Vacation Packages to Portland for 2025
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Serenity Oasis Apartment
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (ORL) to Ocho Rios (OCJ)
Stay at this aparthotel in Spanish Town. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Rodney Memorial and Emancipation Square are located nearby.
Couples Tower Isle All Inclusive
per person
Jun 27 - Jul 3
found 21 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
Stay at this 4.5-star luxury property in Tower Isle. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Ocho Rios Fort and Coral Reef are located nearby.
Starlight Chalet
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (ORL) to Ocho Rios (OCJ)
Stay at this 3-star hotel in Silver Hill Gap. Enjoy free breakfast, free parking, and onsite spa services. Popular attractions Catherine's Peak and Holywell Park are located nearby.
Top Hotel Deals
Jamaica Palace Hotel
Williamsfield, Port Antonio, Portland
2.97 km from city center
Stay at this 3.5-star business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Sea Cliff Resort
Ross Craig, Long Bay, Portland
18.92 km from city center
Stay at this 3-star hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
Geejam
San San, Port Antonio, Port Antonio, Portland
4 km from city center
Stay at this 4.5-star 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 3-star hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Frenchman's Cove Resort
Main Rd into Frenchman's Cove, PO Box 101, Port Antonio, Portland
4.79 km from city center
Stay at this 3-star beach hotel in Port Antonio. Enjoy a private beach, daily housekeeping, and a garden. Popular attractions Frenchman's Cove Beach and San ...
Great Huts
8-10 Boston Bay, Port Antonio, Portland
9.7 km from city center
Stay at this 3-star beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Bay View Eco Resort & Spa
Anchovy, Turtle Harbour, Port Antonio, Portland
2.3 km from city center
Stay at this 3-star spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Trident Castle and Folly Ruins are ...
LF Jungle Retreat
Lots 32-40, Willamsfield, Port Antonio
3.46 km from city center
Stay at this 3-star hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Trident Castle and Frenchman's Cove Beach ...
All Nations Guesthouse
Skipper Blvd, San San, Drapers, Port Antonio
4.14 km from city center
Stay at this 3-star family-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and private pools. Popular attractions Frenchman's Cove Beach ...
Jamaica Colors Eco-Retreat Hotel and Spa
A4, Rural Hill, Portland Parish
19.79 km from city center
Stay at this 3.5-star beach hotel in Rural Hill. Enjoy free WiFi, free parking, and a private beach. Popular attractions Long Bay Beach and Reach Falls are located ...
Moon San Villa at the Blue Lagoon
Blue Hole Road, Drapers, Port Antonio, Portland
6.28 km from city center
Stay at this 3-star beach hotel in Port Antonio. Enjoy free parking, room service, and an airport shuttle (surcharge). Our guests praise the helpful staff in ...
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 ...
S Hotel Kingston
1 St Lucia Avenue, Kingston, Saint Andrew
40.34 km from city center
Stay at this 4.5-star luxury hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
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.
Sun, Jun 29 - Wed, Jul 2
FLL
Fort Lauderdale
KIN
Kingston
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Wed, May 28 - Fri, May 30
BOS
Boston
KIN
Kingston
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Wed, Jul 23 - Tue, Aug 5
JFK
New York
KIN
Kingston
$474 Roundtrip, found 4 days ago
$474
Roundtrip
found 4 days ago
Mon, Jul 14 - Mon, Jul 21
LGA
New York
OCJ
Ocho Rios
$602 Roundtrip, found 1 day ago
$602
Roundtrip
found 1 day ago