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Portland Early Booking Deals

Best Vacations from Portland

Vacation Deals to Amazing Resorts

Portland, if you like to plan ahead with an early bird deal, look no further! You'll find the perfect hotel stay in the Caribbean, Mexico and Central America below. Want to make it a package with air included? Pick your ideal dates and shop using our booking box on this page.

CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA  ▪  JAMAICA  ▪  COZUMEL  ▪  LOS CABOS  ▪  PUERTO VALLARTA  ▪  GRENADA  ▪  BELIZE  ▪  BAHAMAS

Cancun

  • Up to 45% Off

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$109*: 5/1-6/30

Punta Cana

  • Save 40%

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$119*: 5/1-6/30

Los Cabos

  • Up to 45% Off
  • $730 in Resort Coupons††

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$119*: 5/1-6/30

Riviera Maya

  • Up to $600 Resort Credit††

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$139*: 5/1-6/30

Puerto Vallarta

  • Up to 55% Off
  • Up to $600 Resort Credit for 5Nt+ Stays††

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$139*: 5/1-6/30

Cozumel

  • Kids Stay, Play & Eat Free
  • Up to 40% Off

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$143*: 4/1-6/30

Belize

  • 6th Night Free††
  • Free Poolside Cabana

EUROPEAN PLAN RESORT STAYS

Per Night From:

$149*: 5/1-6/30

Grenada

  • Free Room Upgrade from Luxury Room to Luxury Room Ocean View††
  • Up to $600 Resort Credit††
  • 20% Off

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$175*: 4/1-6/30

Bahamas

  • 4th Night Free††
  • $150 Resort Credit††

EUROPEAN PLAN RESORT STAYS

Per Night From:

$205*: 4/1-6/30

Jamaica

  • 40% Off
  • Up to $762 in Resort Coupons††

ALL-INCLUSIVE RESORT STAYS

Per Night From:

$219*: 4/1-6/30

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. *$109 price is based on the nightly rate at Park Royal Beach Cancun on May 30. Prices reflect hotels that feature European Plans and All-Inclusive Plans. 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. Hotel-only prices include hotel and hotel taxes and are per person per night, based on double occupancy for minimum 3-night stays. Above offers are only valid for new bookings and are not valid for groups. Air can be added for an additional charge to hotel-only offers. 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 are limited and subject to change without prior notice. 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 4/4/25. 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.

Cancun Logo Riviera Maya Logo Cozumel Logo Los Cabos Logo Vallarta Nayarit Logo Dominican Republic Logo Jamaica Logo Bahamas Logo Belize Logo Grenada Logo
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