Hip Strip (Gloucester Avenue) Tours and Tickets

Q: How much does it cost to visit Hip Strip (Gloucester Avenue) in 2025?

There is no cost to visit the Hip Strip, as it's a main shopping area, not a ticketed attraction. Many Montego Bay tours that visit nearby attractions include a stop at the street. Tours can cost as little as US$35 per person to more than US$125.

Q: What can I buy on the Montego Bay Hip Strip?

You can buy all sorts of typical souvenirs on the Montego Bay Hip Strip, from shot glasses and postcards to swimwear, T-shirts, and gift items such as artwork and jewelry. You can also find specialty culinary items, such as coffee from the Blue Mountains and Jamaican jerk rub.

Q: Is the Hip Strip safe for tourists?

Yes, the Hip Strip is safe for tourists, both during the day and in the evening. It's in a touristy area that primarily attracts cruise passengers and overseas visitors. However, as with any big city, it's a good idea to stay reasonably vigilant about your wallet and other valuables.

Q: Is the Hip Strip busy at night?

Yes, the Hip Strip is busy in the evening and at night, when cooler temperatures bring visitors and residents out to stroll. The strip has plenty of restaurants, making it a great place to grab dinner, as well as bars and clubs.

Q: Is visiting the Hip Strip worth it?

Yes, visiting the Hip Strip is worth it for most visitors, but it depends on your interests. If you’re only in Montego Bay for a few hours on a cruise, you’ll find it good for shopping and trying Jamaican food. It’s also an excellent place for drinks in the evening.

100+ results

Best Seller

Montego Bay Night Life Clubbing at Pier 1, 27/27 Lounge &Taboo

We offer a hassle-free experience by taking care of all your transportation needs, allowing you to fully enjoy Montego Bay's vibrant nightlife scene without any worries. Our drivers have extensive knowledge of Montego Bay's nightlife and can provide recommendations on the hottest venues to visit, ensuring you have an unforgettable night out. You can customize your itinerary and choose the venues you want to visit. Our drivers will stay in close proximity, ready to take you to the next spot or back home whenever you're ready. With our private transfer service, you can feel secure in knowing that you have a dedicated driver who will prioritize your safety and be readily available throughout the night.

...More

5.0

(5)

Montego Bay Night Life Clubbing at Pier 1, 27/27 Lounge &Taboo

3 hours 45 minutesFree Cancellation

from $65

Price varies by group size

Margaritaville Hip-Strip and Great River Rafting Private Tour

4.8

(245)

Margaritaville Hip-Strip and Great River Rafting Private Tour

2 hours 30 minutesFree Cancellation

from $30

Price varies by group size

Clear Kayak Drone Photoshoot and Videos in Montego Bay Jamaica

Book your experience for a one-of-a-kind adventure that combines relaxation with stunning photography. Unlike any other tour, you'll float on the turquoise waters of the Caribbean in a transparent kayak, giving you a window to the beauty beneath. Our professional drone photographers capture breathtaking aerial shots, showcasing you and the serene surroundings from a bird's-eye view. Perfect for solo travelers, couples, or groups, this unforgettable experience offers a unique perspective of Jamaica's hidden beaches and coastline. You’ll leave with beautifully edited photos that capture the magic of the moment, making it a truly memorable and exclusive activity.

...More

5.0

(21)

Clear Kayak Drone Photoshoot and Videos in Montego Bay Jamaica

1 hourFree Cancellation

from $28

Price varies by group size

Night Life Tour in Montego Bay with complimentary section

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security. The destination will be the montegobay Hipstrip. This location has a wide variety of different locations to have night life celebrations and or explore Jamaica local road side cuisines. A complimentary drink is given to start the night for groups larger than 5 persons and passengers will have the option to listen to their own types of beats and set their own mood before getting to the Hipstrip. All travelers celebrating anything special will receive a sign from the waitress and bottle service ladies enhancing the experience and setting the mode right.

