Grand Cayman · Since 2011
Small groups, custom Softails, and a guide who has ridden every road on this island. Riders take their own bike. Everyone else rides pillion.
Tour packages
Prices are per person in US dollars. Reservations must be paid in full to hold a spot, and a security deposit is authorised on the rider's card on the morning of the tour.
Tuesday to Friday · 10:00 – 14:00 · ~80 miles
West Bay and a stop in Hell, then Seven Mile Beach, downtown George Town and South Sound before heading east for the island's landmark stops and lunch on the North Side.
Tuesday and Thursday · 13:00 – 16:00 · ~60 miles
The "Let's Go East" run, built for divers, sun worshippers, and anyone whose mornings are taken. Straight out to the East End and North Side with a stop or two along the way.
3 or 4 hours · guide rides, you don't
For guests who are not riding with someone. You do not need a licence or any riding experience: a certified guide takes the controls and you take the view. Travelling with a rider? You go on the back of their bike as a passenger for $50 instead.
The ride
The route runs from our shop in George Town out through West Bay for a stop in Hell, back along Seven Mile Beach and South Sound, then east to the blowholes and North Side for lunch. Roads here are flat, slow, and lined with water on both sides for most of the way.
Groups stay small because we only run five bikes on any one tour. If two of you book, two of you ride. There is no coach, no headset commentary, and no queue behind forty other people at the photo stop.
Before you ride
These apply to anyone taking their own motorcycle on tour. Passengers on pillion rides only need shoes, long pants and sunscreen.
Cancellations: cancel at least 48 hours before your start time and you get everything back. Between 24 and 48 hours we refund half. Under 24 hours, or if you do not show, the booking is non-refundable — this applies to cruise arrivals too, so please book with that in mind. If we cancel for any reason, including weather or bike availability, you are refunded in full. The hire agreement you sign is the governing document — where it differs from this summary, the agreement applies.
Tripadvisor
“Keith provides a great experience for motorcyclists, amounting to a full tour of Grand Cayman.”
“Any time spent on a MC is awesome, but doing it on an island made it even more awesome!”
“Keith offers a great trip around the island. Keith is very personable and has great knowledge.”
Gallery
Rider onboarding
Your booking is not confirmed until this is signed. Everything is done on your phone. Fill in your rider details, read the hire agreement, photograph the bike, sign, and you get a PDF copy emailed or saved straight to your device. It takes about five minutes and saves twenty at the shop.
Prefer paper? Download the hire agreement, print it, and bring it signed — or sign it and send it back to us before you arrive. It is the same document our lawyer prepared, so it stands up if a card dispute is ever raised.
Works offline once loaded. Add it to your home screen and complete it in the car park if you need to.
Start the waiver Waiver not yet signed · required before booking Print the waiver (PDF) Questions? 1.345.945.RIDEQuestions
Get in touch
#4 Dorcy Place, Dorcy Drive
Industrial Park, George Town
Grand Cayman, Cayman Islands
Tours — Tuesday to Friday, 10:00 to 16:00
Afternoon Getaway — Tuesday and Thursday only
Shop — Tuesday to Saturday, 9:00 to 16:00
Weddings, incentive groups, photo shoots. Call or email for pricing.
One step first
Every rider signs the hire agreement before a booking is confirmed. It takes about five minutes on your phone, and it saves twenty at the shop on the day.
