Title: Portland Vacations & Trips 2026 from CA $1,541 | Expedia.ca

[Portland Hotels](https://expedia.ca/Destinations-In-Portland.d6159622.Hotel-Destinations)[Vacation Rentals in Portland](https://expedia.ca/Destinations-In-Portland.d6159622.Vacation-Rental-Destinations)[Portland Flights](https://expedia.ca/Destinations-In-Portland.d6159622.Flight-Destinations)[Portland Car Rentals](https://expedia.ca/Destinations-In-Portland.d6159622.Car-Rental-Destinations)

![](https://images.trvl-media.com/place/553248633942974093/37ee75ea-3e3b-45be-8788-3ef1224ff3a0.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Portland Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Cathy Tracey

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top vacation destinations in Portland

![Winnifred Beach featuring general coastal views as well as a small group of people](https://images.trvl-media.com/place/6278028/5398e9a3-5bef-4b7e-a274-dc7fd7bc6a78.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Port Antonio

[](https://expedia.ca/Port-Antonio.d2855.Destination-Travel-Guides)

![Paradise!](https://images.trvl-media.com/place/553248635974804686/6fcf350a-9f80-4905-a8e6-8ed231b114e6.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Buff Bay

[](https://expedia.ca/Buff-Bay.d553248635974804686.Destination-Travel-Guides)

## Top Portland Vacation Deals

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

![Teal Horizon Oceanfrontcaribbean Escape Tower Isle](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901411/8e993570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Teal Horizon Oceanfrontcaribbean Escape Tower Isle

CA $1,541

per person

May 6 - May 13

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Ocho Rios (OCJ)

No reviews

![Blue Berry Hills Villa](https://images.trvl-media.com/lodging/94000000/93140000/93131800/93131747/d082282d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Blue Berry Hills Villa

CA $3,798

per person

May 13 - May 20

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) to Ocho Rios (OCJ)

No reviews

![Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre](https://images.trvl-media.com/lodging/118000000/117150000/117143300/117143269/dab4df23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre

CA $4,836

per person

May 7 - May 10

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Ocho Rios (OCJ)

No reviews

![Luxury Oceanfront Villa Fully Staffed](https://images.trvl-media.com/lodging/121000000/120120000/120114500/120114440/510a4f8b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury Oceanfront Villa Fully Staffed

CA $3,926

per person

May 7 - May 10

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Ocho Rios (OCJ)

No reviews

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_6159622)

## Portland Hotel Deals

![Sea Cliff Resort](https://images.trvl-media.com/lodging/17000000/16020000/16015600/16015510/93c0f924_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sea Cliff Resort

Ross Craig Long Bay Portland

Fully refundable

CA $162

CA $204 total

Feb 28 - Mar 1

includes taxes & fees

8.2/10 Very Good! (180 reviews)

I had a great stay. The room was very clean and well maintained, and the check-in process was seamless and efficient. The manager was especially helpful and accommodating, which really made the experience even better. I would definitely recommend this hotel and would stay here again.

Reviewed on Feb 18, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=16015510&PinnedHotelID=16015510&HadPinnedHotel=true&regionId=6159622)

![Jamaica Palace Hotel](https://images.trvl-media.com/lodging/1000000/600000/597000/596970/07f4439e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Jamaica Palace Hotel

Williamsfield Port Antonio Portland

Fully refundableReserve now, pay when you stay

CA $226

CA $251 total

Mar 23 - Mar 24

includes taxes & fees

8.2/10 Very Good! (283 reviews)

Beautifully kept grounds and hotel

Reviewed on Feb 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=23%2F03%2F2026&endDate=24%2F03%2F2026&selected=596970&PinnedHotelID=596970&HadPinnedHotel=true&regionId=6159622)

![Geejam](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211904/48b4eb11_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Geejam

San San, Port Antonio Port Antonio Portland

CA $542

CA $652 total

Mar 10 - Mar 11

includes taxes & fees

9.6/10 Exceptional! (80 reviews)

Absolutely loved Geejam. Very clean, spacious room. Lovely staff m. Especially Brian, Ronaldo at the Bushbar and Jay on the beach.

Reviewed on Feb 21, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=2211904&PinnedHotelID=2211904&HadPinnedHotel=true&regionId=6159622)

[See all 1,851 properties in Portland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&regionId=6159622)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Portland vacation package cost?

### How do I get a cheap travel package to Portland?

### Where should I stay in Portland?

### What are the top hotels in Portland?

### How far in advance should I book my Portland vacation?

### What does an Expedia Portland travel package include?

### What should I know before booking a Portland travel package?

### Can I choose my airline with a Portland Expedia vacation package?

### If I'm not able to travel, can I cancel my Portland vacation package?

### Discover the most popular places to visit in Portland

![Blue Lagoon featuring boating and a lake or waterhole](https://images.trvl-media.com/place/553248633987101349/b36e1d20-0d78-493d-a318-1fdeb94f5fb3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Blue Lagoon

This gorgeous teardrop-shaped bay is a famous movie location and changes color with the light of day: A picture-perfect location for a refreshing swim.

[](https://expedia.ca/Blue-Lagoon-Port-Antonio.d553248633987101349.Vacation-Attraction)

![Woman wades in the surf at Frenchman's Cove in Tobago; Port Antonio, Jamaica](https://images.trvl-media.com/place/553248634328904657/ca87b872-2b11-44f6-b1d4-ceb8a686ef66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Frenchman's Cove Beach

Why not spend a carefree afternoon at Frenchman's Cove Beach during your travels in Port Antonio? You can enjoy the restaurants while in the area. 

[](https://expedia.ca/Frenchmans-Cove-Beach-Port-Antonio.d553248634328904657.Vacation-Attraction)

![Trident Castle - Port Antonio, JamaicaJa](https://images.trvl-media.com/place/553248621533157742/898826dd-74fc-4cdf-84a4-964eb656398e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Trident Castle

After visiting Trident Castle, make a plan to see the other sights and activities in Port Antonio. Wander the waterfront and beaches in the area. 

[](https://expedia.ca/Trident-Castle-Port-Antonio.d553248621533157742.Vacation-Attraction)

### What to do in Portland

![Kingston Dub Club Sundays](https://mediaim.expedia.com/localexpert/1243245/800fdb7b-6118-4894-8f65-0041c3b6fb98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston Dub Club Sundays

CA $89

per adult

[](https://expedia.ca/things-to-do/kingston-dub-club-sundays.a1243245.activity-details)

![Shared horseback riding Punta Cana Beach](https://mediaim.expedia.com/localexpert/49040542/51038343-0db1-431a-883f-c3b7cffdbbac.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Shared horseback riding Punta Cana Beach

CA $130

per adult

[](https://expedia.ca/things-to-do/shared-horseback-riding-punta-cana-beach.a49040542.activity-details)

![Kingston: Story of Jamaican Music Tour including Entry Fees](https://mediaim.expedia.com/localexpert/48826881/59b1d582-dcd4-4635-9121-3d11db2e7883.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston: Story of Jamaican Music Tour including Entry Fees

CA $123

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/kingston-story-of-jamaican-music-tour-including-entry-fees.a48826881.activity-details)

[See all activities in Portland](https://expedia.ca/things-to-do/search?rid=6159622)

## Explore a world of travel with Expedia

- Lodging
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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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