Gloucester Avenue: Montego Bay Attractions, Jamaica

A trendy section of Montego Bay with art galleries, cafes and shops.
The "Hip Strip" or Gloucester in Montego Bay is the place to be for anyone visiting or living in Jamaica. You have about 13 Hotels, over 60 shops and over 35 bars and restaurants on the Hip Strip. There are local beaches including the world renowned Doctors Cave Beach. There are banks and car rentals facilities on the Strip as well. You can start at one end which is a dead end where you can watch the planes come in as the runway is only yards away. As you stroll up or take a complimentary pedi cab (sponsored by Margaritaville) you can see the various shops and restaurants on the strip.
As far as Restaurants, some include Jimmy Buffett's Margaritaville, Bob Sled Cafe, Groovy Grouper (located on Doctor's cave beach), Cuban cafe, ice's, Ma lou's, the Native, Pelican, the brewery, Mo bay proper, just to name a few. Most of these spots are open during the day. Margaritaville has a water slide, lounge chairs, Water trampolines, floats, lots of entertainment and food and drink during the day and it gets wild at night.
The night life on the strip consists of Groovy Groupers dinners and theme nights events on the beach of Doctors cave, Margaritaville night club with DJ's downstairs, Reggae bands upstairs, Blue Beat Jazz bar has live entertainment on the weekends and great music and videos during the week with the famous Martinis. Marguerite's is right next door with a fine dining seafood menu. Across the street is Coral Cliff with slot machines and entertainment as well.
There is plenty of action on the strip so look out for the pedi cabs and enjoy.
Tourist Attraction Montego Bay - Place of interest to visit on your Jamaica Holiday
Gloucester Avenue Sightseeing Tours and Shore Excursions

Montego Bay Half Day Tour
- Rose Hall Great House
- Doctors Cave Beach
- Margaritaville Montego Bay
- Sam Sharpe Square
- Duty Free Shopping
Duration: 4:30 Hours
Booking Enquiry or Call: +1876 771 9612

Montego Bay Sightseeing and Shopping Tour
- Rose Hall Great House
- Sam Sharpe Square
- Duty Free Shopping
Duration: 4:00 Hours
Booking Enquiry or Call: +1876 771 9612

Montego Bay Beach and Shopping Tour
- Doctors Cave Beach
- Margaritaville Montego Bay
- Duty Free Shopping
- Optional Craft Market Shopping
Duration: 4:00 Hours
Booking Enquiry or Call: +1876 771 9612

The Bob Marley Experience and Shopping Tour
- Bob Marley’s birth place in Nine Mile
- Optional Duty Free Shopping
Duration: 4:30 Hours
Booking Enquiry or Call: +1876 771 9612
Get Quote: Airport Transfers | Sightseeing Tours | Shore Excursions | Taxi Services
All our Charter Services Operators vehicles are fully air-conditioned 4-7 seater Taxi, 15-30 seater buses and coaches. Luxury Limousine service is also available. All Taxi and Tour drivers are fully trained, licensed and approved by the Jamaica Tourist Board. We offer a 24 hour, seven day a week, private taxi and tour charter service. We go that "Extra Mile" to ensure that you have a rich and enjoyable experience.
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