Vacation Packages to Portland for 2025
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Couples Tower Isle All Inclusive
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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.
Wed, Oct 15 - Sat, Oct 18
FLL
Fort Lauderdale
KIN
Kingston
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Tue, May 20 - Sat, May 24
ATL
Atlanta
KIN
Kingston
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Tue, Oct 14 - Sun, Oct 19
MIA
Miami
KIN
Kingston
$362 Roundtrip, found 5 days ago
$362
Roundtrip
found 5 days ago
Thu, May 15 - Thu, May 22
JFK
New York
KIN
Kingston
$454 Roundtrip, found 1 day ago
$454
Roundtrip
found 1 day ago