Vacation Packages to Portland for 2026
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seapalms
Price was $792, price is now $692 per person
$692
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Book a stay at this beach apartment in Tower Isle. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Dunn's River Falls and Reggae Beach are located nearby.
Paradise Oasis
Price was $1,280, price is now $1,150 per person
$1,150
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this villa in Tower Isle. Enjoy free WiFi, a garden, and in-room washers/dryers. Popular attractions Dunn's River Falls and Reggae Beach are located nearby.
Couples Tower Isle All Inclusive
Price was $1,579, price is now $1,425 per person
$1,425
per person
May 9 - May 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ocho Rios (OCJ)
Book a stay at this luxury property in Tower Isle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coral Reef and Reggae Beach 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Tropical Lagoon Resort
Blue Hole Road Port Antonio Portland
6.4 km from city center
Book a stay at this beach hotel in Port Antonio. Enjoy free parking, 2 outdoor pools, and room service. Popular attractions Blue Lagoon and San San Beach are ...
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 1 - Mon, May 18
FLL
Fort Lauderdale
KIN
Kingston
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Sat, May 23 - Mon, Jun 8
FLL
Fort Lauderdale
KIN
Kingston
$409 Roundtrip, found 1 day ago
$409
Roundtrip
found 1 day ago
Wed, May 20 - Sat, Jun 6
MIA
Miami
KIN
Kingston
$416 Roundtrip, found 1 day ago
$416
Roundtrip
found 1 day ago
Tue, Apr 21 - Wed, Apr 22
MCO
Orlando
KIN
Kingston
$424 Roundtrip, found 4 days ago
$424
Roundtrip
found 4 days ago
Tue, May 26 - Wed, Jun 3
JFK
New York
KIN
Kingston
$451 Roundtrip, found 2 days ago
$451
Roundtrip
found 2 days ago