 14 other vetted operators and investors in your chapter, and spend the day 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.

How often does The Island Club meet and how long are sessions?

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.

How do crossover sessions work at The Island Club?

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 Telegram group get the spots. No extra charge — crossover access is included in every membership. Spots open two weeks before each session.

How do I cancel my Island Club membership?

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.

Is The Island Club just a social club — no forced networking?

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.

Do I need boating experience to join The Island Club?

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.

Who founded The Island Club?

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.

The Island Club — Private Men's Brotherhood

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:

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Coastal Cruise

10AM Departure · MDR → 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 · 10 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

🏝️

Two Harbors, Catalina

8AM Departure · MDR → Two Harbors · ~30 miles · 7PM Return

8:00 AM · Departure

Early Departure — Sunset Trio, Marina del Rey

Early call. Coffee, bloody marys, and breakfast bites as we clear the breakwater at Marina del Rey and set course for Two Harbors — the remote, rugged west end of Catalina Island. 30 miles of open Pacific ahead. This is the run that separates the club from every other group you've been in.

MDR Departure · Open Ocean

11:00 AM · Arrival

Moor at the Isthmus — Two Harbors

Drop the hook at Two Harbors — one of the most spectacular natural anchorages on the California coast. Clear blue water, kelp beds, Garibaldi fish under the hull. The chef begins preparing lunch on deck as you swim off the back or settle into the rhythm of the harbor.

Mooring · Isthmus Cove

11:30 AM · Lunch

Lunch on the Mooring — The One Agenda Item

Full lunch on deck at anchor, Two Harbors as the backdrop. Once everyone has a plate, one quick round — 10 minutes each. Whatever's on your mind — your business, your relationships, what's testing you. Then eat, swim, and talk. The water is 80 feet of visibility and the harbor is yours.

The Round · 10 Min Each · Swim Time

1:00 PM · Shore

Shoreboat to Land — Explore Two Harbors

The shoreboat runs you into the dock. Two Harbors is one of a kind — a tiny village with no cars, world-class snorkeling, and an atmosphere that exists nowhere else in Southern California. Group activities spread out from here.

Shore Excursion Begins

1:00–4:00 PM · Activities

Island Activities — Choose Your Adventure

The afternoon at Two Harbors is unstructured on purpose. Options include:

→Buffalo Milks at Harbor Reef Bar — Catalina Island's most iconic cocktail, invented right here at Two Harbors. Vodka, Kahlúa, crème de cacao, crème de banana, whipped cream. A rite of passage.
→Harbor Reef Restaurant & Saloon — Waterfront dining and cold drinks on the patio. The only real restaurant on this end of the island. The swordfish is caught daily.
→Harbor Sands Beach Club — Private palapas, lounge chairs, and signature cocktails delivered beachside. Soft white sand, swaying palms, harbor views.
→Ridge Hike — Short but dramatic hike up the ridge above the isthmus. Views of both harbors and the mainland on a clear day. Bison sightings possible.
→Snorkeling & Water Sports — Dive Recreation Center rents snorkel gear, kayaks, and paddleboards. The water off Two Harbors is among the clearest in California.
→Frisbee Golf at Buffalo Park — The island's own disc golf course set against dramatic hillside terrain. Surprisingly competitive.

Group Choice · Open Afternoon

4:00 PM · Drop Lines

Cast Off — Homeward Bound

Shoreboat back to the Sunset Trio. Cast off from the mooring and set course northeast back to Marina del Rey. The sun is dropping toward the mainland horizon. Cold drinks, tired legs, good stories. The run home is the best part of the trip.

Return Passage · Open Ocean

7:00 PM · Dock

Back at the Slip — Marina del Rey

Back at the Marina del Rey slip at golden hour. The bar stays open until docking. These are the sessions members talk about for months. Long days, full conversations, real adventure — and you did it with 14 other members in your chapter who all showed up.

MDR Return · Sunset Dock

🌴

Avalon, Catalina

8AM Departure · MDR → Avalon · ~39 miles · 7PM Return

Avalon Harbor

Moored at the Catalina Casino

8:00 AM · Departure

Early Departure — Sunset Trio, Marina del Rey

8AM departure from Marina del Rey. Breakfast spread, morning drinks, and the open Pacific ahead. The crossing to Avalon takes 2–3 hours depending on conditions. Good conversation territory — the ocean does something to people.

MDR Departure · Open Ocean

11:00 AM · Arrival

Moor at Avalon Harbor

Arrive at Avalon — Catalina's main town and one of the most charming harbors in California. The iconic Casino building anchors the hillside. Crystal water in every direction. Moor up and take it in. The chef starts on lunch while you get your bearings.

Mooring · Avalon Harbor

11:30 AM · Lunch

Lunch on the Mooring — The One Agenda Item

Full lunch on deck at anchor in Avalon Bay. Once everyone has a plate, one quick round — 10 minutes each, one thing you're building, one thing you need. Then eat, swim off the back, and enjoy the best view in Southern California.

