Motorcycle Tours

The Chameleon

Cayman Custom Cycles


Come along with us on a tour of Grand Cayman’s culture and amazing views with the wind in your face and the best seat in the house on one of our custom Harley Davidson motorcycles!

  1. The tour begins at 10:00 am from our shop.
  2. Tour includes lunch.
  3. Tour ends at 2:00 pm

We head up to the West Bay area for a stop in Hell!
They say you have to go through Hell to get to Paradise!

Then we ride through the beautiful 7 Mile Beach, downtown George Town and South Sound areas heading out to the East End of the island for stops at some of Grand Cayman highlighted attractions with a lunch stop in the North Side. From there we cruise our way back to the shop with a couple of stops on the way.


TOUR PRICE USD $275 per rider and additional USD $50 for passengers


Cayman Custom Cycles


The ‘Let’s Go East!’ ride is our afternoon tour that is for the diehard diver, sun worshiper or if you’re on the island busy with business meetings and your mornings are full. We head straight out to the East End and North Side of the island with a stop or two on the way.

  1. Tour begins at 1:00 pm
  2. Tour ends at 4:00 pm

Tour price USD $200 per rider and additional USD $50 for passengers 

cayman-bike tour Jan 2012-5

Cayman Custom Cycles


If you’re looking to get on one of our tours and not a rider we offer Pillion rides. Ride on the back with a guide.

(This is only available for people staying on island that have flexibility in dates.)

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Cayman Custom Cycles





  • Minimum Age 25 years old
  • Valid driver’s license with motorcycle endorsement
  • Major credit card
  • Full shoes or boots (no sandals or flip flops)
  • Long pants (no shorts)
  • Eye protection
  • Helmet (provided)
  • Sunscreen (Recommended)


  • Reservations must be paid for in full to guarantee spot on tour
  • Reservations are non-refundable
  • Tour cancellations due to weather are fully refunded


Security deposit is authorized on the rider’s credit card on the day of the tour


If you have a special event and would like to have Custom Motorcycles at … Weddings, Incentive group promotions to photo shoots. ~ We are there!

Please call or email for information and pricing

Cayman Custom Cycles

1.345.945.RIDE (7433)

TOURS: Monday – Friday 9:00 am to 4:00 pm
THE SHOP: Tuesday – Saturday 9:00 am to 4:00 pm


#4 Dorcy Place, Dorcy Drive, Industrial Park
George Town, Grand Cayman
Cayman Islands

Frequently Asked Questions


Answers to the most frequently asked questions about our Cayman Island motorcycle tours.

Unfortunately, due to limitations on insurance, the motorcycle riders must ride with the tour.

Yes! You can purchase a gift certificate for any of our Island Tours. Gift Certificates are emailed to you to print out. All Gift certificates are valid for 6 months. Click Here To Purchase Gift Certificates

We have at present 4 customized Harley Davidson softail models and we have 1 customized 1200 Sportster. With a new custom softail coming soon!

We try to encourage everyone to plan on booking early on your vacation For this reason.. We can reschedule!! If you book in for the last day then we wouldn’t be able to take you but you would not be charged.

The best thing about our tours is we are flexible! So making the tour is not a problem as long as we have an advanced reservation, your last tender time then depending on the time of the year (we are always on Island time and not affected by Daylight savings). You should be able to find out if your ship is landing on ship time/EST or if they are working on island time. We can setup the tour time to work within your time limits so that you get to ride and enjoy Grand Cayman without worrying about missing the ship. However some folks wouldn’t mind staying after seeing the island on the ride! Last, but not least, if weather conditions keep your ship from arriving we would give a full refund. It’d the same with the weather. If it’s pouring rain we will not be going so you would not be paying.

All the motorcycles have a passenger seat however at present we only have two that have backrests. So, if you require a backrest for your passenger we suggest reserving early.

We have one motorcycle that has foot boards for those who are used to riding with boards. We do not have bags on the motorcycles, however, we do have a satchel type bag that you are more than welcome to throw over the shoulder to carry anything.

Definitely you need an advanced reservation. We are also a full-fledged shop. So, as much as we would like to just drop the wrenches and go for a ride with you, we do have to schedule both the shop and the tours.

As our island is not that big we do not have the big road bikes. The softails allow a bigger bike feel without being too big for the roads we ride.

The tour is more geared towards riding around the island. However, if you are a shopper, there are a couple of gift shops at the Hell stop and at Rum Point.
And let’s not forget the Cayman Custom Cycles shirts back at the shop!

Depends on the tour you chose. The Island Tour we ride approx. 80 miles; The Afternoon Getaway will be around 60 miles.

We have a total of five motorcycles for the tours at present with one more on the way! However, it depends on the day. We will go out with as little as one rider! We love to ride!

Feel free to ask away in emails or on the phone! But if you want to get the opinion of the folks who have been out with us? Trip Advisor is the best option.