Portland Holidays

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  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top destinations in Portland

A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.
FlightsFlightsHotelsHotels

Port Antonio

Port Antonio
A waterfall cascading over a rock formation into a clear pool of water.
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Reach

Reach

Portland Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Norman Manley Intl. Airport (KIN)
Top Sights
Blue Lagoon, Frenchmans Cove Beach and Boston Bay Beach

Our pick of the best Portland Hotel Deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Fully refundable
The price is AU$212 per night from 21 July to 22 July
AU$212
21 July - 22 July
includes taxes & fees
8/10 Very good! (217 reviews)
"Beautiful property quiet and relaxing"

Reviewed on 10 July 2026

Sea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 16 Aug to 17 Aug
AU$263
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very good! (331 reviews)
"I like the decor. If I'd change one thing.. it would be the importance of a pen and a notebook in the rooms. Yes we have phones, however, some ppl still prefer the "old fashioned way" of communication! Loved breakfast-yhe staff and the concierge staff! Thanks❤️ for having us!! #CP❤️JD"

Reviewed on 14 July 2026

Jamaica Palace Hotel
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 22 July to 23 July
AU$174
22 July - 23 July
includes taxes & fees
8/10 Very good! (225 reviews)
"Friendly and nice staff"

Reviewed on 16 July 2026

Match Resort Hotel
See all 1,938 properties in Portland
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.
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Portland holiday package cost?
We make it easy to travel somewhere new, with Portland packages starting from as little as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Portland?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you a tidy sum too. A Portland holiday package makes it easy to arrange the perfect trip. With more than 550 airlines worldwide to pick from, finding flights that fit your busy schedule won't be hard. Not only that, we've got over 1 000 000 hotel options globally to select from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
Where should I stay in Portland?
Make sightseeing a breeze by staying someplace near Portland's terrific attractions. Boston Bay Beach and Somerset Falls are two of the best in the area.
What are the top hotels in Portland?
If it's your first visit to Portland, lock in a room at Porty Hostel or Private Norse Hill Estate, 8 Acres. Both hotels offer comfortable beds and are favourites with many travellers.
How far in advance should I book my Portland holiday?
Search Expedia to compare international flights as soon as you know your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If you can't find your preferred carrier, or you've left things to the last moment, don't stress. Cheap fares to Portland occasionally appear within weeks of the date of departure.
What does an Expedia Portland travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to build your ideal Portland package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Portland travel package?
Find deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save a packet just by bundling your bookings. Whether you're going on a winter snow adventure or drinking cocktails on a beach, your perfect holiday is only clicks away.
Can I choose my airline with a Portland Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Portland holiday package?
Yes, you can. We understand that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Portland holiday package. You may be able to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Stay near popular Portland attractions

Three boats docked at a calm, turquoise body of water surrounded by lush greenery.

Blue Lagoon

9.2/10 (229 reviews)
The graceful arc of this picturesque bay has played host to the glamour of Hollywood as well as some landmark deep water dives.
See properties

What to do in Portland

Kingston Dub Club Sundays

Kingston Dub Club Sundays

AU$94
per adult
Kingston Dub Club Sundays
Walk Tours in Kingston.

Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.

AU$87
per adult
100% of travellers recommend
Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.
Shared horseback riding Punta Cana Beach

Shared horseback riding Punta Cana Beach

AU$137
per adult
Shared horseback riding Punta Cana Beach
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.