The Sugar Trails of St. Kitts: Riding 300 Years of History from Wingfield Estate
Every convoy that rolls out of Wingfield Rainforest is riding through a piece of land that has had exactly five owners since 1625. That…
Read MoreOctober 8, 2026

Every great ATVenture has a face at the front of the convoy. At 869ATVentures, one of those faces belongs to Shomari Powell, a native Kittitian guide who rolls out of the Wingfield Rainforest base ready to show guests the island he calls home.
His motto sits right on our site: “Life starts when you go on an #ATVenture. If you want to go far, go together.” That is not a poster line. It is how a convoy actually works, and it is why guests who ride with us end up asking for their guide by name.
Our guides and booking agents are native Kittitians, knowledgeable, experienced, and proud of home. Shomari is one of four guides who lead and sweep every convoy, alongside Gamal Ramplin, Rodgenique Hendrickson, and Zidanique Swanston. When a guide grew up on this island, the trail is not a script. It is a neighborhood. They know which stretch of sugarcane trail runs past a plantation ruin, where the Wingfield Mountains open up, and where Brimstone Hill Fortress shows itself on the horizon.
Every ride begins at our base at Wingfield Estate, Old Road, in the heart of the island’s heritage corridor. Your guide greets you, walks you through a thorough safety briefing on how the machine works, and then runs a familiarization session on the practice course so you have the hang of it before the convoy rolls out. Helmets, goggles, and bandanas are provided. Closed shoes and clothes you do not mind getting muddy are on you.
A convoy has a front and a back, and your guides hold both. One leads the way and sets the pace. Another sweeps from behind so nobody gets left in the dust. That is the safety-confident side of an ATVenture: thrill on the trail, a pro on either end of the line. You ride, they guide, and nobody rides alone.
From the base, the route winds estate to estate along sugarcane field trails: rainforest canopy, centuries old sugar plantation ruins, remote villages, local farms, and lookouts over Brimstone Hill Fortress. This is the part where a local guide earns the title. Stop at a ruin and the story comes with it. Pause at a lookout and the photo spot is already picked. Keep your eyes on the trees too, because the monkeys make no promises but they do make appearances.
Scroll through our reviews and you will see it: guests talk about their guide the way you talk about a friend who showed you around. That is the whole idea behind the Ride With the Crew approach. You are not booking a machine. You are booking an afternoon with someone who loves this land and wants you to love it too.
Any operator can hand you a helmet. A local guide changes what the ride means. When your guide was born and raised on St. Kitts, the sugar story is family history, the village you pass is a neighbor, and the farm on the hillside is someone they might know by first name. That is the difference between seeing a place and being shown it. It is also why we describe our guides as genuinely enthusiastic about showing you their home. They are not performing a tour. They are sharing a place they love, at the speed of an ATV, with the engine and the rainforest as the soundtrack.
Shomari’s line about going far by going together fits the way our groups ride. Families, couples, friends off a cruise ship, and first timers all share the same trail, the same briefing, and the same practice course. Nobody is expected to arrive as an expert. The guide’s job is to make sure everyone leaves as a rider with a muddy grin and a camera roll full of proof. Bring your phone or camera for the lookout stops, because the footage is half the fun and your crew will want to see it back home.
A few easy ways to get the most from your ride with the crew. Wear closed shoes and clothes you do not mind getting muddy, and leave the white outfit on the ship. Pack sunscreen and a sense of ATVenture. Tell us your ship arrival and all aboard times when you book, since most of our guests come in on cruises and our base at Wingfield Rainforest is roughly a 20 to 25 minute taxi ride from Port Zante. We will schedule your ride so you are back at the port with time to spare.
Here is the best tip we can give you. Talk to your guide. Ask about the plants along the trail, the old estates, the best photo stop, or where the monkeys have been lately. Guides like Shomari carry a whole island of stories, and they are happy to share them between engine stops. The more you ask, the more the ride turns from a tour into a conversation, and that is where the memories start.
Not sure which machine fits your crew? Our ATV Adventure runs about three hours at $110 USD for a single rider or $180 USD for a double, with drivers 16 and up and passengers 6 and up. No riding experience is needed, and every ride starts with that full briefing and practice time. We also run the Side by Side Safari, the Dirt Bike Duo for confident riders, and Mix and Match for groups who want a bit of everything. See the full lineup on our tours page.
Book ahead, tell us your ship times if you are coming off a cruise, and let the crew handle the rest. Your guide will be waiting at Wingfield with a grin and a plan.
Let’s go on an #ATVenture and Make Memories TOGETHER.
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