Discover Jamaica By Bike
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Discover Jamaica By Bike
Home
Book Tour
Upcoming Events
Terms and Conditions
Tour Gallery
DJBB in the media
About
Staff
More
  • Home
  • Book Tour
  • Upcoming Events
  • Terms and Conditions
  • Tour Gallery
  • DJBB in the media
  • About
  • Staff
  • Home
  • Book Tour
  • Upcoming Events
  • Terms and Conditions
  • Tour Gallery
  • DJBB in the media
  • About
  • Staff

BOOKINGS and LOGISTICS (please read before you book)

You can book the tour for all 6 days or each day below, or if you want to book a package (ride, refreshments during tour, lunch during tour, SAG Bus, Support Ride masters, accommodation, and breakfast included), you can select the one you want below, and contact us at discoverjamaicabybike@gmail.com and we will be happy to assist. 


FLIGHT ARRIVALS ON/OR BEFORE May 1st, 2025, AND DEPARTURES ON/OR AFTER MAY 7TH 2025 MUST BE FROM MONTEGO BAY AIRPORT FOR BETTER CONVENIENCE.


Cancellation / Refunds - unfortunately because of the preparation we have to do to accommodate each rider, and the limited space, we will not be able to refund any amounts in full. In case you need to cancel then we can apply a credit to the following year. 


Payment plan - No longer available as of December 31. Only those who selected the payment plan prior to January 1, has this option available from the site. Please note that no bookings will be confirmed until all payments are received, and all payments are to be made by February 29th.


Being a cyclist, who wanted primarily to create a bucket list challenge, our focus has been on the ride mainly. We received feedback from fellow cyclists who will be participating about the need for more information on logistics.


(1) BEFORE THE RIDE: we have ground transport and travel agency partners, and we can therefore assist you with securing transportation to and from the airport and accommodation outside of the tour days

(2) DURING THE RIDE: we will have refreshments, police escorts, medical support, and mechanical support. The ride leaders will also keep the group together for an enjoyable and safe ride. We will also make stops at some of the best local food spots.

(3) AFTER THE RIDE: after each day we will organize for a well-known spot for some good Jamaican food and also for a tour, for anyone who is interested in either. This will be at a cost and the options will be presented. After the 6 days we can also assist with accommodation, tours, and transport back to the airport for anyone who wants to stay an extra day or two and continue to enjoy Jamaica. You can either stay in Kingston or head back out to one of our tourists' resorts.


Our main purpose is to make this an enjoyable cycling and vacation experience and create new experiences and friendships.

Tour - Ride Only (One Cyclist)

6 Days Ultimate Experience - 400 miles/14922ft elevation (Ride Only)

Montego Bay - Negril - Mandeville - Kingston - Port Antonio - Montego Bay

Breakfast - Refreshments during ride - Support vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - $1060 usd

Purchase Now

Tour and Accommodation Package (One Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (One Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (One Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (One Cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (INCLUDES ACCOMMODATION ON MAY 7TH) - Breakfast $2,470 usd

Book Now

6 Days/6 Nights - Ride Plus Accommodation (One Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (One Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (One Cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (DOES NOT INCLUDE ACCOMMODATION ON MAY 7TH) - Breakfast $2,140 usd

Book Now

Tour and Accommodation Package (Two Cyclist)

6 Days/6 Nights - Ride Plus Accommodation (Two Cyclist)

6 Days/6 Nights - Ride Plus Accommodation (Two Cyclist)

6 Days/6 Nights - Ride Plus Accommodation (Two Cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (INCLUDES ACCOMMODATION ON MAY 7TH) - Breakfast $3,300 usd

Book Now

6 Days/7 Nights - Ride Plus Accommodation (Two Cyclist)

6 Days/6 Nights - Ride Plus Accommodation (Two Cyclist)

6 Days/6 Nights - Ride Plus Accommodation (Two Cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (DOES NOT INCLUDE ACCOMMODATION ON MAY 7TH) - Breakfast $3,630 usd

Book Now

Tour and Accommodation (1 Cyclist and 1 Non-Cyclist)

6 Days/7 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

6 Days/7 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

6 Days/7 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (INCLUDES ACCOMMODATION ON MAY 7TH) - Breakfast $3,235 usd

Book Now

6 Days/6 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

6 Days/7 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

6 Days/7 Nights - Ride Plus Accommodation (1 cyclist/1 non-cyclist)

Montego Bay/Negril/Mandeville/Kingston/Port Antonio/Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (INCLUDES ACCOMMODATION ON MAY 7TH) - Breakfast $2,805 usd

Book Now

Book by the Day

Day 1 The Starter - 52 Miles/1000ft (Ride Plus accommodation for 1 cyclist)

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Montego Bay - Negril

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $510 usd

Book Now

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Negril - Mandeville

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $360 usd

Book Now

Day 3 The Cruise - 61 Miles/1509ft (Ride Plus accommodation for 1 Cyclist)

