Deals on vacations and trips to Portland

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A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.

Port Antonio

Vacations
Port Antonio
A sunset over a calm sea with a visible horizon line.

Hope Bay

Vacations
Hope Bay

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Save 100% on your flight
Price was $3,748, price is now $3,014 per person
$3,014
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
$122 nightly
The price is $134 total per night
$134 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and a garden are also on offer.
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $153 total per night
$153 total
Aug 17 - Aug 18
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
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
Aug 17 - Aug 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
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
$340 nightly
The price is $373 total per night
$373 total
Aug 17 - Aug 18
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
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay Port Antonio Portland
$106 nightly
The price is $123 total per night
$123 total
Sep 14 - Sep 15
Total with 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.
LF Jungle Retreat

LF Jungle Retreat

3 out of 5
Lots 32-40, Willamsfield Port Antonio
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $105 total per night
$105 total
Sep 16 - Sep 17
Total with 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-in, and express check-out are also on offer.
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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.

Stay near popular Portland attractions

Three boats docked at a calm, turquoise body of water surrounded by lush greenery.

Blue Lagoon

9.2/10 (229 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.
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Photos of local treasures

Browse Portland vacation photos for more inspiration

A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.
A waterfall cascading over a rock formation into a clear pool of water.
A river surrounded by dense forest, a small boat docked near a traditional house, and a cloudy sky.
A small waterfall surrounded by lush greenery and a variety of plants.
A beach with a boat on the shore and a mountainous landscape in the background.

Frequently asked questions

How much are vacation packages to Portland?
You might be pleasantly surprised — you can find yourself in Portland for just $3,014. 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.

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