Wine, Ski, or Sea For 6+ - CharityACE
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Tuscany, Montana, Puerto Vallarta

Wine, Ski, or Sea For 6+

Winners Choice
This is a configurable package
4-7 Nights for 6+ People. Winner selects from 1 of 3 trip options below.

Choose Your Perfect Escape

Are the sprawling vineyards of Tuscany on your bucket list? Does the idea of the outdoor paradise of Montana get your heart racing? Are the cliffs of Puerto Vallarta and the Mexican culture calling your name? Well this package is for you! You choose your destination and the leave the rest to your dedicated concierge team! Your group of 6-10 (depending on destination) will spend 4-7 nights (depending on destination) on a vacation that you’ll remember forever.

Choose Italy and spend 8 days, 7 nights in a beautiful and traditional 3 bedroom (3 doubles), 3 bathroom Tuscan villa. Nestled in the rolling hills of Cortona, your luxuriously upgraded but centuries-old 3-bedroom accommodation will be a trip back in time. With gardens, a private pool, and the comforts of home, you may never want to leave the villa! But we think a private winery tasting tour and lunch just may do the trick. Then experience a private cooking class and dinner for the ultimate Italian wine and food experience.

Head to northern Montana’s highly sought-after Whitefish and experience the best of the Rocky Mountains for 5 days, and 4 nights. The modern and upscale 3 bedroom (2 kings, 1 queen over queen bunk room), 3.5 bathroom residence for up to 10 people is perfectly located for guests to enjoy all that Whitefish has to offer. The spacious home offers a comfortable upstairs deck and community amenities including a pool, game room, fire pit, and more. Visitors can enjoy nearby Glacier National Park, ample mountain and water activities, as well as award-winning cuisine and nightlife.

Escape to one of Mexico’s most charming towns, Puerto Vallarta, for 5 days and 4 nights in a 4 king bedroom Spanish hacienda villa perched in the hills of an exclusive gated community. Featuring a stunning infinity pool, breathtaking ocean views, and four elegant en-suite bedrooms for unparalleled privacy and tranquility, it’s a traditional Mexican escape unlike any other. Your villa staff has you taken care of, with a butler, housekeeping, and a 5-star gourmet chef for two meals a day. When the ocean calls, stroll down to exquisite Playa Gemelas, one of Puerto Vallarta’s best beaches with private beachside service.

Winner’s choice of luxury destination
  • Tuscany
  • 8 days, 7 nights
  • 3 bedrooms, 3 bathrooms for up to 6 people
  • Tuscan cooking class and dinner
  • Tuscan winery lunch, private visit & tasting*
  • Montana
  • 5 days, 4 nights
  • 3 bedrooms, 3.5 bathrooms for 2 families or up to 10 people
  • Community amenities include pool, game room, fire pit, and more
  • Puerto Vallarta
  • 5 days, 4 nights
  • 4 bedrooms, 4 bathrooms for up to 8 people
  • Private infinity pool and private beach access
  • Butler, housekeeping, and chef service for 2 meals per day*
  • Booking and concierge services


The winner has 12 months to book and 24 months to use. Subject to availability. Nights must be used during one stay. Primary guest must be at least 25 years of age. If property, activity, or service is no longer available at the requested time of stay, a substitute property, activity, or service of equal or greater value will be provided. The provider is not liable for providing alternative accommodations if the preferred travel dates are unavailable.

Tuscany: Blackout dates are the weeks of Christmas and New Year. This experience includes a stay at one of four 3-bedroom villas based on availability at the time of booking. Upgrades are available upon request. *Transport not included

Montana: Blackout dates are the weeks of Christmas, New Year, spring break, President's Day, and the month of July.

Puerto Vallarta: Blackout dates are the weeks of Easter, Christmas, and New Year. Travel between May 1 - November 1. *Cost of groceries not included.

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