Three bars, one smooth night out. This customized Montego Bay bar-hopping tour is all about meeting people, grabbing drinks at a few different spots, and keeping the pace easy with private round-trip transportation and a friendly guide named Beans.

I especially liked the free Red Stripe Beer kick-off and how the first stop is aimed at hanging out with locals, not just walking through another souvenir zone. You get a little structure too, with short hops between places so the night stays fun instead of turning into “are we late?” chaos.

One thing to consider: alcoholic drinks and lunch are not included, and you need to be 18+ to drink. So if you’re planning a big night, budget for extra rounds.

Key things to know before you go

• Beans drives and guides you through the evening, with a personality that makes the group feel at ease
• Red Stripe included at the start so you start the night off on the right foot
• Three stops in about three hours keeps it manageable (especially after travel)
• Hip Strip mix of big-brand and local energy at Margaritaville Montego Bay and Wings and tings
• Private tour setup means it’s only your group, not a mixed crowd shuffle

Why Montego Bay bar hopping beats a random walk

Bar hopping sounds simple until you land somewhere new and realize you’re the one trying to figure out where people actually go. This tour removes most of the guesswork. You show up, meet your guide, and then you’re taken to a short list of bars where the plan is to keep you in the action without turning it into a long night you regret.

The biggest reason I’d pick this style is the balance: you start in a more local, hang-out mood, then you hit the Hip Strip for an easier vibe at more recognizable spots, and you finish somewhere that sounds made for kicking back. It’s the kind of route that helps you feel like you visited Montego Bay instead of just passing through it.

Meeting Beans and getting picked up without stress

The tour includes private round-trip transportation, so you’re not wrestling with taxis mid-plan. That matters in Jamaica, because a “quick drink” can turn into delays fast when you’re moving between locations.

The guide name that comes up again and again is Beans, and the consistent theme is simple: he’s friendly, engaging, and good at keeping the group comfortable. One review even mentions Beans helping someone make a new friend at a sports bar, which tells me he doesn’t just point out the next stop. He helps the night click for people.

Also, you’ll be able to keep your phone handy. The tour uses a mobile ticket, and you’ll get confirmation at booking time, which makes day-of logistics easier.

Stop 1: Montego Bay local bar time (the “build the vibe” hour)

Your first stop is in Montego Bay for a local bar experience where the goal is to chill and drink while listening and talking with people around you. It’s scheduled for about 1 hour 30 minutes, which is long enough to settle in and short enough that you don’t feel trapped.

Why this matters: if you only do the obvious tourist strip, you’ll miss the casual conversations that make a place feel real. The tour’s approach here is basically, start where people already hang out, then move toward more widely known spots once you’ve got the feel of the area.

What to expect here:

• A relaxed drink-in-place atmosphere
• A “listen first, talk when you’re invited” vibe
• Time to get comfortable with the group and the rhythm of the night

A practical note: since alcoholic beverages aren’t included (other than the free Red Stripe at the start), you’ll want to decide early what you’re drinking so you don’t burn time later. Also, if you’re not much of a beer person, Red Stripe is still a fun cultural choice to try once.

Stop 2: Margaritaville Montego Bay on the Hip Strip

Next, you head to the Hip Strip for about 30 minutes at Margaritaville Montego Bay. This is the stop that feels like the “big-stage” moment: cocktails or beers, music on, and an easier crowd energy where you can blend in quickly.

This short stop is a smart move. It keeps the itinerary from dragging, and it gives you a chance to sample a more famous setting without sacrificing the local-first start.

What I like about this second stop is the variety it gives you. If the first bar felt like a calm social hang, Margaritaville gives you a different flavor of the night: louder, more performance-like, and simpler for groups with mixed preferences.

A consideration: because it’s a popular, high-visibility place, you may find it less “off-the-radar.” That’s not a dealbreaker, though. The tour uses it as a change of pace, not the whole story.

