Customized Bar Hopping Tours From Montego Bay Resorts

The best Jamaican nights often start off the tourist track. This three-hour Montego Bay bar-hopping tour takes you from a local bar to the Hip Strip, with private transportation and a guide who helps you connect with the people and places along the way. I like the focus on local conversation and the chance to see more of Montego Bay than the usual resort circuit.

I also like that Beanland Tours provides private round-trip transportation, so your group does not have to arrange taxis between drinks. Guide Bean earns especially strong praise for his friendly manner, local stories, and knack for helping people settle into the evening. The main consideration is cost: at $85 per person, you still pay separately for most alcoholic drinks, and the itinerary is more about atmosphere than sightseeing.

Key points to know before booking

• A local bar comes first: You spend about 90 minutes relaxing, drinking, listening to music, and talking with local people.
• The Hip Strip gets two different stops: Margaritaville Montego Bay offers music and cocktails, while Wings and Tings Restaurant and Bar gives you another hour to settle in.
• Bean is a major part of the experience: His personal stories, Jamaican background, and easy conversation are central to the tour’s appeal.
• Private transport keeps the evening simple: Pickup is offered, and your group travels together in round-trip private transportation.
• Your first Red Stripe is included: Other alcoholic drinks, lunch, and food are not included in the $85 price.
• The tour suits adults who want a social night: You must be at least 18 to drink, and the activity is private to your group.

What the $85 Montego Bay bar tour really offers

This is not a pub crawl built around checking off a long list of bars. It is a short, social evening with three stops and plenty of time to sit, listen, and talk. You are paying for transportation, a private guide, local access, and the convenience of moving around Montego Bay without arranging each ride yourself.

The price makes more sense for a small group that wants a private outing. If you are traveling alone and mainly want cheap drinks, $85 can feel high, especially since alcohol is not included beyond the first Red Stripe Beer. If you are celebrating a birthday, traveling with friends, or prefer having someone else handle the driving, the value improves.

I would think of this as a guided social experience rather than a drinking package. The guide helps shape the evening, but you still pay for your cocktails, beer, wine, and any food at the venues. Bring enough money for drinks and remember that lunch is not part of the arrangement.

The activity is usually booked well ahead, with an average booking time of about 66 days. That suggests you should reserve early if your Montego Bay dates are fixed, especially for a private evening.

Meeting Montego Bay through a local bar

The first stop lasts about one hour and 30 minutes, making it the longest part of the outing. Here, the goal is simple: sit, drink, listen to music, and talk with local people.

That first stop is where the tour’s local character has the most room to develop. Instead of rushing through several venues, you have time to get comfortable and let conversation happen. Bean’s role matters here. His friendly approach and personal stories about Jamaica and his upbringing give the evening more substance than a basic ride between bars.

You may find this stop especially useful if you want to understand how Montego Bay feels away from resort walls. The experience is not presented as a formal lecture or structured cultural program. It is more informal, with the guide helping you engage in the setting and settle into the Jamaican mood.

The tradeoff is that the exact local bar is not specified in the available details. That means you should not book this expecting a famous venue, a fixed menu, or a particular music style. The appeal lies in the social setting and the local connection, not in a landmark building.

Your first Red Stripe Beer is provided at the start of the tour. Red Stripe is Jamaica’s best-known beer, so this small inclusion gives the evening a fitting first taste. If beer is not your choice, ask about your options before ordering additional drinks, since alcoholic beverages beyond the included beer are your responsibility.

Margaritaville on Montego Bay’s Hip Strip

The second stop moves to Margaritaville Montego Bay on the Hip Strip. You get about 30 minutes here, enough for a cocktail or beer, some music, and a quick change of pace.

This stop is more polished and tourist-oriented than the opening local bar. That is not necessarily a weakness. Margaritaville gives you a familiar, energetic setting on one of Montego Bay’s best-known entertainment areas, and it can be a fun contrast after the quieter social start.

I would treat this as a brief atmosphere stop rather than a full meal or long night out. Thirty minutes passes quickly, especially if the bar is busy or you need time to order. The tour is designed to keep moving, so you may not have time to settle in for several drinks here.

The Hip Strip location also gives the evening a clear sense of place. You are not simply being driven to anonymous bars outside town. The route includes one of Montego Bay’s recognizable nightlife areas, with music and a more visitor-friendly setting.

Drinks here are not included. Margaritaville can be more expensive than a small local bar, so plan your budget accordingly. If you are trying to keep spending under control, ask for prices before ordering cocktails, and remember that the $85 tour fee does not cover your bar tab.

One hour at Wings and Tings Restaurant and Bar

The final stop is Wings and Tings Restaurant and Bar, where you spend about one hour. This gives you more time than the Margaritaville visit to relax, order a drink, and enjoy the setting without feeling rushed.

The venue offers different types of liquor, so you have more choice than simply ordering Red Stripe. You might find this stop works well for groups with mixed tastes, though the tour information does not specify a set tasting menu or included food. If you are hungry, plan to purchase food yourself because lunch is excluded.

The name suggests a restaurant setting, but the tour describes the stop mainly as a place for a relaxed bar atmosphere. I would not assume a full meal is part of the schedule. You can ask Bean about food options, but any meal or snacks will be at your own expense.

Ending here makes practical sense. After an hour of music, conversation, and drinks, the group can finish the evening at a venue with a broader liquor selection before private transportation takes you back. The tour does not promise late-night clubbing, dancing, or a long list of final venues, so it should suit you if you prefer a contained evening.

