Search 24 Pittsburgh to Montego Bay Resort Vacation Deals and 20 Resorts

At CheapCaribbean.com, we’ve created 24 custom vacation packages for 20 different resorts in Montego Bay. Each “Flight + Hotel” package is priced per person. Each “Hotel Only” package is priced per night. Make sure to use the filters to find the perfect Montego Bay resort deal for you!
× Amenities
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FLIGHT + HOTEL
Half Moon Jamaica - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $1,874 to $2,897* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Breathless Montego Bay Resort & Spa - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $974 to $1,514* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Zoëtry Montego Bay Jamaica - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $853 to $1,152* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Grand Rose Hall - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $845 to $1,182* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Riu Reggae - AIl Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $797 to $1,095* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Selection Rose Hall Suites - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $787 to $1,065* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Hideaway at Royalton Blue Waters, An Autograph Collection- All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $769 to $1,055* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Ocean Eden Bay Resort - All inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $719 to $978* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Rose Hall Beach - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $685 to $915* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Ocean Coral Spring - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $651 to $880* /person
3 to 5 Day Trips - Aug to Nov

Pittsburgh to Montego Bay Resort Vacation Packages

Escape the ordinary and embark on an extraordinary journey from Pittsburgh to Montego Bay with CheapCaribbean.com's vacation packages. We collaborate with top hotels including Breathless Montego Bay Resort & Spa - All Inclusive, Zoëtry Montego Bay Jamaica - All Inclusive and Iberostar Rose Hall Beach - All Inclusive - all offering packages for travelers flying from PIT airport to MBJ, and providing you with an array of options from our wide selection of hotels in Montego Bay. Enjoy premium amenities such as an exercise gym, a spa and a tour/sightseeing desk tailored to enrich your holiday experience. Our packages are comprehensive, enabling you to immerse in Montego Bay's rich culture, explore its must-see attractions and enjoy its agreeable weather, making your vacation truly memorable.

If you’re flying from Pittsburgh, then we’ve got some enticing deals that come in varied durations, be it a 3-day and 5-day retreat. Starting from an attractive $651 per person, these deals encompass not just your flight but also a luxurious stay in some of the top-rated hotel brands in Montego Bay. As of 08-29-2024 we have 34 curated deals available, ranging from the most budget-friendly options to premium experiences, so there's a perfect fit for everyone. Of the hotels that currently offer great deals, we have special deals for various types of hotel experiences:*

• Romantic: $845 per person for a 3-night stay at Iberostar Grand Rose Hall - All Inclusive flying from PIT airport (Nov 19 - Nov 21, 2024)
• Family-Friendly: $651 per person for a 3-night stay at Ocean Coral Spring - All Inclusive flying from PIT airport (Nov 19 - Nov 21, 2024)
• Luxury: $1,182 per person for a 5-night stay at Iberostar Grand Rose Hall - All Inclusive flying from PIT airport (Nov 19 - Nov 23, 2024)
• All-Inclusive: $685 per person for a 3-night stay at Iberostar Rose Hall Beach - All Inclusive flying from PIT airport (Nov 19 - Nov 21, 2024)
• Adults-Only: $974 per person for a 3-night stay at Breathless Montego Bay Resort & Spa - All Inclusive flying from PIT airport (Nov 19 - Nov 21, 2024)

Find Vacation Packages to Montego Bay by Length of Stay

3-Day Vacation Packages from Pittsburgh to Montego Bay

Embark on a quick, refreshing break from the everyday routine with CheapCaribbean.com's current 3-day vacation packages from Pittsburgh to the exquisite Montego Bay. With 10 meticulously curated deals on offer as of 08-29-2024, you can enjoy the best of both worlds - fantastic value and unforgettable experiences. Each deal, priced per person, covers your flight and accommodation costs, allowing you to stay at renowned hotel like Iberostar Rose Hall Beach - All Inclusive, Ocean Coral Spring - All Inclusive and Iberostar Grand Rose Hall - All Inclusive. Whether you're in search of dining, romance or on the beach-focused vacations, we have you covered. With an average price per person starting from just $895 per person, and a spectrum of deals ranging from the $651 to more luxurious $1,874 per person, every traveler can find their perfect getaway. Check these popular 3-day packages to Montego Bay...*

5-Day Vacation Packages from Pittsburgh to Montego Bay

Dive deeper into your vacation dreams with CheapCaribbean.com's 5-day vacation packages, offering an extended escape from Pittsburgh to the captivating Montego Bay. With 11 specially tailored deals available right now, we provide an unbeatable combination of excellent value and extraordinary experiences. Each package, thoughtfully priced per person, includes both flight and accommodation costs at top-tier hotels such as Zoëtry Montego Bay Jamaica - All Inclusive, Half Moon Jamaica - All Inclusive and Breathless Montego Bay Resort & Spa - All Inclusive. dining, romance and on the beach are just some of the areas we focus on in our vacation packages. With an average price per person of $1,252, and an array of offers spanning budget-friendly deals like $880 per person to luxury options such as $2,897, there's a perfect fit for every explorer. Discover these popular 5-day packages to Montego Bay...*

Map of Montego Bay Resorts

Pittsburgh to Montego Bay Vacation Package FAQs

What resort brands offer vacations to Montego Bay from Pittsburgh?

Ocean by H10, Iberostar Hotels & Resorts, Blue Diamond Resorts - HBS, Riu Resorts and Hyatt Inclusive Collection currently all have amazing package deals on flights from Pittsburgh to Montego Bay with resort accommodations included. Here are some of their best deals as of 08-29-2024:

What all-Inclusive resorts should I look at in Montego Bay?

If you want all your flights, hotel, food and drinks covered in one simple deal, then as of 08-29-2024 look no further than the Ocean Coral Spring - All Inclusive which is offering a 3-day stay at their amazing resort for $651 per person, the Iberostar Rose Hall Beach - All Inclusive with a 5-day stay for only $915 per person, and Ocean Eden Bay Resort - All inclusive at $978 per person for a 5-day all-inclusive vacation - all flying from Pittsburgh!

Explore More Vacations in Jamaica

*Current vacation package prices are listed as of 08-29-2024 and are subject to change based on dates, origins and availability.