Hip Strip Vacations from $1,117
Book a Hotel + Flight or Car together to unlock savings
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 $11,138, price is now $2,674 per person
$2,674
per person
Jan 6 - Jan 13
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
Ocean Eden Bay - Adults Only - All inclusive
Price was $3,678, price is now $1,551 per person
$1,551
per person
Jan 17 - Jan 24
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
Ocean Coral Spring - All Inclusive
Price was $3,303, price is now $1,415 per person
$1,415
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
8.4/10 Very Good! (3,949 reviews)
The staff is extremely friendly, the food is excellent, and the facilities are nice.
Reviewed on Nov 26, 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 1 to Dec 2
$197 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,467 reviews)
The room was up to par.staff was the star ⭐️ Marvin, Megan , Ashley and crystal makes everything great 👍👍👍👍👍👍👍 they all have leadership qualities that stand out to me.🙏🙏🙏🙏🙏🙏
Reviewed on Nov 20, 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
$411 nightly
The price is $477 total per night from Dec 1 to Dec 2
$477 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (2,134 reviews)
Staff were wonderful, food was delicious and the beach was clean. The clubs and Margarita was walking distance.This resort was amazing will only stay here in here when visiting Jamaica.
Reviewed on Nov 25, 2025
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
2 Gloucester Avenue Montego Bay Saint James
6.4/10 (1,003 reviews)
Room was very clean though it could use some work but the view more than made up for that. Staff was friendly and attentive.
Reviewed on Nov 13, 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
Bamboo River Rafting On The Martha Brae
$114
per traveler
90% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
$125
per traveler
82% of travellers recommend
Luminous Lagoon Experience with Rum Punch & Transportation
$71
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.