Book Exclusive Portland Vacation Packages

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Search vacation packages deals in Portland's top destinations

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

Port Antonio

Vacations
Port Antonio
A tropical beach with palm trees and a clear blue sky.

Buff Bay

Vacations
Buff Bay

Portland flight + hotel packages

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

Blue Berry Hills Villa

3 out of 5
Price was CA $4,987, price is now CA $4,203 per person
CA $4,203
per person
Dec 17 - Dec 23
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Ocho Rios (OCJ)
Stay at this villa in Dumbarton. Enjoy free WiFi, free parking, and a garden. Popular attractions Green Grotto Caves and Puerto Seco Beach Park are located nearby.

Top Portland hotels deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Free cancellation
The price is CA $146 per night
CA $146
CA $184 total
Oct 18 - Oct 19
includes taxes & fees
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located nearby.
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
The price is CA $218 per night
CA $218
CA $242 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Trident Castle and Frenchman's Cove Beach are located nearby.
Pool
Breakfast included
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
The price is CA $511 per night
CA $511
CA $615 total
Oct 12 - Oct 13
includes taxes & fees
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Frenchman's Cove Beach and San San Beach are located nearby.
Pool
Spa
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay Port Antonio Portland
The price is CA $172 per night
CA $172
CA $199 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Boston Bay Beach and Winnifred Beach are located nearby.
On private beach
Pool
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
The price is CA $133 per night
CA $133
CA $148 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Trident Castle and Folly Ruins are located nearby.
Pool
Parking included
Jamaica Colors Eco-Retreat Hotel and Spa

Jamaica Colors Eco-Retreat Hotel and Spa

3.5 out of 5
A4 Rural Hill Portland Parish
The price is CA $111 per night
CA $111
CA $129 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this beach hotel in Rural Hill. Enjoy free WiFi, free parking, and a private beach. Popular attractions Long Bay Beach and Reach Falls are located nearby.
On private beach
Pool
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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.
See properties

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 CA $4,203. 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 80 kilometers 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.