Search Deals onPortland Vacation Packages
Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sea Shell Palms
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Ocho Rios (OCJ)
Book a stay at this business-friendly hotel in Tower Isle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Coral Reef and Rio Nuevo Battle Site are located nearby.
Lagardan Ocean View
Save 100% on your flight
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Ocho Rios (OCJ)
Stay at this 3-star guesthouse in Boscobel. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Rio Nuevo Battle Site and Harmony Hall are located nearby.
Ocho Rios Skyview Guest Apartment
Save 100% on your flight
per person
Aug 21 - Aug 25
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Ocho Rios (OCJ)
Stay at this 3.5-star business-friendly villa in Tower Isle. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Coral Reef are located nearby.
Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre
Save 100% on your flight
per person
Aug 11 - Aug 15
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Ocho Rios (OCJ)
Book a stay at this beach villa in Tower Isle. Enjoy free breakfast, free parking, and a beach locale. Popular attractions Rio Nuevo Battle Site and Harmony Hall are located nearby.
Morgans cliff
per person
Aug 3 - Aug 7
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ocho Rios (OCJ)
Stay at this 3.5-star beach guesthouse in Boscobel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions James Bond Beach and Rio Nuevo Battle Site are located nearby.
3-4 Night Vacations in Portland
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Portland
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Portland
Sea Cliff Resort
Ross Craig, Long Bay, Portland
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 ...
Jamaica Palace Hotel
Williamsfield, Port Antonio, Portland
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 ...
Geejam
San San, Port Antonio, Port Antonio, Portland
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. ...
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Great Huts
8-10 Boston Bay, Port Antonio, Portland
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 ...
LF Jungle Retreat
Lots 32-40, Willamsfield, Port Antonio
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 ...
Match Resort Hotel
Dolphin Bay, Port Antonio
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 ...
Goblin Hill Villas at San San
San San, Port Antonio, Portland
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, PO Box 101, Port Antonio, Portland
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 ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jul 8 - Sat, Jul 12
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Wed, Sep 17 - Wed, Sep 24
MIA
Miami Intl.
KIN
Norman Manley Intl.
$325 Roundtrip, found 2 days ago
$325
Roundtrip
found 2 days ago
Mon, Aug 11 - Wed, Aug 20
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
$340 Roundtrip, found 2 days ago
$340
Roundtrip
found 2 days ago
Wed, Oct 8 - Wed, Oct 15
BOS
Logan Intl.
KIN
Norman Manley Intl.
$345 Roundtrip, found 2 days ago
$345
Roundtrip
found 2 days ago