Drinking Tours in the Caribbean: 9 Picks, Priced

1.Negril One Love Bus Bar Crawl

★★★★★★★★★★4.5 · 1,170 reviews · from $25Our pick

Join Lenbert’s One Love Bus for a 4 to 5 hour afternoon ride through Negril, stopping at five to seven local bars and scenic spots along the cliffs. Pickup, an air-conditioned bus, music, and a friendly social setting are included. Drinks cost extra, and cash is wise for smaller bars.

“This was one of the best experiences so far on my trip to Negril , if you are into in Jamaican culture and getting to know the people . Do this activity”

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2.Aruba Happy Hour Party Bus Pub Crawl

★★★★★★★★★★4.5 · 741 reviews · from $82

Join Kukoo Kunuku’s colorful open-air bus from Palm or Eagle Beach for about 3.5 hours of music, dancing, welcome shots, and stops at local Aruba bars. Guides such as Leslie, Cassandra, Carlos, and Kiki are known for keeping the bus involved. Hotel pickup and drop-off are included, but food and cruise-ship pickup are not.

“What more can I say this was our 3rd time on this tour and never fails us!! Hands down the best ever👏🏾. Leslie our driver made it super fun! Especially when he moon walked the bus and ROLLERCOASTER 🤣😅!! I would recommend this excursion to everyone that comes to visit the island.”

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3.Old San Juan Bar Crawl: Experience Local Hotspots

★★★★★★★★★★4.5 · 574 reviews · from $65

Start at 7:30 p.m. on Calle San Sebastián for a three-hour Old San Juan nightlife tour. You’ll visit three bars, receive a mojito and house shots, meet a mixed group, and finish near Douglas Quinqué Pub. Hosts such as Amanda and Yairo have earned praise for their energy, with food, dancing, and a group Polaroid adding to the night.

“It was a really cool experience experiencing Old San Juan at night! We met some new people and had a great time!”

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4.Project Chocolat Tree to Bar Tour at Hotel Chocolat Saint Lucia

★★★★★★★★★★4.5 · 501 reviews · from $124

At Project Chocolat in Soufriere, you walk through rainforest cacao groves, learn about grafting and harvesting, taste cacao fresh from the pod, then grind and shape your own dark chocolate bar. Guides such as Tahj, Nathan, John, and Marina bring the process to life. Lunch is included, but transport and drinks are extra.

“The tour was great, start to finish. Tahj was not just knowledgeable but funny. We learned so much and tasted great cacao. The chocolate making was fun but took some unexpected elbow grease. The lunch was great anf the chicken roti was one of the best I had on the island.”

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5.St. Maarten Brewery & Beer Tours

★★★★★★★★★★5.0 · 387 reviews · from $25Top rated

Visit Caribbean Brewing Company with guides such as Sunil, Simran, Dimitri, or Surmani. See milling, brewing, bottling, and modern equipment, then taste the brewery’s island beers in the taproom. The 90-minute tour is self-guided to the brewery, runs Monday through Friday, and includes unlimited beer samples.

“Sunils brewery was a lot of fun. Our gal that have the tour was absolutely the sweetest and made sure we drank up and never am empty cup. Lol My favorite beers were the Premium and the Dutch Blonde.”

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6.YS Falls, Black River Safari, Appleton Rum Tour OR Pelican Bar (Choose Up to 3)

★★★★★★★★★★5.0 · 90 reviews · from $195

Explore Jamaica’s South Coast by private vehicle with a local guide such as Marc, Wayne, Adrian, or Cedrick. Choose three stops from YS Falls, Black River Safari, Appleton Estate, and Floyd’s Pelican Bar. Expect scenic country roads, flexible stops, local food suggestions, and separate entrance fees.

“We really enjoyed the Black River Safari, and spent about an hour at YS Falls and enjoyed jumping and swimming in the falls. The Appleton Rum Tour was okay, worth a visit if you're not well versed in distilleries - but for us we didn't learn anything new about their process compared to other rum or whiskey tours we've been on. Also we found $39 to be very overpriced when you're touring with 22 other people, should be capped at 10 persons IMO and the tastings could have been much more generous. We had 1 welcome mixed drink, and 3 TINY samplings of 3 of their rums. Most importantly, I…”

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7.Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

★★★★★★★★★★5.0 · 59 reviews · from $136

Travel privately from Montego Bay with a driver such as Georgia, Nickoy, Negil, or Mama G to Appleton Estate, then take a 15-minute boat ride to Floyd’s Pelican Bar. Expect rum-making stories, tastings, bottled water, snacks, free time, and a relaxed seafood stop. Admission and meals cost extra.

“Negil was the best. Both friendly and educational. Appleton has a lot of history one can appreciate and you get a treat (alcohol) at the end. Pelican Bar has a relaxing vibe away from the busy tourist area. Also got to try some peppered shrimp, which I highly recommend.”

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8.Guided Bar Crawl with a Rum Shot and Transfers

★★★★★★★★★★4.7 · 56 reviews · 5 hours · from $27

Spend about five hours moving between five Bavaro and Punta Cana bars with guide-driver Jose or Eli. You’ll get a Dominican rum shot, hotel pickup and drop-off, water, and soft drinks, while paying separately for cocktails, beer, food, and snacks. Expect karaoke, live music, local bars, and a flexible pace.

“Jose the driver and guide was really flexible and let us time the event to suit our group. It was a nice small mix of people and everyone joined in the atmosphere. We even ended up at the legendary Coco Bongo bar !”

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9.YS Falls & Pelican Bar Tour

★★★★★★★★★★4.5 · 35 reviews · from $120

Travel from Negril with Marlon’s Tours to YS Falls and Floyd’s Pelican Bar in a private, air-conditioned vehicle. You’ll have a local driver such as Marlon or Vincente, hotel pickup, and time at both stops. The tour price covers transport, but YS Falls admission and the boat to Pelican Bar cost extra.

“Our excursion with Marlon’s Tours was a wonderful experience. We were a group of 8…4 kids and 4 adults with Marlon but more members of my family followed in their own cars. We were picked up from our villa in Negril and spent a full day Read more”

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