

Hip Strip (Gloucester Avenue) Tours and Activities
195 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.
Gloucester Ave, Montego Bay, Jamaica
Tours and Activities to Experience Hip Strip (Gloucester Avenue)
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Doctor's Cave Beach Day-Trip with Jimmy Buffett's Margaritaville & Shopping
7
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
From
US$46.16
Price varies by group size
From
US$46.16
Price varies by group size
Face masks required for travelers in public areas
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Learn More

Montego Bay Half-Day Shopping Tour
26
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.
…More
From
US$10.00
From
US$10.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private and Customized Montego Bay Day Tour
115
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.
…More
From
US$51.29
From
US$51.29
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Rocklands Bird Sanctuary and Montego Bay Highlights Tour from Falmouth
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.
…More
From
US$116.99
From
US$116.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Montego Bay Sightseeing and Shopping Tour
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.
…More
From
US$66.67
From
US$66.67
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

Day Trip: Doctor's Cave Beach, Margaritaville & Shopping from Montego Bay Hotels
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.
…More
From
US$69.50
From
US$69.50
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Montego Bay Highlights Tour
5
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.
…More
From
US$54.49
From
US$54.49
Face masks provided for travelers
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Learn More

Lets do Shopping & Margaritaville in Montego Bay (Private Tour)
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!!
…More
From
US$84.11
Price varies by group size
From
US$84.11
Price varies by group size

5-Day Luxury Mini-Vacation Package at Secrets Wild Orchid Montego Bay, Jamaica
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.
…More
From
US$1,948.72
From
US$1,948.72
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Rocklands Bird Sanctuary & City Highlights plus Shopping from Montego Bay
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.
…More
From
US$109.99
From
US$109.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

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.
…More
From
US$615.39
From
US$615.39
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Montego Bay Highlight Tour Visit local Community And See Local Stuffs
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.
…More
From
US$70.00
Price varies by group size
From
US$70.00
Price varies by group size

Touch of Montego Bay
Do you want to feel the Touch of MoBay? On this interesting tour you'll visit the Montego Bay Cultural Centre and learn the history of Jamaica; you'll go to the Craft market and interact with the local arts & crafts vendors, and travel on the Hip Strip for all your shopping needs!
…More
From
US$45.00
From
US$45.00
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Learn More

5-Day Mini-Vacation Package at Holiday Inn Montego Bay, Jamaica
Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning Catamaran Cruise and Snorkeling Experience.
…More
From
US$769.24
From
US$769.24
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Dispensary Tour(Bundle) Montego Bay
With This Product, you get to experience the city of Montego Bay while having the best herds at your fingertips. This is a private tour where safety is our responsibility, we sure 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.
Must be in a hotel in the Montego Bay Area.
…More
From
US$82.06
From
US$82.06
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Montego Bay Highlights - Full Day Tour
Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to the Richmond Hill area which gives a panoramic view of Montego Bay. During this amazing city tour, you will see all the most popular sights and experience the best parts of the city with a local guide.
Here you can capture amazing photos of Montego Bay and its surrounding areas. We will also show you the special things that make Montego Bay great. Explore Sam Sharpe Square and visit the world-renowned Doctors Cave Beach and be entertained at the popular Jimmy Buffets Margaritaville. You may shop for sourvineers and memobars
…More
From
US$75.00
Price varies by group size
From
US$75.00
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

5-Day Mini-Vacation Package at Jewel Grande Montego Bay, Jamaica
Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning Catamaran Cruise and Snorkeling Experience.
…More
From
US$961.54
From
US$961.54
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Tour of Montego Bay: Includes Sightseeing
1
Experience Jamaica away from the tourist crowds on this private half-day tour of Montego Bay. Head to less-visited landmarks such as St James Parish Church, Richmond Hill Great House, and Sam Sharp Square, and explore the surrounding countryside to see villages and farms that grow sugarcane, cacao, and tropical fruits. You can also taste authentic Jamaican dishes during a lunch stop (own expense) at a popular local restaurant.
…More
From
US$61.54
Price varies by group size
From
US$61.54
Price varies by group size

Doctor's Cave Beach and Jimmy Buffet's margaritaville with shopping
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
From
US$56.42
Price varies by group size
From
US$56.42
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

Montego Bay Private Shopping Tour with Hotel Pickup
1
With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more.
…More
From
US$21.54
Price varies by group size
From
US$21.54
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

(MBJ) Montego Bay Highlight Tour
3
Let's start this wonderful tour highlight tour of Montego Bay at Sam Sharpe Square. This historic town square will allow you to experience, see and feel Montego Bay’s deep history. Your driver will take you on a guided tour throughout the city where interesting local sights will be pointed out. Fun Trip Jamaica guarantees all the other attractions, food ad highlights will only enhance your love of Jamaica.
…More
From
US$46.16
From
US$46.16
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

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
…More
From
US$307.70
per group
From
US$307.70
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Day Tour from Montego Bay to Negril
2
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.
…More
From
US$68.00
From
US$68.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

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.
…More
From
US$89.99
From
US$89.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
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