Hip Strip Vacations from $827
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 $3,251, price is now $1,225 per person
$1,225
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Ocean Coral Spring - All Inclusive
Price was $2,965, price is now $1,396 per person
$1,396
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
8.4/10 Very Good! (3,949 reviews)
Yes, the pool was enjoyable and the bar offered excellent service.
Reviewed on Dec 17, 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
$182 nightly
The price is $201 total per night from Dec 22 to Dec 23
$201 total
Dec 22 - Dec 23
Total with taxes and fees
8/10 Very Good! (1,460 reviews)
Doctors Cave beach is a very nice beach, right across the street from the resort. Check in was late but they had a large group to handle at the time. Food was very good. Staff was very friendly and helpful. Less than ten minutes from the airport.
Reviewed on Dec 11, 2025
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$379 nightly
The price is $440 total per night from Jan 3 to Jan 4
$440 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
9.4/10 Exceptional! (2,106 reviews)
Thoroughly enjoyed my stay at the S hotel. Beautiful boutique hotel that offers clean rooms, great food, a beautiful beach and wonderful staff.
Reviewed on Dec 16, 2025
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $207 total per night from Jan 11 to Jan 12
$207 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.4/10 Very Good! (470 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
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
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
$125
per traveler
86% of travellers recommend
Bamboo River Rafting On The Martha Brae
$114
per traveler
94% 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.