Wiltshire Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Roland Travas
Wiltshire Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall
Price was $2,332, price is now $995 per person
$995
per person
Dec 8 - Dec 15
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star vacation home in Montego Bay. Enjoy free parking, a beach shuttle (surcharge), and a garden. Popular attractions Sunset Beach Resort Au Natural Beach and Montego Bay Cruise Ship Terminal are located nearby.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,620, price is now $1,473 per person
$1,473
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4-star beach property in Montego Bay. 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 Palace Aquarelle - All Inclusive
Price was $3,896, price is now $1,611 per person
$1,611
per person
Dec 8 - Dec 15
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4-star 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.
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was $17,459, price is now $7,815 per person
$7,815
per person
Dec 8 - Dec 15
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Luminous Lagoon and Water Square are located nearby.
Sunset at the Palms Resort - Adults Only - All Inclusive
Price was $4,918, price is now $2,215 per person
$2,215
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4.5-star luxury property in Negril. Enjoy free breakfast, free WiFi, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach are located nearby.
Hotel Riu Ocho Rios - All Inclusive
Price was $2,724, price is now $1,252 per person
$1,252
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3.5-star beach property in Ocho Rios. 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 Green Grotto Caves are located nearby.
Top Hotel Deals
Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore, Montego Bay, Saint James
12.66 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall, Montego Bay, Saint James
17.89 km from city center
Stay at this 4.5-star luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Hotel Riu Palace Aquarelle - All Inclusive
Falmouth, Falmouth
31.3 km from city center
Stay at this 4-star beach hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Jewel Grande Montego Bay Resort & Spa – All Inclusive
Rose Hall, St James, Montego Bay
16.68 km from city center
Stay at this 4.5-star luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Hotel Riu Reggae - Adults Only - All Inclusive
Montego Bay, Montego Bay
12.39 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Hotel Riu Palace Jamaica - Adults Only - All Inclusive
Mahoe Bay - Ironshore P O, Montego Bay, Saint James
12.57 km from city center
Stay at this 4.5-star luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd, Montego Bay, Saint James
8.05 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
Hyatt Ziva Rose Hall - All Inclusive
Rose Hall, Montego Bay, Saint James
16.54 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
Hyatt Zilara Rose Hall - Adults Only - All Inclusive
Rose Hall Road, Montego Bay, Saint James
16.25 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, free valet parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff ...
Catalonia Montego Bay - All Inclusive
Rose Hall, St. James, Montego Bay, Saint James
14.61 km from city center
Stay at this 4.5-star luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
Deja Resort All Inclusive
92 Gloucester Avenue, Montego Bay, Saint James
8.14 km from city center
Stay at this 3.5-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
SeaGarden Beach Resort - All Inclusive
8 Kent Avenue, Montego Bay, Saint James
8.71 km from city center
Stay at this 3.5-star all-inclusive property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive
Lot 59A Freeport, Montego Bay, Saint James
4.98 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the room ...
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.
Tue, Feb 10 - Thu, Feb 19
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
Tue, Feb 10 - Thu, Feb 19
MIA
Miami Intl.
MBJ
Sir Donald Sangster Intl.
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Tue, Jan 6 - Thu, Jan 15
ATL
Hartsfield-Jackson Atlanta Intl.
MBJ
Sir Donald Sangster Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Tue, Jan 6 - Fri, Jan 16
ATL
Hartsfield-Jackson Atlanta Intl.
MBJ
Sir Donald Sangster Intl.
$331 Roundtrip, found 1 day ago
$331
Roundtrip
found 1 day ago
Tue, Nov 18 - Thu, Nov 20
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$355 Roundtrip, found 4 days ago
$355
Roundtrip
found 4 days ago