Hip Strip Vacations from $660
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 $3,985, price is now $1,570 per person
$1,570
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
9/10 Wonderful! (1,006 reviews)
Awesome Caribbean vacation spot. Amazing staff and beautiful gardens. On site goats and cats an added bonus. Best beach on bloody bay.
Reviewed on Mar 14, 2026
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,663, price is now $1,806 per person
$1,806
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
8.6/10 Excellent! (5,149 reviews)
Room overlooked the beach and was kept very clean. The staff are amazing and very energetic.
Reviewed on Mar 15, 2026
Hotel Riu Palace Aquarelle - All Inclusive
Price was $3,990, price is now $1,984 per person
$1,984
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
8.8/10 Excellent! (2,216 reviews)
Beautiful resort, clean, staff is amazing
Reviewed on Mar 15, 2026
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
$194 nightly
The price is $214 total per night from Mar 31 to Apr 1
$214 total
Mar 31 - Apr 1
Total with taxes and fees
8/10 Very Good! (1,621 reviews)
The stay was good
Reviewed on Mar 15, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$494 nightly
The price is $573 total per night from Apr 12 to Apr 13
$573 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (2,101 reviews)
The ocean was visible in my room didn’t do spa this time
Reviewed on Mar 15, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
$116 nightly
The price is $136 total per night from Apr 14 to Apr 15
$136 total
Apr 14 - Apr 15
Total with taxes and fees
8.4/10 Very Good! (540 reviews)
This hotel was absolutely perfect! In regards to staff, cleanliness, security, location and scenery!
Reviewed on Mar 15, 2026
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
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
Tour this grand English-style manor and former plantation, and discover its eerie history.
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.
Things to do
Bamboo River Rafting On The Martha Brae
$114
per traveler
94% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
$125
per traveler
86% of travellers recommend
Private Montego Bay Bamboo Rafting with Limestone Foot Massage
$30
per adult
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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.