Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Cathy Tracey

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

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

FlightsFlightsHotelsHotels

Port Antonio

Port Antonio
FlightsFlightsHotelsHotels

Buff Bay

Buff Bay

Top Portland Flight + Hotel Deals

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

Tropical Beach Suite

3 out of 5
Price was £1,145, price is now £1,145 per person
£1,145
per person
11 Jun - 20 Jun
found 1 day ago
Return flight included
London (LHR) to Ocho Rios (OCJ)
7.4/10 Good! (3 reviews)

Things to do in Portland

Portland, Jamaica, is perfect for an adventurous getaway, offering stunning scenery and outdoor activities. Visitors can enjoy exciting tours, take in the sights during the Portland Love sightseeing experience, and participate in the vibrant Portland Rose Festival. For those who appreciate leisurely pursuits, picturesque strolls and brewery tours provide a delightful way to explore this charming locale.

Shopping

In Portland, Jamaica, visit Musgrave Market, a vibrant public market buzzing with local culture. Here, you can find unique gifts, souvenirs, and authentic Jamaican crafts, all set against a lively backdrop that captures the essence of the area.

Recreation

Explore the serene atmosphere at the Trident Spa, where you can indulge in rejuvenating treatments and enjoy stunning sea views. For relaxation, visit the Blue Lagoon for swimming and sunbathing, followed by a leisurely kayak trip through its tranquil waters.

Adventure

Explore the stunning Blue Hole, a natural swimming pool with turquoise waters, perfect for a refreshing dip. Try your hand at river tubing on the White River, where you can glide through lush landscapes, or hike the picturesque trails of the Blue Mountains for breathtaking views.

Nightlife

Portland's nightlife offers a vibrant atmosphere with beach bars and lively music. Visit the iconic Boston Bay Beach for reggae beats and local rum cocktails. For a relaxed vibe, head to the Blue Lagoon, where you can enjoy the stunning views and laid-back ambience while sipping on tropical drinks.

*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 ideal for those seeking adventure and natural beauty, offering stunning beaches, captivating waterfalls, and historic castles. Whether you're after a relaxing day by the sea or an immersive cultural experience, there's something for every traveller. Explore the local attractions and enjoy the vibrant outdoor scenery that makes Portland a must-visit destination for your holiday.

  • Frenchman's Cove Beach: Experience the idyllic charm of Frenchman's Cove Beach, where soft sands meet crystal-clear waters. This serene beach offers a perfect spot for relaxation, swimming, and enjoying the lush tropical surroundings, making it an ideal escape for sun-seekers and nature lovers alike.
  • Trident Castle: Discover the enchanting Trident Castle, a stunning architectural gem reflecting romance and culture. Surrounded by breathtaking views of the Caribbean Sea, this castle offers tours that immerse visitors in its rich history and artistic design, creating a captivating atmosphere for all.
  • Portland Parish Church: Visit the historic Portland Parish Church, a beautifully crafted place of worship that embodies cultural significance. With its stunning architecture and peaceful ambiance, it invites contemplation and offers insights into the local heritage and community spirit.

Best time to go to Portland

The best time to visit Portland is dependent 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 RainMostly CloudySlightly 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 RainMostly CloudySlightly LowAverage
November79.3°F (26.3°C)Light RainMostly CloudySlightly LowAverage
December77.9°F (25.5°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Portland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Portland.
  • Consider traveling during the off-peak season (typically June and August to September) for more affordable package holidays to Portland.
  • 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
The price is £110 per night from 7 May to 8 May
£110
7 May - 8 May
includes taxes & fees
8.2/10 Very Good! (194 reviews)
Excellent place to relax and take in nature.

Reviewed on 17 Apr 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 £133 per night from 24 May to 25 May
£133
24 May - 25 May
includes taxes & fees
8.4/10 Very Good! (297 reviews)
Ms. Moore - Operations Manager was accommodating as well as Georgia who was very helpful at the time of booking. Ensure what is advertised is accurate on this site. Omlettes were good. Would have liked more local fruits that were available in the area. Male server was exceptional...name starts with ...

Reviewed on 15 Apr 2026

Jamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
The price is £296 per night from 26 May to 27 May
£296
26 May - 27 May
includes taxes & fees
9.6/10 Exceptional! (87 reviews)
Absolutely amazing. I highly recommend. Great good staff and the perfect location. We stayed in the Sandwood Villa and loved it. Akua our concierge was absolutely lovely and very helpful.

Reviewed on 13 Apr 2026

Geejam
See all 1,867 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

Woman wades in the surf at Frenchman's Cove in Tobago; Port Antonio, Jamaica

Frenchman's Cove Beach

5/5(1 review)

Why not spend a care-free afternoon at Frenchman's Cove Beach during your travels in Port Antonio? You can enjoy the restaurants while in the area.

Frenchman's Cove Beach
Blue Lagoon

Blue Lagoon

5/5(1 review)

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.

Blue Lagoon
Trident Castle - Port Antonio, JamaicaJa

Trident Castle

After visiting Trident Castle, make a plan to see the other sights and activities in Port Antonio. Wander the waterfront and beaches in the area.

Trident Castle

What to do in Portland

Kingston Dub Club Sundays

Kingston Dub Club Sundays

£48
per adult
Kingston Dub Club Sundays
displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

£60
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Kingston: Story of Jamaican Music Tour including Entry Fees

Kingston: Story of Jamaican Music Tour including Entry Fees

£66
per adult
100% of travellers recommend
Kingston: Story of Jamaican Music Tour including Entry Fees
See all activities in Portland

Explore a world of travel with Expedia

* 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.