Hip Strip Vacation Packages

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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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Top Holiday Package Deals in Hip Strip

Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Price was CA $4,770, price is now CA $1,175 per person
CA $1,175
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
7/10 Good! (51 reviews)
The only concern we had was that there is no restaurants within walking distance,

Reviewed on May 20, 2024

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was CA $3,544, price is now CA $1,615 per person
CA $1,615
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Price was CA $3,459, price is now CA $1,793 per person
CA $1,793
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Montego Bay (MBJ)
No reviews
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was CA $3,566, price is now CA $1,877 per person
CA $1,877
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
9/10 Wonderful! (1,000 reviews)
They need to add more spa-related options, eg, sauna, facials, etc., and more massage techniques. Food-wise, they should offer more of an authentic Jamaican flavor in their meals.

Reviewed on May 12, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Price was CA $4,651, price is now CA $2,452 per person
CA $2,452
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
8/10 Very Good! (1,411 reviews)
Great stay. Hospitable staff except one at the jerk at sunset. Female chef not so receptive, maybe because we are Jamaican, but all others were great, Will definately go back

Reviewed on May 10, 2026

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 $282 per night from Jun 8 to Jun 9
CA $282
CA $333 total
Jun 8 - Jun 9
includes taxes & fees
8/10 Very Good! (1,760 reviews)
Nice staff

Reviewed on May 16, 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 $160 per night from May 25 to May 26
CA $160
CA $190 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (660 reviews)
The quality of this hotel was pretty outstanding. Comfy beds and pillows, good AC, decent showers and while the water never got super hot, it eventually warmed up. Drink prices were more reasonable than any nearby area and their breakfast menu changed daily, so it wasn't always the same thing. While ...

Reviewed on May 16, 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
Fully refundableReserve now, pay when you stay
The price is CA $710 per night from May 31 to Jun 1
CA $710
CA $822 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (2,078 reviews)
Liked not being solicited for time shares and always found places to sit and things to do. Especially enjoyed music at night and beach swimming great.

Reviewed on May 16, 2026

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
See all 1,567 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
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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 CA $1,175. 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 $172
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.