...More

5.0

(9)

Night Life Tour in Montego Bay with complimentary section

4 hours 30 minutesFree Cancellation

from $25

Jet Car, Jet Ski, Parasailing And Margaritaville Tour In Jamaica

Enjoy an exhilarating Jet Car, Jet Ski & Parasailing experience on a beautiful white sand beach in Montego Bay, Jamaica. Before putting on the harness and enjoying a 15 minute flight above the crystal-clear Caribbean waters at more than 330 feet (100 metres) in height. Feel the thrill of soaring above the sea and admire the breathtaking views of Montego Bay. After parasailing, we'll return to the beach where our jet skis will be waiting for us. Climb aboard and get ready to feel the refreshing ocean spray on your face as you zoom over the waves of Montego Bay. You'll have 30 minutes to explore the bay on your jet ski and take in the paradise beach views from a new and unique perspective. The Hip Strip is the beating heart of Montego Bay. This stretch of Gloucester Avenue. This is the epicenter of tourism entertainment, where the town’s most popular shops, nightclubs, restaurants, bars, and beach hangouts pulsate with fun-seeking travelers.

...More

187

Jet Car, Jet Ski, Parasailing And Margaritaville Tour In Jamaica

1 to 2 hoursFree Cancellation

from $60

Price varies by group size

Private Montego Bay Customized Tour with Pickup and Guide

Booking with me means you'll get an authentic Jamaican experience tailored to showcase the best of what my country has to offer. As a local, I bring insider knowledge that allows you to explore hidden gems and enjoy experiences that typical tours might miss. My tour guide experience and passion for Jamaica’s culture and landscape means you’ll enjoy a journey filled with genuine warmth and unique insights. Let me make your visit unforgettable by guiding you through the real Jamaica, beyond the usual tourist paths!

...More

4.9

(133)

Private Montego Bay Customized Tour with Pickup and Guide

3 hoursFree Cancellation

from $65

Special Offer

Bamboo Rafting, Limestone Massage and Hip Strip Tour In Jamaica

Relax and take in the scenery. You’ll be surrounded by beautiful trees and exquisite wildlife. No worries though, none of the wildlife in this area is dangerous. The sound of the river flowing along with the woodpeckers pecking away and the various exotic birds you’ll come across, will make this experience unforgettable. Take your camera out. You’ll enjoy looking through these photos later. Whether you’re looking for Romance, or making this day a family outing, this is sure to be a day you’ll remember. The rafts may look unstable, but you’ll be surprised at how well balanced they are. Getting on and off will be a breeze. The seats are well padded so this will be a comfortable journey. Even if you cant swim, you can still come and enjoy the ride. Life vests are provided just in case, but chances are you wont need them. The depth of the river is only 4 feet most of the year anyway so you can relax. Only in rainy season does it get up to around 12 feet.

...More

4.0

(9)

Bamboo Rafting, Limestone Massage and Hip Strip Tour In Jamaica

3 hoursFree Cancellation

from

$36

$40

Price varies by group size

Likely to Sell Out

Jamaica Farm Private Dispensary Tour Montego Bay

Join us for an unforgettable farm tour in Montego Bay and immerse yourself in Jamaica's vibrant agricultural landscape. Our guided tour takes you through lush fields where you’ll learn about sustainable farming practices and witness the cultivation of local crops such as animals, sugarcane, and tropical fruits. Engage with passionate farmers, savor the freshest produce, and enjoy breathtaking views of the Jamaican countryside. This unique experience combines education, adventure, and relaxation, making it perfect for nature lovers and anyone looking to connect with the authentic essence of Jamaica. Book your tour now and embark on a journey that celebrates the heart and soul of island life.