The Round · 10 Min Each · Swim Time

1:00 PM · Shore

Shoreboat to Land — Explore Avalon

The shoreboat drops you at Green Pier. Avalon is walkable, charming, and purpose-built for exactly this kind of day. The main strip along Crescent Avenue has everything you need and nothing you don't.

Shore Excursion Begins

1:00–4:00 PM · Activities

Island Activities — Choose Your Adventure

Avalon has more options than Two Harbors but the same island pace. Group activities include:

→Luau Larry's — The iconic tiki bar right on the waterfront. Order a Wiki Wacker and ask for the full experience. Trust us. A Catalina institution and the most fun 30 minutes on the island.
→Descanso Beach Club — Private cabanas and lounge chairs on Catalina's most beautiful beach. One of the only places in California where you can legally drink on the sand. Food and cocktails delivered to your chair.
→Buffalo Milks Trail — Catalina's signature cocktail originated at Two Harbors but is now available at over a dozen spots. Luau Larry's is the place to have yours in Avalon.
→Catalina Zip Line Eco Tour — Five zip lines through the eucalyptus-covered hills above Avalon with panoramic island and ocean views. The best way to see the interior of the island.
→Bison Expedition — Open-air Hummer tour into the interior of Catalina in search of the island's famous American bison herd — descendants of a movie crew's herd from the 1920s.
→Crescent Avenue & Waterfront — Stroll the main drag, browse local shops, grab an ice cream or a cold beer at any of a dozen spots along the bay.
→Casino Point Dive Park — Snorkel or dive the marine preserve below the iconic Catalina Casino building. Garibaldi, calico bass, and occasional leopard sharks.

Group Choice · Open Afternoon

4:00 PM · Drop Lines

Cast Off — Homeward Bound

Shoreboat back to the Sunset Trio. Cast off from the Avalon mooring and set course for Marina del Rey. The sun drops behind the island as you head northeast. Stories from the day, cold drinks, open ocean. The best conversations of the trip happen on the run home.

Return Passage · Open Ocean

7:00 PM · Dock

Back at the Slip — Marina del Rey

Sunset arrival back at Marina del Rey. The bar stays open until docking. Nobody wants to leave the boat. These are the sessions that define the club — the ones that make the $1,495/month feel like the best investment you've ever made.

MDR Return · Sunset Dock

San Diego departs on the Sunset Duo — our 62ft private yacht. Choose your destination:

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Coronado Island

10AM Departure · San Diego Bay → Coronado Ferry Landing · 4PM Return

10:00 AM · Boarding

Welcome Aboard — Sunset Duo, San Diego Bay

Board at the San Diego Bay slip. Bloody marys, espresso, and morning bites on deck. The captain briefs the route. San Diego Bay on a clear morning is one of the great views in American sailing — the downtown skyline, the naval vessels, the blue water opening ahead.

SD Bay Departure

10:30 AM · Bay Cruise

Underway — San Diego Bay Loop

Open conversation as we cruise past the naval base, under the Coronado Bridge, and along the Embarcadero. The Hotel del Coronado slides past on the port side. The skyline behind you, open bay ahead. Find the conversation that matters. Get a drink. This is San Diego at its best.

Bay Loop Route

12:00 PM · Lunch

Lunch at Sea — The One Agenda Item

Chef serves a full lunch on deck as we cruise. Once everyone has a plate, one quick round — 10 minutes each, one thing you're building, one thing you need. Then eat, look at the Coronado Bridge, and talk to whoever's sitting next to you. That's it. That's all the structure there is.

The Round · 10 Min Each

1:30 PM · Destination

Dock at Coronado Ferry Landing

Tie up at Coronado Ferry Landing — the waterfront marketplace on the bay side of Coronado Island. Walk-off access to shops, restaurants, and panoramic downtown San Diego views. The island is yours for the afternoon.

Coronado Ferry Landing

1:30–3:30 PM · Activities

Explore Coronado Island

Coronado is a world unto itself — Victorian architecture, legendary beach, and a pace that Los Angeles never quite achieves. Options for the afternoon:

→Hotel del Coronado — Walk the grounds of one of America's great historic hotels. The red-turret Victorian landmark opened in 1888 and has hosted presidents, celebrities, and Marilyn Monroe. The lobby bar and beachside Serea restaurant are excellent.
→Coronado Beach — Consistently rated one of America's best beaches. Wide white sand with gold mica flecks, gentle surf, and views of Point Loma and the Pacific. The beach directly in front of the Hotel Del.
→Coronado Brewing Company — Award-winning craft brewery on Orange Avenue. Their beer ships across California — the source is a short walk away. Fish tacos and cold IPAs.
→Orange Avenue — Coronado's charming main street lined with boutique shops, galleries, local restaurants, and the kind of neighborhood feel that San Diego proper has mostly lost.
→Tidelands Park & Coronado Bridge Views — Walk the bayfront path to Tidelands Park for the best ground-level view of the Coronado Bridge anywhere on the island. Perfect for the group photo.
→Bike the Island — Rental bikes available at the Ferry Landing. The Bayshore Bikeway loops around the island with bay and ocean views the entire way. 20+ miles of flat, scenic trail.

