Search Deals onPortland Vacation Packages
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Whispering Seas
Price was $1,092, price is now $781 per person
$781
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ocho Rios (OCJ)
Book a stay at this spa aparthotel in Tower Isle. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Turtle Beach and Dunn's River Falls are located nearby.
The Emrald of the North
Save 100% on your flight
Price was $1,610, price is now $928 per person
$928
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Ocho Rios Skyview Guest Apartment
Save 100% on your flight
Price was $1,804, price is now $1,253 per person
$1,253
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
3 Bedroom Beachfront Cozy House
Save 100% on your flight
Price was $2,980, price is now $2,176 per person
$2,176
per person
Feb 15 - Feb 21
found 24 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 $1,035, price is now $803 per person
$803
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop 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.
Panoramic Cliffside Luxe Villa
Save 100% on your flight
Price was $9,319, price is now $7,637 per person
$7,637
per person
Feb 13 - Feb 19
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) 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 Pool Jacuzzi Movie Theatre
Save 100% on your flight
Price was $8,564, price is now $7,029 per person
$7,029
per person
Feb 13 - Feb 19
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) 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 $9,694, price is now $8,029 per person
$8,029
per person
Feb 13 - Feb 19
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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.
Mon, Jan 26 - Fri, Jan 30
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Thu, Jan 29 - Fri, Feb 6
MIA
Miami Intl.
KIN
Norman Manley Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Thu, Jan 22 - Fri, Jan 23
ATL
Hartsfield-Jackson Atlanta Intl.
KIN
Norman Manley Intl.
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Tue, May 19 - Wed, May 20
MCO
Orlando Intl.
KIN
Norman Manley Intl.
$346 Roundtrip, found 6 days ago
$346
Roundtrip
found 6 days ago
