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.
49 Gates of Edgehill

49 Gates of Edgehill

2 out of 5
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Ocho Rios (OCJ)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and dry cleaning are also on offer.
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip 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 24 - Sep 28
found 2 hours ago
Roundtrip non-stop 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.
Whispering Seas

Whispering Seas

3.5 out of 5
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this traditional aparthotel. Families will appreciate the children's pool, picnic area, and in-room childcare. Enjoy the gym and perks like free self parking and free WiFi.

Top Portland hotels deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $134 total per night
$134 total
Aug 10 - Aug 11
Total includes taxes and fees
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.
Pool
Free WiFi
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 23 - Jul 24
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.
Pool
Breakfast included
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 $97 total per night
$97 total
Jul 28 - Jul 29
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.
Pool
Spa
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
$375 nightly
The price is $410 total per night
$410 total
Jul 24 - Jul 25
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.
Pool
Spa
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay, Port Antonio, Portland
$178 nightly
The price is $205 total per night
$205 total
Aug 5 - Aug 6
Total includes taxes and fees
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.
On private beach
Pool
Frenchman's Cove Resort

Frenchman's Cove Resort

3 out of 5
Main Rd into Frenchman's Cove, PO Box 101, Port Antonio, Portland
$185 nightly
The price is $213 total per night
$213 total
Jul 23 - Jul 24
Total includes taxes and fees
This hotel features a private beach, a bar/lounge, and free WiFi in public areas. A garden, a snack bar/deli, and a picnic area are also on offer.
On private beach
Free WiFi
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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

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

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

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 $713. 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?
Why should I book my Portland vacation bundle via Travelocity?
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.