Portland Holidays

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    Save up to Rp16.000.000 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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Top hotels in Portland

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Fully refundable
The price is Rp2.104.377 per night from 30 May to 31 May
Rp2.104.377
Rp2.648.268 total
30 May - 31 May
includes taxes & fees
8.2/10 Very Good! (201 reviews)
"Sea cliff's property was beautiful and my partner and I have an amazing time on the quiet property. The rooms were clean and the housekeeping came every morning. We do wish the air conditioner was more efficient and cooled the entire room, it only cooled one side. The lunch/dinner was great, it was ..."

Reviewed on 26 May 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 Rp3.257.798 per night from 28 May to 29 May
Rp3.257.798
Rp3.619.066 total
28 May - 29 May
includes taxes & fees
8.4/10 Very Good! (303 reviews)
"I have stay here before and was very happy they could accommodate my family and I.. We booked another accommodation which was not as advertised… Breakfast is on point and with a wide choice. Room was clean and smells clean too… Great location to pop into town or to Boston beach… I will be back.."

Reviewed on 19 May 2026

Jamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
The price is Rp7.008.880 per night from 31 May to 1 Jun
Rp7.008.880
Rp8.428.400 total
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (90 reviews)
"Property and scenery was great . Awesome staff. Room and bathroom well decorated with pictures of music musicians in black and white also country folks. Food was delicious also property , pools and surroundings is well kept ."

Reviewed on 14 May 2026

Geejam
See all 1,896 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.

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.

Popular places to visit

Meeresblick auf den Boston Beach von den Klippen an der Küste von Jamaika Portland

Boston Bay Beach

If a restful holiday is part of your travel plans, Boston Bay Beach might be the perfect place to visit during your trip to Port Antonio. You can enjoy the restaurants while in the area.

Boston Bay Beach
private beach

San San Beach

If a restful holiday is part of your travel plans, San San Beach might be the perfect place to visit during your trip to Port Antonio. You can enjoy the restaurants while in the area.

San San Beach

Fort George

Find out about the history of Titchfield Peninsula with a stop at Fort George. Wander the waterfront and beaches in the area.

Fort George

What to do in Portland

Club Kingston VIP Airport Lounge Service

Club Kingston VIP Airport Lounge Service

Rp650.475
per adult
92% of travellers recommend
Club Kingston VIP Airport Lounge Service
Kingston Dub Club Sundays

Kingston Dub Club Sundays

Rp1.127.490
per adult
Kingston Dub Club Sundays
Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

Rp1.300.950
per adult
Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats
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.