Why Bean can make or break the night

The strongest part of this experience appears to be the guide. Bean is praised for being friendly, engaging, and attentive to the group. He is also credited with sharing Jamaican history and personal details about his upbringing, which can make the drive and bar visits feel connected rather than random.

One especially useful detail is his ability to help people meet local people. A guest on the tour made a new friend at a sports bar with Bean’s help, and the evening allowed that person to see more of Montego Bay beyond standard tourist attractions. That tells you what kind of guide-led experience this is: personal, social, and flexible in spirit.

Bean is also praised for keeping the stops timely. That matters because the schedule is compact. You have 90 minutes at the local bar, 30 minutes at Margaritaville, and one hour at Wings and Tings. A guide who watches the clock helps you enjoy each place without losing the last stop or return ride.

Still, a good guide cannot control every part of a bar night. Music, crowds, service, drink prices, and the mood of a venue can change. I would book this because Bean appears to add real value, but I would keep your expectations open about the exact feel of each bar.

Private transport and group comfort

Private round-trip transportation is included, and pickup is offered. This is one of the clearest practical benefits of the tour. You can move between the local bar and the Hip Strip without arranging separate taxis, checking directions, or deciding who should stay sober to drive.

Because this is a private activity, only your group participates. That gives you more control over the social tone than a large shared excursion. A birthday group, family of adult children, or small circle of friends can enjoy the evening together without being paired with strangers.

The activity is also near public transportation, though the included private ride means you may not need to use it. Most people can participate, according to the supplied details. No special fitness requirement is listed, but you should be comfortable with a three-hour evening involving several bar stops.

Pickup details should be confirmed when you book. The information says pickup is offered, but it does not provide a specific list of resorts, a meeting time, or a precise pickup zone. Give Bean your accommodation details and confirm the plan before the day of the tour.

What is included, and what will cost extra

The tour includes your first Red Stripe Beer and private round-trip transportation. Those inclusions cover two common concerns: getting started with a Jamaican beer and getting safely between venues.

You pay separately for:

• Additional beer, cocktails, wine, and liquor
• Lunch or other food
• Any personal purchases at the bars

This arrangement is common for a private bar tour, but it is worth understanding before you reserve. The advertised price is not an all-inclusive drink package. If you order several cocktails at Hip Strip venues, your final spending can rise well beyond the tour fee.

I like the first-beer inclusion because it fits the destination and gives everyone a clear starting point. I also like that private transportation is part of the price rather than an optional extra. The less appealing part is that the tour description does not state how much time or money you should allow for additional drinks.

Drink responsibly. You must be at least 18 years old to consume alcoholic beverages, and the evening works better when you pace yourself. The private ride helps with transportation, but it does not remove the need to make sensible choices.

Who will enjoy this evening most

I would recommend this tour to adults who want a social look at Montego Bay, especially if you are tired of staying inside a resort. It should suit small groups celebrating a birthday, a friends’ trip, or anyone who values a private guide and transport over a low-cost bar tab.

The experience may also work for you if you want conversation rather than a formal tour. Bean’s personal stories and local connections are a central feature, and the first stop gives you enough time to talk instead of rushing from one drink to the next.

I would hesitate to recommend it if your main goal is a luxury cocktail tasting, a food tour, or nonstop nightlife. The itinerary includes only three stops, and the first and last are built around sitting and relaxing. You should also reconsider if you do not drink alcohol, since drinking is a core part of the activity and the included Red Stripe is the only specified beverage covered by the price.

Groups should also agree on expectations before booking. One person may want local conversation, another may want music at the Hip Strip, and someone else may be focused on cocktails. The varied stops help balance those interests, but the evening is still centered on bars.

Booking, weather, and cancellation advice

You receive confirmation at the time of booking. Free cancellation is available if you cancel at least 24 hours before the experience starts, based on local time. A cancellation made within 24 hours is not refundable, and changes within that same period are not accepted.

Weather matters because the experience requires good conditions. If poor weather causes cancellation, you are offered another date or a full refund. Keep that rule in mind when planning a tightly packed vacation schedule.

Since the tour is often reserved well in advance, I would book once your resort dates are firm, then keep the 24-hour cancellation deadline visible. Confirm pickup details and your group’s preferred pace before the outing, especially if you are marking a birthday or another special event.

Should you book Beanland Tours?

Book this tour if you want a private, social evening with a local guide, a first Red Stripe, and three different Montego Bay bar settings. Bean’s friendly personality, Jamaican stories, and ability to help people connect with locals seem to be the experience’s greatest strengths.

Skip it if you expect drinks to be included, a long list of nightlife venues, or a formal cocktail tasting. At $85 per person, the tour offers its best value to groups that will use the private transportation and appreciate Bean’s local guidance. Bring a separate drink budget, pace yourself, and expect conversation and atmosphere to matter as much as the alcohol.

FAQ

How much does the Montego Bay bar-hopping tour cost?

The price is $85 per person.

How long does the tour last?

The tour lasts approximately three hours.

Is pickup available?

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

What drink is included?

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

Are other alcoholic drinks included?

No. Additional alcoholic beverages, including wine, cocktails, beer, and liquor, are not included in the tour price.

Is food included?

No. Lunch is not included.

How old do you have to be to drink on the tour?

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

Is this a private tour?

Yes. Only your group participates in the private activity.

What is the cancellation policy?

You receive a full refund if you cancel at least 24 hours before the start time. Cancellations or changes made within 24 hours are not accepted for a refund. If poor weather cancels the experience, you are offered another date or a full refund.