Stop 3: Wings and tings Restaurant and Bar for a laid-back finish

Your final stop takes you to the Hip Strip again, this time to Wings and tings Restaurant and Bar for about 1 hour. This is where the plan shifts a bit toward chill and variety. The tour info highlights that different types of liquor are available, so if beer isn’t your thing, this is likely a better fit.

This last stop has the “close out the night” vibe. It’s long enough to order, relax, and maybe rejoin the group’s energy, but not long enough to overstay its welcome.

What to expect:

• A calmer wind-down compared to the quick Hip Strip hit
• A bar setup where liquor options are clearly part of the experience
• Enough time to finish strong without rushing to meet your transportation again

One small planning tip from how the route is built: you’ll want to pace your drinks across the three stops. It’s only around three hours total, so if you go heavy right away, the last hour can feel like a sprint.

Price and what you’re actually paying for

At $85 per person for about three hours, the value is in two places: time and transport. You’re not paying for included cocktails or a full meal. Instead, you’re paying for a guided route with private round-trip transportation plus free Red Stripe Beer at the start.

Here’s how that plays out in real life for you:

• You get the convenience of not figuring out rides between bars.
• You get the cultural nudge of starting with Red Stripe.
• You should expect to pay separately for additional alcoholic beverages and for lunch (since neither is included).

If you like the idea of trying a few different scenes—local bar energy, Hip Strip visibility, and a liquor-forward finish—this price is easier to justify. If you’re the type who wants a full open-bar night with food included, you’ll probably feel the limits fast.

Group discounts, private tour energy, and who this fits best

This is set up as a private tour/activity, meaning it’s only your group. That matters because the evening feels less like a production and more like your plan. It also makes it easier to celebrate something. One review mentions using the tour for a birthday celebration, and that tracks with the vibe: friendly guide, multiple stops, and a route that works even when people have different drink preferences.

You’ll also like this if you’re the kind of person who enjoys chatting—at least a little. The first stop is built around talking with locals, not standing back with your arms crossed.

Best match:

• Couples and small groups who want an organized night out
• People who want to try Jamaican beer but don’t want to spend the whole night searching
• Anyone who wants a guide like Beans who helps the group feel at home

Drinking responsibly without killing the fun

The tour explicitly asks you to drink responsibly, and that’s good advice because the schedule moves. You’re hitting multiple locations in a short window, and alcohol adds up even when you don’t think it will.

Here’s how to make the pacing work:

• Start with the free Red Stripe and treat it like a taste, not a race.
• If you’re ordering other drinks, alternate with water.
• Save your bigger orders for the last stop where the vibe is calmer.

Also remember the age rule: you must be 18 years or older to drink alcoholic beverages. If you’re traveling with someone under 18, you’ll want to plan around what they can enjoy during stops, since the tour’s bar focus is obviously alcohol-centered.

When the weather matters

The experience requires good weather. If it gets canceled due to poor weather, you’ll be offered a different date or a full refund. That’s the kind of policy you’ll appreciate in Jamaica, where conditions can change.

Should you book this bar hopping tour?

If you want a short, guided night that feels social and local—without the stress of figuring out rides—this tour is a strong pick. I’d especially recommend it for groups who value a friendly guide like Beans and who want to sample Jamaican beer right away with Red Stripe.

Skip it if you’re hoping for alcohol and lunch to be fully covered, or if you only want one type of bar experience. This route mixes a local start with Hip Strip stops, so it works best when you like variety.

In short: for $85, you’re buying a guided route plus transportation and a great start. If that matches your idea of a good night out, it’s an easy yes.

FAQ

How much does the customized bar hopping tour cost?

It costs $85.00 per person.

How long is the tour?

The tour lasts about 3 hours.

What drinks are included?

You get free Red Stripe Beer at the start of the tour. Alcoholic beverages are not included beyond that.

Does the tour include pickup?

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

Is this a private tour?

Yes. It’s a private tour/activity, so only your group participates.

Do I have to be a certain age to drink?

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

What if the weather is bad or I need to cancel?

You can cancel for a full refund if you cancel at least 24 hours before the experience starts. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.