Deals on vacations and trips to Portland

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Winnifred Beach which includes general coastal views as well as a small group of people

Port Antonio

Vacations
Port Antonio

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
The Emrald of the North

The Emrald of the North

3.5 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Ocho Rios (OCJ)
This apartment features an outdoor pool and a 24-hour gym. Free self parking, a terrace, and a garden are also offered.
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
Save 100% on your flight
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
This villa features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, airport shuttle, and free internet in public areas. Free self parking, a terrace, and a garden are also offered.
Lagardan Ocean View

Lagardan Ocean View

3 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
An outdoor pool is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and dry cleaning are also provided.
Morgans cliff

Morgans cliff

3.5 out of 5
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
This smoke-free guesthouse features 2 outdoor pools, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Top Portland hotels deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Free Cancellation
Get rates
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield, Port Antonio, Portland
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $204 total per night
$204 total
Jul 11 - Jul 12
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like local cuisine breakfast and free self parking.
LF Jungle Retreat

LF Jungle Retreat

3 out of 5
Lots 32-40, Willamsfield, Port Antonio
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $98 total per night
$98 total
Jul 20 - Jul 21
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. A garden, express check-out, and luggage storage are also on offer.
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
$435 nightly
The price is $475 total per night
$475 total
Jul 14 - Jul 15
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay, Port Antonio, Portland
Get rates
This Art Deco resort features a private beach, 2 outdoor pools, and a restaurant. Enjoy a day at the beach surfing, or relax with sun loungers. Guests will appreciate free perks like free self parking and WiFi in public areas.
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay, Port Antonio
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $104 total per night
$104 total
Jul 11 - Jul 12
Total includes taxes and fees
This hotel features 2 bars/lounges and an outdoor pool. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A terrace, a garden, and laundry facilities are also on offer.
Pool
Parking included
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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.

Popular places to visit

Blue Lagoon featuring boating and a lake or waterhole

Blue Lagoon

4.5/5(80 reviews)

Why not spend a carefree afternoon at Blue Lagoon during your travels in Port Antonio? You can enjoy the restaurants while in the area.

Blue Lagoon
Winnifred Beach featuring a sandy beach as well as a small group of people

Winnifred Beach

4.5/5(28 reviews)

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

Winnifred Beach

Frenchman's Cove Beach

5/5(17 reviews)

Why not spend a carefree afternoon at Frenchman's Cove Beach during your travels in Drapers? You can enjoy the restaurants while in the area.

Frenchman's Cove Beach

Photos of local treasures

Browse Portland vacation photos for more inspiration

Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Blue Mountains National Park which includes rainforest and mist or fog

Frequently asked questions

How much are vacation packages to Portland?
You might be pleasantly surprised --- you can find yourself in Portland for just $596. At Travelocity, we save you time and money with our awesome vacation packages. With hotels, flights and experiences all ready to go, what's stopping you?
Where can I get the best vacation package deals for Portland?
With as many as 400 air carriers and 1,000,000 properties across the globe, it's hard to beat Travelocity. Look through our impressive range and grab an affordable package deal to Portland. Don't you just love it when organizing a trip is that easy?
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Because we believe in creating unforgettable vacation experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to ensure your needs are taken care of. We also have an amazing Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal around. How? If you find a lower price, we'll match it!
Can I save money on my Portland car rental if I bundle it with hotels and flights?
Booking a Portland vacation package with Travelocity is one of the simplest ways to save you money and time. You can bundle a car, hotel and flight, or any combination of them, and score great discounts. It's also possible to add on activities and experiences. Once you've collected the keys to your rental car, head out of the neighborhood and uncover what the surrounding area has to offer. About 50 mi from Portland, Dunn's River Falls is well worth a road trip.
What is there to do in Portland?
Grab your travel schedule and pencil in Boston Bay Beach and Somerset Falls. They're some of the most popular sights in Portland.