A Caribbean Escape 2026

Caribbean Escape Prize Draw: Sun, Luxury, and Kosher Dining Delivered to Your Resort!

What You Could Win:

Two Round-Trip Tickets to Montego Bay (MBJ) Begin your Caribbean escape with complimentary airfare for two to beautiful Jamaica.

4 Nights / 5 Days at Half Moon, Jamaica Relax in legendary beachfront luxury at one of Jamaica’s most iconic resorts. Enjoy elegant accommodations, stunning ocean views, pristine beaches, and world-class amenities.

Five Kosher Dinners Delivered to Your Resort Enjoy the convenience of five delicious kosher dinners for two, delivered directly to your resort.

Thank you for your support and good luck!
The prize draw will close on Sunday, June 7.
A maximum of 385 tickets will be sold.

Thank you for supporting Chabad of Lake Oswego!

Chabad of Lake Oswego is a 501(c)(3) nonprofit organization. As a home for every Jew in Lake Oswego and West Linn, Chabad of Lake Oswego strives to care for and connect everyone in the community with authentic and joyful Judaism through their holiday programming, Shabbat meals, one-on-one study, and proactive outreach. Your entry helps support the work that they do!

*Flights and Hotels Based on Standard Award Fare Availability.

*Trips must be booked by June 1st, 2027, with at least 7 days' advance notice.

NO PURCHASE NECESSARY TO ENTER. To enter the Prize Draw without making a donation, see Official Rules at Jewishlo.com/prizedrawrules. The "Chabad of Lake Oswego Prize Draw" begins at 12:00 PM PDT on 5/17/2026 and ends at 11:59:59 PM PDT on 6/7/2026. The Prize Draw is open to legal residents of the 50 U.S. and D.C. who have reached the age of majority in the jurisdiction in which they reside. One (1) Prize valued at $4999 will be awarded. Odds of winning depend upon the number of entries received. Void where prohibited. See Official Rules at Jewishlo.com/prizedrawrules for Free Entry and complete prize details and restrictions. Sponsor: Chabad of Lake Oswego, Portland OR 97219.