Hip Strip (Gloucester Avenue) Tours

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Hip Strip (Gloucester Avenue)
Buzzing with activity and music day and night, the Hip Strip is the beating heart of Montego Bay. This stretch of Gloucester Avenue—between Aquasol Theme Park and the airport—is the epicenter of tourism entertainment, where the town’s most popular shops, nightclubs, restaurants, bars, and beach hangouts pulsate with fun-seeking travelers.

The Basics
As the main hub of tourist activity in Montego Bay, expect jubilant crowds, thumping reggae music, free-flowing rum drinks and Red Stripe, and shopping galore, from high-end duty-free boutiques to trinket stalls. A popular destination is Jimmy Buffett’s Margaritaville, a double-decker bar with giant water trampolines and a 120-foot (37-meter) water-slide that plunges into the warm waters of the Caribbean. The Strip’s best bet for live music (and martinis) is the Blue Beat Jazz Lounge, where revelers have a romantic view of the sea.

Travelers have many options to experience the Hip Strip as part of half-day, full-day, group, or private tours that may incorporate a visit to Rocklands Bird Sanctuary, a local artisan market, a nearby beach like Doctor’s Cave or Agua Bay, or a place to admire a panoramic view of Montego Bay. Other tours may include a Jamaican meal at a local restaurant. 

Things to Know Before You Go
  • The Hip Strip is ideal for party-goers visiting Montego Bay. It’s a lively area, so it might not be suitable for those looking for a mellow, off-the-beaten-track experience or for small children.
  • With so many shops selling similar souvenirs and t-shirts, feel free to gently haggle for better prices.
  • Along the Hip Strip are access points to popular beaches like Cornwall or Doctor’s Cave. Some beaches have small admission fees that would be included if visiting as part of a tour. 
  • While safer than the downtown area of Montego Bay, use your discretion and stay in the more populated areas, especially at night.

How to Get There
Montego Bay’s Hip Strip runs along Gloucester Avenue, from Aquasol Theme Park to Sangster International Airport. It is walking distance or a quick taxi ride from many nearby hotels (some of which offer free shuttles).

When to Get There
A hot spot day and night, the best time to visit the Hip Strip depends on whether you want to incorporate a stop at the beach or a night out on the town. The warm months of winter comprise the busiest time of the year.

Treasure Hunters Welcome
One of the best-reviewed Hip Strip souvenir shops is Tropical Treasures, where owner Sammie makes you feel at home—and has even been known to give discounts for smiling. Travelers say the prices here are fair and that his no-hassle attitude is a welcome pleasure. 

Address: Gloucester Ave, Montego Bay, Jamaica
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Montego Bay Half-Day Shopping Tour

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer. With this tour, visit souvenir shops, a shopping mall, the Hip Strip, and Margaritaville in just a few hours and get great deals on Jamaican coffee, rum, novelty items, and more. Plus, round-trip transportation from your hotel in an air-conditioned vehicle is included.
  • Duration: 4 hours 30 minutes
  • Duration: 4 hours 30 minutes
From  
US$10.00
From  
US$10.00
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Montego Bay Sightseeing and Shopping Tour

Escape the tourist track to discover Montego Bay’s beautiful beaches, Reggae bars, and relaxed culture, all away from the crowds. With a dedicated guide and transport directly from your hotel, head into the hills above the town for panoramic views, then get personalized recommendations on the best beach clubs, shops, and restaurants in Montego Bay to customize your time in one of Jamaica's most popular destinations. 
  • Duration: 3 hours
  • Duration: 3 hours
From  
US$65.00
From  
US$65.00
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Private Montego Bay Highlights Tour

Explore the landmarks and highlights of Montego Bay with a local guide on this private tour. Visit the Rose Hall Great House, shop for souvenirs and crafts on one of Montego Bay's local 'hip strips', then stop for lunch at Jimmy Buffet's world-famous Margaritaville (own expense). Journey to the top of Richmond Hill to see panoramic views of the city. Round-trip transportation by private vehicle is included.
  • Duration: 5 hours
  • Duration: 5 hours
From  
US$54.00
From  
US$54.00
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Day Trip to Doctor's Cave Beach, Margaritaville and Hip-Strip Shopping from Montego Bay and Grand Palladium

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip from Montego Bay. With your local guide, enjoy the sun on your shoulders and the sand in your toes on the popular Doctor's Cave Beach. Head to Margaritaville to enjoy some entertainment, then walk down the bustling shopping streets for some souvenirs. Round-trip transportation from Montego Bay and Grand Palladium hotels is included.
  • Duration: 4 hours
  • Duration: 4 hours
From  
US$42.22
From  
US$42.22
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Rocklands Bird Sanctuary and Montego Bay Highlights Tour

Explore the Rocklands Bird Sanctuary and visit Montego Bay's sightseeing highlights during this 5-hour tour. See the Jamaican Oriole, the White Winged Dove and Jamaica's national bird, the Doctor Bird, at the sanctuary, where they will perch on your finger and wait for you to feed them nectar from a bottle. In downtown Montego Bay, visit Sam Sharp Square, St James Parish Church and Richmond Hill Great House; then stop by one of the local 'hip strips' for some shopping. Entrance fees and round-trip transportation from Montego Bay hotels are included.
  • Duration: 5 hours
  • Duration: 5 hours
From  
US$68.75
From  
US$68.75
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Private Half-Day Montego Bay Tour

Explore the highlights of Montego Bay in just a few hours on this personalized sightseeing tour, a great choice for a shore excursion or for first-time visitors with limited time. Visit historical sites, the Hip Strip, Margaritaville, or the beach, and customize your itinerary according to personal preference. Plus, round-trip transportation from your hotel or the port in Falmouth is included.
  • Duration: 4 hours
  • Duration: 4 hours
From  
US$58.70
From  
US$58.70
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