Hip Strip Vacations from $1,090
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.
Silver Creek Resort
Price was $3,508, price is now $1,090 per person
$1,090
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Montego Bay (MBJ)
7/10 Good! (51 reviews)
The only concern we had was that there is no restaurants within walking distance,
Reviewed on May 20, 2024
Sunset at the Palms Resort - Adults Only - All Inclusive
Price was $5,731, price is now $2,009 per person
$2,009
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
9/10 Wonderful! (1,002 reviews)
Clean room, friendly staff, wonderful amenities, and beautiful grounds!
Reviewed on Jan 29, 2026
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
$302 nightly
The price is $333 total per night from Feb 10 to Feb 11
$333 total
Feb 10 - Feb 11
Total with taxes and fees
8/10 Very Good! (1,546 reviews)
Staff we very courteous, location is perfect..right across from the beautiful doctors Cave beach. Room was basic
Reviewed on Jan 31, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$517 nightly
The price is $598 total per night from Mar 5 to Mar 6
$598 total
Mar 5 - Mar 6
Total with taxes and fees
9.4/10 Exceptional! (2,127 reviews)
Always great staff, food and rooms.
Reviewed on Jan 28, 2026
Toby's Resort
1 Kent Avenue Montego Bay Saint James
$106 nightly
The price is $118 total per night from Feb 10 to Feb 11
$118 total
Feb 10 - Feb 11
Total with taxes and fees
8.6/10 Excellent! (1,189 reviews)
The staff was friendly and courteous. Facility was clean
Reviewed on Jan 30, 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
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
Private Montego Bay Bamboo Rafting with Limestone Foot Massage
$100
per adult
Explore a world of travel with Expedia
- All-inclusive Resorts in Montego Bay
- Hotels near Doctor's Cave Beach
- Hotels near Aquasol Beach Park
- Hotels near Walter Fletcher Beach
- Hotels near Albion
- Hotels near Mango Walk
- Montego Bay Hotels
- Hotels near Sam Sharpe Square
- Hotels near Montego Bay Marine Park
- Adults Only Resorts & in Montego Bay
- Sandals Resorts in Montego Bay
- Hotels near Church Street
- 5 Star Hotels in Montego Bay
- Cheap Hotels in Montego Bay
- Family Hotels in Montego Bay
- Villas in Montego Bay
- Hotels near Dead End Beach
- Hotel Wedding Venues Hotels in Montego Bay
- Couples Resorts in Montego Bay
- Guest Houses in Montego Bay
- Resorts in Montego Bay
- Beach Hotels in Montego Bay
- Casino Hotels in Montego Bay
- Luxury Hotels in Montego Bay
- Hotels with Free Airport Shuttle in Montego Bay
- Hotels with a Lazy River in Montego Bay
- Oceanfront Hotels in Montego Bay
- Hotels with smoking rooms in Montego Bay
- 4 Star Hotels in Montego Bay
- Condo Rentals in Montego Bay
- Hilton Hotels in Montego Bay
- Hotels with Connecting Rooms in Montego Bay
- Marriott Hotels & Resorts in Montego Bay
- Hotels & Resorts for Couples in Montego Bay
- Hotels with a Swim-up Bar in Montego Bay
- Hotels near Saint James Parish Church
- Apartments in Montego Bay
- RIU Hotels in Montego Bay
- Gay friendly Hotels in Montego Bay
- Blue Diamond Resorts in Montego Bay
- Vacation Homes in Montego Bay
- B&B in Montego Bay
- Boutique Hotels in Montego Bay
- Bahia Principe Hotels in Montego Bay
- Waterpark Hotels in Montego Bay
- Hostels in Montego Bay
- Hotels with Waterslides in Montego Bay
- Honeymoon Resorts & in Montego Bay
- Hotels with Restaurants in Montego Bay
- Iberostar Hotels in Montego Bay
- Resorts & Hotels with Spas in Montego Bay
- Fishing Resorts & in Montego Bay
- Cottages in Montego Bay
- 3 Star Hotels in Montego Bay
- Hotels with Kitchenettes in Montego Bay
- Hotels with Tennis Courts in Montego Bay
- Hotels with Hot Tubs in Montego Bay
- Golf Hotels in Montego Bay
- Hotels with Free Breakfast in Montego Bay
- Hotels with Childcare in Montego Bay
- Extended Stay Hotels in Montego Bay
- SuperClubs Hotels in Montego Bay
- Quiet Resorts & in Montego Bay
- Romantic Hotels in Montego Bay
- Doctor's Cave Beach
- Aquasol Beach Park
- Walter Fletcher Beach
- Fort Montego
- Fort Montego Craft Market
- Montego Bay Vacations
- All inclusive Vacation Packages Montego Bay
- Museum of St. James
- Sam Sharpe Square
- Harbour Street Craft Market
- Montego Bay Marine Park
- Visit Montego Bay
- Burchell Memorial Baptist Church
- Church Street
- Dead End Beach
- Saint James Parish Church
- Where to stay in Montego Bay
- Car rentals near Doctor's Cave Beach
- Car rentals near Sam Sharpe Square
- Car rentals near Montego Bay Marine Park
- Car rentals near Montego Bay
- Car rentals near Dead End Beach
- Avis Rental Cars in Montego Bay
- Van Car Rentals in Montego Bay
- Priceless Car Rental Rental Cars in Montego Bay
- Fox Rental Cars Rental Cars in Montego Bay
- Luxury Car Rentals in Montego Bay
- Dollar Rent A Car Rental Cars in Montego Bay
- SUV Car Rentals in Montego Bay
- Hertz Rental Cars in Montego Bay
- Payless Rental Cars in Montego Bay
- Thrifty Car Rental Rental Cars in Montego Bay
- Budget Rental Cars in Montego Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.