Customized Bar Hopping Tours From Montego Bay Resorts

Montego Bay’s best bar-hopping moments may happen away from the resort bar. This private outing takes you first to a local bar for a long, relaxed stop, then moves to two Hip Strip venues: Margaritaville Montego Bay and Wings and Tings. I like the local-first route and the fact that private transport keeps the evening simple.

I also like the personal touch from guide Bean, sometimes listed as Beans, who helped one birthday group enjoy a memorable night and helped another visitor meet locals at a sports bar. The main drawback is price control: the $85 fee covers transport and a starter Red Stripe, but not your cocktails, beer, or food, so your final bill depends on what you order.

Key points to know before you book

• The first stop lasts 90 minutes, giving you the most time to sit, drink, listen to music, and talk with locals.
• Margaritaville Montego Bay is a short 30-minute stop, best for a quick cocktail, beer, and dose of Hip Strip energy.
• Wings and Tings gets a full hour, with different liquor choices and a more relaxed restaurant-and-bar setting.
• Guide Bean is central to the experience, offering local conversation, Jamaican background, and help choosing where to spend your evening.
• Your Red Stripe at the start is included, but all other alcoholic drinks and lunch are extra.
• The tour is private, so only your own group takes part, with round-trip transportation from your resort.

A local bar before the Hip Strip

The tour begins in Montego Bay with about 90 minutes at a local bar. That opening stop matters because it gives you time to settle in rather than rushing through three venues in quick succession.

You can expect the emphasis to be on sitting, drinking, listening to music, and talking with local people. The goal is not a checklist of famous bars. It is a chance to get away from the resort routine and spend part of the evening in a place where ordinary Montego Bay social life takes the lead.

I like this order. Starting local gives the tour a more personal feel, while the later Hip Strip stops provide familiar entertainment and an easy change of pace. Guide Bean has been praised for helping people connect with locals, including one visitor who met someone new at a sports bar. That suggests his value is not only in driving you from place to place. He helps you feel more at ease once you arrive.

The first 90 minutes also give you room to talk with your own group. If you are celebrating a birthday, reunion, or small friends’ trip, this is likely to be the most flexible part of the evening. One birthday group specifically used the outing as part of a special celebration.

The tradeoff is that the exact local bar is not specified in advance. That may appeal to you if you want something less polished and more spontaneous. If you prefer a famous venue with a set menu and a predictable atmosphere, you may find this part less certain.

A free Red Stripe Beer at the start helps set the tone. Red Stripe is Jamaica’s best-known beer, so it is a fitting welcome drink. After that, you pay for what you choose to drink.

Thirty minutes at Margaritaville Montego Bay

The second stop is Margaritaville Montego Bay on the Hip Strip. You have about 30 minutes here for cocktails or beer, music, and time with the local crowd.

Thirty minutes is enough for a quick drink and a look at the atmosphere, but it is not a long meal or a full evening at the venue. I would treat this as a short social stop rather than the main event. If you already know Margaritaville as a resort-style entertainment brand, you can expect a more familiar, tourist-friendly setting than at the first local bar.

That contrast is useful. The tour gives you one stop built around local conversation, then a recognizable Hip Strip venue where the music and drinks are easy to enjoy. You are not asked to spend the whole night in one type of place.

Because this stop is brief, decide what you want before you arrive. If you want a cocktail, beer, or quick taste of the music scene, the timing should work. If your group needs a full meal, slow service, or several rounds, 30 minutes will feel tight. Lunch is not included, and the tour information does not identify Margaritaville as a meal stop.

Your private vehicle also helps here. You do not need to arrange a separate ride between your resort and the Hip Strip, and you can stay with your group as the evening moves on. The tour includes private round-trip transportation, but the supplied details do not specify the vehicle type or the exact pickup schedule.

One hour at Wings and Tings

The final stop is Wings and Tings Restaurant and Bar, also on the Hip Strip. You get about an hour here, making it the longest of the two named Hip Strip stops.