Day 2 The Spur Tree Hill Challenge - 81 Miles/4413ft (Ride Plus accommodation for 1 cyclist)

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Mandeville - Kingston

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $320 usd

Book Now

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Kingston - Port Antonio

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $320 usd

Book Now

Day 5 Cultural Explosion - (1 Participant)

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Day 6 The Century - 118 Miles/4000ft (Ride Plus accommodation for 1 cyclist)

Portland

Fun activities and excursions- Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $295 usd

Book Now

Day 6 The Century - 118 Miles/4000ft (Ride Plus accommodation for 1 cyclist)

Day 4 Rolling Coast - 76/4000ft Miles (Ride Plus accommodation for 1 cyclist)

Day 6 The Century - 118 Miles/4000ft (Ride Plus accommodation for 1 cyclist)

Port Antonio - Montego Bay

Cycle Tour - Refreshments during ride - SAG vehicle - Luggage transport - Police escort - Emergency health support - Support cyclists - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $305 usd

Book Now

Day 7 Rest/Recovery - (Accommodation for 1 cyclist)

Day 7 Rest/Recovery - (Accommodation for 1 cyclist)

Day 7 Rest/Recovery - (Accommodation for 1 cyclist)

 Montego Bay

 Emergency health support - Jamaican lunch at destinations - Accommodation at Host Hotel- Breakfast $330 usd

Book Now

Payment Plan Options

6 Days 6 Nights Full Tour + Accommodations (One Cyclist)

First Payment for $1,235 usd

Second Payment for $1,235 usd

Second Payment for $1,235 usd

This is the first of two payments.

Pay Now

Second Payment for $1,235 usd

Second Payment for $1,235 usd

Second Payment for $1,235 usd

This final payment is due by April 23, 2025.

Pay Now

6 Days 7 Nights Full Tour + Accommodations (One Cyclist)

First Payment for $1617.50 usd

Second Payment for $1617.50 usd

Second Payment for $1617.50 usd

This is the first of two payments.

Pay Now

Second Payment for $1617.50 usd

Second Payment for $1617.50 usd

Second Payment for $1617.50 usd

This final payment is due by April 23, 2025.

Pay Now

Shop Ride Wear (DJBB 2025 Jersey)

DJBB 2025 Jersey

Our DJBB 2025 Jersey is now available. $110 usd

Its racer fit and we recommend ordering one size up. Please indicate in the notes when ordering your size and name to be printed on the back. Orders must be made by February 1st, 2025. 

PURCHASE NOW

Shop Ride Wear (DJBB T-Shirt)

DJBB 2025 Jersey

DJBB 2025 Jersey

DJBB 2025 Jersey

Our DJBB T-Shirt "We Ready" is available. $20 USD Orders must be made by April 1st, 2025. 

PURCHASE NOW

DJBB 2025 Jersey

DJBB 2025 Jersey

DJBB 2025 Jersey

Our DJBB T-Shirt "Cycle and Pray" is available. $20 USD Orders must be made by April 1st, 2025. 

PURCHASE NOW

DJBB 2025 Jersey

DJBB 2025 Jersey

DJBB 2025 Jersey

Our DJBB T-Shirt "Cycling is Love" is available. $20 USD Orders must be made by April 1st, 2025. 

PURCHASE NOW

DJBB 2025 Jersey

DJBB 2025 Jersey

DJBB 2025 Jersey

Our DJBB T-Shirt "Stay on my wheel" is available. $20 USD Orders must be made by April 1st, 2025. 

PURCHASE NOW

Register for the DJBB Tour (May 1s7 to May 7th, 2025)

Fill out your details and then select and pay for either the 6 days ultimate ride or any of the days separately - bookings not confirmed until payment is made


By submitting your information and payment, you are confirming your agreement to participate and accept the risks associated with cycling and agree to our Terms and Conditions. You consent that you will sign a waiver prior to the event


You can pay for the full tour, or specific days, by using the payment option below or contact discoverjamaicabybike@gmail.com for other payment options

Personal Details

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Frequently Asked Questions

Please reach us at discoverjamaicabybike@gmail.com if you cannot find an answer to your question.

No. You can do any one or multiple days you want to. We think that most participants will want to choose the 6 days tour to ride through all 14 parishes and finish the full challenge. If you are unable to, however, each day is a challenge itself an allows you to see the best spots in Jamaica on a bike


The ride will have police escorts, to ensure that we have uninterrupted passage. Also we will have health personnel accompanying the ride, as well as support vehicles and a mechanic


Yes. We will have Tours available for family and friends who are not riding and they can be transported from start to end destinations if desired. You can also have your friends and family stay in the your favourite Jamaican destination until you have finished the ride and then rejoin them to complete your vacation


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