Cycle Montego Bay
Jamaica Reggae Ride

Jamaica RR Logo.png

5 day, 4 nts all-inclusive cycling vacation
Includes: 4 nights accommodation in all inclusive resort  including all meals and drinks, airport transfers, 3 fully supported rides, finishers medal &more! FREE Covid test for your return trip.


Our rides  are designed with the perfect combination of riding time and resort relax time!

Cycle Jamaica is an all inclusive cycling  vacation  which  includes 4 nights stay at an all inclusive resort based in  Montego Bay, and 3 organized rides. There is time in the afternoons to meet up with fellow cyclists, spouses and friends to explore the island's many  attractions, relax at the spa and to enjoy the facilities  of  your all inclusive resort.

We cater to ALL pace levels. If you are an elite cyclist, be prepared to be challenged by the island's top champions and if you are a newbie or intermediate cyclist, know that we make it fun for everyone and there is full service support at all times along the way. This is a concierge service tour  with ride leaders as escorts for each group.

NO ONE IS EVER ALONE ON THE ROAD BY THEMSELVES EVER! These are group rides. No rider is allowed in front 

of our designated lead rider who maintains the pace level. This is not a race. This is a FUN event. Please don't  stress

or get geeky. We are here to have fun!

Our stops are well planned so as to ensure everyone experiences the real Jamaica: we will have a rest stop at a local fruit stall. Enjoy coconut water straight from the  nut: the best rehydration ever!  Enjoy local roasted yams - as we pedal through "Usain country"! The Jamaican people are warm and genuinely friendly.  You'll get to meet them up close and in their real world!

We have two  ride distances each  day. Those in the  more moderate paced level will  be asked to join the  shorter ride distances and  allow  the faster cyclists to do the  longer distances.  We must control the amount of groups on the road at any one time and follow the durations allowed for the police and further protocols.

WE must choose options that are safe for all riders. this is a GROUP Event. If our routes and pace guidelines do not suit you, we recommend you book a PRIVATE ride where we can accomodate you better.


Long  distance; you should be able to maintain 17 mph on the flat in order to do this  Metric Century.


A     20-24   LONG

B     17 - 20  LONG

C    14 - 17    SHORT

So come on, let's ride!
Let us show you why Jamaica is truly the "heartbeat" of the Caribbean

Package inclusions:
•    Experienced English-speaking guide(s)

.    Round trip airport transportation for host hotels
•    Pre-tour orientation meeting

     Private award ceremony

      Finishers Medals
•    All inclusive hotel accommodations in host hotel booked
•    3 days fully supported cycling as per itinerary
•    Sag vehicles 

     Police escorted
•    All entrance fees to include events and activities
•    All in-country ground transportation
•    Clean drinking water available at all times

      Access to Wix App/Whatsapp group - communication with organizer 

      and other participants

Not Included: 
•    Round-trip airfare
•    Staff gratuities
•    Personal expenses such as souvenirs, gifts, additional drinks/entertainment, and incidentals

     Bicycle is  not include. Bring your own or rent a bicycle.

     International Travel Medical Health Insurance - compulsory (

Rates are per person based on two persons sharing in a room, for the 4 night package.

Rates increase each month. Please go to the booking  link to view the prices.


If you are traveling alone, you can get a room  for yourself but  you would need to add the single supplment  under optional  extras. 

Because rates increase each month, we suggest you make your $399 deposit and lock in the early rate with easy monthly payments thereafter. If you wait, the prices increase and there also can  be no more availability.

 The payment plans are flexible. Go to our booking link for rates and payment options.


Cyclists:  2 route options are provided each  day - one short and one long. For those who ride under 16mph, only the shorter route is available.  Sag vehicles are provided for ALL  groups. Maps below are approximations and are subject to change depending local conditions.  This is a fun event, please don't get too geeky!

DAY 1 - ARRIVAL- Montego Bay airport MBJ

We highly recommend to arrive on the earliest flight you can get into MBJ airport so that you have time to relax and enjoy the hotel facilities and get your bike set up.   We also  highly recommend you book the arrival services of Club Mobay for so many reasons: you are met right off the plane and join the fast track  through  immigration and customs and then have a comfortable place to relax and have a snack and drink before heading off to your hotel as you await everyone to clear through. Its important to book it early because it often gets sold out early.

