Portland Vacation Packages 2026 from $1,515

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

A sunset over a calm sea with a visible horizon line.

Hope Bay

Vacations

Portland flight + hotel vacation packages

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

Blue Berry Hills Villa

$1,515

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip flight included

New York (JFK) 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

Ross Craig Long Bay Portland

Free Cancellation

$136 nightly

$149 total

Jul 19 - Jul 20

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

Williamsfield Port Antonio Portland

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$204 total

Jul 19 - Jul 20

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.

Match Resort Hotel

Dolphin Bay Port Antonio

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$110 total

Jul 22 - Jul 23

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.

Great Huts

8-10 Boston Bay Port Antonio Portland

$131 nightly

$152 total

Jul 19 - Jul 20

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.

Geejam

San San, Port Antonio Port Antonio Portland

$373 nightly

$413 total

Jul 21 - Jul 22

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.

LF Jungle Retreat

Lots 32-40, Willamsfield Port Antonio

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$104 total

Jul 26 - Jul 27

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 $1,515. 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.