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Cleveland Early Booking Deals

Best Vacation Packages from Cleveland

All-Inclusive Vacation Packages w/ Non-Stop Air

If you like to plan ahead with an early bird deal, look no further! These package deals from Pittsburgh are worth the drive from Cleveland and include non-stop air to the Caribbean and Mexico and unbeatable deals on all-inclusive resorts, which include all meals, unlimited drinks and exciting entertainment at one affordable price. Find our best deals below or pick your ideal dates and shop using our booking box on this page.

CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA

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 - 7/25/26
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ Now - 8/8/26
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ 10/10/26 - 12/26/26
Punta Cana ▪ 7-Nights ▪ Sundays ▪ 6/7/26 - 7/26/26

Punta Cana

  • 2 Kids Stay for the Price of 1

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS FROM PITTSBURGH

7 Nights From:

$999*: Jun 28

 

$1099*-$1396*: Jun 27, Jul 4, Jul 5, Jul 12, Jul 18, Aug 1, Aug 8

 

$1249*: Oct 17, Oct 24

 

$1276*-$1439*: Oct 31, Nov 7, Nov 14, Nov 21, Nov 28, Dec 5, Dec 12

 

$1586*-$2223*: Dec 19, Dec 26

Cancun

  • Up to $1520 in Resort Coupons††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS FROM PITTSBURGH

7 Nights From:

$1299*: Jun 20

 

$1366*-$1561*: Jun 27, Jul 4, Jul 11, Jul 18

Riviera Maya

  • $250 Instant Savings for 4Nt+ Stays††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS FROM PITTSBURGH

7 Nights From:

$1499*: Jul 4

 

$1583*-$1715*: Jun 27, Jul 11, Jul 18

 

$2157*: Jun 20

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 for select departures and room categories 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. *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. Vacation Express public charter flights operated by Allegiant Air, VivaAerobus or WestJet. 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. 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. Hotels in Saint Lucia charge a Country Sustainability Fee of $6 USD per person, per night. Hotels in Antigua charge a Tourism Guest Levy of $5 USD per person, per night. Fees are subject to change without notice and are payable at the hotel. Book by 6/26/26. 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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