Hip Strip Vacations from $1,087
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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.
Sunset at the Palms Resort - Adults Only - All Inclusive
Price was $5,745, price is now $2,080 per person
$2,080
per person
Feb 20 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Excellence Oyster Bay - Adults Only All Inclusive
Price was $5,649, price is now $2,637 per person
$2,637
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
9/10 Wonderful! (1,149 reviews)
Amazing as always. Will keep coming back!
Reviewed on Nov 28, 2025
Hotel Riu Palace Aquarelle - All Inclusive
Price was $3,179, price is now $1,551 per person
$1,551
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
8.8/10 Excellent! (2,062 reviews)
Staff was genuinely nice and the entertainment was top notch!
Reviewed on Dec 18, 2025
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,067, price is now $1,503 per person
$1,503
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
8.6/10 Excellent! (5,147 reviews)
The staff was great, everything was clean plenty of activities. Single beds instead of doubles or something to lock the beds in place from splitting apart.
Reviewed on Dec 21, 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
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $218 total per night from Dec 22 to Dec 23
$218 total
Dec 22 - Dec 23
Total with taxes and fees
8/10 Very Good! (1,472 reviews)
Staff hospitality was a 10/10. Authentic Jamaican food which I loved and the beach with free access was a plus. The off white towels/washcloths was a no for me. You get what you pay for. Overall great trip. Perfect for a short stay
Reviewed on Dec 18, 2025
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$366 nightly
The price is $425 total per night from Jan 3 to Jan 4
$425 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
$188 nightly
The price is $219 total per night from Jan 2 to Jan 3
$219 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8.4/10 Very Good! (469 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.