Cheap Vacations in Portland

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Portland vacations

Price found within the past 48 hours. Click for updated prices.
Spring Valley Inn

Spring Valley Inn

3 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Luxury 4-Bedroom villa

Luxury 4-Bedroom villa

5 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
123 Drax Hall Country Club Villa

123 Drax Hall Country Club Villa

3 out of 5
per person
Jul 12 - Jul 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Seacrest Beach Hotel

Seacrest Beach Hotel

2.5 out of 5
per person
Jul 3 - Jul 8
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Jul 19 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
Jul 12 - Jul 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Villas Richmond Estate

Villas Richmond Estate

4 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)

3-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
One Queen Bedroom Apt3 at Csompo Empire

One Queen Bedroom Apt3 at Csompo Empire

3 out of 5
per person
Jul 4 - Jul 7
just found
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Luxury 4-Bedroom villa

Luxury 4-Bedroom villa

5 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip flight included
Newark (EWR) to Ocho Rios (OCJ)
Beaches Ocho Rios - ALL INCLUSIVE

Beaches Ocho Rios - ALL INCLUSIVE

4.5 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Villas Richmond Estate

Villas Richmond Estate

4 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Imperial Topaz At Richmond

Imperial Topaz At Richmond

3 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Lot 9 Fairway

Lot 9 Fairway

3 out of 5
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Ocho Rios at Coolshade Richmond

Ocho Rios at Coolshade Richmond

3.5 out of 5
per person
Jul 19 - Jul 22
found 13 hours ago
Roundtrip flight included
Newark (EWR) to Ocho Rios (OCJ)
Hunter's Rest Villa

Hunter's Rest Villa

3 out of 5
per person
Jun 28 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ocho Rios (OCJ)

4-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Apartment E6

Apartment E6

3 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Jul 17 - Jul 21
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
123 Drax Hall Country Club Villa

123 Drax Hall Country Club Villa

3 out of 5
per person
Jul 12 - Jul 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Seacrest Beach Hotel

Seacrest Beach Hotel

2.5 out of 5
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Spring Valley Inn

Spring Valley Inn

3 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Villas Richmond Estate

Villas Richmond Estate

4 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
Jul 12 - Jul 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Lot 9 Fairway

Lot 9 Fairway

3 out of 5
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Soleil Sea Renity

Soleil Sea Renity

3 out of 5
per person
Jul 12 - Jul 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Lagardan Ocean View

Lagardan Ocean View

3 out of 5
per person
Jul 17 - Jul 21
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)

5-night Portland vacations

Price found within the past 48 hours. Click for updated prices.
Bamboo Breeze Inn

Bamboo Breeze Inn

3.5 out of 5
per person
Jul 9 - Jul 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Jul 16 - Jul 21
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
Imperial Topaz At Richmond

Imperial Topaz At Richmond

3 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Seacrest Beach Hotel

Seacrest Beach Hotel

2.5 out of 5
per person
Jul 3 - Jul 8
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Jun 30 - Jul 5
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Luxury 4-Bedroom villa

Luxury 4-Bedroom villa

5 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Villas Richmond Estate

Villas Richmond Estate

4 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Jul 8 - Jul 13
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Lot 9 Fairway

Lot 9 Fairway

3 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Hunter's Rest Villa

Hunter's Rest Villa

3 out of 5
per person
Jul 3 - Jul 8
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
One Queen Bedroom Apt3 at Csompo Empire

One Queen Bedroom Apt3 at Csompo Empire

3 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Hartland Sunshine

Hartland Sunshine

3.5 out of 5
per person
Jul 11 - Jul 16
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)

6-7 night Portland vacations

Price found within the past 48 hours. Click for updated prices.
One Queen Bedroom Apt3 at Csompo Empire

One Queen Bedroom Apt3 at Csompo Empire

3 out of 5
per person
Jun 30 - Jul 7
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)
GC Resort

GC Resort

3 out of 5
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Beaches Ocho Rios - ALL INCLUSIVE

Beaches Ocho Rios - ALL INCLUSIVE

4.5 out of 5
per person
Jun 29 - Jul 5
found 16 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Ocho Rios (OCJ)
Hunter's Rest Villa

Hunter's Rest Villa

3 out of 5
per person
Jun 30 - Jul 7
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ocho Rios (OCJ)

Top places to visit in Portland

Port Antonio
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, Jun 7 - Fri, Jun 21
YYZ
Toronto
KIN
Kingston
$271 Roundtrip, found 10 hours ago
$271
Roundtrip
found 10 hours ago
Select Flair Airlines flight, departing Fri, Jun 7 from Toronto to Kingston, returning Fri, Jun 21, priced at $271 found 10 hours ago
Sun, Jun 16 - Wed, Jun 19
FLL
Fort Lauderdale
KIN
Kingston
$293 Roundtrip, found 5 days ago
$293
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Jun 16 from Fort Lauderdale to Kingston, returning Wed, Jun 19, priced at $293 found 5 days ago
Tue, Aug 27 - Tue, Sep 10
ATL
Atlanta
KIN
Kingston
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Aug 27 from Atlanta to Kingston, returning Tue, Sep 10, priced at $326 found 3 days ago

Top rated hotels for your Portland vacation

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
The price is $184 per night
$184
per night
Jun 12 - Jun 13
Located in Port Antonio, Jamaica Palace Hotel is by the ocean, a 1-minute drive from Trident Castle and 7 minutes from Rio Grande.
Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
11.75 mi from city center
The price is $193 per night
$193
per night
May 30 - May 31
When you stay at Sea Cliff Resort in Long Bay, you'll be near the beach, within a 5-minute drive of Jamaica Beaches and Long Bay Beach.
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
2.48 mi from city center
The price is $380 per night
$380
per night
May 30 - May 31
Located in Port Antonio, Geejam is a 3-minute drive from Trident Castle and 9 minutes from Rio Grande.
Pool
Breakfast available
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.