 4:00-5:30pm   Optional Private or Group Training session with the coaches. Book in advance.  

 5:00-6:00pm   Meeting at the stage, Riu Montego  Bay 

 6:30 pm             Dinner and evening at leisure.

Overnight Host Hotel: Riu Montego  Bay

DAY 2 - Welcome Ride -Ironshore- Rose Hall-Falmouth

Wear your Club/Team Jersey Day

Travel through the residential areas of Montego Bay and the old  historic town of Falmouth.  There are scenic views of the Caribbean with smooth gently undulating, roads. Our rides are challenging but they are not races!

Groups A + B  Long  Route -  41 miles/913 ft

Group C:         Short route  -  32miles/881 ft

  • 05:00am           Continental Breakfast in the main buffet for the group

  • 05:45am           Fill water bottles, put day bag on bus, put on shoes and helmet. Prepare for ride out.

  • 06:00am           Ride out

  • 10:30-11:30     Photo shoot by the main tent ( photos with photograper by the backdrop)

  • Lunch at leisure in the hotel

  • 1:00-5:00pm - Optional Tour: Dunns River Falls- Bring towel, aqua shoes, change clothes.

  • 4:00-5:30pm - Optional Private or Group Training Session- with one of the coaches.  Book in advance.

  • 6:30pm             Dinner and evening at leisure to enjoy the hotel.  Early to bed because tomorrow is a hard day!

  • Overnight Host Hotel:  Riu Montego  Bay

 LONG ROUTE PROFILE - 41 miles/913 ft

SHORT ROUTE PROFILE  32miles/881 ft

DAY 3- Montego Bay - Rio Bueno

Metric Century- challenging

Today sees us heading along the northcoast of the island, along perfectly paved roads, with a few  climbs along the way for fun!  Today is a serious challenge with some hills to climb including the KOM/QOM Strava challenge of Spring  Hill.   Our turn around is at the Joe James Gallery located directly on the sea in a local village named Rio Bueno. The  downhills are challenging too and so this route is NOT for the beginner or inexperienced rider. 

  • 05:45am   All bikes to be put at the meeting point. Coffee available in the sports bar.

  • 06:00am   Ride out

  • Lunch at leisure in the hotel

  • 6:30pm Medal Presentation

Overnight Host Hotel:  Riu Montego  Bay


 Full route - 62.9 Miles/2456ft  - Metric Century-  Very Challenging

Short route - 42 miles/1079ft  

LONG ROUTE PROFILE  62 miles/2456 ft


DAY 4-Sunday - Montego Bay - Sandy Bay 

scenic ride with a few rollers, along the northcoast of the island. We stop to enjoy fresh coconut water straight from  the nut- it's the  best natural  hydration and it's so delicious. Not like from the box!

  • 06:30-07:00 - Breakfast

  • 07:00-07:30 - Photos and then Ride out 

  • 11:30am - Return to hotel

  • Lunch at leisure in the resort

  • 13:00- 17:00  Optional Sightseeing tour Tour: Dunns River Waterfalls

  • Dinner and evening at leisure to enjoy the hotel

  • Overnight Host Hotels:  Riu Montego  Bay


Long  route -  41miles/1548 ft

Short route -   30 miles/1034 ft

LONG  ROUTE PROFILE - 41 miles/1548 ft

SHORT  ROUTE PROFILE  30 miles/1034 ft


Transport from  Host Hotels to Montego Bay airport.

Driving time: 10 minutes


Every effort will be made to adhere to the planned route. Any unforeseen adjustments will be noted on our website in advance of the event , noted on the route guides, or explained by our Ride Tour Leaders and Road Master during our rides.


There are no refunds or compensations for any route changes, whatsoever. There is no compensation for bad weather or other causes that makes it impossible for us to ride and  to  ride safely and be inside the rules laid out by the Government of Jamaica.