The Americas Cup champions believe their World Cup preparations are on track after recent losses in the Intercontinental Cup and one-day internationals in Africa and the Caribbean.
"We went to the America's Cup in Toronto as the underdogs and came home as champions," Bermuda team manager Lionel Tannock told AFP.
"Now we are in Kenya for the World Cricket League and we are being labelled the underdogs again. We hope to see the team through to the final."
Bermuda played out to a draw with Kenya in their Intercontinental Cup qualifier in November before losing 3-0 in the one-day internationals played in Mombasa.
The Bermuda Cricket Board has promised a cash bonus of $4,000 to each player if they finish first or second in the tournament, of which the top two teams will qualify for the Twenty-20 World Championships in South Africa later this year.
The Islanders will welcome back their South African-born Saleem Mukuddem, who was the most consistent player during the tour of Kenya. The 35-year-old all-rounder has not played since injuring his lower back in South Africa in November.
Kenya, buoyed by a tri-series win in Mombasa earlier this month will however start as favourites to win the tournament which has an added bonus of $250,000 for the winners.
The other competing countries are Holland, Ireland, Scotland and Canada.