Vacation Packages to Portland for 2026
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Blue Berry Hills Villa
Price was $2,203, price is now $1,922 per person
$1,922
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this villa in Dumbarton. Enjoy free WiFi, free parking, and a garden. Popular attractions Runaway Bay Beach and Green Grotto Caves are located nearby.
Top Hotel Deals
Sea Cliff Resort
Ross Craig Long Bay Portland
18.92 km from city center
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
2.97 km from city center
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 ...
Match Resort Hotel
Dolphin Bay Port Antonio
2.25 km from city center
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
9.7 km from city center
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 ...
Geejam
San San, Port Antonio Port Antonio Portland
4 km from city center
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. ...
LF Jungle Retreat
Lots 32-40, Willamsfield Port Antonio
3.46 km from city center
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Blue Lagoon and Trident Castle are located ...
Goblin Hill Villas at San San
San San Port Antonio Portland
5.69 km from city center
Stay at this resort in Port Antonio. Enjoy breakfast (surcharge), room service, and in-room massages. Popular attractions Blue Lagoon and San San Beach are located ...
Jamaica Colors Eco-Retreat Hotel and Spa
A4 Rural Hill Portland Parish
19.79 km from city center
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 ...
All Nations Guesthouse
Skipper Blvd, San San Port Antonio
4.14 km from city center
Book a stay at this family-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and private pools. Popular attractions Blue Lagoon and Frenchman's ...
Sky's Villa Resort
1 Sixth Ave Buff Bay Portland Parish
23.62 km from city center
Stay at this guesthouse in Buff Bay. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Blue and John Crow Mountains National ...
Inn The Town
1 Allan Avenue Port Antonio Portland
0.03 km from city center
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 ...
Moon San Villa at the Blue Lagoon
Blue Hole Road, Drapers Port Antonio Portland
6.28 km from city center
Book a stay at this beach hotel in Port Antonio. Enjoy free parking, room service, and an airport shuttle (surcharge). Our guests praise the helpful staff in ...
Frenchman's Cove Resort
Main Rd into Frenchman's Cove Port Antonio Portland
4.79 km from city center
Book a stay at this beach hotel in Port Antonio. Enjoy a private beach, daily housekeeping, and a garden. Popular attractions Blue Lagoon and Frenchman's Cove ...
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.
Thu, Sep 24 - Tue, Oct 6
JFK
New York
KIN
Kingston
$367 Roundtrip, found 2 days ago
$367
Roundtrip
found 2 days ago
Tue, Sep 22 - Tue, Oct 6
JFK
New York
KIN
Kingston
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago
Thu, Oct 22 - Thu, Nov 12
FLL
Fort Lauderdale
KIN
Kingston
$419 Roundtrip, found 2 days ago
$419
Roundtrip
found 2 days ago
Thu, Oct 22 - Tue, Oct 27
FLL
Fort Lauderdale
KIN
Kingston
$502 Roundtrip, found 8 hours ago
$502
Roundtrip
found 8 hours ago
Tue, Aug 11 - Tue, Aug 25
MIA
Miami
KIN
Kingston
$509 Roundtrip, found 2 days ago
$509
Roundtrip
found 2 days ago