Reviewed · HORSEBACK RIDING TOURS
Horseback Riding In The Ocean from Montego Bay Private Transfer
The best part of this outing is the change of pace: you leave your hotel in a private, air-conditioned vehicle and end up on horseback riding through Caribbean water near St Ann’s Bay. I like the private transport and the chance to spend time with a horse in the sea, rather than simply viewing Jamaica from a van window.
I also like the personal service from Thomas Explora Tours. Thomas is praised for airport pickups, birthday touches, solo support, and keeping people on schedule, while Odane Thomas is also named as a driver and guide. The main consideration is the roughly four-hour length: the ride itself is only one part of the outing, and the transfer from Montego Bay to St Ann’s Bay adds road time.
Key points to know before booking

- Horseback riding in Caribbean water: The ride combines scenic trails with time in the sea, the feature that gives this outing its special appeal.
- Private, air-conditioned transport: Pickup is offered from a hotel, Airbnb, or cruise port, with your group traveling on its own.
- St Ann’s Bay starting point: The horseback activity begins at the St Ann’s Bay Horse Back Riding Association on Main Street.
- Thomas Explora Tours service: Thomas and Odane Thomas are named in customer feedback, with special praise for safety, comfort, punctuality, and friendly help.
- About four hours total: The experience includes pickup, driving, instructions, riding, time to relax, and the return journey.
- Weather matters: Poor weather can lead to a new date or a full refund, and cancellations made at least 24 hours ahead receive a full refund.
From Montego Bay to St Ann’s Bay

This is not a simple walk from a Montego Bay resort to a nearby stable. The activity begins at the St Ann’s Bay Horse Back Riding Association, so the private transfer is a major part of the product.
Your driver picks you up at your hotel, Airbnb, or cruise port in an air-conditioned vehicle. Pickup information is supplied in advance, including the driver’s name and vehicle description. That small detail matters in Jamaica, especially if you are meeting a vehicle at a busy resort entrance or cruise terminal.
The drive is intended to follow scenic coastal and countryside routes. You can ask for a flexible stop if you need one, although the available information does not promise a set sightseeing stop or meal break. I would treat the drive as comfortable transportation with views, not as a separate sightseeing tour.
The private setup is useful for couples, families, and small groups who do not want to wait for several other hotel pickups. It also gives solo riders a direct point of contact. One customer specifically praised Thomas for making a solo day feel safe, comfortable, and well organized.
More Horseback Riding Tours in Montego Bay
- ATV, Bamboo Rafting, Horseback Ride n Swim Guided Tour
★ 4.5 · 122 reviews - Horseback Riding and Swim Experience
★ 5.0 · 33 reviews - Horseback Riding and Bamboo Rafting from montego Bay and Falmouth
★ 4.5 · 32 reviews
Meeting the guides and getting ready to ride

At the St Ann’s Bay Horse Back Riding Association, you meet the riding staff and receive safety instructions. The guides match you with a horse before the ride begins.
The supplied details do not give a full lesson plan, riding-level requirement, or exact horse-care routine. You should still pay close attention to the briefing, especially if you have little riding experience. Most people can participate according to the booking information, but the practical experience can vary depending on your comfort around horses and in water.
Thomas Explora Tours handles the transportation side of the day. Thomas is repeatedly praised for being friendly, attentive, and dependable. One birthday pickup included a decorated van, and another customer credited him with making a birthday outing memorable. Those details suggest a driver who pays attention to the occasion, though a decoration should not be assumed unless you arrange it in advance.
Odane Thomas is also named in feedback about a horseback riding day. The information does not establish which guide will be assigned to your specific booking, so confirm the driver and pickup details before setting out.
The ride along trails and into the Caribbean
The central activity combines riding on scenic trails with time in the Caribbean waters. That combination is the reason to choose this experience over an ordinary horseback ride.
The trail portion gives you a chance to settle into the horse before the water section. You can expect the setting to shift from land to sea, with coastal views adding a strong sense of place. The available details do not specify how long you spend in the water, how deep the water is, or whether swimming with the horse is included, so do not assume a particular water program beyond riding through the Caribbean waters.
I would also avoid treating the photos or idea of an ocean ride as a promise of a private beach. The activity is based at St Ann’s Bay and includes scenic riding, but the exact route and water conditions can vary. Weather is important enough that poor conditions may cancel the outing.
The ride appears suited to someone seeking a memorable activity rather than a technical equestrian lesson. If your goal is advanced riding instruction, an extended trail ride, or detailed horse training, the supplied information does not support those expectations. If you want a striking Jamaica experience with a clear novelty factor, the water portion is the main draw.
Why private transport adds value

