Vacation Packages to Portland for 2026
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 ...
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. ...
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 ...
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 Frenchman's Cove Beach and San ...
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 ...
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 ...
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 Trident Castle and Frenchman's Cove Beach 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 parking (surcharge). Popular attractions San San Beach and Blue Lagoon are ...
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 Frenchman's Cove Beach ...
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 ...
Hotel Tim Bamboo
5 Eveleigh Park Road Port Antonio Portland
0.24 km from city center
Stay at this inn in Port Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.
Fri, May 8 - Wed, May 13
FLL
Fort Lauderdale
KIN
Kingston
$378 Roundtrip, found 4 days ago
$378
Roundtrip
found 4 days ago
Sat, Aug 1 - Wed, Aug 19
FLL
Fort Lauderdale
KIN
Kingston
$395 Roundtrip, found 14 hours ago
$395
Roundtrip
found 14 hours ago
Sat, May 23 - Sun, May 24
JFK
New York
KIN
Kingston
$402 Roundtrip, found 3 days ago
$402
Roundtrip
found 3 days ago
Tue, Jun 2 - Tue, Jun 16
JFK
New York
KIN
Kingston
$421 Roundtrip, found 3 days ago
$421
Roundtrip
found 3 days ago
Wed, Jul 22 - Sat, Aug 1
MIA
Miami
KIN
Kingston
$459 Roundtrip, found 3 days ago
$459
Roundtrip
found 3 days ago