When travel advisor Amanda Swan climbed into a battered old Toyota van with half-glass windows and no air conditioning, her husband thought the day was ruined. It turned out to be the beginning of a love affair with St. Kitts that has brought her back five times and counting.
At a Glance
St. Kitts rewards repeat visits through authentic, locally-guided experiences rather than mass-tourism infrastructure. Travel advisor Amanda Swan has returned five times since 2019, each time booking full-day tours with local guide Royston, who navigates volcanic terrain, historic sites, and hidden viewpoints in a weathered van, offering genuine connection to the island's culture and landscape.
"Rob looked at me and said, 'We aren't getting into that, are we?' My response was yes we are, be quiet and just get in."
That moment, standing beside a weathered Toyota van on the streets of St. Kitts in 2019, could have gone a very different way. For travel advisor Amanda Swan, it was the kind of crossroads that separates a forgettable shore excursion from a story told at dinner tables for years. She got in. Rob got in. And what followed became, in her own words, one of the best excursions she has ever done on a cruise.
Swan's relationship with St. Kitts did not begin with that van. It began a year earlier, in 2018, on a cruise stop with her husband Rob, her youngest son Eben, and her mother-in-law Betty. The island was not on Swan's radar in any meaningful way. She had not researched it deeply, was not sure what to expect, and was not certain what to do with the time ashore. What she and Rob did know was that they wanted to move at their own pace, and so they arranged a private ATV excursion, one that offered a rare flexibility. Eben, still too young to hold a driver's licence, was permitted to take the wheel as long as he passed the safety demonstration and earned the guide's confidence. He did. The three of them rode through volcanic jungle terrain, past the crumbling ruins of old sugar plantations, and Swan left the island impressed. Intrigued. Ready to come back.

The Van, the Guide, and the Island's Soul
That return came in 2019, this time with Rob and a group of friends. Swan had done her homework. She had found a local guide named Royston, booked a full-day island tour, and arranged a pickup near the cruise port. What she had not quite prepared Rob for was the vehicle. The old Toyota van, with its bench seats and windows only half-covered in glass, was not what most travellers picture when they imagine a curated island experience. Rob's expression said as much. But Swan had already made her assessment, and she trusted it. She told him to get in and be quiet.
He figured it was going to be a horrible day. It became one of his most cherished travel memories.

Royston arrived at the pickup point a few minutes late, having been spotted running up the road by the other tour guides who told the group, quite simply, to wait. When he appeared, breathless and warm with welcome, he introduced himself and led them to the van. What followed was a full-day immersion in a Caribbean island that most cruise passengers never truly see.
Royston took them to Caribelle Batik, where local artisans have kept a textile tradition alive in a lush hillside setting. He brought them to the island's historic fort and down through neighbourhoods that told the full story of Kittitian life, not just the polished version presented to tourists, but the real one. "Royston loves his country and has passion in sharing it, so he showed us all of it, not just the tourist sites," Swan reflects. "He brought us to places he had discovered that he thought was pretty and wanted to share the beauty." There were off-the-beaten-path viewpoints that left the group breathless in the best possible way, a picnic lunch of local food that surprised Swan with its depth of flavour, a stop at the beach for a swim, and a cooler of cold drinks passed around as the warm island breeze moved freely through those half-glass windows. The van, it turned out, was not a liability. It was a key. It could go where the polished tour buses could not.
A Destination That Earns Its Repeat Visits

Swan has returned to St. Kitts in 2023, 2024, 2026, and has another Royston tour booked for December of this year. Each visit has brought a different configuration of family and friends: her in-laws, her oldest son Connor and daughter-in-law Lexus, friends made onboard ships. And each visit has offered something slightly new, a different perspective, a different conversation, a different stretch of breathtaking view. "It is a tour I don't mind doing over and over again," Swan says, "as I always get something a bit different out of it."
St. Kitts itself rewards that kind of repeat attention. It is a small island with a remarkable range of landscapes: active volcanic terrain, dense jungle, stretches of ocean beach, and historical landmarks layered with colonial-era history. There are only a handful of resorts, which means it has not been overtaken by the machinery of mass tourism. That restraint, Swan believes, is precisely what gives the island its charm. It remains genuinely itself.
The island's surprises have a way of catching even seasoned travellers off guard. Swan was not expecting to be won over by the local food, its flavours richer and more distinctive than she had anticipated. She was certainly not expecting the monkeys. "I wasn't expecting to see monkeys at the beach bar," she says with obvious delight. "They just came out of the bush to say hello and see if we had food for them." It is the kind of moment that no itinerary can manufacture, the sort of encounter that lodges itself permanently in memory and becomes the first thing you mention when someone asks about the trip.

Not Luxury, But Full of Heart
Swan is clear-eyed about what a Royston tour is and what it is not. It is not a luxury product. There is no air conditioning in the van, no white-tablecloth lunch, no choreographed spectacle. What it offers instead is something harder to package and far more valuable: authentic connection to a place, guided by someone who genuinely loves it. "The tour with Royston is for anybody open for a full day authentic tour," Swan says. "It isn't luxury, but it is full of heart."
For Swan as an advisor, this distinction matters enormously. She knows her clients. She knows which ones are chasing comfort and which ones are chasing meaning. St. Kitts, she believes, has something for both, but the Royston experience is specifically for those willing to set aside their expectations and trust the road ahead, even when the road is navigated in a van that Rob nearly refused to board.

The relationship between Swan and Royston has evolved well beyond a professional transaction. It has become something warmer and more personal, a friendship forged through repeated visits and shared enthusiasm for the island. "Royston now jokes that we have become his most frequent travellers," Swan says, smiling, "and that he sees more of us than some of his family on the island."
What Comes Next
There is still one piece of the St. Kitts story Swan has not yet written. Nevis, the island's quieter sister, sits just a short ferry ride away and remains on her list. She has not made it there yet, but she intends to, and when she does, she will arrive with the same approach she has brought to every Kittitian adventure: open, curious, willing to climb into the van.
For now, Swan's attention is fixed on December. Another holiday cruise. Another arrival in St. Kitts. Another day with Royston, winding through jungle roads with the breeze coming through half-glass windows and a cooler of cold drinks within reach. "I am going back to St. Kitts and will be doing the island tour with Royston again," she says, and there is nothing tentative about it. It is not the statement of someone checking off a destination. It is the statement of someone going home.



