Vacation Packages to Portland for 2026

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Top Hotel Deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
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

Jamaica Palace Hotel

3.5 out of 5
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

Geejam

4.5 out of 5
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. ...
Great Huts

Great Huts

3 out of 5
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 ...
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 hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Blue Lagoon and Trident Castle are located ...
Match Resort Hotel

Match Resort Hotel

3 out of 5
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 ...
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 Blue Lagoon and Frenchman's Cove ...
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
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 ...
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
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 ...
Frenchman's Cove Resort

Frenchman's Cove Resort

3 out of 5
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 Blue ...
Bay View Eco Resort & Spa

Bay View Eco Resort & Spa

3 out of 5
Anchovy Port Antonio Portland
2.3 km from city center
Book a stay at this spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Frenchman's Cove Beach and Blue Lagoon ...
All Nations Guesthouse

All Nations Guesthouse

3 out of 5
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

Inn The Town

3 out of 5
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 ...
Tropical Lagoon Resort

Tropical Lagoon Resort

3 out of 5
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 Frenchman's Cove ...
Sky's Villa Resort

Sky's Villa Resort

3 out of 5
1 Sixth Ave Buff Bay Portland Parish
23.62 km from city center
Stay at this guesthouse in Buff Bay. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Blue and John Crow Mountains National ...
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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.

American Airlines
Wed, Aug 26 - Thu, Sep 17
EWR
New York
KIN
Kingston
$410 Roundtrip, found 2 days ago
$410
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 26 from New York to Kingston, returning Thu, Sep 17, priced at $410 found 2 days ago
JetBlue Airways
Wed, Aug 26 - Thu, Sep 17
JFK
New York
KIN
Kingston
$414 Roundtrip, found 6 days ago
$414
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Aug 26 from New York to Kingston, returning Thu, Sep 17, priced at $414 found 6 days ago
Delta
Thu, Sep 24 - Tue, Oct 6
JFK
New York
KIN
Kingston
$419 Roundtrip, found 4 days ago
$419
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Sep 24 from New York to Kingston, returning Tue, Oct 6, priced at $419 found 4 days ago
Caribbean Airlines
Thu, Sep 24 - Tue, Oct 6
JFK
New York
KIN
Kingston
$475 Roundtrip, found 4 days ago
$475
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Thu, Sep 24 from New York to Kingston, returning Tue, Oct 6, priced at $475 found 4 days ago
Copa
Fri, Jul 24 - Sun, Aug 2
MIA
Miami
KIN
Kingston
$482 Roundtrip, found 3 days ago
$482
Roundtrip
found 3 days ago
Select Copa flight, departing Fri, Jul 24 from Miami to Kingston, returning Sun, Aug 2, priced at $482 found 3 days ago