Hip Strip Vacations from $511
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 $1,783, price is now $871 per person
$871
per person
Jul 1 - Jul 4
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9/10 Wonderful! (1,000 reviews)
I can’t say enough good things about this place! Everything was wonderful, from the beach to the pool to the staff. We wanted to relax and have no cares or worries for the week, and that’s what exactly what we were able to do!
Reviewed on Apr 22, 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
$211 nightly
The price is $233 total per night from May 24 to May 25
$233 total
May 24 - May 25
Total with taxes and fees
8/10 Very Good! (1,726 reviews)
I would never go back to that property again these is no protection the property is just open to everyone I felt unsafe staying there and most of the staff were very horrible
Reviewed on Apr 28, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
$117 nightly
The price is $137 total per night from May 10 to May 11
$137 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (619 reviews)
Great choice Located on hip strip near margaritaville, club 2727 and lots of gift shop stores, food spots, and 2 beaches within walking distance .
Reviewed on Apr 29, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$502 nightly
The price is $581 total per night from May 5 to May 6
$581 total
May 5 - May 6
Total with taxes and fees
9.4/10 Exceptional! (2,076 reviews)
Pool side was excellent
Reviewed on Apr 26, 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
4.5/5(519 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(298 reviews)
Tour this grand English-style manor and former plantation, and discover its eerie history.
Dead End Beach
4/5(139 reviews)
Why not spend a carefree afternoon at Dead End Beach during your travels in Montego Bay? Stroll along the seaside or experience the great live music in this relaxing area.
Things to do
Bamboo River Rafting On The Martha Brae
$114
per traveler
92% 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.