Hip Strip Vacation Packages

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  • Plan, book, travel with confidence

  • 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 $3,472, price is now CA $812 per person
CA $812
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montego Bay (MBJ)
7/10 Good! (51 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 $4,532, price is now CA $2,248 per person
CA $2,248
per person
Sep 14 - Sep 19
found 2 days ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,003 reviews)
Very nice

Reviewed on Jul 4, 2026

Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Price was CA $2,633, price is now CA $1,377 per person
CA $1,377
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montego Bay (MBJ)
9.4/10 Exceptional! (23 reviews)
Clean and family friendly

Reviewed on Apr 3, 2026

Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Price was CA $3,049, price is now CA $1,682 per person
CA $1,682
per person
Aug 17 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
No reviews

Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Price was CA $2,778, price is now CA $1,546 per person
CA $1,546
per person
Aug 17 - Aug 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
8.6/10 Excellent! (9 reviews)
Clean, great customer service. Most importantly we felt safe. Would definitely stay again and again!!

Reviewed on Oct 10, 2024

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
A pool with a view of the ocean, palm trees, and a gazebo.

Northern Estates

4/5(16 area reviews)

While there might not be top attractions in Northern Estates, you can explore the larger area and discover places like Rose Hall Great House and White Witch of Rose Hall Golf Course.

Find hotels in Northern Estates

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 $342 per night from Jul 21 to Jul 22
CA $342
CA $403 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very good! (1,866 reviews)
"I Spent 4 days at this resort for my birthday solo and felt extremely safe. Keep in mind that it is a budget friendly resort so think more ‘boutique hotel’ . The drinks were inclusive and really good, the food was subpar(mostly American food, so don’t expect too much authentic Jamaican cuisine), ..."

Reviewed on Jul 7, 2026

Deja Resort All Inclusive
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 $649 per night from Aug 4 to Aug 5
CA $649
CA $752 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (2,114 reviews)
"Excellent Service, all three restaurants were great! Only complaint was Thursday you have to share the beach with Carnival Cruise Line"

Reviewed on Jul 7, 2026

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Toby's Resort

Toby's Resort

3 out of 5
1 Kent Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 9 to Jul 10
CA $136
CA $167 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,336 reviews)
"The property is easy access to the airport quite welcoming staff. The property was just right for me; it is clean and convenient."

Reviewed on Jul 7, 2026

Toby's Resort
See all 1,573 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 CA $812. 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.

Stay near popular Hip Strip attractions

Doctor's Cave Beach

9.0/10 (3,766 reviews)
White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.
See properties

Things to do

Bamboo Rafting Adventure with Limestone Massage from Montego Bay

Bamboo Rafting Adventure with Limestone Massage from Montego Bay

CA $23
per adult
88% of travellers recommend
Bamboo Rafting Adventure with Limestone Massage from Montego Bay
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

CA $178
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 $162
per traveller
94% of travellers recommend
Bamboo River Rafting On The Martha Brae
See all activities in Montego Bay

Explore a world of travel with Expedia

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