Cheap Vacations in Portland

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Portland vacations

Price found within the past 48 hours. Click for updated prices.
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
Price was $561, price is now $484 per person
$484
per person
Jan 23 - Jan 27
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
Price was $1,129, price is now $922 per person
$922
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
Price was $931, price is now $798 per person
$798
per person
Jan 16 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
Price was $724, price is now $630 per person
$630
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Teal Horizon Oceanfrontcaribbean Escape Tower Isle

Teal Horizon Oceanfrontcaribbean Escape Tower Isle

2 out of 5
Price was $1,016, price is now $894 per person
$894
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Coastal Escape in Tower Isle BeachNearby

Coastal Escape in Tower Isle BeachNearby

3 out of 5
Price was $898, price is now $794 per person
$794
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Teal Horizon OceanfrontCaribbean Escape

Teal Horizon OceanfrontCaribbean Escape

2 out of 5
Price was $786, price is now $703 per person
$703
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
3 Bedroom Beachfront Cozy House

3 Bedroom Beachfront Cozy House

2 out of 5
Price was $1,994, price is now $1,796 per person
$1,796
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
Price was $770, price is now $715 per person
$715
per person
Jan 16 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Ocho Rios (OCJ)
Morgans cliff

Morgans cliff

3.5 out of 5
Price was $847, price is now $794 per person
$794
per person
Jan 11 - Jan 15
found 12 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)

3-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Whispering Seas

Whispering Seas

3.5 out of 5
Price was $902, price is now $732 per person
$732
per person
Jan 9 - Jan 12
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)

4-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
Price was $561, price is now $484 per person
$484
per person
Jan 23 - Jan 27
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
Price was $1,129, price is now $922 per person
$922
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Casa Maria Hotel

Casa Maria Hotel

3.5 out of 5
Price was $931, price is now $798 per person
$798
per person
Jan 16 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Ocho Rios (OCJ)
Teal Horizon Oceanfrontcaribbean Escape Tower Isle

Teal Horizon Oceanfrontcaribbean Escape Tower Isle

2 out of 5
Price was $1,016, price is now $894 per person
$894
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Coastal Escape in Tower Isle BeachNearby

Coastal Escape in Tower Isle BeachNearby

3 out of 5
Price was $898, price is now $794 per person
$794
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Teal Horizon OceanfrontCaribbean Escape

Teal Horizon OceanfrontCaribbean Escape

2 out of 5
Price was $786, price is now $703 per person
$703
per person
Jan 19 - Jan 23
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
3 Bedroom Beachfront Cozy House

3 Bedroom Beachfront Cozy House

2 out of 5
Price was $1,994, price is now $1,796 per person
$1,796
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Paradise Reggae Resort

Paradise Reggae Resort

3 out of 5
Price was $770, price is now $715 per person
$715
per person
Jan 16 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Ocho Rios (OCJ)
Morgans cliff

Morgans cliff

3.5 out of 5
Price was $847, price is now $794 per person
$794
per person
Jan 11 - Jan 15
found 12 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)

6-7 night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Morgans cliff

Morgans cliff

3.5 out of 5
Price was $1,253, price is now $1,165 per person
$1,165
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
Price was $1,692, price is now $1,339 per person
$1,339
per person
Jan 17 - Jan 24
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
Teal Horizon Oceanfrontcaribbean Escape Tower Isle

Teal Horizon Oceanfrontcaribbean Escape Tower Isle

2 out of 5
Price was $1,686, price is now $1,473 per person
$1,473
per person
Jan 17 - Jan 24
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)

Top places to visit in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
FlightsFlightsHotelsHotels

Port Antonio

Port Antonio

Flight deals to Portland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 23 - Mon, Jan 26
FLL
Fort Lauderdale
KIN
Kingston
$253 Roundtrip, found 1 hour ago
$253
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Jan 23 from Fort Lauderdale to Kingston, returning Mon, Jan 26, priced at $253 found 1 hour ago
Thu, Jan 22 - Fri, Jan 30
MIA
Miami
KIN
Kingston
$298 Roundtrip, found 2 days ago
$298
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 22 from Miami to Kingston, returning Fri, Jan 30, priced at $298 found 2 days ago
Mon, Jan 26 - Mon, Feb 2
YYZ
Toronto
KIN
Kingston
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select WestJet flight, departing Mon, Jan 26 from Toronto to Kingston, returning Mon, Feb 2, priced at $330 found 4 days ago

Top rated hotels for your Portland vacation

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Free Cancellation
11.75 mi from city center
Get rates
With a stay at Sea Cliff Resort in Long Bay, you'll be 2.1 mi (3.3 km) from Long Bay Beach and 7.3 mi (11.7 km) from Boston Bay Beach.
Pool
Free WiFi
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Free Cancellation
Reserve now, pay when you stay
1.85 mi from city center
$147 nightly
The price is $164 total per night
$164 total
Dec 9 - Dec 10
Total with taxes and fees
Located in Port Antonio, Jamaica Palace Hotel is by the ocean, a 1-minute drive from Trident Castle and 7 minutes from Rio Grande.
Pool
Breakfast included
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
2.48 mi from city center
$435 nightly
The price is $475 total per night
$475 total
Dec 7 - Dec 8
Total with taxes and fees
Located in Port Antonio, Geejam is a 3-minute drive from Trident Castle and 9 minutes from Rio Grande.
Pool
Spa
Don't see what you're looking for?
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.