Drapers Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Drapers Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms
Save 100% on your flight
Price was $2,699, price is now $1,469 per person
$1,469
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Book a stay at this family-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Mystic Mountain are located nearby.
All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good people, fantastic accommodations. Recommended...
Reviewed on May 8, 2019
Hotel Riu Palace Aquarelle - All Inclusive
Falmouth Historic Town Centre
Save 100% on your flight
Price was $4,451, price is now $2,343 per person
$2,343
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Book a stay at this beach hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Water Square and Martha Brae River are located nearby.
Ocean Eden Bay - Adults Only - All inclusive
Save 100% on your flight
Price was $3,442, price is now $1,815 per person
$1,815
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Burwood Beach and Blue Waters Beach Club are located nearby.
This trip was the best birthday ever! The staff was amazing and acknowledged my birthday along with a few others who shared the same birthday. Thank you for making my day special!
Reviewed on Nov 3, 2026
Hotel Riu Montego Bay - Adults Only - All Inclusive
Save 100% on your flight
Price was $3,413, price is now $1,924 per person
$1,924
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Hotel Riu Ocho Rios - All Inclusive
Save 100% on your flight
Price was $3,574, price is now $2,108 per person
$2,108
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dunn's River Falls and Turtle Beach are located nearby.
Princess Grand Jamaica Resort - All Inclusive
Save 100% on your flight
Price was $4,031, price is now $2,411 per person
$2,411
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Book a stay at this luxury resort in Green Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Half Moon Beach and Samuel's Bay National Marine Park are located nearby.
Good food, clean environment, nice staff
Reviewed on Nov 2, 2026
Top Hotel Deals
Geejam
San San, Port Antonio Port Antonio Portland
0.27 km from city center
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
All Nations Guesthouse
Skipper Blvd, San San Port Antonio
0.45 km from city center
Book a stay at this family-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and private pools. Popular attractions Frenchman's Cove Beach ...
Perfect View - Entire House
Drapers Drapers Portland Parish
0.17 km from city center
Stay at this vacation home in Port Antonio. Enjoy free WiFi and free parking. Popular attractions Trident Castle and Frenchman's Cove Beach are located ...
Sea Cliff Resort
Ross Craig Long Bay Portland
15.91 km from city center
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
Jamaica Palace Hotel
Williamsfield Port Antonio Portland
0.77 km from city center
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Match Resort Hotel
Dolphin Bay Port Antonio
1.6 km from city center
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Great Huts
8-10 Boston Bay Port Antonio Portland
6.06 km from city center
Book a stay at this beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Jamaica Colors Eco-Retreat Hotel and Spa
A4 Rural Hill Portland Parish
16.8 km from city center
Book a stay at this beach hotel in Rural Hill. Enjoy free WiFi, free parking, and a private beach. Popular attractions Long Bay Beach and Reach Falls are located ...
Goblin Hill Villas at San San
San San Port Antonio Portland
1.97 km from city center
Stay at this resort in Port Antonio. Enjoy breakfast (surcharge), room service, and in-room massages. Popular attractions San San Beach and Blue Lagoon are located ...
LF Jungle Retreat
Lots 32-40, Willamsfield Port Antonio
0.58 km from city center
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Trident Castle and Frenchman's Cove Beach are located ...
Bay View Eco Resort & Spa
Anchovy Port Antonio Portland
1.43 km from city center
Book a stay at this spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Trident Castle and Folly Ruins are ...
Moon San Villa at the Blue Lagoon
Blue Hole Road, Drapers Port Antonio Portland
2.58 km from city center
Book a stay at this beach hotel in Port Antonio. Enjoy free parking, room service, and an airport shuttle (surcharge). Our guests praise the helpful staff in ...
Inn The Town
1 Allan Avenue Port Antonio Portland
3.74 km from city center
Book a stay at this business-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Nov 9 - Thu, Nov 12
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$358 Roundtrip, found 19 hours ago
$358
Roundtrip
found 19 hours ago
Sat, Nov 14 - Tue, Nov 24
ATL
Hartsfield-Jackson Atlanta Intl.
MBJ
Sir Donald Sangster Intl.
$370 Roundtrip, found 5 days ago
$370
Roundtrip
found 5 days ago
Mon, Nov 30 - Thu, Dec 17
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$384 Roundtrip, found 19 hours ago
$384
Roundtrip
found 19 hours ago
Wed, Feb 24 - Mon, Mar 1
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$401 Roundtrip, found 3 days ago
$401
Roundtrip
found 3 days ago
Tue, Dec 1 - Thu, Dec 10
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$403 Roundtrip, found 4 days ago
$403
Roundtrip
found 4 days ago