Title: Portland Vacations & Trips 2026 from CA $1,378 | 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

- ##  
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- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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- ###  
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## Top vacation destinations in Portland

![Winnifred Beach featuring general coastal views as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/110000/110325-Winnifred-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Port Antonio

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

## Top Portland Vacation Deals

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

![The Emrald of the North](https://images.trvl-media.com/lodging/30000000/29850000/29848300/29848234/67904dfe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Emrald of the North

CA $1,378

per person

Mar 28 - Apr 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Ocho Rios (OCJ)

No reviews

![Ocho Rios Skyview Guest Apartment](https://images.trvl-media.com/lodging/17000000/16730000/16720700/16720601/d91cb663_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocho Rios Skyview Guest Apartment

CA $2,353

per person

Feb 27 - Mar 6

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Ocho Rios (OCJ)

7.4/10 Good! (3 reviews)

![3 Bedroom Beachfront Cozy House](https://images.trvl-media.com/lodging/121000000/120080000/120078400/120078349/1281cb8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 3 Bedroom Beachfront Cozy House

CA $3,173

per person

Feb 22 - Mar 1

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Ocho Rios (OCJ)

No reviews

![Whispering Seas](https://images.trvl-media.com/lodging/10000000/9370000/9362800/9362711/247a6e51_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Whispering Seas

CA $1,881

per person

Mar 20 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Ocho Rios (OCJ)

9/10 Wonderful! (161 reviews)

This property was amazing. Property was well maintained and beautiful. The host was exceptional. We will definitely be back

Reviewed on Aug 19, 2025

![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 $7,489

per person

Mar 29 - Apr 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Ocho Rios (OCJ)

No reviews

## 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 $165

CA $207 total

Jan 11 - Jan 12

includes taxes & fees

8/10 Very Good! (169 reviews)

My family and I had a wonderful stay at Sea Cliff Resort. From the moment we arrived, the manager, owner, and his son were warm, hospitable, and assisted us with everything we needed. Their kindness really made our stay feel special.Thank you were we all amazing, The ambiance is peaceful, and the ...

Reviewed on Dec 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%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 $232

CA $258 total

Jan 13 - Jan 14

includes taxes & fees

8.2/10 Very Good! (266 reviews)

The room was very clean and the staff were very courteous and friendly.

Reviewed on Jan 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%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 $540

CA $650 total

Jan 11 - Jan 12

includes taxes & fees

9.6/10 Exceptional! (75 reviews)

Clean rooms, staff was very helpful and friendly. Would stay there again.

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=2211904&PinnedHotelID=2211904&HadPinnedHotel=true&regionId=6159622)

[See all 1,817 properties in Portland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F01%2F2026&endDate=12%2F01%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://a.travel-assets.com/findyours-php/viewfinder/images/res70/110000/110291-Blue-Lagoon.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Blue Lagoon

5/5(9 reviews)

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)

![Winnifred Beach showing a sandy beach as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/110000/110319-Winnifred-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Winnifred Beach

3.5/5(2 reviews)

Discover a lovely vacation location, with white sands, crystal seas and friendly smiles, away from tourist hubs in Portland Parish.

[](https://expedia.ca/Winnifred-Beach-Port-Antonio.d6278028.Vacation-Attraction)

#### Frenchman's Cove Beach

5/5(2 reviews)

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)

### 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)

![displays at the bob marley museum in Jamaica ](https://mediaim.expedia.com/localexpert/209875/2381d49c-671d-43f6-b7c8-60b9c987e5ed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kingston Tour & Bob Marley Museum Admission

CA $111

per adult

**74%** of travellers recommend

[](https://expedia.ca/things-to-do/kingston-tour-bob-marley-museum-admission.a209875.activity-details)

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

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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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