At $110 per person, the price needs to be judged against more than the horse ride alone. You are paying for the riding experience plus private pickup, an air-conditioned vehicle, a dedicated driver, the journey from your pickup point, and return transport.
That can be good value for a group. A private vehicle avoids coordinating with other parties and lets you request a reasonable stop if needed. You also do not have to navigate unfamiliar roads or find parking near the riding site.
The value is less obvious for a person who only wants the lowest-cost stable ride and is already near St Ann’s Bay. In that case, the private transfer may be more service than you need. For a Montego Bay visitor, though, the transport solves a real problem: getting to the activity and back without arranging a separate taxi.
Group discounts are offered, but the available information does not state the discount amount. Ask for the current group price before booking if you are traveling with several people. The activity is private, so only your group participates in the tour arrangement and vehicle service.
More horseback rides near Montego Bay:
- ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay
★ 5.0 · 30 reviews - ATV/ Zipline/Horseback/Rafting /Rick’s Cafe From Montego Bay
★ 5.0 · 28 reviews - Horseback riding & bluehole secret falls from Montego Bay
★ 5.0 · 24 reviews - Bamboo River Rafting & horse back riding in Montego Bay
★ 5.0 · 24 reviews
A relaxed return instead of a rushed finish

After the horseback portion, you have time to relax before returning to your original pickup location. The wording does not promise a specific rest area, meal, or changing facility, so ask the operator what is available if those details matter to you.
The return transfer is direct in principle, but the total time can vary with road conditions and pickup location. The advertised duration is about four hours, not a guaranteed four-hour riding period. If you are planning a cruise departure, dinner reservation, airport connection, or another paid activity, leave a safety margin.
This is one of the stronger reasons to use the private option. Thomas Explora Tours emphasizes punctual pickup and drop-off, and the feedback repeatedly focuses on staying on time and looking after passengers. No transport service can remove every traffic delay, but a private driver gives you one person to contact if plans shift.
Who will like this outing most

I would put this experience high on the list for:
- Couples looking for a memorable Jamaica activity
- Families who want a private vehicle and a simple pickup plan
- Small groups interested in group pricing
- Solo riders who value a named driver and personal support
- Cruise passengers seeking a prearranged shore activity
- Birthday visitors or people marking a special occasion
- First-time riders who want a guided experience rather than an independent ride
It may be less suitable for someone who dislikes horses, feels uneasy in water, or wants a long, demanding riding session. The booking information says most people can participate, but it does not describe special arrangements for mobility limits, medical concerns, or riders needing a specific type of horse.
You should also think about the weather. A sunny Caribbean setting is part of the appeal, but the experience requires good conditions. If poor weather forces a cancellation, you are offered a different date or a full refund.
Practical booking advice for a smoother day

Confirm your exact pickup point carefully. The service accepts hotel, Airbnb, and cruise-port pickup, but your reservation should include enough detail for the driver to find you without confusion.
Look for the driver’s name and vehicle description before the day begins. Thomas and Odane Thomas are named in customer feedback, but the assigned driver can depend on the booking. Having those details ready is especially helpful at a large resort or port.
Wear clothing that can handle contact with water. The information confirms riding through Caribbean waters but does not state what changing facilities, lockers, or towels are provided. Ask about those items in advance rather than counting on them.
Keep your schedule flexible after the ride. The official duration is approximately four hours, and the transfer begins and ends at your pickup location. A private vehicle makes the day easier, but it does not turn Jamaica’s roads into a fixed timetable.
Mobile tickets are accepted, and confirmation is received at booking. Public transportation is nearby, but that is not the point of this package. The private vehicle is the practical choice if you want the operator to handle the route and parking.
Cancellation and weather rules

