The Water
Changes Everything.

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. 22 miles of open Pacific ahead. This is the run that separates the club from every other group you've been in.

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.

Full lunch on deck at anchor, Two Harbors as the backdrop. Once everyone has a plate, one quick round — 5 minutes each. One thing you're building, one thing you need. Then eat, swim, and talk. The water is 80 feet of visibility and the harbor is yours.

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.

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.

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.

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 men who all showed up.

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.

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.

Full lunch on deck at anchor in Avalon Bay. Once everyone has a plate, one quick round — 5 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 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.

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.

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.

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.