Hip Strip Vacations from $790
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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.
Ocho Rios Villa Azul at Coolshade XIII
Price was $2,427, price is now $1,155 per person
$1,155
per person
May 15 - May 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Great property. Very clean and spacious . The pool is within walking distance.
I enjoy my 5 days here
Reviewed on Apr 24, 2019
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 5 to May 6
$233 total
May 5 - May 6
Total with taxes and fees
8/10 Very Good! (1,703 reviews)
Loved the fruit. Wish it was served at every meal. Getting a better variety. Checking in taking over 2 hours dampened the whole stay. Love being able to enjoy doctors cave beach. Rest is just okay.
Reviewed on Apr 15, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$517 nightly
The price is $598 total per night from May 5 to May 6
$598 total
May 5 - May 6
Total with taxes and fees
9.4/10 Exceptional! (2,078 reviews)
The Positive: The staff was amazing. Every single person we interacted with was friendly and helpful. Make sure to take cash to tip them, they worked very hard to make everyone’s stay enjoyable. The food was great. We booked via email ahead of time and had reservations every night. There wasn’t anything ...
Reviewed on Apr 13, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from May 3 to May 4
$115 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (583 reviews)
“Great location and wonderful experience
Reviewed on Apr 14, 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
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.