Hip Strip Vacation Packages

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Top Holiday Package Deals in Hip Strip

Price found within the past 48 hours. Click for updated prices.
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
per person
Sep 21 - Sep 28
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
No reviews
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
9.2/10 Wonderful! (236 reviews)
My husband and I loved the all-inclusive stay. Being able to be taken care of without having to worry about anything was really awesome staff is amazingly helpful and super friendly. We really enjoyed our stay and the views were amazing as well.

Reviewed on Aug. 3, 2025

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9/10 Wonderful! (260 reviews)
Overall stay was great but do recommend having an area in the shower to hold soap and other items as I had to put them on the floor when not in use.

Reviewed on Aug. 3, 2025

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on May 1, 2025

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
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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

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 $434 per night from Sep 1 to Sep 2
CA $434
CA $505 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,999 reviews)
"A repeat favorite pf mine .."

Reviewed on Jul. 31, 2025

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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 $203 per night from Sep 2 to Sep 3
CA $203
CA $241 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,306 reviews)
"Breakfast is usually top draw! Lunch and dinner is sub standard. I have visited twice and I am yet to enjoy a meal at dinner time."

Reviewed on Aug. 1, 2025

Deja Resort All Inclusive
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

3.5 out of 5
2 Gloucester Avenue, Montego Bay, Saint James
The price is CA $238 per night from Aug 27 to Aug 28
CA $238
CA $268 total
Aug 27 - Aug 28
includes taxes & fees
6.4/10 (1,001 reviews)
"Loved it"

Reviewed on Jul. 30, 2025

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
See all 1,542 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
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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 $1,423. 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 showing a coastal town, tropical scenes and a 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 featuring a house and heritage architecture

Rose Hall Great House

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

Rose Hall Great House
Montego Bay Cruise Ship Terminal

Montego Bay Cruise Ship Terminal

Explore the waterfront in Montego Bay with a trip to Montego Bay Cruise Ship Terminal. Amble around this relaxing area's beautiful beaches, or seek out the local tours.

Montego Bay Cruise Ship Terminal

Things to do

Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

CA $156
per traveller
90% of travellers recommend
Bamboo River Rafting On The Martha Brae
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

CA $110
per adult
88% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
rocky water fall in the dunns river in Jamaica

Guided Dunn's River Falls Tour

CA $55
per adult
82% of travellers recommend
Guided Dunn's River Falls Tour
See all activities in Montego Bay

Other vacations you might like

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