Schedule
Six days of sun, surf, and good times
These are suggested events, subject to change. — We can do whatever the fuck we want.
Arrival Day
Wednesday, March 18
Arrivals: Winslow, Trent & Farook
Flight DL 2586. Shuttle to the compound.
Arrival: Josh
Flight AA 1649. Shuttle to the compound.
Arrivals: Dan & Johnathan
Flight DL 1884. Shuttle to the compound.
Pool & Compound Tour
Get the lay of the land. Explore both estates, hit the pool, and crack open the first ("cold ones").
Groceries Run to Mega
Stock up on essentials, snacks, and ("drinks") for the week at Mega.
Sunset Session
Watch the sunset from the compound with ("drinks") in hand. The trip officially begins.
Dinner
Make dinner at the estate or go to the Clubhouse for dinner.
Night One Hangs
Theater room movies, pool table tournaments, or hot tub vibes. Ease into the trip.
Crystal Lagoon Day
Thursday, March 19
Breakfast
Breakfast at the house or Diamante Clubhouse.
Crystal Lagoon Morning
Head to the crystal-clear lagoon for paddleboarding, swimming, and floating in paradise.
Arrival: Freddy
Flight UA 1185. Shuttle to the compound.
Arrival: Ken
Shuttle to the compound.
Lunch at Los Claros
Casual beachside tacos and fresh ceviche. A Cabo institution.
Beach Afternoon
Post up at Medano Beach for the afternoon or chill at the compound pools.
Regroup & Get Ready
Showers, outfit changes, and pre-game ("drinks") at the compound.
Group Dinner at Lorenzillo's
Legendary lobster house right on the marina. Order the 2-pound lobster and don't look at the bill.
Marina Walk & Drinks
Stroll the marina, grab ("drinks") at Baja Brewing or hit a rooftop spot.
Downtown & Free Day
Friday, March 20
Breakfast
Breakfast at the house or Diamante Clubhouse.
Free Time / Explore Downtown
Explore downtown Cabo. Hit La Lupita for tacos and mezcal or Los Tres Gallos for traditional Mexican.
Lunch Downtown
Grab lunch wherever the day takes you.
Free Time / Pool
Decompress at the compound. Pool, hot tub, naps. Whatever you need.
Dinner at Sunset Monalisa
Fine dining with the most insane sunset views in Cabo. Mediterranean cuisine perched on the rocks.
Cabo Nightlife
Hit the strip. Cabo Wabo, El Squid Roe, Mandala, or wherever the night takes you.
Pool Day & Fine Dining
Saturday, March 21
Breakfast
Breakfast at the house or Diamante Clubhouse.
Free Morning
Sleep in, hit the gym, explore, or lounge by the pool.
Lunch at Tacos Guss
Street-style tacos that punch way above their weight. Al pastor, carne asada, and cold Pacificos.
Pool Day at the Compound
Full recovery mode. Three pools, three hot tubs, ("cold ones") on deck. This is why we came.
Get Ready for Fine Dining
Clean up. This one's upscale.
Dinner at El Farallon
Carved into the cliffs at The Resort at Pedregal. Freshest seafood in Cabo, waves crashing below. Bucket list dinner.
Drinks & Cigars at the Compound
Wind down with aged tequila, cigars, and stories from the trip so far.
El Arco & Farewell
Sunday, March 22
Breakfast
Breakfast at the house or Diamante Clubhouse.
Boat Tour to El Arco
Private boat to the iconic Arch of Cabo San Lucas. Lover's Beach stop, sea lion colonies, and plenty of photo ops.
Lunch at The Office on the Beach
Feet in the sand, drink in hand. Classic Medano Beach lunch spot.
Departures: Dan & Johnathan
Flight DL 1824. Safe travels!
Last Pool Session
Final afternoon at the compound. Soak it all in.
Sunset from the Compound
Last Cabo sunset together. Golden hour photos and good vibes.
Farewell Dinner at the Compound
Private chef farewell feast. Surf and turf, flowing ("drinks"), and speeches nobody asked for.
Compound Party
One final send-off at the compound. It's going to be memorable.
Departure Day
Monday, March 23
Breakfast & Pack Up
Final breakfast at the house. Pack your bags, find your sunglasses, and check under the beds.
Compound Checkout
Final walkthrough, group photo, and load up the shuttles.
Departure: Ken
Safe travels, Ken!
Departures: Winslow, Trent, Ken, Farook & Freddy
Flight DL 1871. Same time next year?
Keep It Flexible
Schedule is flexible! We'll adjust based on the group's vibe. Nothing is locked in stone — the best moments are the ones we don't plan for.