Hip Strip Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Sharon Evans

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Ironshore might not have many top sights, but Blue Diamond Shopping Centre and SuperClubs Ironshore Golf and Country Club are two attractions nearby that you can check out.

Find hotels in Ironshore

Top hotels in Hip Strip

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 ฿7,038 per night from 9 Mar to 10 Mar
฿7,038
฿8,296 total
9 Mar - 10 Mar
includes taxes & fees
8/10 Very Good! (1,569 reviews)
This Resort is a diamond in the rough! Its not your high end all inclusive fancy name resort, however it is the most charming, charismatic, make you feel like home, family owned all inclusive resort you will ever stay at! The rooms are a little out dated, the resort could use some grounds keeping, ...

Reviewed on 17 Feb 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 ฿16,073 per night from 5 Mar to 6 Mar
฿16,073
฿18,609 total
5 Mar - 6 Mar
includes taxes & fees
9.4/10 Exceptional! (2,135 reviews)
There are truly so many amazing things to say about S Hotel in Montego Bay. From the moment we arrived, we felt genuinely welcomed. The staff was incredibly warm, friendly, and fun, every single person we encountered went out of their way to make sure we were having the best possible experience. ...

Reviewed on 13 Feb 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 ฿3,131 per night from 26 Feb to 27 Feb
฿3,131
฿3,820 total
26 Feb - 27 Feb
includes taxes & fees
8.6/10 Excellent! (1,205 reviews)
Everything was perfect. The staff, the room, the pool, the FOOD. The food was amazing. This is the best place I’ve ever stayed in my life. It’s not a tacky all inclusive resort. This is a real Jamaican resort and I can’t recommend it enough. I will definitely be going back.

Reviewed on 16 Feb 2026

Toby's Resort
See all 1,585 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.

Frequently asked questions

How much does a Hip Strip holiday package cost?
Create unforgettable memories with our Hip Strip holiday 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 holiday 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 holiday 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 Holiday And Relaxation.
How far in advance should I book my Hip Strip holiday?
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 holiday!
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 holiday package?
Yes — that's the beauty of an Expedia holiday 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 holiday package?
We get that life sometimes gets in the way of your plans. If you've locked in a Hip Strip holiday 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.

Popular places to visit

Doctor\'s Cave Beach showing tropical scenes, a coastal town and a sandy 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 which includes 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
Mein Schiff 6 Cruise Ship docked beyond large ocean rocks in Montego Bay, Jamaica. Mountains in background landscape.

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

Club Mobay VIP Airport Lounge Service

Club Mobay VIP Airport Lounge Service

฿1,057
per adult
88% of travellers recommend
Club Mobay VIP Airport Lounge Service
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

฿2,237
per adult
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
Bob Marley's Nine Mile Experience plus Columbus Park

Bob Marley's Nine Mile Guided Tour with Admission

฿4,195
per adult
84% of travellers recommend
Bob Marley's Nine Mile Guided Tour with Admission
See all activities in Montego Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.