Group Choice · Open Afternoon

3:30 PM · Cast Off

Return Cruise — Golden Hour on the Bay

Back aboard the Sunset Duo. Late afternoon light on San Diego Bay is the best light of the day. Return cruise across the bay — the skyline, the bridge, the carrier wakes. Open deck, open bar, open conversation. The day winds down exactly the way it should.

SD Bay Return

4:00 PM · Dock

Back to the Slip

Sunset arrival at the slip. The bar stays open until docking. Nobody wants to be the first one off the boat — and for a while, nobody is. Good days end slowly.

SD Slip Return

⛵

Glorietta Bay

10AM Departure · San Diego Bay → Glorietta Bay · Hotel del Coronado · 4PM Return

10:00 AM · Boarding

Welcome Aboard — Sunset Duo, San Diego Bay

Board at the San Diego Bay slip. Espresso, morning drinks, and breakfast bites as we prepare to depart. The captain briefs the route — today we're setting up in one of the most coveted anchorages on the entire California coast.

SD Bay Departure

10:30 AM · Transit

Bay Cruise to Glorietta Bay

Transit south across San Diego Bay, past the naval fleet, under the iconic Coronado Bridge. Turn into the protected cove of Glorietta Bay — a tucked-away anchorage on the bay side of Coronado Island, directly in the shadow of the Hotel del Coronado. One of the most scenic spots in the entire bay.

Under the Coronado Bridge

11:00 AM · Anchor

Drop Anchor — Glorietta Bay

Set anchor in the calm protected waters of Glorietta Bay. The Hotel del Coronado fills the view off the port bow. Crystal clear water, calm conditions, and the red turrets of the Del as your backdrop. The chef starts on lunch. Members swim off the stern into 70-degree bay water.

Glorietta Bay Anchorage

12:00 PM · Lunch

Lunch at Anchor — The One Agenda Item

Full lunch on deck with the Hotel del Coronado as the view. Once everyone has a plate, one quick round — 10 minutes each. Whatever's on your mind — your business, your relationships, what's testing you. Then eat, swim, and talk. Glorietta Bay is one of the finest places in Southern California to do absolutely nothing at all.

The Round · 10 Min Each · Swim Time

1:30 PM · Shore

Dinghy Ashore — Hotel del Coronado & Coronado

Run the dinghy ashore to the Glorietta Bay boat ramp and walk across to the Hotel del Coronado's beach access — one of the most iconic stretches of sand in California. The Del's private beach, Serea restaurant, and the surrounding shops and waterfront are all within easy walking distance.

Shore Access · Hotel del Coronado

1:30–3:30 PM · Activities

Explore the Hotel del Coronado & Coronado Beach

The afternoon centers on the legendary Hotel del Coronado and its surroundings — one of the most storied destinations in California history:

→Serea Restaurant at The Del — The Hotel del Coronado's acclaimed coastal restaurant led by San Diego native Chef JoJo Ruiz. Sustainable seafood, ocean views, impeccable service. Order a round of drinks and stay a while.
→Coronado Central Beach — The beach directly in front of the Hotel Del. Consistently ranked among America's best. Gold-flecked sand, mild surf, and the Victorian hotel as your backdrop.
→Hotel del Coronado Grand Lobby Tour — Walk through 130+ years of California history. The Del has hosted every US president from Benjamin Harrison to Barack Obama, and Marilyn Monroe filmed "Some Like It Hot" on its beach.
→Seaforth Boat Rentals at Glorietta Bay — Rent a kayak, paddleboard, or small sailboat directly from the Glorietta Bay marina for independent exploration of the cove and surrounding bay.
→Glorietta Bay Park & Views — The bayside park directly next to the marina offers the best close-up view of the Coronado Bridge, calm water for swimming, and a quiet alternative to the busy ocean beach.
→Coronado Brewing Company — A short walk up Orange Avenue from the Hotel Del. Award-winning craft beer, fish tacos, and outdoor seating with the Coronado neighborhood as the backdrop.

Group Choice · Hotel del Coronado

3:30 PM · Weigh Anchor

Cast Off — Return Across the Bay

Dinghy back to the Sunset Duo, weigh anchor, and begin the return cruise across San Diego Bay toward the slip. Late afternoon light, cold drinks, the city skyline growing ahead. The kind of afternoon that makes you wonder why you ever hold meetings in conference rooms.

SD Bay Return

4:00 PM · Dock

Back to the Slip

Sunset arrival back at the San Diego slip. The bar stays open. The best days end slowly — and the Glorietta Bay run is always one of the best days.

SD Slip Return