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.
Blue Seas Two Unity Hall
Price was $2,454, price is now $1,114 per person
$1,114
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop 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.
Ocho Rios Villa at The Palms
Price was $3,235, price is now $1,347 per person
$1,347
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop 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.
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was $17,581, price is now $7,934 per person
$7,934
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop 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.
Alamanda Cottage at Serenity
Ironshore
Price was $2,617, price is now $1,223 per person
$1,223
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star business-friendly cottage in Montego Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Hotel Riu Palace Aquarelle - All Inclusive
Price was $3,580, price is now $1,719 per person
$1,719
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop 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.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was $3,459, price is now $1,670 per person
$1,670
per person
Jan 5 - Jan 11
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.
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
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
Mon, Dec 1 - Wed, Dec 17
MIA
Miami Intl.
MBJ
Sir Donald Sangster Intl.
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day 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