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Hip Strip (Gloucester Avenue)
Hip Strip (Gloucester Avenue)

Hip Strip (Gloucester Avenue) Tours and Tickets

star-5
288 Reviews

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.

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

Montego Bay Half-Day Shopping Tour

star-4
38
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.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$20.00
From
$20.00

Private and Customized Montego Bay Day Tour

Private and Customized Montego Bay Day Tour

star-5
141
Explore Montego Bay without getting lost on this personalized sightseeing tour, a great choice for a shore excursion or for first-time visitors. Travel between attractions with ease in an air-conditioned minivan and customize your itinerary according to personal preference—visit the attractions that interest you and skip the rest. Plus, round-trip transportation from your hotel or the cruise port in Montego Bay is included.
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  • 2 to 3 hours
  • Free Cancellation
From
$70.52
From
$70.52

Montego Bay Sightseeing and Shopping Tour

Montego Bay Sightseeing and Shopping Tour

star-5
5
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. 
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  • 3 to 4 hours
  • Free Cancellation
From
$66.67
From
$66.67

Private Day Tour from Montego Bay to Negril

Private Day Tour from Montego Bay to Negril

star-5
28
It’s a private and customize tour that offer comfort and safety at the cheapest rate. That will blow your mind away. Our private and customize tours is to educate you about Jamaica. We Sightseeing along the way and stop at different historical sight, we also stop for you to shop if requested. We also educate about our unique fruits and trees that we have here in Jamaica while we checkout our Landscape/Architecture as we drive though different towns and village. Up reaching our Negril destination/seven mile beach. We stop on the seven mile beach for 2 to 3 hours then go to Ricks Cafe to watch the sunset goes down. Then head back to Montego Bay after the sunset.
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  • 7 to 8 hours
  • Free Cancellation
From
$90.00
From
$90.00

Doctor's Cave Beach, Jimmy Buffett 's Margaritaville and Shopping

Doctor's Cave Beach, Jimmy Buffett 's Margaritaville and Shopping

star-4.5
17
Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. 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.
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  • 5 hours
  • Free Cancellation
From
$60.00
Price varies by group size
From
$60.00
Price varies by group size

Day Trip: Doctor's Cave Beach, Margaritaville & Shopping from Montego Bay Hotels

Day Trip: Doctor's Cave Beach, Margaritaville & Shopping from Montego Bay Hotels

star-3.5
13
Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this family friendly day trip. 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 (under 18s welcome during the day) 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.
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  • 5 hours
  • Free Cancellation
From
$69.50
From
$69.50

Rocklands Bird Sanctuary & City Highlights plus Shopping from Montego Bay

Rocklands Bird Sanctuary & City Highlights plus Shopping from Montego Bay

star-4
9
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.
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  • 6 hours
  • Free Cancellation
From
$109.99
From
$109.99

Montego Bay Private Shopping Tour with Hotel Pickup

Montego Bay Private Shopping Tour with Hotel Pickup

star-5
9
With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more.
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  • 2 to 3 hours
  • Free Cancellation
From
$25.00
Price varies by group size
From
$25.00
Price varies by group size

Private Montego Bay Highlights Tour

Private Montego Bay Highlights Tour

star-5
8
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.
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  • 5 hours
  • Free Cancellation
From
$90.00
From
$90.00

Private Half-Day Montego Bay Tour

Private Half-Day Montego Bay Tour

star-5
8
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.
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  • 4 hours
  • Free Cancellation
From
$75.00
Price varies by group size
From
$75.00
Price varies by group size

Montego Bay Highlight Tour Visit local Community And See Local Stuffs

Montego Bay Highlight Tour Visit local Community And See Local Stuffs

star-4.5
3
Trust Tours Jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as the city of Montego Bay and shopping along the hip strip  at the most affordable prices listed. Visitors will get to experience their vacation of  a lifetime beginning with their professional and trained driver who ensures safety and satisfaction at 100%. Expect to be gifted with decades of history, shops and amenities for vacationers as the tour goes along. Guest are number one priority, hence whatever is requested shall be granted while on the tour. Views of mountains, experiences of rivers, beaches, the cliffs,etc is always included in a tour. That is to say emphasis is put on tours that capture the island in its most natural state.
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  • 2 to 3 hours
  • Free Cancellation
From
$70.00
Price varies by group size
From
$70.00
Price varies by group size

Rocklands Bird Sanctuary and Montego Bay Highlights Tour from Falmouth

Rocklands Bird Sanctuary and Montego Bay Highlights Tour from Falmouth

star-4
3
Explore the Rocklands Bird Sanctuary and visit Montego Bay's sightseeing highlights during this 5-hour tour departing from Falmouth. 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. 
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  • 6 hours
  • Free Cancellation
From
$116.00
From
$116.00

Customize Bar Hopping Tour from Montego Bay to Bars in Montego Bay

Customize Bar Hopping Tour from Montego Bay to Bars in Montego Bay

star-5
2
A day tour of hanging out at multiple local bar in and around Montego Bay. For a local chilling and a cultural drinking experience.
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  • 3 to 4 hours
  • Free Cancellation
From
$51.29
From
$51.29

Private Montego Bay Highlights Tour with Margaritaville & Shopping

Private Montego Bay Highlights Tour with Margaritaville & Shopping

star-5
2
*Experience Montego Bay's lively hip strip for shopping and finish the day off with the entertaining Margaritaville for drinks, food and water activities. *The most affordable prices listed. *Visitors will get to experience their vacation of a lifetime beginning with their professional and trained driver who ensures safety and satisfaction at 100%. *Expect to be gifted with decades of history, shops and amenities for vacationers as the tour goes along. Guest are number one priority, hence whatever is requested shall be granted while on the tour. *Reliable, on time and guaranteed safety for a one of a kind Jamaican experience!!
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  • 1 to 6 hours
  • Free Cancellation
From
$84.11
Price varies by group size
From
$84.11
Price varies by group size

Doctor's Cave Beach and Jimmy Buffet's margaritaville with shopping

Doctor's Cave Beach and Jimmy Buffet's margaritaville with shopping

star-5
1
Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. 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.
More
  • 5 hours
  • Free Cancellation
From
$56.42
Price varies by group size
From
$56.42
Price varies by group size

5-Day Luxury Mini-Vacation Package at Secrets Wild Orchid Montego Bay, Jamaica

5-Day Luxury Mini-Vacation Package at Secrets Wild Orchid Montego Bay, Jamaica

star-5
1
Best Vacation Ever! 5 Days/4 Nights Luxury All-Inclusive Accommodation at a Montego Bay Adults Only Resort with Afternoon Catamaran Party Cruise and Snorkeling Experience.
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  • 5 days
From
$1,948.72
From
$1,948.72

Combo Day Trip to Bob Marley Nine Mile and Hip Strip with Shops and Dispensary

Combo Day Trip to Bob Marley Nine Mile and Hip Strip with Shops and Dispensary

Visit the birthplace and hometown of reggae legend Bob Marley during this day trip from Montego Bay. Explore the remote village of Nine Miles, located in St. Ann parish, to see where Bob Marley was born and spent his formative years. See Mt. Zion, where Bob frequently meditated and composed music. Learn about the Rastafarian religion that the musician practiced through informative, engaging commentary from your local guide. Then stop at the ‘Hip Strip’. • Discover Nine Miles, Bob Marley's birthplace, on a tour from Montego Bay • Learn about the life and death of the Rastafarian musician • Soak up the views of the countryside and mountain peaks • Visit the ‘Hip Strip’ which offers shopping, food, drinks, gambling, and dispensaries • Round-trip transportation from Montego Bay is included
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  • 7 to 9 hours
  • Free Cancellation
From
$135.00
Price varies by group size
From
$135.00
Price varies by group size

Taste of Montego Bay City Tour

Taste of Montego Bay City Tour

This tour is uniquely designed to give travelers an opportunity to taste authentic Jamaican cuisine while learning about the heritage and culture fused with a highlight tour of the city of Montego Bay.
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  • 3 to 4 hours
  • Free Cancellation
From
$60.00
From
$60.00