...More

4.8

(25)

Jamaica Farm Private Dispensary Tour Montego Bay

3 hoursFree Cancellation

from $130

Private Montego Bay Highlight Tour with Local Guide

The customizable Montego Bay Highlight Tour offered by our company is a truly unique and enticing opportunity for travelers seeking a comprehensive and tailored experience. With our company, you have the flexibility to immerse yourself in the rich culture and history of Montego Bay while exploring its famous landmarks. From the vibrant Hip Strip where you can shop for authentic souvenirs to the picturesque shores of Doctor's Cave or Tropical Bliss Beach, this tour covers the best of both worlds. The added advantage of being able to stop at any food place of your choice ensures a delightful culinary adventure. What sets our company apart is their commitment to personalized service, allowing you to include any additional stops or activities that pique your interest. With their expertise, knowledge, and attention to detail, our company guarantees an unforgettable and truly tailored experience, making them the perfect choice for exploring Montego Bay.

...More

4.6

(49)

Private Montego Bay Highlight Tour with Local Guide

3 to 6 hoursFree Cancellation

from $60

Price varies by group size

Great River bamboo Rafting and Margaritaville from Montego Bay

Enjoy a laid-back day on the Great River and Margaritaville on this tour departing from Montego Bay. Visit Jimmy Buffett’s Margaritaville, a vibrant hotspot on the Hip Strip offering more than just dining—it’s a hub of Jamaican hospitality and charm. Next, journey to Hanover’s Great River for a serene bamboo rafting excursion. Glide through lush scenery, capture stunning photos, and enjoy a rejuvenating limestone foot massage.

...More

4.9

(132)

Great River bamboo Rafting and Margaritaville from Montego Bay

2 hoursFree Cancellation

from $25

Price varies by group size

Montego Bay Cruise Ship Port to Doctor's Cave Beach and City Tour

Our tour stands out by offering a perfectly timed, stress-free shore excursion designed specifically for cruise passengers who want to experience the best of Montego Bay without feeling rushed. From the moment you step off the ship, you’re welcomed by a professional local guide and transported in a clean, air-conditioned vehicle, ensuring comfort and reliability throughout your time ashore. Unlike standard city tours, this experience thoughtfully combines relaxation at the famous Doctor’s Cave Beach, insightful city sightseeing, and authentic local shopping in one seamless itinerary. You’ll enjoy meaningful cultural insights, scenic photo opportunities, and time to explore at your own pace, rather than being hurried from stop to stop. With flexible pacing, knowledgeable guides, and a strong focus on punctual return to the cruise port, this tour delivers peace of mind along with memorable experiences. It’s the ideal blend of beach time, culture and shopping.

...More

5.0

(1)

Montego Bay Cruise Ship Port to Doctor's Cave Beach and City Tour

5 to 6 hoursFree Cancellation

from $29

Doctors Cave Beach Roundtrip Tour in Montego Bay

Visit the the famous Doctors cave beach in the Busy Montego Bay Township, this beach is a main choice for tourist who visits the Montego Bay Area or travelers who come on the Cruise ship. Relax in the sun and feel the sand in your toes while enjoying the cool ocean breeze, enjoy the legendary Margaritaville on the hipstrip this location is well love by travelers because of the food and their entertainment you’ll be accompanied by your tour guide to different souvenir shops.

...More

5.0

(1)

Doctors Cave Beach Roundtrip Tour in Montego Bay

1 to 4 hoursFree Cancellation

from $30

Price varies by group size

Atv,rafting,Magarittaville and or Hip strip in Montego Bay

Experience the closest adventure to Montego Bay hotels and Airbnbs with unbeatable value! Kick off the day on an exhilarating ATV ride through scenic trails, then relax on a tranquil bamboo rafting journey along the Great River. After your adventure, enjoy fun and vibes at Margaritaville on the Hip Strip—swim, sip a cocktail, or soak up the beach. You’ll also have time to explore the Hip Strip for souvenir shopping and local treasures. This budget-friendly combo tour gives you thrill, relaxation, and culture all in one—making it the perfect choice for visitors who want the best of Montego Bay without going far!