This venue is presented as a place to relax, listen to music, and choose from different types of liquor. Compared with the quick Margaritaville visit, an hour gives you more time to order, talk, and enjoy the atmosphere without watching the clock every few minutes.

I see this stop as a useful ending. By this point, you have already had the local bar experience and a short visit to a major Hip Strip venue. Wings and Tings gives your group a little more breathing room before the return drive.

Again, food is not included. The venue is a restaurant and bar, but the tour price does not cover lunch or drinks. If you want to eat, plan to pay separately. It is sensible to ask Bean about timing if your group hopes to order food, since the advertised stop lasts one hour.

The available information does not promise a particular cocktail menu, music style, or table arrangement. You should think of this as a social stop with drink choices rather than a fixed tasting experience. That flexibility suits people who want a casual night out, but it may disappoint you if you expect carefully selected drinks or a guided sampling menu.

What guide Bean adds to the evening

The strongest part of the experience may be the guide. Bean, also referred to as Beans, is described as friendly, engaging, and good at helping groups enjoy themselves. One group credited him with making sure everyone was having a good time at each stop. Another said he shared Jamaican background and details from his own upbringing.

That personal element matters on a bar tour. A driver who simply drops you outside each venue gives you transportation. A guide who talks with you, explains local life, and helps you connect with people can make the same three stops feel much more worthwhile.

I would not book this experience expecting a formal lecture. The information points to conversation and personal stories rather than a scheduled history tour. You may hear about Jamaica through Bean’s own experiences and general local background while moving between venues.

His role also helps if your group has a reason to celebrate. The birthday group from Shreveport, Louisiana, credited Bean with helping make the occasion memorable. That does not guarantee a special event service, but it shows how the private format can work well for birthdays and group get-togethers.

Since this is a private activity, only your group participates. That gives you more control than a large shared bus tour. You can spend more time talking among yourselves, and the mood does not depend on strangers joining the group. Group discounts are offered, though no discount amount is provided, so ask about the current price for your party before booking.

Is $85 a fair price?

The cost is $85 per person. At first glance, that may seem high for three hours of bar visits, especially because alcoholic drinks are not included. The value comes from the combination of private round-trip transportation, a dedicated guide, the starter Red Stripe, and a private group setting.

You are not paying for an all-inclusive drinking package. You are paying for a guided night out where transport and the basic route are handled for you. That can be useful in Montego Bay, where arranging separate rides for several people can be inconvenient. It also lets you visit a local bar and two Hip Strip venues without having to plan the route yourself.

The value improves for a group that wants a private experience. If you are traveling with friends or marking a birthday, the cost buys more than individual admission. It gives your group a shared plan and a driver for the evening. Group discounts may also reduce the per-person total, but you need to confirm the details.

The value is weaker if you mainly want a cheap night of drinks. Since your cocktails, beer after the first Red Stripe, liquor, and food are extra, set a spending limit before you leave. The $85 price is only the starting cost.

The tour is usually booked well ahead of time, with an average booking lead of 66 days. I would reserve early if your dates are fixed, especially for a private group. Confirmation is provided at booking, and mobile tickets make it easy to keep the details on your phone.

Who will enjoy this Montego Bay night out?

I would recommend this experience most to adults who want a social evening with local contact rather than a formal sightseeing tour. It fits well for friends, couples, and birthday groups who would rather share drinks and conversation than spend the night inside a resort.

It is also a good match if you want to see more of Montego Bay than the standard tourist stops. One person specifically valued getting beyond the usual attractions and meeting people at a sports bar. That is the kind of benefit you should expect here: not major monuments, but a closer look at how an evening out can feel.

The private format suits groups that like to keep their own rhythm. You will not be placed with an unknown busload, and Bean can focus on your party. If your group is quiet, social, or celebrating, the setting can adapt more easily than a fixed public tour.

