Wiltshire Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Wiltshire Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade
Price was $2,167, price is now $1,044 per person
$1,044
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3.5-star golf villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a health club. Popular attractions Dunn's River Falls and Maima Seville Great House & Heritage Park are located nearby.
Ocho Rios Villa at The Palms
Price was $3,113, price is now $1,228 per person
$1,228
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star 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 Maima Seville Great House & Heritage Park are located nearby.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,371, price is now $1,426 per person
$1,426
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip 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.
Ocho Rios Villa at the Palms II
Price was $2,617, price is now $1,215 per person
$1,215
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3.5-star golf villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Maima Seville Great House & Heritage Park are located nearby.
Hotel Riu Ocho Rios - All Inclusive
Price was $2,816, price is now $1,326 per person
$1,326
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip 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.
Ocho Rios Villa at the Palms III
Price was $2,602, price is now $1,252 per person
$1,252
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3.5-star golf villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a golf course. Popular attractions Cranbrook Flower Forest and Priory Beach 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 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. ...
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 ...
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 ...
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 ...
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 ...
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 ...
Grand Palladium Jamaica Resort & Spa All Inclusive
The Point, Lucea, Hanover
22.85 km from city center
Stay at this 5-star luxury resort in Lucea. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
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, Nov 11 - Sat, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Tue, Nov 11 - Fri, Nov 21
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Tue, Feb 10 - Thu, Feb 19
MIA
Miami Intl.
MBJ
Sir Donald Sangster Intl.
$277 Roundtrip, found 2 hours ago
$277
Roundtrip
found 2 hours ago
Sat, Nov 1 - Fri, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
MBJ
Sir Donald Sangster Intl.
$300 Roundtrip, found 3 days ago
$300
Roundtrip
found 3 days ago
Wed, Nov 12 - Wed, Nov 19
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago