Portland Holidays

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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

Top Portland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Serenity Oasis Apartment
Luxury Oceanfront Villa in Tower Isle
Panoramic Cliffside Luxe Villa
Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre
GC Resort

Things to do in Portland

Portland, Jamaica, offers an array of outdoor adventures and scenic experiences for visitors. Explore exciting tours that showcase the area's natural beauty, indulge in picturesque strolls, and enjoy the vibrant Portland Rose Festival. For those seeking a mix of leisure and excitement, consider brewery tours or a round of golf. This destination is perfect for anyone looking to immerse themselves in adventure, education, and the stunning landscapes of Jamaica.

Shopping

For a vibrant shopping experience in Portland, visit Musgrave Market, a bustling public market offering a variety of local goods and souvenirs. You'll find unique crafts and delicious food, perfect for gifts. Don't miss the lively atmosphere that captures the essence of Jamaican culture.

Recreation

Experience rejuvenation at a wellness retreat in Portland, Jamaica, where you can indulge in soothing spa treatments, participate in yoga sessions by the beach, and savour healthy, local cuisine. Engage in nature walks through lush landscapes and immerse yourself in mindfulness practices for a truly restorative getaway.

Adventure

Explore the stunning Blue Lagoon, where you can swim in crystal-clear waters and enjoy kayaking. For thrill-seekers, hike the lush trails of the Blue Mountains, offering breathtaking views and the chance to encounter exotic wildlife. Don’t miss the vibrant local culture at Port Antonio’s famous markets.

Nightlife

Portland's nightlife buzzes with energy at venues like the lively Boston Bay Beach, perfect for music and beach vibes. For a laid-back evening, visit the charming local bars in Port Antonio, where you can enjoy live reggae and authentic Jamaican cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Portland

Portland, Jamaica, is an idyllic destination for outdoor enthusiasts and adventure seekers, boasting stunning beaches, enchanting waterfalls, and historic castles. This vibrant locale appeals to travellers yearning for a blend of culture and natural beauty, offering a wealth of activities that showcase the region's breathtaking scenery. Whether you seek relaxation by the shore or exploration of local heritage, Portland promises an unforgettable experience for every visitor.

  • Frenchman's Cove Beach: Experience the idyllic charm of Frenchman's Cove Beach, where soft sands meet crystal-clear waters. This hidden gem offers a serene atmosphere perfect for relaxation, swimming, and sunbathing amidst lush tropical surroundings.
  • Trident Castle: Discover the enchanting Trident Castle, a stunning architectural marvel that exudes romance and rich cultural heritage. Explore its opulent interiors and picturesque gardens, making it an ideal spot for memorable photographs and leisurely strolls.
  • Portland Parish Church: Visit the historic Portland Parish Church, a beautiful place of worship that reflects local culture and artistry. Its striking architecture and tranquil ambience provide a perfect setting for contemplation and appreciation of Jamaica's spiritual heritage.

Best time to go to Portland

The best time to visit Portland is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January, February and March are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
February76.6°F (24.8°C)Light RainMostly SunnyAverageSlightly High
March76.6°F (24.8°C)Light RainMostly SunnySlightly HighAverage
April78.1°F (25.6°C)Light RainMostly SunnySlightly HighSlightly High
May79.5°F (26.4°C)Light RainMostlySlightly LowSlightly High
June80.8°F (27.1°C)Light RainMostly SunnyAverageSlightly Low
July81.5°F (27.5°C)Light RainMostly SunnySlightly HighAverage
August81.9°F (27.700000000000003°C)Light RainMostly SunnyAverageSlightly Low
September81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Moderate RainMostlySlightly LowAverage
November79.3°F (26.3°C)Light RainMostlySlightly LowAverage
December77.9°F (25.5°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Portland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Portland during the low season (June and August to September) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Top hotels in Portland

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Fully refundable
8/10 Very Good! (155 reviews)
"The pool was under construction but overall my stay was ok."

Reviewed on 8 Sep 2025

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 £150 per night from 15 Sept to 16 Sept
£150
15 Sept - 16 Sept
includes taxes & fees
8.2/10 Very Good! (249 reviews)
"Many thanks to all the exceptional staff and security for their kindness, delicious cuisine and five star service. We definitely recommend"

Reviewed on 10 Sep 2025

Jamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
The price is £343 per night from 14 Sept to 15 Sept
£343
14 Sept - 15 Sept
includes taxes & fees
9.6/10 Exceptional! (72 reviews)
"It was peaceful"

Reviewed on 30 Aug 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.

Popular places to visit

What 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.