Deals on vacations and trips to Portland

Save when you book Portland package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Portland's top destinations

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

Port Antonio

Vacations
Port Antonio
Epic view of the sun as it sets in Montego Bay, Jamaica.

Hope Bay

Vacations
Hope Bay

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Whispering Seas

Whispering Seas

3.5 out of 5
Price was $1,036, price is now $791 per person
$791
per person
May 27 - May 31
found 1 day ago
Roundtrip 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.
The Emrald of the North

The Emrald of the North

3.5 out of 5
Price was $1,946, price is now $1,307 per person
$1,307
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Panoramic Cliffside Luxe Villa

Panoramic Cliffside Luxe Villa

2 out of 5
Save 100% on your flight
Price was $6,910, price is now $5,581 per person
$5,581
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Price was $3,197, price is now $2,614 per person
$2,614
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A garden, a picnic area, and dry cleaning are also on offer.

Top Portland hotels deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Free Cancellation
$136 nightly
The price is $149 total per night
$149 total
Mar 15 - Mar 16
Total with 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
$160 nightly
The price is $178 total per night
$178 total
Apr 10 - Apr 11
Total with 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
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
$397 nightly
The price is $434 total per night
$434 total
Mar 26 - Mar 27
Total with 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
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $110 total per night
$110 total
Mar 17 - Mar 18
Total with 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
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.
On private beach
Pool
Jamaica Colors Eco-Retreat Hotel and Spa

Jamaica Colors Eco-Retreat Hotel and Spa

3.5 out of 5
A4 Rural Hill Portland Parish
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $95 total per night
$95 total
Apr 13 - Apr 14
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. There's fun for all ages with a free kid's club and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Portland
View all properties
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
Woman wades in the surf at Frenchman's Cove in Tobago; Port Antonio, Jamaica

Frenchman's Cove Beach

5/5(17 reviews)

Why not spend a carefree 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
Meeresblick auf den Boston Beach von den Klippen an der Küste von Jamaika Portland

Boston Bay Beach

4.5/5(34 reviews)

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

Boston Bay Beach

Photos of local treasures

Browse Portland vacation photos for more inspiration

View from the balcony! Just 100 ft from the blue lagoon! Moon SAN Villa is the only hotel that rents rooms per night. Looks like development is coming!
#red #waterfall #jamaica Beautiful location in Port Antonio! Jamaica has much to explore. #Geejam hotel is off the beaten path but boutique luxury.
Bob Marley Beach is one of the most pleasant surprises I encountered during my last visit to Jamaica. I never would have found it if it wasn't for my friend who knows his country better than most. It's easy to miss the unassuming sign on the side of the main road and then you drive a few minutes through a small village to get to the beach. The views are spectacular, the water is divine, and the journey is absolutely worth it!
Paradise!
#lifeatexpedia That blue, it just doesn’t stop!

Frequently asked questions

How much are vacation packages to Portland?
You might be pleasantly surprised — you can find yourself in Portland for just $791. 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.

Explore More Ways to Travel with Travelocity