Portland Holidays from £950

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Your Portland Holiday

Reserve a holiday package to Portland and make travel planning a breeze. With all the details arranged before you leave, you can focus on enjoying every second in this destination. Kick off your trip to Portland with a couple of days in Port Antonio visiting popular attractions like Blue Lagoon and Trident Castle. Long Bay is another top city that draws travellers from far and wide. Blue Lagoon and Trident Castle are two of the top places to see here. Expedia is a one-stop shop when it comes to organising your Portland holiday. From flights and hotels, to rental cars and more, we're here to help you curate a travel experience like no other.

Top destinations in Portland

The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sea Shell Palms
Ocho Rios Skyview Guest Apartment
Couples Tower Isle All Inclusive
Whispering Seas
Coastal Escape Tower Isle Beach Nearby
Casa Maria Hotel

Portland Essential Information

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

Our pick of the best Portland Hotel Deals

Jamaica Palace Hotel
Jamaica Palace Hotel
3.5 out of 5
Williamsfield, Port Antonio, Portland
Stay at this 3.5-star business-friendly hotel in Port Antonio. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (225 reviews)
"The pool was awesome! Staff courteous"

Reviewed on 28 Apr 2025

Jamaica Palace Hotel
Sea Cliff Resort
Sea Cliff Resort
3 out of 5
Ross Craig, Long Bay, Portland
Stay at this 3-star hotel in Long Bay. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
8.2/10 Very Good! (132 reviews)
"Great property"

Reviewed on 12 Oct 2024

Sea Cliff Resort
Geejam
Geejam
4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
Stay at this 4.5-star luxury hotel in Port Antonio. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (61 reviews)
Geejam, Jamaica
"From arrival to departure the staff were amazing. We were also lucky enough to meet Steve one of the owners of the resort and he was great, took time to welcome all the guests at dinner individually. The food and drinks were great. All the staff were very friendly and attentive without being too ..."

Reviewed on 6 Apr 2025

Geejam
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

Why should I book my Portland holiday with Expedia?
Choose Expedia to plan your next big escape with ease, all in the same place. Our top tip for landing a terrific deal on a Portland retreat? Bundle your flights, hotel and/or hire car into a package holiday. Then add a few exciting tours and activities. Most bookings also include flexible cancellation policies, so there’s no need to worry if you have to switch up your travel agenda. Round-the-clock help with changing and cancelling your trip is on-hand via our Customer Service Portal link.
What are the top hotels for my holiday in Portland?
Get your holiday off to a flying start by booking a room at Porty Hostel. It’s one of the most sought-after properties for guests who want to be near Portland. Another top option close by is Private Norse Hill Estate, 8 acres, villa & cottage total 6 bd/ba, pool, 5 staff.
How do I get a cheap holiday to Portland?
Our Portland holidays promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and tours. But low prices are just the beginning of your next awesome adventure. Book with Expedia and you’ll have more than 400 airlines and 321,000 hotel options around the globe to pick from. No matter your budget, there’s a holiday here just for you. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Portland holiday?
Make sure your next holiday in Portland is a memorable one by visiting its top attractions. Boston Bay Beach, Somerset Falls, Blue Lagoon and Frenchmans Cove Beach are some of the things worth discovering while you’re in this city.
What is the best area to stay in when on holiday in Portland?
Portland has plenty of interesting places to discover, including Boston Bay Beach. Book a stay nearby and make sightseeing hassle-free.
Do I need a visa for my Portland holiday?
Look up the latest information on official government websites. Your nationality and whether you’re travelling for leisure, study or business will determine if you’ll require a visa for Portland. Find out about the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas can take many weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Portland holiday?
First, consider the sorts of activities you have planned during your holiday in Portland and choose versatile pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or social media accounts.
What does an Expedia Portland holiday include?
With Expedia, you can select a combination of car hires, hotels and flights to create your perfect Portland travel package. Once you’ve made your booking, simply add on all the fun stuff like day tours and activities. Remember — the more you bundle, the more cash you’ll save! Expedia offers a wide array of properties in Portland, providing you with the flexibility and freedom to personalise your escape. Private holiday homes and villas are two of the most-favoured options for our customers here.
Does Expedia offer Book Now, Pay Later Portland holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find something that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying in multiple transactions is what works best for you, Klarna can help. Paying in multiple instalments will make that dream holiday possible.
  • No-deposit holidays: Hitting the “book now” button is easier with this option. With no deposit required for your holiday, you can Book Now, Pay Later and start working on your travel plans.

Can I choose my airline with a Portland Expedia holiday?
Yes — that’s one of the best things about an Expedia package. You’re the boss! We have more than 400 partner airlines across the globe, so you have options galore when creating your Portland getaway.

Discover the most popular places to visit in Portland

Unmissable things to do in Portland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.