You can cancel for a full refund if you do so at least 24 hours before the scheduled start time. A cancellation made within 24 hours is not refunded, and changes made inside that period are not accepted.
The cut-off is based on Jamaica’s local time. This matters if you are booking from another country or adjusting plans while on a cruise.
Poor weather is treated differently from a personal change of plans. If the operator cancels because conditions are unsafe or unsuitable, you are offered another date or a full refund. Since the experience includes riding through water, checking the forecast before your cancellation deadline is sensible.
Should you book Horseback Riding in the Ocean?
Book it if you want a distinctive Jamaica activity and value having the whole day organized around a private driver. The combination of trail riding, Caribbean water, air-conditioned transport, and personal service gives the outing more value than a basic stable visit.
I would choose it particularly for a birthday, a small group, or a solo day when reliable transport matters. Thomas Explora Tours receives especially strong praise for kindness, safety, punctuality, and personal attention, with Thomas and Odane Thomas named in the customer feedback.
Skip it if you want several hours of serious riding, a guaranteed swim program, or a very short outing close to Montego Bay. The exact riding time and water details are not specified, and the trip to St Ann’s Bay makes the roughly four-hour schedule important. For the right visitor, though, riding through Caribbean waters is the sort of Jamaica memory that earns its place on the itinerary.
FAQ
Where does the horseback riding experience start?
The activity starts at the St Ann’s Bay Horse Back Riding Association on Main Street in St Ann’s Bay, Jamaica.
Can I be picked up from my hotel?
Yes. Pickup is offered from hotels, Airbnbs, and cruise ports.
Is transportation private?
Yes. This is a private tour and activity, and only your group participates. Transportation is provided in a private, air-conditioned vehicle.
How long does the experience last?
The full experience lasts approximately four hours. This includes transportation, preparation, horseback riding, time to relax, and the return trip.
What does the horseback riding include?
You receive safety instructions, are matched with a horse, and ride along scenic trails and through Caribbean waters.
Who operates the experience?
The experience provider is Thomas Explora Tours.
Will I know who my driver is before pickup?
Yes. Pickup details are provided in advance, including the driver’s name and vehicle description.
Can most people participate?
The booking information says most people can participate. Specific medical, mobility, or riding arrangements are not provided.
What happens if the weather is poor?
If poor weather causes the experience to be canceled, you can choose another date or receive a full refund.
What is the cancellation policy?
You receive a full refund if you cancel at least 24 hours before the experience start time. Cancellations and changes made within 24 hours are not accepted for a refund.
Is the ticket available on a phone?
Yes. A mobile ticket is available, and confirmation is provided at the time of booking.
Just added around Montego Bay
- Montego Bay Airport (MBJ) – Royalton Negril★ 5.0 · 3 reviews
- Luxury Transfer: Montego Bay Airport – Negril & Ocho Rios Resorts★ 5.0 · 13 reviews
- MBJ Private Airport transfer to or from Negril★ 5.0 · 9 reviews
- Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch★ 4.5 · 15 reviews
- Night-life Party Club 2727 pick up and drop off in Montego Bay★ 5.0 · 5 reviews
- Bamboo Rafting With foot massage★ 4.5 · 6 reviews
- Bird Sanctuary and animal farm Day Tour★ 4.5 · 4 reviews
- Sailing Adventure Cruise from Montego Bay★ 5.0 · 6 reviews
Horseback Riding Tours, compared.

Triple Action pack Combo (Blue Hole, Horse back riding and river tubing)
Read our review →
Jamwest ATV Adventure & Horseback Ride Combo in Negril
Read our review →
Horseback “SPECIAL”- Negril’s Beach Ride N’ Swim with Free photos/videos
Read our review →
ATV, Bamboo Rafting, Horseback Ride n Swim Guided Tour
Read our review →
Bambuza ATV, Zipline and Horseback Adventure from Negril
Read our review →
Horseback Riding and Swimming then Dunn’s River Falls
Read our review →
ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe
Read our review →Browse the lists this tour appears in

