Connected Golf Experiences | The Connected Golfer

Luxury Golf Travel

Golf. Luxury.
Transformation.

Intimate luxury golf retreats to exotic destinations worldwide. Three days of championship golf, four nights at a five-star resort, seven players maximum, and Leo playing in every round.

See the Schedule

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The Experience

This is not a golf vacation.
There is a difference.

Every Connected Golf Experience is an intentional high-performance environment. You play championship courses alongside six other serious players, and Leo is not watching from the cart path. He is in the round with you, competing, making shots, and showing you what professional-level execution looks like in real conditions.

By the time you fly home you are not just a golfer who went on a trip. You are a golfer who proved something to yourself.

  • Three rounds on championship courses across three days of golf
  • Five-star all-inclusive resort accommodation
  • Seven players maximum per experience
  • Leo playing in the round alongside you every day
  • Morning mindset and preparation sessions before each round
  • Evening round reviews and performance debriefs with the full group
Leo Herrera

2026 Schedule

Choose your destination.

Every experience includes the same elevated standard, only the destination changes.

⛳ 3 Days of Championship Golf 🏨 4-Night Stay at a 5-Star Hyatt 🍽 All-Inclusive Food & Drinks 💆 Full Spa Access 🧠 Live Coaching with Leo
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June 6 to 10, 2026

Los Cabos

Mexico

The Baja desert meets the Sea of Cortez here, all dramatic cliffs and turquoise water. Expect dry heat, dusty arroyos, fresh ceviche on the marina, and golf carved straight through the rock. The energy is rugged and a little wild.

🇨🇴

October 9 to 14, 2026

Cartagena

Colombia

A walled colonial city on the Caribbean coast, full of color, music, and salsa spilling out of open doorways at night. The pace is unhurried by day and electric after dark. This trip is as much about the city as it is about the course.

🇨🇷

November 15 to 19, 2026

Reserva Conchal

Costa Rica

Pure pura vida. Pacific sunsets, howler monkeys in the trees, and a slower, grounded rhythm to every day. Guanacaste is dry forest meeting open coastline, and the whole trip feels like an exhale.

🇲🇽

December 12 to 16, 2026

Cancún

Mexico

Caribbean blue water, white sand, and a region built for closing out the year right. Expect resort energy, beach clubs, and a course that has hosted real tour golf along this stretch of coastline.


2027 Schedule

Plan further ahead.
Travel more.

Ten destinations across the year. Early applications receive priority placement before spots open to the public.

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January

Mazatlán

Mexico

An old-world Pacific port town with a real local feel: a historic centro, malecón boardwalk, and seafood straight off the boats. Mazatlán is less polished than the big resort towns and that is exactly the appeal. Expect authentic Mexico with championship golf attached.

🇲🇽

February

Riviera Maya

Mexico

Jungle meets Caribbean here. Cenotes, white sand, and a stretch of coastline known for some of the best resort living in the region. The vibe is tropical and unhurried, with championship golf running right along the water.

🇲🇽

March

Cabo San Lucas

Mexico

Desert cliffs dropping into the Sea of Cortez, with a marina scene that comes alive at night. Cabo is dramatic, dry, and a little rugged, the kind of place where the golf and the landscape feel like the same thing.

🇩🇴

April

Punta Cana

Dominican Republic

Postcard Caribbean: powder sand beaches, coconut palms, and water in a shade of blue that does not look real until you see it. Punta Cana is built for resort living, and the golf is some of the most scenic in the region.

🇲🇽

May

Puerto Vallarta

Mexico

Jungle-covered mountains drop straight into the Pacific in this one. Puerto Vallarta has a cobblestone old town, a real arts and culture scene, and courses carved through dramatic terrain unlike anywhere else on the schedule.

🇪🇸

June

Canary Islands

Spain

Volcanic black sand, Atlantic light, and a European pace of life off the coast of Africa. The Canaries are unlike any other stop on this calendar: dramatic landscape, old town charm, and a completely different rhythm of travel.

🇨🇴

September

Cartagena

Colombia

A walled colonial city full of color and music on the Caribbean coast. Days move slow, nights move fast, and the energy of the old town carries into every part of the trip alongside the golf.

🇯🇲

October

Montego Bay

Jamaica

Reggae, jerk smoke in the air, and a Caribbean island with more personality per square mile than almost anywhere else. Jamaica brings a different energy entirely, loud, warm, and unmistakably its own.

🇨🇷

November

Reserva Conchal

Costa Rica

Pura vida, Pacific sunsets, and dry forest meeting open coastline. The pace here is grounded and unhurried, a natural way to close out the back half of the year.

🇲🇽

December

Punta Mita

Bahía de Banderas, Mexico

A secluded bay on Mexico's Pacific coast known for some of the most exclusive resort golf in the country. Punta Mita closes the year out quiet, upscale, and dialed in, the perfect final stop on the calendar.


Membership

Travel more. Save more.
Go deeper.

The Connected Golfer Experiences membership is built for the golfer who does not want to do one trip. They want to make this a way of life. As a member you get priority access to every destination before spots open to the public, a guaranteed discount on every trip, and a place in the inner circle of golfers who keep showing up.

  • First access to every new destination before public release
  • 10% off every trip you book as a member
  • Priority placement when trips sell out quickly
  • Access to a private community of serious traveling golfers
  • Exclusive member-only destinations and experiences

Less than 10 membership spots available. Once they are gone, they are gone.

Leo Herrera
"This is for the golfer who knows they are capable of more and is finally ready to put themselves in the environment that proves it."
Leo Herrera III · The Connected Golfer

The course is waiting.
Are you?

Apply for the next Connected Golf Experience. Spots are capped at seven per trip and they fill fast.

Limited spots available per cohort.

The Connected Golfer© 2026 Leo Herrera III. Stay Connected to the Process.