Customized Bar Hopping Tours From Montego Bay Resorts

Skip the usual resort routine. This private three-hour outing takes you from your Montego Bay resort to local bar stops, Margaritaville on the Hip Strip, and Wings and Tings. I like the private round-trip transportation and the chance to spend time in places where you can chat with Jamaican locals rather than only visit standard tourist sights. The free Red Stripe Beer at the start is also a pleasant touch.

I also like the relaxed pace. You get about 90 minutes at a local bar, then 30 minutes at Margaritaville, followed by an hour at Wings and Tings. The main consideration is cost: at $85 per person, your drinks after the opening Red Stripe are extra, so the final bill can rise quickly if you order several cocktails or beers.

Key Points Before You Book

• Beans is the guide to request: The guide named Beans received especially warm praise for his friendly manner, local knowledge, personal stories, and ability to help people connect with locals.
• Your group gets a private ride: Only your own group participates, with private round-trip transportation from your Montego Bay resort.
• The first stop is the most local: You spend about 90 minutes at a Montego Bay bar, listening to music, talking with locals, and getting into the Jamaican rhythm.
• The Hip Strip brings a different mood: Margaritaville gives you 30 minutes for cocktails, beer, music, and people-watching in a well-known entertainment area.
• Drinks are mostly not included: You receive a Red Stripe Beer at the start, but lunch and other alcoholic drinks cost extra.
• The schedule suits celebrations: The private format and flexible social mood worked well for a birthday outing, including one celebration that became a memorable part of the trip.

Why This Tour Feels Different From a Resort Bar

Montego Bay resorts make it easy to stay put. That is part of their appeal, but it can also leave you seeing only the polished side of Jamaica. This experience is built around getting out, riding with a local guide, and spending time in bars with a more everyday social feel.

The focus is not sightseeing in the traditional sense. You are not being taken from one major attraction to another. Instead, the value comes from conversation, music, drinks, and the chance to see more of Montego Bay than the usual resort strip.

I would describe this as a social tour with transportation, not a formal cocktail class or a culinary outing. The guide helps set the tone, introduces you to the local atmosphere, and keeps the group moving from one stop to the next.

That distinction matters. If you want a carefully planned tasting menu, premium spirits, or a detailed tour of cocktail technique, this is not the right choice. If you want an easy night out with a local guide and your own group, it makes more sense.

The 90-Minute Local Bar Stop

The longest part of the experience is the first stop, with about an hour and a half at a local Montego Bay bar. This is where the tour’s character is most apparent. You can chill, listen to music, have a drink, and talk with people from the area.

The wording of the experience points toward conversation and reasoning with locals, a Jamaican expression connected with talking things over and spending time together. That makes this stop more than a quick drink. You are given time to settle into the setting instead of rushing in, ordering, and leaving ten minutes later.

The opening Red Stripe Beer is included, which gives you an easy way to begin. After that, alcoholic drinks are not included. Keep that in mind when planning your budget, since the $85 tour price covers the experience and private transportation, not a full evening of drinks.

I like that this stop receives the most time. The local bar is the place where a guide can do more than point out a location. Beans was praised for being friendly and engaging, and for helping one person make a new friend at a sports bar. That detail tells you what this tour can offer at its best: not just a ride to a bar, but a bit of social connection.

The setting may not be polished in the same way as a resort lounge. That is part of the point, but it also means you should arrive ready for a casual Jamaican bar atmosphere rather than a quiet, formal venue.

Margaritaville on the Hip Strip

The second stop lasts about 30 minutes at Margaritaville Montego Bay on the Hip Strip. This is a shorter, more recognizable stop, with cocktails or beer, music, and time to enjoy the public energy of one of Montego Bay’s best-known entertainment areas.

The Hip Strip gives the evening a change of pace. After the more local first stop, Margaritaville offers a familiar setting with a strong tourist and nightlife presence. You can listen to music, order a drink, and take in the surroundings without needing to plan transportation or find the venue yourself.

Thirty minutes is enough for a brief drink and a look around, but it is not a long stay. If you want a full night at Margaritaville, this tour will feel too quick. The short visit works better as one chapter in a moving bar crawl.

As with the other stops, your drinks here are extra. The tour does not include lunch or alcoholic beverages beyond the starting Red Stripe. I would ask about current drink prices before ordering several rounds, especially if you are traveling with a larger group.

One Hour at Wings and Tings

The final stop is Wings and Tings Restaurant and Bar, where you spend about an hour. The description presents it as a relaxed place with different types of liquor available, giving you time to keep the evening going in a casual setting.

This stop may suit groups that want to slow down after visiting two different bars. You can order a drink, listen to music, and spend time together instead of treating the entire evening as a fast-moving checklist.

The name suggests food may be available, but lunch is specifically not included in the tour price. You should treat food as an additional purchase rather than part of the package. The supplied details do not specify a meal, food credit, or included snack.

I see this final stop as useful for groups celebrating something. One booking centered on a birthday, and the private format allowed the group to make the outing part of the celebration. If you are planning a birthday or group gathering, tell Beanland Tours when you book so the guide understands the occasion.

Beans Makes the Biggest Difference

The strongest praise is directed at Beans, the guide. He was described as friendly, engaging, and able to share information about Jamaica along with stories from his own upbringing. That combination can make a large difference on a tour built around people and atmosphere.

A bar-hopping route is only as good as the person managing it. Beans was also praised for keeping each stop timely, which matters because the schedule is fairly compact. You have three locations in about three hours, so a guide who watches the clock helps keep the evening from becoming rushed.

