Search Deals onPortland Vacation Packages
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Emrald of the North
Price was $1,916, price is now $1,274 per person
$1,274
per person
Apr 16 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this apartment in Boscobel. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Rio Nuevo Battle Site and Harmony Hall are located nearby.
Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre
Save 100% on your flight
Price was $11,651, price is now $8,932 per person
$8,932
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Book a stay at this beach villa in Tower Isle. Enjoy free breakfast, free parking, and a beach locale. Popular attractions Turtle Beach and Rio Nuevo Battle Site are located nearby.
Luxury Oceanfront Villa in Tower Isle
Save 100% on your flight
Price was $13,057, price is now $10,077 per person
$10,077
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Book a stay at this beach villa in Tower Isle. Enjoy free breakfast, free parking, and a beach locale. Popular attractions Turtle Beach and Rio Nuevo Battle Site are located nearby.
Panoramic Cliffside Luxe Villa
Save 100% on your flight
Price was $9,142, price is now $7,510 per person
$7,510
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this vacation home in Tower Isle. Enjoy free parking. Popular attractions Turtle Beach and Rio Nuevo Battle Site are located nearby.
Luxury Oceanfront Villa Fully Staffed
Price was $6,608, price is now $5,638 per person
$5,638
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this villa in Tower Isle. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Turtle Beach and Coral Reef are located nearby.
Paradisiac Euphoria Beach Access Pool 24hr Gated
Price was $1,579, price is now $1,365 per person
$1,365
per person
Mar 31 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Ocho Rios (OCJ)
Book a stay at this beach apartment in Thompson Town. Enjoy free parking, a beach locale, and a garden.
3-4 Night Vacations in Portland
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Portland
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Portland
Sea Cliff Resort
Ross Craig Long Bay Portland
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
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 ...
Geejam
San San, Port Antonio Port Antonio Portland
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. ...
Save an average of 15% on thousands of hotels when you're signed in
Match Resort Hotel
Dolphin Bay Port Antonio
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
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 ...
Inn The Town
1 Allan Avenue Port Antonio Portland
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 ...
Jamaica Colors Eco-Retreat Hotel and Spa
A4 Rural Hill Portland Parish
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 ...
LF Jungle Retreat
Lots 32-40, Willamsfield Port Antonio
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 ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Apr 17 - Sat, Apr 25
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$265 Roundtrip, found 3 days ago
$265
Roundtrip
found 3 days ago
Sat, Mar 7 - Fri, Mar 20
MIA
Miami Intl.
KIN
Norman Manley Intl.
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Sat, Mar 21 - Sat, Mar 28
ATL
Hartsfield-Jackson Atlanta Intl.
KIN
Norman Manley Intl.
$326 Roundtrip, found 1 hour ago
$326
Roundtrip
found 1 hour ago
Wed, Apr 15 - Mon, Apr 27
MCO
Orlando Intl.
KIN
Norman Manley Intl.
$347 Roundtrip, found 3 days ago
$347
Roundtrip
found 3 days ago
