Bars feel local when Bean is driving. This customized bar-hopping tour from Montego Bay resorts mixes quick local bar time with Hip Strip stops, and it kicks off with a free Red Stripe beer. I like that the vibe is guided by Bean—friendly, engaging, and big on Jamaican context—so you’re not just walking into bars blind.

I also love the private round-trip transportation and the fact that the tour is built for your group, not a huge crowd. The one thing to think about: alcohol (beyond the first Red Stripe beer) isn’t included, so the total cost can swing based on what you order at each stop.

If you’re 18+ and you want a short night out that feels more like hanging with locals than ticking attractions, this is a solid plan—especially if you keep an open mind and let Bean set the pace.

Key highlights before you go

• Free Red Stripe at the start to get you in the mood right away
• Beanland Tours’ Bean brings conversation, personality, and Jamaican stories
• Private round-trip transportation so you can focus on the evening
• Local Montego Bay bar stop meant for chilling and building a Jamaican vibe
• Hip Strip variety in one outing, including Margaritaville and Wings and Tings
• Short, realistic timing (about 3 hours) that fits most resort schedules

A bar crawl that starts with Red Stripe (and a real guide)

This tour is built for people who want a night out without the stress of planning drinks, navigating unfamiliar areas, or guessing which bars are worth your time. You’re in Montego Bay, so you’ll get a mix of local hangouts and recognizable spots on the Hip Strip. And because you’re with Beanland Tours, the experience feels more social than logistical.

The start matters. Getting Red Stripe on you first is a smart move for two reasons. One, it signals the tone—casual, fun, and Jamaica-forward. Two, it helps you settle in immediately before you even reach the second stop. If you’re the kind of traveler who likes to start an evening feeling comfortable, this style of kickoff works.

Bean is a big part of why this tour feels easy. In the comments people made about the guide, a theme shows up: he’s friendly, he remembers to keep things moving on time, and he brings history and personal upbringing into the conversation. That’s the difference between “going to bars” and “understanding what you’re seeing while you go.”

Price and timing: how $85 fits a 3-hour night out

The price is $85 per person for about 3 hours. At first glance, that can sound like just transportation plus a couple stops—but the value sits in how the schedule is managed and how you’re handled as a group.

Two things make it worth considering:

• You get pickup and private round-trip transportation, which saves time and prevents that awkward moment of wondering how you’ll get back safely after drinks.
• The tour is customized for your group and runs as a private activity, meaning you’re not stuck adjusting to strangers’ energy levels.

You’ll also notice what the price doesn’t cover. There’s no included lunch, and alcohol besides the free Red Stripe isn’t included. That’s normal for bar-focused tours, but it’s the piece that changes the real “total cost” at the end of the night. If you keep your drink orders simple, the spend stays closer to the base price. If you go all-in on cocktails and liquor, you’ll pay more.

Timing-wise, the plan is tight but not rushed. It gives you enough time to relax at the first local bar stop, then shift to the Hip Strip for a fun change of scenery, and end with one more bar/restaurant stop before calling it a night.

Stop 1 in Montego Bay: local bars for chilling and conversation

The first stop is where the tour earns its local feel. You’ll spend about 1 hour 30 minutes at local bar stops designed to help you chill, drink, and listen to conversations with locals. The goal here isn’t sightseeing. It’s social energy.

What you can expect:

• A laid-back pace where you can settle in and talk
• Time to build your own comfort level before the tour transitions to the Hip Strip
• A guide who can help you connect with people faster than you’d likely do on your own

This is also where the guide’s personality becomes practical. People highlighted that Bean was friendly and knowledgeable, and that he helped them make a real connection at a sportsbar-style moment during the local stop. You don’t need to be a total extrovert to benefit. If you’re curious and willing to ask simple questions, Bean’s presence makes it easier to feel welcome.

Possible drawback to consider: this portion is about mingling. If you prefer quiet venues, minimal interaction, or you’re not interested in talking with people, this first stop may feel less your style.

Stop 2 on the Hip Strip at Margaritaville: cocktails, beers, and a crowd you recognize

After the local hangout, you jump to the Hip Strip for a shorter 30-minute stop at Margaritaville Montego Bay. This is where the tour gives you a familiar, vacation-mode setting—music, options for cocktails or beers, and a scene that’s easy to read even if you’re new to the area.

Why this stop works:

• It’s a quick “change of scenery” moment after the local bar time
• Margaritaville is good for people who want a fun, social atmosphere without deep planning
• You can treat it as a breather—grab a drink, listen to the music, and reset

The short timing is intentional. You’re not meant to get stuck somewhere too long. You’re meant to keep moving, sample the vibe, and save your energy for the final stop.

Practical tip for you: since alcohol isn’t included (beyond the starter Red Stripe), decide early whether you’re going to order a beer or go for a cocktail here. With only 30 minutes, you don’t want to spend half the time deciding.

Stop 3 on the Hip Strip at Wings and tings: where the night cools down a bit

The final stop is at Wings and tings Restaurant and Bar for about 1 hour. This is another Hip Strip location, but with a different feel. You’ll find a chill vibe and drink options that include different types of liquor.