At the same time, the tour is not presented as a formal history program. You may hear about Jamaica and Montego Bay through personal stories and conversation, but the main purpose is social time. I would choose this experience for a guide-led evening, not for a detailed lesson in Jamaican history.

The comments also suggest that Beans pays attention to the group. A good private guide should notice whether everyone is enjoying the stop, has a drink, and understands what comes next. That personal attention is one of the main advantages of booking privately rather than joining a large shared group.

What the $85 Price Covers

The price is $85 per person. Whether that is good value depends on how much you value private transportation and a guide who arranges the evening for you.

You receive private round-trip transportation, a starting Red Stripe Beer, and approximately three hours of guided bar hopping. You also avoid the work of choosing bars, arranging a designated driver, and organizing a route between resort areas and Montego Bay nightlife.

The price does not include lunch or alcoholic drinks after the opening beer. This is the most important budget point. Three hours of cocktails, beer, or liquor can cost more than expected, particularly at the Hip Strip.

I would compare the price with the cost of arranging a private ride on your own. The tour bundles the driving, guide service, and stops into one booking. If your group would otherwise need separate taxis and someone to manage the route, the package may be reasonable.

The private format also helps explain the price. Only your group participates, so you are not sharing the evening with strangers or adjusting the mood to suit a large busload. For a birthday, friends’ trip, or small family gathering with adults, that privacy can be worth paying for.

If you plan to drink very little and simply want to visit one bar, $85 may feel high. If you want a prepared evening with transportation and three different settings, the price is easier to justify.

Timing, Transport, and Group Comfort

The tour lasts about three hours, not counting any extra time that may be needed for pickup. Pickup is offered, and private round-trip transportation is included. That arrangement removes one of the main worries attached to drinking away from your resort.

The route includes two stops on the Hip Strip, so the evening moves between a local Montego Bay setting and a well-known entertainment area. You get a mix rather than three nearly identical bars.

The experience is available with a mobile ticket, and confirmation is received at booking. It is also near public transportation, although the private ride means you do not need to depend on public transit during the outing.

Only your group participates. That is useful if you want to set your own social pace, celebrate a birthday, or avoid being matched with a group whose idea of a good evening is very different from yours.

The schedule is structured but not packed with activities. The first stop gets 90 minutes, Margaritaville gets 30 minutes, and Wings and Tings gets one hour. I would expect the guide to keep the group on time so each location receives its planned share of the evening.

Who Will Enjoy This Most

I would recommend this outing most strongly to adults who want a casual night out and prefer local conversation to a standard resort experience. It also suits friends celebrating a birthday, couples who want a guided evening, and small private groups looking for transport.

The tour is for people aged 18 and older when drinking alcohol. You should drink responsibly, especially because the experience includes several bar stops in one evening.

It may also suit someone visiting Montego Bay for the first time who wants to see more of the city without planning a route. The first stop offers a more local social setting, while Margaritaville and Wings and Tings provide recognizable places to continue the night.

I would not choose it if your priority is a full meal, a premium spirits tasting, or a long stay at one venue. Lunch is not included, alcoholic beverages are mostly extra, and the 30-minute Margaritaville stop is intentionally brief.

Weather, Cancellations, and Practical Expectations

You can cancel for a full refund if you do so at least 24 hours before the start time. Changes made within 24 hours are not accepted, and cancellations inside that window are not refunded.

The experience requires good weather. If poor weather causes cancellation, you are offered another date or a full refund. Since the activity involves moving between bar locations, it is sensible to check the forecast before the final cancellation window passes.

Most people can participate, and the tour is near public transportation. The supplied information does not describe special accessibility equipment or specific mobility arrangements, so anyone with access concerns should confirm details with Beanland Tours before booking.

Because the tour is private, you should also confirm pickup details when you receive your booking confirmation. The private ride is a major part of the value, so you want your resort pickup point and start time to be clear.

Should You Book This Montego Bay Bar Crawl?

I would book this tour if you want a private, social evening with a local guide, three different bar settings, and transportation handled for you. Beans receives especially strong praise for his friendly style, personal stories, and ability to help people connect with locals, which fits the purpose of the experience well.

I would skip it if you are looking for included drinks, a meal, or a long, carefully planned cocktail tasting. The $85 price is only the beginning of your spending if you order several alcoholic drinks.

For a birthday or small group celebration, this is a practical choice. For a quiet evening or a single-venue night, it may be more than you need. Book at least 24 hours ahead if you want the option of a full refund, and remember that the tour is for adults who can enjoy the drinks responsibly.

FAQ

Where does the bar-hopping tour take place?

The experience takes place in Montego Bay, Jamaica. Stops include a local Montego Bay bar, Margaritaville Montego Bay on the Hip Strip, and Wings and Tings Restaurant and Bar.

How long does the experience last?

The tour lasts approximately three hours. The planned stops include 90 minutes at the local bar, 30 minutes at Margaritaville, and one hour at Wings and Tings.

Is transportation included?

Yes. Private round-trip transportation is included, and pickup is offered.

Is this a private tour?

Yes. Only your own group participates in the activity.

What drink is included?

A Red Stripe Beer is included at the start of the tour.

Are other alcoholic drinks included?

No. Alcoholic beverages other than the starting Red Stripe Beer are not included.

Is lunch included?

No. Lunch is not included in the price.

How much does the tour cost?

The listed price is $85 per person.

How old do I need to be to drink?

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

Can I cancel for a full refund?

Yes, if you cancel at least 24 hours before the experience start time. Cancellations made less than 24 hours before the start time are not refunded.

What happens if bad weather cancels the tour?

If poor weather causes cancellation, you are offered a different date or a full refund.