The Maui Raffle

Advance sales for our Step Into Time Maui Raffle have closed.
Thank you for your support!

Raffle tickets will be available for sale at TimeLine’s Step Into Time: Big Band 1946 gala benefit on Friday, March 10, 2017 at The Drake Hotel. Winner will be drawn at the event.

Winner need not be present at the time of the drawing!

Our Step Into Time Maui Raffle Prize includes:

Accommodations for seven nights in a beautiful one-bedroom condo in Hawaii, plus $500 good toward the purchase of airfare, plus dinner for two at The Plantation House Restaurant.

  • $25 for one raffle ticket
  • $100 for five raffle tickets

About the accommodations:

Images of Maui

Located in the heart of the Kaanapali – Kapalua area, just minutes away from LaHaina Town, the old whaling village and historical Royal Capital of Hawaii. Enjoy magnificent sunsets and a breathtaking view of Molokai.

We had a really fantastic time in this Western Maui location. Watch spectacular sunsets from the deck. Delight in the sea turtles frolicking in late afternoon. Settle back in relaxed accommodations. There is a real spirit of Aloha here. Easy access to all of Maui’s best. Lahaina. Snorkeling. Fine dining. Island food. Exploring the island. Sitting under a Plumeria Tree.  — Previous Step Into Time Raffle winners Robert Alpaugh and Rob Waters

Ideally situated near the center of all the activities that make this a world-famous vacation destination, this Maui condo is located in an intimate 2-story complex right at the oceanfront. Enjoy over 2 acres of lush tropical foliage, and a small secluded beach for snorkeling or just dipping your toes in the water. The perfect location for watching the resident turtles return at sunset. Being right at the water’s edge you may be treated to awesome whale shows from December to April.

Located in the center of popular Maui Resorts, this 1-bedroom 1-bath unit sleeps 4 and features all the amenities to make your time in paradise truly memorable, including a full kitchen, cable TV/VCR, stereo, beach equipment and even a sand pail or two. The condo complex also has a heated swimming pool and oceanfront deck with BBQ facilities and dining area.

It was like waking up every morning in paradise. Perfect weather everyday. Beautiful beaches everywhere. Stunning ocean views and scenery. Never would have survived the Chicago winter without the week-long respite in paradise.
— 2008 Step Into Time Raffle winners

PLEASE NOTE: Advance raffle ticket sale deadline was Wednesday, March 8 at 5 pm. Raffle ticket purchases are not tax-deductible. Winner’s travel must be completed by 3/10/18 and travel dates are subject to availability. Dates must be coordinated with prize donor.