...More

5.0

(4)

Atv,rafting,Magarittaville and or Hip strip in Montego Bay

5 hoursFree Cancellation

from $50

Price varies by group size

4.4

(17)

Doctor's Cave Beach and Shopping

3 to 5 hoursFree Cancellation

from $56

Price varies by group size

Explore Montego Bay Private Highlight Tour from Montego Bay

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

4.9

(320)

Explore Montego Bay Private Highlight Tour from Montego Bay

3 to 4 hoursFree Cancellation

from $71

Montego Bay Local Flavor Tour: Shopping, Beach & Scotchies Lunch

Experience the best of Montego Bay in one unforgettable tour. Explore the city’s culture, enjoy shopping with local insight, relax at the world-famous Doctor’s Cave Beach, and top it off with authentic jerk cuisine at Scotchies. With private, comfortable transportation and a knowledgeable local guide, this tour offers the perfect mix of culture, beach time, and real Jamaican flavor — all in one smooth, stress-free experience.

...More

5.0

(1)

Montego Bay Local Flavor Tour: Shopping, Beach & Scotchies Lunch

2 to 3 hoursFree Cancellation

from $65

Private Bamboo Rafting, Limestone Massage and Hip Strip Tour

4.3

(111)

Private Bamboo Rafting, Limestone Massage and Hip Strip Tour

2 to 3 hoursFree Cancellation

from $80

This is a unique experience of the Montego Bay Area. Travelers get to interact with locals. You can learn about our history and culture. Drive through or make a stop, in the heart of the down town Montego Bay at Sam Sharpe Square for photos opportunity. You will visit local housing area such as Bogue or Westgate Hills depending on the location of your hotel. Each area offer different types of houses, that you can't help but be amaze at. A restaurant stop is always an option, you can try our local cuisine such Curry Goat, Oxtails, Jerk Chicken, Rice and Peas. A favorite for local is the Pattie (meat pie). With the option of Beef, Curry Chicken, Shrimp, Soy, Cheese and Beef. wash it down with a cool Lemon Red Stripe Beer or the Original. There's a flavor for everyone (Please note this is optional and is not covered in cost paid.) We top things off at the Hip Strip, for souvenir shopping and a stop at Margaritaville and photos

...More

5.0

(4)

Montego Bay Jamaica City Tour

2 hours 30 minutes to 3 hoursFree Cancellation

from $70

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river rafting tour experience. Board the well-crafted hand-made raft specially made to accommodate passengers safely as they skillfully maneuver the fresh, clear river waters of the Lethe River. The serenity of the atmosphere will have you in complete relaxation mode while appreciating nature. You will learn of the surrounding community and habitats seen while strolling down the river. Experience top-notch service as we provide Limestone Massage(feet only), and one coconut per raft. To end the experience, we will head down into the city of Montego Bay where travelers will get a deeper look into the city through a highlight tour, enjoy shopping on Montego Bay's Hip-Strip, and by a choice stop at a local restaurant to enjoy the finger-licking authentic Jamaican food.

...More

5.0

(14)

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

5 to 6 hoursFree Cancellation

from $119

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle with a dedicated guide. Discover over 20 local souvenir shops, brimming with unique treasures like hats, bags, cigars, and spices, offering the perfect keepsakes or gifts. Dive into the lively ambiance of Margaritaville for refreshing drinks and captivating entertainment. Plus, explore herbal delights with an optional visit to a local dispensary. Don't miss this chance for an unforgettable journey – book your private tour now and create memories to last a lifetime!

...More

4.5

(8)

Montego Bay Hip Strip Shopping and Margaritaville

3 hours 30 minutesFree Cancellation

from $39

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

With this private tour, let someone else take care of driving while you have fun at the Montego Bay Margaritaville and shop at the Hip Strip tourist entertainment neighborhood. After pickup, spend about two hours enjoying the restaurants, bars, and water sports at the Margaritaville hotspot. Then, shop for souvenirs and get introduced to locals at Hip Strip before returning to your accommodations.

