Search Deals onPortland Vacation Packages
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Casa Maria Hotel
Price was $826, price is now $685 per person
$685
per person
Feb 15 - Feb 19
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Book a stay at this beach hotel in Port Maria. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attraction James Bond Beach is located nearby.
Ocho Rios Skyview Guest Apartment
Save 100% on your flight
Price was $2,698, price is now $1,635 per person
$1,635
per person
Feb 21 - Feb 28
found 10 hours ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Book a stay at this business-friendly villa in Tower Isle. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Turtle Beach and Dunn's River Falls are located nearby.
The Emrald of the North
Price was $2,376, price is now $1,740 per person
$1,740
per person
Feb 16 - Feb 20
just found
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
Save 100% on your flight
Price was $7,735, price is now $6,128 per person
$6,128
per person
Feb 21 - Feb 28
found 11 hours 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.
3 Bedroom Beachfront Cozy House
Save 100% on your flight
Price was $1,975, price is now $1,573 per person
$1,573
per person
Mar 3 - Mar 7
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Book a stay at this beach apartment in Tower Isle. Enjoy free WiFi, free parking, and 7 outdoor pools. Popular attractions Turtle Beach and Dunn's River Falls are located nearby.
GC Resort
Price was $1,358, price is now $1,088 per person
$1,088
per person
Feb 21 - Feb 28
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Ocho Rios (OCJ)
Book a stay at this business-friendly hotel in Tower Isle. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Turtle Beach and Dunn's River Falls are located nearby.
Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre
Save 100% on your flight
Price was $7,085, price is now $5,710 per person
$5,710
per person
Feb 25 - Mar 2
found 11 hours 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.
Ocho Rios Beach Resort at ChrisAnn
Price was $1,769, price is now $1,494 per person
$1,494
per person
Feb 7 - Feb 14
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Ocho Rios (OCJ)
Book a stay at this beach apartment in Tower Isle. Enjoy free WiFi, a beach locale, and an airport shuttle (surcharge). Popular attractions Turtle Beach and Dunn's River Falls are located nearby.
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
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 ...
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 ...
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 ...
Bay View Eco Resort & Spa
Anchovy Port Antonio Portland
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 ...
Frenchman's Cove Resort
Main Rd into Frenchman's Cove Port Antonio Portland
Book a stay at this beach hotel in Port Antonio. Enjoy a private beach, daily housekeeping, and a garden. Popular attractions Frenchman's Cove Beach and San ...
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.
Thu, Feb 12 - Mon, Feb 16
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Thu, Jan 29 - Fri, Feb 6
MIA
Miami Intl.
KIN
Norman Manley Intl.
$309 Roundtrip, found 11 hours ago
$309
Roundtrip
found 11 hours ago
Mon, Jan 26 - Thu, Jan 29
ATL
Hartsfield-Jackson Atlanta Intl.
KIN
Norman Manley Intl.
$318 Roundtrip, found 4 days ago
$318
Roundtrip
found 4 days ago
Thu, Jan 29 - Mon, Feb 9
LGA
LaGuardia
KIN
Norman Manley Intl.
$337 Roundtrip, found 6 days ago
$337
Roundtrip
found 6 days ago
