First Person Travel presents

A Narrative Weekend Adventure for Two


Like being the detective in Twin Peaks
New York Times Style Magazine

Become the star of your own live-action thriller
Bloomberg Pursuits

I felt like a real-life Sam Spade

A Story-Driven Weekend Trip

The Headlands Gamble is an extraordinary weekend trip for two with a thrilling storyline woven through it. You and a partner will be the detectives in an immersive mystery story set amidst some of the most beautiful locations in the North Bay.

Wine glasses in front of a horse race

You'll drive from location to location in a custom car, meeting characters, unearthing clues and following leads while experiencing all that Marin County has to offer.

An interactive tablet dashboard digitally augments the experience, guiding you to make the most of your weekend and together lead the story to its climactic conclusion.

The Headlands Gamble is a mysterious and unforgettable new way to experience Marin.
— Mike & Kaitlyn
There is no doubt that you are at the center of a Major Production. At its best, you really do feel like you've been transported into a movie.
— Daniel & Ana

In the race of life, who’s your sure bet?

Along California’s stunning northern coast, in the mystical headlands of Marin County, live some of America’s most prized racehorses. But not even the magical beauty surrounding these animals and their devoted handlers can protect them from the darker sides of humanity...

Car chase

Discover the Bay Area’s most beautiful locales as you investigate a multi-million dollar mystery written and directed by film, theater and television star Satya Bhabha (New Girl, Salman Rushdie's Midnight's Children, Scott Pilgrim vs. The World). You will gallop through a story of dreams and desperation, influencing the outcome with every choice that you make.

A gripping mystery that kept us deeply engaged with unusual characters and stunning locations, the Headlands Gamble also gave us the perfect space to connect with each other.
— Patrick & Christi

Your Weekend Itinerary

Just book your date, and your planning responsibilities are over! We'll be in touch to let you know how it starts, and everything will proceed from there.

Duration: 9am Saturday through 6pm Sunday

Location: Pickup and dropoff anywhere in SF or the East Bay

Lodging: one bedroom in a cozy seaside hotel in the Marin Headlands

Driving: about six hours total

Children: teens and up welcome!

Activity: Moderate walking, but no extreme physical exertion required.

Everything else: part of the adventure...

Perfectly conjured up with just the right mix of mental gamesmanship, physical adventure, laughter and travel wonderment.
— Jillian & Robert

Trips and Pricing


Two-day long theatrical experience
Itinerary of vistas, towns, restaurants and treats
One bedroom at a cozy hillside hotel
Beautiful convertible with integrated soundtrack
All meals and drinks included


Two-day long theatrical experience
Itinerary of vistas, towns, restaurants and treats
One bedroom in an idyllic ranch (per availability)
Luxe vehicle with integrated soundtrack
Dinner with a private chef (per availability)
Personalized drinks and other delicious treats
Tailored experiential moments just for you
An absolutely astonishing feat of choose-your-own-adventure storytelling, with sumptuous experiences around every corner.
— Jonathan & Rebecca

Book Your Trip

Questions? Email or call (415) 534-5643 at any time!

Your booking is cancellable for a full refund up to two months ahead of your date. All dietary constraints can be accommodated.

The Headlands Gamble is booked out through 2019. Please sign up for our email list to hear about upcoming dates and trips!