Cheap Vacations in Portland

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Portland vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Suite

Tropical Beach Suite

3 out of 5
Price was $915, price is now $908 per person
$908
per person
Jun 11 - Jun 15
just found
Roundtrip non-stop flight included
Washington (DCA) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $2,570, price is now $2,081 per person
$2,081
per person
Jun 15 - Jun 20
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)

3-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Suite

Tropical Beach Suite

3 out of 5
Price was $1,622, price is now $1,598 per person
$1,598
per person
Jun 5 - Jun 7
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $2,542, price is now $2,389 per person
$2,389
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)

4-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Suite

Tropical Beach Suite

3 out of 5
Price was $915, price is now $908 per person
$908
per person
Jun 11 - Jun 15
just found
Roundtrip non-stop flight included
Washington (DCA) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $2,224, price is now $1,884 per person
$1,884
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)

5-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Suite

Tropical Beach Suite

3 out of 5
Price was $788, price is now $727 per person
$727
per person
Jun 15 - Jun 20
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $2,570, price is now $2,081 per person
$2,081
per person
Jun 15 - Jun 20
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)

6-7 night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Tropical Beach Suite

Tropical Beach Suite

3 out of 5
Price was $874, price is now $801 per person
$801
per person
Jun 15 - Jun 21
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $3,013, price is now $2,426 per person
$2,426
per person
Jun 15 - Jun 21
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Ocho Rios (OCJ)

Top places to visit in Portland

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.

Mon, Jun 15 - Mon, Jun 22
YYZ
Toronto
KIN
Kingston
$313 Roundtrip, found 14 hours ago
$313
Roundtrip
found 14 hours ago
Select Flair Airlines flight, departing Mon, Jun 15 from Toronto to Kingston, returning Mon, Jun 22, priced at $313 found 14 hours ago
Mon, May 18 - Wed, May 27
FLL
Fort Lauderdale
KIN
Kingston
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, May 18 from Fort Lauderdale to Kingston, returning Wed, May 27, priced at $319 found 1 day ago
Fri, May 15 - Tue, May 19
MIA
Miami
KIN
Kingston
$355 Roundtrip, just found
$355
Roundtrip
just found
Select American Airlines flight, departing Fri, May 15 from Miami to Kingston, returning Tue, May 19, priced at $355 just found

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
$136 nightly
The price is $149 total per night
$149 total
Apr 29 - Apr 30
Total with taxes and fees
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
$161 nightly
The price is $179 total per night
$179 total
May 24 - May 25
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
Apr 28 - Apr 29
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?
See all available properties in Portland
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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.