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 full 6-day tour or choose individual days below. If you're interested in a complete package—including the ride, refreshments, lunch during the tour, SAG bus, support ride masters, accommodation, breakfast, refreshments and lunch—just select your preferred option and email us at discoverjamaicabybike@gmail.com if you have any questions. We're happy to assist!

Travel & Booking Info

Arrival: Please book your flight to arrive on or before April 30, 2026.
Departure: Schedule your return flight on or after May 7, 2026.
Airport: For your convenience, all arrivals and departures must be through Montego Bay Airport (MBJ).

Important Dates:
Welcome Cocktail – April 30th
Checkout – May 7th

Cancellation Policy:
Due to the planning and limited space for each rider, we’re unable to offer full refunds. However, if you need to cancel, your payment can be credited toward the following year.


Please note that no bookings will be confirmed until all payments are received, and all payments are to be made by April 1st, 2026.


Before the Ride
We’ve partnered with trusted ground transport and travel agencies to help make your trip easier. If you need transportation to and from the airport or accommodation outside of the tour dates, we’re happy to assist!


During the Ride
You’ll be well taken care of throughout the tour. We’ll provide refreshments, police escorts, medical support, SAG bus and mechanical assistance. Our experienced ride leaders will guide the group and keep everyone together for a safe and enjoyable experience. Plus, we’ll stop at some of the best local food spots along the way!


After the Ride
Each day after the ride, we’ll suggest popular local spots for dinner options for those interested. Dinner is at your own cost, and we’ll share the available options with you.

After the 6-day tour, we can help with extra accommodation, tours, or transportation back to the airport if you’d like to stay longer. You can choose to relax in Kingston or head to one of Jamaica’s beautiful resort areas.

Our goal is to give you an unforgettable cycling and vacation experience—full of fun, culture, and new friendships.


(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 

Tour - Ride Only - Cyclist (select quantity)

6 Days Ultimate Experience - 400 miles/14,922ft 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 (DOES NOT INCLUDE EXCURSION) - Price for one cyclist $990 usd

Purchase Now

Cycle Group/Club (15 cyclists)

Cycle Group/Club of 15 Cyclists Special Package

 

Exclusive Group Perk:

Book 15 full tour + accommodations for your club, and you’ll receive: 

  •  2 FREE full tour admissions
     
  •  1 FREE double occupancy room
     

That’s added value — perfect for club leaders, giveaways, or extra guests! Reserve your spots now!
Space is limited, and the road is calling. For booking and further inquiries, contact us today and let’s get your club rolling into the ultimate experience.

Contact Us

Tour and Individual Accommodation Package - 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 6TH) - Breakfast $2,257 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 6TH) - Breakfast $1,978 usd

Book Now

Tour and Double Accommodation Package (Two Cyclist)

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

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

6 Days/7 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 $3,828 usd

Book Now

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

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

6 Days/7 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 $3,480 usd

Book Now

Tour and Double 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 6TH) - Breakfast $3,588 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 - Breakfast - Jamaican lunch at all destinations - Accommodation for our participating Host hotels in each parish (DOES NOT INCLUDE ACCOMMODATION ON MAY 6TH) -  $3,240 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 $320 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 $300 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 $300 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 $285 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 $445 usd

Book Now

Payment Plan Options

Early Bird Deposit to Secure Your Spot

First Payment for $350 usd (Each Cyclist)

 

With just a $350 USD deposit, you’ll secure:

Your Early Bird Discount Rate – Save big before prices go up!

Guaranteed Spot – Limited availability, first come, first served.

Peace of Mind – Not having to worry about the Early Bird Discount Deadline. Expires 12/31/2025 

Once you make this initial deposit, a final full payment is due by April 1st 2026.

Pay Now

Shop Ride Wear (DJBB 2026 Jersey)

DJBB 2026 Jersey

Our DJBB 2026 Jersey is now available. $110 usd. Asian fit, order 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, 2026. 

PURCHASE NOW

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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