This segment tends to be a nice landing for the tour:

• You’ve already done the local mingling and the bigger recognizable scene
• Now you can slow down and enjoy the evening without the “what’s next” pressure
• It’s long enough to settle in, but short enough to keep the tour within its ~3-hour window

Because your guide handles pacing and timing, you can focus on enjoying your drink and the atmosphere, rather than worrying about when you’ll be picked up next.

One consideration: if you’re trying to control your spending, this is the stop where liquor choices can add up fast. If you want to stay close to the base price, keep your orders simple.

Beanland Tours’ Bean: the social engine behind the evening

A bar tour lives or dies by the guide. Here, that’s Beanland Tours’ Bean, and the feedback centers on how he manages the group and helps the evening feel personal.

People described him as friendly and knowledgeable, and they also mentioned he was engaging and made sure everyone was having a great time. That matters because even a well-planned route can flop if the group feels awkward or if the guide disappears once the first stop starts.

Bean also brings Jamaican context into the conversation. That’s not just a sales pitch—it changes how you experience the bars. When you understand a little of the background and the culture behind what you’re hearing, even a simple moment like listening to music turns into something more memorable.

You may also notice something subtle: by keeping the tour moving on time, Bean prevents the classic bar-crawl problem—where one long pause turns the whole evening into a scramble.

If you’re celebrating something, Bean seems to handle that well too. One group specifically mentioned a birthday celebration, and the tone suggested it felt special rather than just another night out.

What’s included vs. what you’ll pay for on your own

Here’s the clean breakdown of the money pieces:

• Included: free Red Stripe beer at the start and private round-trip transportation
• Not included: lunch and alcoholic beverages (beyond that starter beer)

So what does that mean for you?

• If you’re happy with one free beer and then choosing one or two additional drinks, you can plan a predictable evening cost.
• If you’re a cocktails person or you want liquor flights, your final bill will depend on what you order at Margaritaville and Wings and tings.
• If you need food, plan to eat before you go. The tour doesn’t include lunch.

One more practical note: the tour requires that you’re 18+ to drink alcoholic beverages, and it comes with a reminder to drink responsibly. If you’re traveling with teens or you don’t drink, you’ll still be part of the outing, but your drink options will be limited by the stated rules.

Getting picked up and getting back: why transportation is a big deal

This tour offers pickup, and it includes private round-trip transportation. That’s not a small detail—it affects how relaxed your night feels.

In real life, bar hopping can get messy after the first drink:

• Waiting for rides can eat your time.
• Figuring out a route can kill the mood.
• Returning after dark can feel stressful.

With private transport handled, you can treat the evening like an activity, not a logistics project. It also helps the guide keep the timing smooth between the local stop, Margaritaville, and Wings and tings.

The tour is also listed as near public transportation, and most travelers can participate. That’s useful if you need a backup plan, but with pickup offered, you may not need one.

Who this tour is best for (and who should skip it)

This customized bar hopping tour fits best if you want:

• A short, guided night out (about 3 hours)
• A mix of local energy + Hip Strip familiarity
• A guide who helps you connect socially, not just move you between bars
• A plan that includes transport so you can relax

It may be less ideal if:

• You hate bar scenes or prefer quiet settings
• You don’t drink and want a tour built around non-alcohol features (since alcohol is central)
• You want a long sit-down meal experience (because lunch isn’t included and the stops are time-limited)

Should you book this Montego Bay bar hopping tour?

I’d book it if you’re going to Montego Bay and you want a night that feels human—full of conversation, music, and local vibes—without spending hours planning. The free Red Stripe starter is a nice touch, the route is short enough to fit most resort days, and Bean’s personality is clearly part of the value.

I’d think twice if your main goal is value through included food and alcohol. Alcohol isn’t included beyond that first beer, and you’re only at each stop for a limited time—so the experience works best when you’re budgeting for drinks you actually want.

One last practical note: the experience requires good weather. If weather turns, you may be offered a different date or a full refund, so keep that flexibility in mind when you choose your night.

FAQ

FAQ

How long is the bar hopping tour?

It runs for about 3 hours.

What does the tour cost?

The price is $85.00 per person.

How far in advance is it typically booked?

On average, it’s booked 66 days in advance.

Where does the tour take place?

The tour takes place in Montego Bay, Jamaica.

What are the stop locations and times?

You’ll visit local bar stops in Montego Bay for about 1 hour 30 minutes, then Margaritaville Montego Bay on the Hip Strip for about 30 minutes, and finally Wings and tings Restaurant and Bar on the Hip Strip for about 1 hour.

What’s included in the price?

The tour includes a free Red Stripe beer at the start of the tour and private round trip transportation.

Are alcoholic drinks included?

Alcoholic beverages are not included, except for the free Red Stripe beer at the start. You’ll pay for other drinks you order.

Do I need to be 18 years old?

Yes. You must be 18 years or older to drink alcoholic beverages.

Is pickup included?

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

What’s the cancellation policy?

You can cancel for a full refund up to 24 hours before the experience starts. If you cancel less than 24 hours before the start time, the amount you paid is not refunded.