I would be more cautious about booking if you do not drink alcohol. The tour centers on bars, beer, cocktails, and liquor. You can still enjoy the music and social side, but the experience is designed around drinking.

You must be at least 18 to consume alcoholic beverages. The guidance also says to drink responsibly. That is practical advice here, since you are visiting several venues and need to remain comfortable during the return trip.

Timing, pickup, and practical details

The full experience lasts about three hours. The stated timing is 90 minutes at the local bar, 30 minutes at Margaritaville, and one hour at Wings and Tings. Those stops fill the advertised duration, so do not expect a long sightseeing route or extra free time between venues.

Pickup is offered, and private round-trip transportation is included. The exact pickup point and vehicle details are not supplied, so confirm those when you book. The tour is also near public transportation, though you may not need it if you use the included pickup.

Most people can participate. No special fitness requirement is listed, but you should be prepared for an evening that involves moving between bars and spending time in social venues. If someone in your group has a specific mobility concern, confirm the arrangements before paying.

Admission tickets are listed as free at the stops. That means no separate entry charge is identified for the venues, but it does not mean drinks or food are included. Keep cash or a payment method available for purchases, though no particular payment system is specified.

The tour requires good weather. If poor weather causes cancellation, you are offered another date or a full refund. You can cancel for a full refund if you do so at least 24 hours before the start time. Cancellations or changes made within 24 hours are not accepted for a refund.

How to make the most of the three hours

Start with a clear budget. Your Red Stripe is included, but every other alcoholic drink is extra, and food is not covered. A simple spending limit will help you enjoy the evening without turning the final bill into a surprise.

Use the first stop to talk with Bean and the locals. The local bar is the longest stop, so it is the best place to ask questions and get a feel for the evening. If you spend the whole time looking at your phone, you will miss the part that makes this tour different from a standard resort bar crawl.

Treat Margaritaville as a short stop. Order promptly and enjoy the music rather than expecting a long meal. Save more conversation time for the first bar and Wings and Tings.

If you are celebrating, tell Bean at the start. The information does not promise decorations or special arrangements, but the private format gives him a chance to understand what your group wants from the night.

Finally, drink responsibly. The tour is designed to be social, not to see how much you can consume. You will have a better time if you can enjoy the music, talk with people, and remember the ride home.

Should you book Beanland Tours?

Book this tour if you want a private, three-hour evening that mixes a local bar with two Hip Strip stops. The strongest reasons are Bean’s personal approach, the chance to talk with locals, and the convenience of private round-trip transport.

Think twice if you want drinks included, a formal food-and-drink tasting, or a detailed sightseeing program. The $85 fee does not cover alcohol beyond the opening Red Stripe or any meal, so budget for those separately.

For a birthday, small group, or first visit to Montego Bay, I think the experience makes the most sense. It gives you a planned night out without locking you into a large group. If your priority is authentic social contact and an easy route through several bars, it is a solid choice. If your priority is the lowest possible price, you may prefer to arrange your own evening.

FAQ

How long does the Montego Bay bar-hopping tour last?

The tour lasts approximately three hours. The scheduled stops include 90 minutes at a local Montego Bay bar, 30 minutes at Margaritaville Montego Bay, and one hour at Wings and Tings.

What is included in the tour price?

The price includes a Red Stripe Beer at the start of the tour and private round-trip transportation.

Are alcoholic drinks included after the first Red Stripe?

No. Alcoholic beverages after the included Red Stripe are not included. You pay separately for drinks at the stops.

Is food included?

No. Lunch is not included in the tour price.

Is the tour private?

Yes. This is a private activity, so only your group participates.

What is the minimum age for drinking alcohol?

You must be at least 18 years old to drink alcoholic beverages on the tour.

What happens if bad weather cancels the tour?

If poor weather causes cancellation, you will be offered a different date or a full refund. You can also receive a full refund by canceling at least 24 hours before the experience begins. Cancellations within 24 hours are not refunded.