Known locally as “MoBay” or simply “Bay”, Montego Bay is Jamaica’s fourth largest city and the Caribbean‘s second largest English-speaking city – the first being Jamaica’s capital, Kingston. The city’s name is derived from the Spanish word for lard, manteca, because of how many wild hogs that used to roam around. Aside from the hogs, there are many other great things that this city has to offer, especially once the sun starts to go down. 

Get Out on the Water and Watch the SunsetSunset Catamaran, Montego Bay, Jamaica

The Coming of the Ship | ©haRee/Flickr

Rent a luxury cataraman for a sunset cruise over the Caribbean Sea and take in the sites with a glass of champagne and Reggae music.

Take a Night TourRose Hall, Montego Bay, Jamaica

Montego Bay, Jamaica – Rose Hall Beach | ©Gerald Lau/Flickr

Rose Hall is a visually impressive mansion known for being haunted by the former mistress of the house and vicious plantation owner, Annee Palmer, since her death more than 100 years ago. Dubbed the named “The White Witch” by the slaves, Annee is believed to have murdered three husbands on the property. Today, Rose Hall is a museum that showcases slave history and the mansion’s hauntings.

Party All NightMontego Bay Beach Bar

Colorful Beach Bar | ©Steve Bennett/Flickr

Gloucester Avenue, also know as the Hip Strip, is known for its nightlife. If you’re looking for a wild night at a club, a relaxed jazz bar or a cool reggae bar, then this is the area where you’ll find any and all of the above. You can also head out to any of Montego Bay’s beach bars, if you’re in the mood to sip some tiki cocktails while in your favorite sandy bathing suit.

Recover With Jerk ChickenJamaican Jerk Chicken

Jerk it up | ©churl/Flickr

You can’t go to Jamaica and not taste some juicy jerk chicken. The island’s specialty is available all over, but a worthy pit stop to make is The Pelican Grill. This restaurant has been open for over 50 years and has essentially become a city landmark.

60 Replies to “How to Spend an Evening in Montego Bay

  1. I have only been there one time, however the vendors did not bother us When we say no, they say “no problem”. Best vacation ever. Hope to make it back at least one time.

  2. I love travelling and having fun with family and friends and spend time with them thank for sharing this amazing place and how to spend a day out there. Such an amazing article to read.

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