...More

4.3

(8)

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

3 hoursFree Cancellation

from $50

Price varies by group size

Experience the best of Montego Bay on this 5-6 hour tour that features a serene bamboo rafting trip on the Lethe River, followed by vibrant shopping at the Hip Strip. Relax as you float along lush jungles, guided by a local captain, while sipping fresh coconut water and champagne. Enjoy a calming limestone foot massage during your drift. Afterward, explore local shops and market stalls offering authentic Jamaican crafts, art, and souvenirs in the lively Hip Strip area, perfect for those seeking to immerse themselves in the local culture. - 5-6 hour tour combining relaxation and shopping - Bamboo rafting on Lethe River with a local captain - Enjoy refreshments, including coconut water and champagne - Shop for authentic Jamaican souvenirs at the Hip Strip

...More

4.9

(11)

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

5 to 6 hoursFree Cancellation

from $107

Price varies by group size

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

4.3

(30)

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

5 hoursFree Cancellation

from $80

Price varies by group size

Bamboo Rafting and relaxing Limestone Massage

4.9

(18)

Bamboo Rafting and relaxing Limestone Massage

1 to 3 hoursFree Cancellation

from $70

1 2 3

...

What are people saying about Hip Strip (Gloucester Avenue)

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Angela_S, Oct 2024

A Must Do!

Definitely a must do when visiting Jamaica. From the beginning of the tour with our driver Dewayne to the end everything was great. The most relaxing experience, although all the ones working the rafts was a vibe! Have to give a BIG shoutout to our guy JAY! Highly recommend.

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Sheneqa_I, Jul 2024

Fun, Refreshing & Relaxing! Highly Recommended!

Highly recommended! It's so relaxing but fun! If you get a chance to get in the water, do so and make sure to book the limestone massage! Our guide Dwayne was amazing from start to finish; his customer service was incredible! The driver did a great job getting us up to the countryside safely and the raft guys were professionals and treated us like queens. They even gave us the history of the area which we enjoyed. Booking with Viator was easy and secure.

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Robert_D, Jun 2024

Great Tour

1st I want to say Dwayne was best driver. Communicated with us with pickup times from hotel and was with us the whole trip. Bamboo rafting was great had Jay and he definitely entertain us and made sure we were beyond comfortable and met any needs we had. When done with rafting Dwayne took to local shop for shopping and nice variety of things to choose from and not pushy people to buy. Overall great experience and when I come back I’ll boom again and ask for Dwayne.

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Katrena_D, Jun 2024

Great excursion and people.

Great excursion. The owner was very considerate. He eached out to change my tour to accommodate the weather. After rafting, he provided security when we stopped at the Hip Strip for souvenirs. Now the rafting experience was amazing. The tour guide Jay was really knowledgeable and fun!!! He made this experience one to remember. Definitely book JustBecause Tours for your excursions in Jamaica!!!

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

ROSEMARY_C, May 2024

Bamboo River Rafting with JUST BECAUSE TOURS!!

This trip from start to finish was amazing! Dwayne was so knowledgeable and gave us so much information regarding Jamaica! He drove us to and from our River rafting experience! Junior led us down the river on our bamboo raft! He was the BEST! He is quite the entertainer! We learned so much from him! He was very informative! We will come back to this rafting company!! JUST BECAUSE TOURS! Go with this company!

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Marissa_C, Apr 2024

Amazing Experience!

We had an amazing time. Our driver Gary went above and beyond, sharing lots of cultural information with us both on our way to and from the river. Our tour guide Mystro made sure we had a good time and definitely pampered us. I would recommend this tour to anyone visiting the area, and I would definitely come back on my next vacation!

Montego Bay: Bamboo Rafting with Limestone Massage & Shopping

Shannekia_F, Dec 2023

A Good Time

Our tour guide, Dwayne (The Mayor) of Just Because Tours took care of us from start to finish of this excursion. He had relationships with the raft employees and make sure our time was amazing. Very relaxing and the limestone massage was a MUST do. If you going to visit the island… the only way to go is just because tours.