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Best Vacation Packages from Cleveland

All-Inclusive Vacation Packages w/ Air

If you like to plan ahead with an early bird deal, look no further! With non-stop air or round-trip air from Pittsburgh or Cleveland 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 ▪ COZUMEL ▪ JAMAICA

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] 2025
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ 10/11/25 - 12/27/25

PITTSBURGH [PIT] 2026
Cancun ▪ 7-Nights ▪ Saturdays ▪ 2/14/26 - 8/1/26
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ 1/3/26 - 8/8/26
Punta Cana ▪ 7-Nights ▪ Saturdays ▪ 10/10/26 - 12/26/26

Punta Cana

Bahia Principe Grand La Romana

Book Now & Save
Discounts for Kids' Stays for 2025 Travel

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

7 Nights From:

$999*: Dec 13

$1121*-$1191*: Oct 18, Oct 25, Nov 1, Nov 8, Nov 15, Nov 29, Dec 6

$1349*: Jan 3

$1497*-$1547*: Jan 10, Jan 17, Jan 24, Jan 31, Feb 7, Feb 28, Mar 7, Mar 14, Mar 21

$1597*-$1647*: Feb 14, Feb 21, Mar 28

$1699*: Dec 20

Cancun

Riu Cancun

Adults-Only Getaway
Up to 45% Off
$1460 in Resort Coupons for 2025 Travel^††

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

7 Nights From:

$1320*-$1362*: Feb 14, Feb 28, Mar 7, Mar 14, Mar 21

$1499*: Feb 21, Mar 28

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS FROM CLEVELAND

5 Nights From:

$1062*: 10/1-12/15

$1599*: 1/4-2/28

Cozumel

Melia Cozumel

$150 Resort Credit^††

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

7 Nights From:

$1469*: Apr 18, Apr 25

$1515*-$1662*: Feb 14, Feb 21, Mar 7, Mar 14, Mar 21, Apr 4, Apr 11

$1709*-$1726*: Feb 28, Mar 28

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS FROM CLEVELAND

5 Nights From:

$1149*: 10/1-12/15

$1209*: 1/4-2/28

Riviera Maya

Grand Palladium Kantenah Resort & Spa

Up to 50% Off
$600 Resort Credit for 5Nt+ Stays^††

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

7 Nights From:

$1299*: Apr 18

$1335*-$1464*: Mar 7, Mar 14, Apr 4, Apr 11, Apr 25

$1484*-$1833*: Feb 14, Feb 21, Feb 28, Mar 21, Mar 28

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS FROM CLEVELAND

5 Nights From:

$1149*: 10/1-12/15

$1599*: 1/4-2/28

Jamaica

Azul Beach Resort Negril

2 for 1 Massage & Romantic Dinner on the Beach
Barefoot Sunset Cocktail
Free Room Upgrades^††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS FROM CLEVELAND

5 Nights From:

$1399*: 10/1-12/15

$1799*: 1/4-2/28

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.
^††Restrictions apply. Call for details *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. 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. Book by 9/19/25. 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.