Hip Strip Vacations from $1,069
Book a Hotel + Flight or Car together to unlock savings
Photo by Sharon Evans
Your Hip Strip Vacation
Your next escape beckons with a vacation package to Hip Strip. Relaxation, entertainment and nothing but great times — you're bound to find it in this neighborhood. Some popular nearby attractions to see during your trip to Hip Strip include Doctors Cave Beach, Sunset Beach Resort Au Natural Beach and Dead End Beach. Expedia is here to put your travel plans into action. Book your ultimate Hip Strip vacation now.
The Latest Hip Strip Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sunset at the Palms Resort - Adults Only - All Inclusive
Price was $2,670, price is now $1,069 per person
$1,069
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
9/10 Wonderful! (1,002 reviews)
It was definitely a great experience with friendly staff and great food highly recommended..
Reviewed on Nov 22, 2025
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,331, price is now $1,639 per person
$1,639
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
8.6/10 Excellent! (5,147 reviews)
I had an amazing time for my birthday. Staffs were excellent. Food was great no complaints. I will be back soon.
Reviewed on Dec 10, 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
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.
Hip Strip Hotel Deals
Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $185 total per night from Dec 21 to Dec 22
$185 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (1,457 reviews)
The location is perfect! Staff is super nice and professional. A few remembered me from my last stay 🙂. Chef Martin/Marvin was super cool as usual. My only issue is, and as I said in my previous review, the towels NEED TO BE CHANGED! They are really bad. Other than that, my stay was really good
Reviewed on Nov 30, 2025
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$434 nightly
The price is $504 total per night from Dec 21 to Dec 22
$504 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (2,115 reviews)
Great place
Reviewed on Dec 11, 2025
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $222 total per night from Dec 25 to Dec 26
$222 total
Dec 25 - Dec 26
Total with taxes and fees
8.4/10 Very Good! (469 reviews)
The Bar was not adequately stocked with my choices
Reviewed on Dec 5, 2025
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.
Discover the most popular places to visit in Hip Strip
Doctor's Cave Beach
4.5/5(508 reviews)
White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.
Rose Hall Great House
4.5/5(297 reviews)
Tour this grand English-style manor and former plantation, and discover its eerie history.
Montego Bay Cruise Ship Terminal
4/5(165 reviews)
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.
Things to do
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
$125
per traveler
82% of travellers recommend
Bamboo River Rafting On The Martha Brae
$114
per traveler
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
$80
per adult
90% of travellers recommend
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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.