Half-Day Private Tour in Montego Bay

Half-Day Private Tour in Montego Bay

This tour is designed to give the clients an opportunity to explore the rich heritage and history of the historical city of Montego Bay and its environs. It includes shopping on the famous Hip Strip, visiting the historical and culturally rich Sam Sharpe Square in downtown Montego Bay. Sightseeing through the different communities in terms of wealthy, middle class, and low-income settings. The clients will also get the opportunity to mingle with the locals and make stops at local fruit markets and the craft market. This tour is unique due to the fact that there is so much to see and do and you don't have to spend a long time on the road travelling. At the end of the tour, you will be able to get a good understanding of aspects of our culture, entertainment, historical background, shopping and sightseeing in just under four hours. I have been during it since 1996 and will bring a special brand of expertise and knowledge to enhance the quality of the tour.
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  • 3 to 4 hours
  • Free Cancellation
From
$35.00
From
$35.00

Local Bar Crawl Tour in Montego Bay with private transportation

Local Bar Crawl Tour in Montego Bay with private transportation

This private bar tour provides a fun-filled-100%-authentic-Jamaican-un-sugar-coated experience. The tour promotes Montego Bay’s amazing Local Bars. We will visit 6 - 7 bars and off the beaten path spots. You will easily get many opportunities to mingle and interact with the people of Montego Bay. The bars you visit are varied and interesting. Highlights may include, sunset watching great photo spots, typical Jamaican "corner bars", etc. The tour is always kept fresh and if the weather permits, you will get to experience a magnificent sunset towards the end of the tour. There will always be something new to delight you. This is a unique way to learn about our history and culture also interact with the locals who are happy to chat and share and entertain you. Feel free to ask for anything special. All travelers must be 18 years or older to drink.
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  • 2 to 3 hours
  • Free Cancellation
From
$180.00
Price varies by group size
From
$180.00
Price varies by group size

4 Hours Montego Bay Private Sightseeing Highlight Tour

4 Hours Montego Bay Private Sightseeing Highlight Tour

Explore Montego bay, Jamaica on This Four (4) Hours Sightseeing Tour with a private driver and van for your Exclusive Group which you can . The vans can hold a capacity of up to 10 persons and picks you up from your Montego bay Resorts Hotels and Villas  . See all the interesting Sights of Montego Bay . See local Communities where native live  so you can feel immersed in the Jamaica  way of life . No need to just sit in your resort and the say you visited jamaica we provide a safe tour for you and the family
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  • 4 hours
From
$300.00
per group
From
$300.00
per group

5-Day Mini-Vacation Package at Royal Decameron Montego Bay, Jamaica

5-Day Mini-Vacation Package at Royal Decameron Montego Bay, Jamaica

Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning or Adults Only Afternoon Catamaran Cruise and Snorkeling Experience.
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  • 5 days
From
$615.39
From
$615.39

4-Hour Memorable Montego Bay Private Tour with Sightseeing

4-Hour Memorable Montego Bay Private Tour with Sightseeing

Basically this tour provides a unique experience. With this product, you get to experience the city of Montego Bay while having the best herbs at your fingertips. This is a private tour where safety is our responsibility, we ensure you have a fun and memorable time. You will get a free-rolling session and experience how Jamaicans move about on a daily. Red Stripe/Herbs/Music/Memories experiencing the ultimate chill spot in Montego Bay Jamaica the Hip Stripe.
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  • 4 hours
  • Free Cancellation
From
$80.00
Price varies by group size
From
$80.00
Price varies by group size

Day Trip to Doctor's Cave Beach, Margaritaville & Shopping from Grand Palladium

Day Trip to Doctor's Cave Beach, Margaritaville & Shopping from Grand Palladium

Skip the lines and enjoy a fantastic day trip that will take you to Doctor's Cave Beach, the world famous Margaritaville and the "Hip-Strip" for some shopping! Completely family friendly.
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  • 7 hours
  • Free Cancellation
From
$89.99
From
$89.99

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Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What''s the best way to experience Hip Strip (Gloucester Avenue)?