Hip Strip Vacations from $869
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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 at Coolshade XI
Save 100% on your flight
Price was $2,037, price is now $1,118 per person
$1,118
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9.8/10 Exceptional! (7 reviews)
Very good stay in Coolshade. Lorraine the manager was very attentive to our needs and helped to organize transportation and a helper to make our beds and meals for us.
Reviewed on Jan 27, 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
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $225 total per night from Apr 22 to Apr 23
$225 total
Apr 22 - Apr 23
Total with taxes and fees
8/10 Very Good! (1,680 reviews)
The food was delicious and the drinks were full of alcohol and very good. The resort staff were very friendly and helpful. They did not do any kind of sales promotions like many resorts do. The resort is small and the rooms are just average, but perfect for us because we just sleep in them. Four ...
Reviewed on Apr 8, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$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! (2,075 reviews)
Great views, pool and beach. Staff was super attentive and friendly. Food and entertainment was exceptional. The common areas could be a little cleaner and better maintained.
Reviewed on Apr 7, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Apr 15 to Apr 16
$138 total
Apr 15 - Apr 16
Total with taxes and fees
8.4/10 Very Good! (573 reviews)
location was ideal and rooms were relaxing..
Reviewed on Apr 8, 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.