
Hip Strip Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Hip Strip vacation package deals
Price found within the past 48 hours. Click for updated prices.

3.5-star property
Ocho Rios Villa at Coolshade IV
9.4/10 Exceptional! (10 reviews)
Feb 25 - Mar 2
5 night stay
Boston (BOS) to Montego Bay (MBJ)
Spirit Airlines • Non-stop • Coach
Montego Bay (MBJ) to Boston (BOS)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,876, price is now $950 per person
$950
per person
found 1 day ago



5.0-star property
Ocean Coral Spring - All Inclusive
8.4/10 Very Good! (3,949 reviews)
Mar 7 - Mar 14
7 night stay
Boston (BOS) to Montego Bay (MBJ)
JetBlue Airways • Non-stop • Coach
Montego Bay (MBJ) to Boston (BOS)
American Airlines • Non-stop • Coach
Price was $3,180, price is now $1,598 per person
$1,598
per person
found 1 day ago
Food was unbelievable
Reviewed on Oct 22, 2025

3.5-star property
Ocho Rios Villa at Coolshade X
9.6/10 Exceptional! (5 reviews)
Feb 25 - Mar 2
5 night stay
Boston (BOS) to Montego Bay (MBJ)
Spirit Airlines • Non-stop • Coach
Montego Bay (MBJ) to Boston (BOS)
Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,904, price is now $961 per person
$961
per person
found 1 day ago
Top rated hotels for your Hip Strip vacation package

Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
0.25 mi from Hip Strip
$200 nightly
The price is $221 total per night
$221 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Deja Resort All Inclusive enjoy a full-service spa, karaoke, and an outdoor pool. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 15 per room. The front desk is staffed 24/7 to help with securing valuables, dry cleaning/laundry, and tours or tickets. Other amenities at this all-inclusive property include a 24-hour gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
0.19 mi from Hip Strip
$387 nightly
The price is $450 total per night
$450 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests of S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel have access to a full-service spa, 2 outdoor pools, and a gym. Free parking is available if you drive. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and concierge services. Other amenities at this beach property include a sauna, free WiFi in public areas, and a 24-hour business center.
Pool
All inclusive

Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Free Cancellation
Reserve now, pay when you stay
0.16 mi from Hip Strip
Renovated in 2024, Hotel 39 Jamaica offers a full-service spa, an outdoor pool, and free WiFi in public areas. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 25 per person one-way. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this luxury hotel include meeting rooms, a conference center, and a terrace.
Pool
Breakfast included
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.
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