Hip Strip Vacation Packages

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Photo by Sharon Evans

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jul 30 - Aug 7

    Silver Creek Resort + Flight

    Runaway Bay
    8 nights
    3.5 star property
    7.0/10 - Good (51 reviews)
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • 1 stop
    CA $5,533
    CA $1,395
    per traveller
    found 1 day ago
    Silver Creek Resort
  • 3 bars/lounges, swim-up bar, poolside bar, beach bar
    Jul 7 - Jul 17

    Sunset at the Palms Resort - Adults Only - All Inclusive + Flight

    Negril
    10 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    "We loved having the best of both worlds. We were staying in the jungle, but right across the street was the beach. The staff was amazing always, we loved it there. We definitely will be going back. You cannot go wrong. Staying at sunset at the Palms."
    Reviewed May 23, 2026
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • 1 stop
    CA $7,900
    CA $3,389
    per traveller
    found 2 days ago
    Sunset at the Palms Resort - Adults Only - All Inclusive
  • Outdoor pool, pool umbrellas, sun loungers
    Jul 7 - Jul 18

    Ocho Rios Villa at The Palms + Flight

    St. Ann's Bay
    11 nights
    3.0 star property
    10/10 - Exceptional (2 reviews)
    "All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good..."
    Reviewed May 8, 2019
    Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)
    YHM - MBJ • 1 stop MBJ - YHM • 1 stop
    CA $6,505
    CA $2,986
    per traveller
    found 12 hours ago
    Ocho Rios Villa at The Palms
  • Studio | Living area
    Jul 31 - Aug 21

    Ocho Rios Beach Apt at Sandcastles + Flight

    Ocho Rios
    21 nights
    3.0 star property
    Roundtrip • Toronto (YYZ) - Montego Bay (MBJ)
    YYZ - MBJ • 1 stop MBJ - YYZ • 1 stop
    CA $6,765
    CA $3,345
    per traveller
    found 2 days ago
    Ocho Rios Beach Apt at Sandcastles
  • Family Villa, 2 Bedrooms | Living room
    Jul 31 - Aug 21

    Ocho Rios Beach House at Dax Hall + Flight

    Ocho Rios
    21 nights
    3.5 star property
    Roundtrip • Toronto (YYZ) - Montego Bay (MBJ)
    YYZ - MBJ • 1 stop MBJ - YYZ • 1 stop
    CA $6,045
    CA $3,030
    per traveller
    found 2 days ago
    Ocho Rios Beach House at Dax Hall

Where to stay in Hip Strip

Find the best Hip Strip areas and neighborhoods for the activities you enjoy most. Learn more about Hip Strip
Panoramic aerial view of the wonderful caribbean beach resort on Jamaica, Montego Bay, Rose Hall Suites, Grand Rose Hall Suites, Iberostar

Ironshore

Though Ironshore might not have many top sights, you can venture to the surrounding area to see attractions like Blue Diamond Shopping Centre and SuperClubs Ironshore Golf and Country Club.

Find hotels in Ironshore

Hip Strip Hotel Deals

Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Jun 14 to Jun 15
CA $283
CA $334 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,786 reviews)
"Everything was nice and clean. Located in a safe walking area. Will definitely stay again"

Reviewed on May 26, 2026

Deja Resort All Inclusive
Hotel 39 Jamaica

Hotel 39 Jamaica

4.5 out of 5
39 Jimmy Cliff Boulevard Montego Bay
The price is CA $212 per night from Jun 13 to Jun 14
CA $212
CA $249 total
Jun 13 - Jun 14
includes taxes & fees
8.4/10 Very Good! (691 reviews)
"1. First of all I chose their property to celebrate my 25th anniversary and requested some decoration in the room . They said yes. Upon arrival nothing was done in the room . Very frustrating to see this happened. When asked , they simply said - oh! The housekeeping must have forgotten . It shows ..."

Reviewed on May 25, 2026

Hotel 39 Jamaica
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd Montego Bay Saint James
The price is CA $713 per night from Jun 9 to Jun 10
CA $713
CA $825 total
Jun 9 - Jun 10
includes taxes & fees
9.4/10 Exceptional! (2,085 reviews)
"From the moment we pulled up to the front entrance of S Hotel, the experience was nothing short of exceptional. The staff greeted us with a nice cold towel and a drink of our choice, professionalism, and attentiveness that we instantly felt welcomed and valued. Every detail throughout our stay reflected ..."

Reviewed on May 25, 2026

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
See all 1,568 properties in Hip Strip
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hip Strip vacation package cost?
Create unforgettable memories with our Hip Strip vacation packages, which start from just . Select the hotels and flights that suit your travel plans. Then, add on a couple of activities or tours to cap off your unique escape.
How do I get a cheap travel package to Hip Strip?
You'll save loads of cash if you bundle your car rentals, flights and hotels into a Hip Strip vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 air carriers and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Hip Strip?
If you love being in the thick of the action, stay close to Rocklands Bird Sanctuary. Many visitors book a hotel around this renowned attraction.
What are the top hotels in Hip Strip?
Get your vacation off to an excellent start by staying at Montego Bay Three - Bedroom Townhouse Near Beach With Pool And Free Airport Shuttle. It's one of most popular properties in Hip Strip. Another top option is Vacation And Relaxation.
How far in advance should I book my Hip Strip vacation?
Reward yourself with the widest variety and the lowest prices by booking your Hip Strip adventure nice and early. Airlines tend to publish flights around 12 months before departure, so secure your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Hip Strip travel package include?
It all depends on what kind of getaway you're planning. Hip Strip travel deals can include flights, hotels and car rentals. You can mix and match to find the bundle that suits your needs. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Hip Strip travel package?
An Expedia travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is completely up to you. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Hip Strip Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're in charge! We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Hip Strip adventure.
If I'm not able to travel, can I cancel my Hip Strip vacation package?
We get that life sometimes gets in the way of your plans. If you've locked in a Hip Strip vacation package and have to amend or cancel it, we can help. It's always worth looking up our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Hip Strip

Doctor's Cave Beach

Doctor's Cave Beach

White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.

Doctor's Cave Beach
Rose Hall Great House

Rose Hall Great House

Tour this grand English-style manor and former plantation, and discover its eerie history.

Rose Hall Great House
Montego Bay is a big resort in Jamaica

Dead End Beach

Why not spend a carefree afternoon at Dead End Beach during your travels in Montego Bay? Stroll along the seaside or experience the great live music in this relaxing area.

Dead End Beach

Things to do

Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

CA $171
per traveller
86% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

CA $156
per traveller
92% of travellers recommend
Bamboo River Rafting On The Martha Brae
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

CA $97
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
See all activities in Montego Bay

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.