The format is fixed and simple. You fly in, transfer to the resort, and settle in at a welcome meeting where the team runs through the routes and the week. Then come three riding days, each fully supported: ride leaders set the pace, a police or motorcycle escort handles traffic, a sag vehicle follows with each group, and mechanics are on hand. Tour directors are available around the clock. The fourth night is the last, and transfers take you back to the airport.

What separates this from a standard cycling holiday is the support level. A sag vehicle with each group and a mechanic on the road means a mechanical or a bad day doesn't end your ride. The escort is a real difference in the Caribbean, where roads and traffic vary. Routes for both destinations are published on the operator's site, so you can see the terrain before you book.

It is not possible to book rides only — the event is sold as a package. That keeps the group together at one resort and covers the transfers, meals and support in one price. Each event is separate, so you cannot transfer a booking from Jamaica to Punta Cana or between years.

Jennifer Hilton, known as "Storm", is founder and CEO, and Mary Segura is general manager. Storm has recorded a detailed presentation covering the event's history and how it runs; the operator notes the hotel commentary in it is out of date because the hotel has changed and the Luxe tour is no longer offered. Guests can reach the team by WhatsApp on 876-869-6376.

Jamaica and Punta Cana are the two destinations, each with its own dates. The Jamaica events run 12–16 November 2026 and 11–15 November 2027. The Punta Cana events run 19–23 November 2026 and 4–8 November 2027. Prices are per person and differ between the cycling and non-cycling packages.

What's included

- 4 nights at an all-inclusive resort hotel - All meals and drinks at the resort - Round-trip airport transfers - Welcome meeting - Hospitality room and desk - 3 fully supported rides - Police/motorcycle escorts - Cycling ride leaders - Sag vehicle with each group - Mechanics - Tour directors available 24/24

What's not included

- Airfare - Travel insurance - Staff gratuities - Bicycles