Hip Strip Vacation Packages

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

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Top Holiday Package Deals in Hip Strip

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade

Ocho Rios Villa at Coolshade

3.5 out of 5
Price was CA $2,837, price is now CA $1,596 per person
CA $1,596
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9.8/10 Exceptional! (10 reviews)
Clean house with ac in each room very cozy and private area great security and safe environment. Love the grocery store across the street good food. You would need to have a vehicle to enjoy it like I did, i rented a Kia. Nice pool and gym has new equipment being installed 👍

Reviewed on Jun 6, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was CA $4,840, price is now CA $2,327 per person
CA $2,327
per person
Sep 4 - Sep 11
found 23 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
8.4/10 Very good! (3,873 reviews)
Worth another visit 👍

Reviewed on Jul 5, 2026

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was CA $4,222, price is now CA $2,209 per person
CA $2,209
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Montego Bay (MBJ)
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 people, fantastic accommodations. Recommended...

Reviewed on May 8, 2019

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 $6,696, price is now CA $3,547 per person
CA $3,547
per person
Aug 8 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Very nice

Reviewed on Jul 4, 2026

Sea Castle Vacation Villa

Sea Castle Vacation Villa

3.5 out of 5
Price was CA $3,422, price is now CA $1,862 per person
CA $1,862
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
No reviews

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 $325 per night from Jul 26 to Jul 27
CA $325
CA $383 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (1,859 reviews)
"Food need some improvement otherwise everything was great. The location is great 👍."

Reviewed on Jul 5, 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
Fully refundableReserve now, pay when you stay
The price is CA $664 per night from Aug 4 to Aug 5
CA $664
CA $769 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (2,108 reviews)
"My husband and I came for our honeymoon and had an amazing time! We stayed in a sky box king suite on the 6th floor and the view was amazing! We loved the peacefulness of the resort, the staff was all amazing, and the beach and ocean are literally out of a dream! Typically, we are pool people but ..."

Reviewed on Jul 5, 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
The price is CA $137 per night from Jul 26 to Jul 27
CA $137
CA $168 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,330 reviews)
"Unfortunately, this was one of the most disappointing hotel experiences I have ever had. I arrived at 1:00 PM and was met by a very rude front desk agent who bluntly told me check-in wasn't until 3:00 PM and gestured toward a luggage locker. When we returned later, the evening staff was thankfully ..."

Reviewed on Jul 5, 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.
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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 $1,596. 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.