Want to See What a $100K Vacation Looks Like?

Dive Into The Trip 2017—on Travel Channel’s dime.

Stalwart and fearless Travel Channel explorers Jack Maxwell and Sam Brown will stop at nothing to get up close and personal with this year’s six-figure luxury-adventure prize. Nice work if you can get it, eh? Follow along with them in The Trip 2017 special airing tonight—then enter for your chance to win The Trip 2017 and to experience this exciting adventure yourself

Jetpacking in Miami

The Trip 2017 begins in Miami, hopscotches up to Palm Beach, then swoops down to Montego Bay and Ocho Rios on the northern coast of Jamaica. This year’s winner will swoop quite literally, with one hour of private jetpacking lessons. AquaJet Miami will teach you how to send yourself up to three stories into the air with 430 pounds of water. 

Luxury Lodging

In Miami’s Little Havana you’ll head to Tinta Y Café, where chef and owner Carlos Santamarina will give a private Cuban cooking class. Naturally, that includes the Cubano (a ham and cheese sandwich that originated at Florida cafes that catered to Cuban immigrants). If your meal precipitates a food coma, have no fear: You can retire to your one-of-a-kind suite (complete with wraparound balconies) on the 36th floor at EAST, where you’ll also enjoy breakfast and two dinners at the hotel’s signature restaurants. Sam and Jack, alas, did not spend three nights there.

Private Yacht Tour

Once you’ve gotten a handle on the bird’s-eye view of the city, you’ll take it in from the water on a sunset cruise along Miami’s waterways...on a private yacht, with drinks and hors d’oeuvres. According to Jack, it is acceptable to double-dip shrimp when you’re on a private yacht. 

The Suite Life

You’ll say hello to Palm Beach with a half-day of (private) lessons with an instructor from New Wave Kiteboarding. The athletics of this effort will prepare you for the kind-of-ludicrous luxury that awaits you for three nights in the Brando Suite at The Brazilian Court, a “discreet enclave” that has catered to the rich and famous since the 1920s. It should go without saying that champagne comes with the suite, but we’ll mention it anyway.

The Ultimate Hot Tub View

How to top Palm Beach? Try a week at Jamaica's Secrets Wild Orchid Montego Bay, where the Presidential Suite’s unlimited-luxury package includes 24-hour room service, seven restaurants, nine bars and lounges, a private butler, and a hot tub overlooking the ocean, NBD.

Top-Notch Cocktails

At a private bartending lesson, one of Secrets Wild Orchid’s mixologists will show you how to make the most of Jamaica’s top-shelf rum—and at sunset, you’ll enjoy the resort’s signature massage with sparkling wine and fresh fruit.


Once you reach your final destination, the Jamaican port town of Ocho Rios, you’ll hop on an inner tube and follow a private guide down the Martha Brae River (and over a small falls or two—this is Travel Channel’s luxury escape, after all). You’ll also “bobsled” on a 1,000-meter run from the rainforest canopy down along the coast.

Pools and Privacy

You’ll make like Winston Churchill, Marilyn Monroe, and Arthur Miller and perch at the edge of the Caribbean Sea at Jamaica Inn, a boutique beachfront hotel with a combination of suites and cottages. For three nights, your particular lodging there (apartment dwellers, skip to the next paragraph) is a 2,000-square-foot suite that includes private grounds and a pool. 

Secret Swim Spots

Itching to leap from the edge of that peninsula? You’ll spend a full day cliff-jumping with a private guide at Blue Hole, a gemlike secret falls and swimming spot. 

Muddy Buggy

On the last day of the trip—the 16th, if you weren’t counting—you’ll take a dune buggy across 900 acres of private hillside property. That’s a $100,000 smile Sam Brown has right there.

Want the full scoop on this adventure? Tune in for an in-depth look at The Trip 2017 tonight at 8|7c and enter for your chance to win twice daily now through March 24 here.

The Trip: 2017
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