Deals from PIT Airport
Deals from PIT Airport
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Dreams Puerto Morelos Resort & Spa
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesMar 21, 20267 Nights Includes Taxes + Fees$1,436 per person -
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TripAdvisor ReviewsDreams Tulum Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesMar 21, 20267 Nights Includes Taxes + Fees$1,670 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 72%Limited time steal of a deal
Hyatt Zilara Riviera Maya - All Inclusive - Adults Only
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure Dates2026: Mar 14, Mar 21, Apr 4, Apr 11, Apr 257 Nights Includes Taxes + Fees$1,729 per person -
Dreams Cap Cana - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveDominican Republic, Punta CanaBest Priced Departure DatesJan 31, 20267 Nights Includes Taxes + Fees$2,280 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsLimited Time Steal of a Deal
Breathless Cancun Soul Resort & Spa - All Inclusive - Adults Only
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TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesApr 4, 20267 Nights Includes Taxes + Fees$2,100 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsLimited Time Steal of a Deal
Catalonia Riviera Maya - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure Dates2026: Apr 11, Apr 187 Nights Includes Taxes + Fees$1,251 per person -
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TripAdvisor ReviewsIncludes savings up to 72%Limited time steal of a dealHyatt Vivid Grand Island - All Inclusive - Adults Only
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesMar 7, 20267 Nights Includes Taxes + Fees$1,536 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsIncludes savings up to 35%
JOIA Paraiso by Iberostar - All Inclusive - Adults Only
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesMar 14, 20267 Nights Includes Taxes + Fees$2,723 per person -
TripAdvisor Traveler Rating
TripAdvisor ReviewsLimited Time Steal of a Deal
Riu Dunamar - All Inclusive
TripAdvisor Traveler Rating
TripAdvisor ReviewsAll-InclusiveCancun - Cancun AND Riviera MayaBest Priced Departure DatesApr 4, 20267 Nights Includes Taxes + Fees$1,302 per person
Plan your dream getaway with swoon-worthy Pittsburgh vacation packages. America’s favorite vacation company is here to make your visions of sun and sand a reality with the cheapest flights from Pittsburgh to your choice of world-class destinations. Imagine standing at the edge of crystal-clear waters, side by side with your loved ones, feeling the lap of gentle waves on your feet. All your hard work and dedication have all led to this moment, so savor that feeling.
What destinations have the cheapest vacation deals from Pittsburgh?
Browsing for the cheapest Pittsburgh deals doesn’t have to mean compromising on quality. Punta Cana, Dominican Republic, is an incredible option for any traveler. Couples looking to reconnect will find spectacular all-inclusive options, whether they’re looking for adults-only or family-friendly accommodations. Other cheap destinations include Jamaica, Aruba, Curaçao, and Nassau. If you prefer staying stateside, then you’ll love our deals for Hawaii and Orlando.
How far in advance should I book from Pittsburgh for the best price?
Booking early is always a savvy move, particularly if you’re traveling during peak seasons. For domestic travel, 1 to 3 months is ideal. When you’re traveling internationally, make your arrangements 2 to 8 months in advance when possible. Keep an eye out for the best departure dates highlighted for each destination.
Are last minute vacation deals from Pittsburgh worth it?
Absolutely! Sometimes life gets hectic, and you just need to get away. Or some free time opens up, and you’re ready for adventure. With plenty of exclusive last minute all-inclusive deals on Pittsburgh vacation packages, you can leave the travel details to us and focus on enjoying the moment.