Hip Strip Vacations from $955
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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 $2,662, price is now $1,060 per person
$1,060
per person
Feb 23 - Feb 26
found 2 days 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
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was $7,474, price is now $3,516 per person
$3,516
per person
Jan 8 - Jan 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities
Reviewed on May 1, 2025
Ocean Eden Bay - Adults Only - All inclusive
Price was $2,454, price is now $1,158 per person
$1,158
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
8.4/10 Very Good! (3,680 reviews)
Room, staff, resort as a whole, food amenities all great
Reviewed on Nov 27, 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
$178 nightly
The price is $197 total per night from Dec 14 to Dec 15
$197 total
Dec 14 - Dec 15
Total with taxes and fees
8/10 Very Good! (1,472 reviews)
The location is perfect! Staff is super nice and professional. A few remembered me from my last stay 🙂. Chef Martin/Marvin was super cool as usual. My only issue is, and as I said in my previous review, the towels NEED TO BE CHANGED! They are really bad. Other than that, my stay was really good
Reviewed on Nov 30, 2025
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$423 nightly
The price is $491 total per night from Dec 10 to Dec 11
$491 total
Dec 10 - Dec 11
Total with taxes and fees
9.4/10 Exceptional! (2,112 reviews)
Staff makes this place. It is truly a beautiful property. The staff goess above to ensure comfort.
Reviewed on Dec 2, 2025
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $227 total per night from Dec 21 to Dec 22
$227 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (467 reviews)
The staff was amazing even though they had just experienced a traumatic event! They came to work with smiles on their faces , the rooms were clean , the food was amazing and they were more than willing to help! I will definitely be coming back!
Reviewed on Dec 3, 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
4.5/5(508 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(297 reviews)
Tour this grand English-style manor and former plantation, and discover its eerie history.
Montego Bay Cruise Ship Terminal
4/5(165 reviews)
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
82% of travellers recommend
Bamboo River Rafting On The Martha Brae
$114
per traveler
90% 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.