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Pittsburgh Early Booking Deals

Best Vacation Packages from Pittsburgh

All-Inclusive Vacation Packages w/ Air

If you like to plan ahead with an early bird deal, look no further! With round-trip or non-stop air for winter and summer from Pittsburgh and all-inclusive resorts, you'll find the perfect package to the Caribbean and Mexico. Find our best deals below or pick your ideal dates and shop using our booking box on this page.

CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA  ▪  JAMAICA  ▪  COZUMEL

Save Even More with Exclusive Non-Stop Flights

Save your spot on our VE exclusive, non-stop flights with a low $225 deposit! Here are some of our top picks or find the best deals from your departure city using the booking box on this page.

PITTSBURGH [PIT]
Cancun ▪ 7-Nights ▪ Saturdays ▪ Now - 6/1/24
Cancun ▪ 6-Nights ▪ Sundays ▪ 6/9/24 - 7/28/24
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ Now - 12/28/24
Punta Cana ▪ 5-Nights ▪ Saturdays ▪ 5/18/24 - 8/10/24
Punta Cana ▪ 3-Nights ▪ Thursdays ▪ 5/23/24 - 8/15/24
Punta Cana ▪ 7-Nights ▪ Thursdays ▪ 5/23/24 - 8/8/24
Punta Cana ▪ 4-Nights ▪ Sundays ▪ 5/26/24 - 8/11/24
Punta Cana ▪ 6-Nights ▪ Sundays ▪ 5/26/24 - 8/18/24
Punta Cana ▪ 7-Nights ▪ Sundays ▪ 5/26/24 - 8/11/24

Punta Cana

Ocean El Beso Adults Only at Ocean El Faro
  • Beachfront, Adults-Only Resort in Ocean El Faro
  • $250 Resort Credit for Spa, Dinner & More††
  • 24-Hr. All-Inclusive w/ 10 Restaurants & 10 Bars
  • 2 Pools, Swim-Up Bars & Lazy River

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS

3 Nights From:

 

$999*: Jul 11, Aug 1

4 Nights From:

$949*: May 26

 

$1049*: Jun 30, Jul 7, Aug 11

 

$1099*: Jun 2, Jul 28

 

$1149*: Jul 21

5 Nights From:

$1099*: May 18, May 25

 

$1149*: Jun 1

 

$1249*: Jun 29, Jul 6, Jul 13, Aug 10

6 Nights From:

$1149*: May 26

 

$1249*: Aug 18

 

$1349*: Aug 4, Aug 11

7 Nights From:

$1099*: May 23, May 26

 

$1199*: May 18, Aug 24, Aug 31, Sep 21, Sep 28

 

$1299*: May 25, Dec 7, Dec 14

 

$1349*: Jun 27, Aug 17, Nov 9, Nov 16, Nov 30

 

$1399*: Jul 4, Jul 18, Aug 8, Nov 2, Nov 23

 

$1449*: Jul 11, Aug 4, Aug 11

 

$1499*: Jun 30, Jul 7, Jul 25, Jul 28, Aug 3, Aug 10

 

$1549*: Jul 21

 

$1599*: Jul 14

 

$1699*: Jul 13, Jul 20, Jul 27

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS

3 Nights From:

$849*: May 23

4 Nights From:

$899*: May 26

 

$953*-$1106*: Jun 30, Jul 7, Jul 14, Jul 21, Jul 28, Aug 11

5 Nights From:

$1049*: May 18

 

$1114*-$1258*: May 25, Jun 1, Jun 29, Jul 6, Jul 20, Jul 27, Aug 10

 

$1305*: Jul 13

6 Nights From:

$1099*: May 26

 

$1240*-$1290*: Jul 28, Aug 4, Aug 11, Aug 18

 

$1340*-$1443*: Jun 30, Jul 7, Jul 14, Jul 21

7 Nights From:

$1049*: May 23, May 26, May 30

 

$1099*-$1265*: May 18, Jun 27, Aug 24, Aug 31

Cancun

Crown Paradise Club
  • Up to 48% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS

6 Nights From:

$1249*: Jun 30, Jul 21, Jul 28

 

$1280*-$1380*: Jun 9, Jun 16, Jun 23, Jul 7, Jul 14

7 Nights From:

$1199*: May 18

 

$1367*: May 25, Jun 1

Riviera Maya

Ocean Maya Royale
  • Adults-Only Getaway
  • Up to 54% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS

6 Nights From:

$1249*: Jun 9

 

$1273*-$1396*: Jun 16, Jun 23, Jun 30, Jul 7, Jul 14, Jul 21, Jul 28

7 Nights From:

$1339*: May 18

 

$1442*-$1492*: May 25, Jun 1

Cozumel

Sunscape Sabor Cozumel
  • $200 in Resort Coupons††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS - INCLUDES FERRY TRANSFERS TO COZUMEL

6 Nights From:

$1279*: Jun 9

 

$1316*-$1464*: Jun 16, Jun 23, Jun 30, Jul 7, Jul 14, Jul 21, Jul 28

7 Nights From:

$1189*: May 18

 

$1202*-$1340*: May 25, Jun 1

Jamaica

Holiday Inn Montego Bay
  • Up to 68% Off
  • 1 Kid Stays, Plays & Eats Free

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

5 Nights From:

$1289*: 5/1-6/30

 

$1435*: 7/1-8/31

Trip Protection & Insurance

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.
Kid's hotel offer based on one child per full paying guest and offered on select departures only; qualifying ages and maximum number of kids vary by resort and does not apply to airfare, transfers & booking fees. ††Restrictions apply. Call for details. *$1289 price is based on travel from Pittsburgh to Holiday Inn Montego Bay for 5 nights on June 19. Ferry transfer from Cancun is included in the above exclusive non-stop flight package prices to Cozumel. Advertised prices available for bookings made electronically through your travel agent or on vacationexpress.com; small service fee of $10 applies when booking through Vacation Express Call Center. Prices are per person, based on double occupancy. For full terms and conditions, hotel information and description of all services, please refer to vacationexpress.com or call for details. Some upgrades are subject to availability upon check-in. Packages above are limited and subject to change without prior notice and are based on travel on coach/economy air with Spirit Airlines, American Airlines or other U.S. certified carriers or Vacation Express public charter flights operated by Allegiant Air, Sunwing Airlines or VivaAerobus. Airfares are per person, reflect lowest available airfare at time of printing, are subject to change and are based upon availability of class of service. Baggage charges and allowances vary by carrier and can change frequently. Most major carriers are charging a fee for checked baggage. Some airlines, including Spirit Airlines, are charging a fee for all checked and carry-on baggage. Clients must check their respective airline for the most current baggage information. Some hotels in the Cancun, Riviera Maya, Isla Mujeres and Cozumel areas of Mexico charge an environment fee of approximately $1.21 per room, per night. Fees are subject to change without notice and are payable at the hotel. Book by 4/5/24. Not responsible for errors or omissions. Registered Florida Seller of Travel no. St 38441. State of California Seller of Travel Certificate of Registration #2107538-40.

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