Vacation Packages to Portland for 2025

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Top Hotel Deals

Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
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

Sea Cliff Resort

3 out of 5
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

Geejam

4.5 out of 5
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

Match Resort Hotel

3 out of 5
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

Great Huts

3 out of 5
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

Frenchman's Cove Resort

3 out of 5
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

Bay View Eco Resort & Spa

3 out of 5
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

LF Jungle Retreat

3 out of 5
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 ...
Jamaica Colors Eco-Retreat Hotel and Spa

Jamaica Colors Eco-Retreat Hotel and Spa

3.5 out of 5
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 ...
All Nations Guesthouse

All Nations Guesthouse

3 out of 5
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

Moon San Villa at the Blue Lagoon

3 out of 5
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

Goblin Hill Villas at San San

3 out of 5
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

S Hotel Kingston

4.5 out of 5
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. ...
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
2-4 King Street, Kingston
43.62 km from city center
Stay at this 4-star business-friendly hotel in Kingston. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful ...
R Hotel Kingston

R Hotel Kingston

4 out of 5
2 Renfrew Road , Kingston 10, Jamaica, Kingston, Jamaica
40.73 km from city center
Stay at this 4-star hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. ...
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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.

Spirit Airlines
Wed, Oct 15 - Sat, Oct 18
FLL
Fort Lauderdale
KIN
Kingston
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Oct 15 from Fort Lauderdale to Kingston, returning Sat, Oct 18, priced at $299 found 3 days ago
Spirit Airlines
Tue, May 20 - Sat, May 24
ATL
Atlanta
KIN
Kingston
$339 Roundtrip, found 8 hours ago
$339
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, May 20 from Atlanta to Kingston, returning Sat, May 24, priced at $339 found 8 hours ago
American Airlines
Mon, May 5 - Sun, May 11
MIA
Miami
KIN
Kingston
$350 Roundtrip, found 6 days ago
$350
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, May 5 from Miami to Kingston, returning Sun, May 11, priced at $350 found 6 days ago
JetBlue Airways
Tue, Jul 15 - Wed, Jul 23
JFK
New York
KIN
Kingston
$489 Roundtrip, found 3 days ago
$489
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jul 15 from New York to Kingston, returning Wed, Jul 23, priced at $489 found 3 days ago