Winner's Choice | Wine Country, Mountain Peaks or Tropical Retreat for 8+

Three Incredible Escapes. One Unforgettable Choice.

Discover three extraordinary destinations with this Winner’s Choice luxury getaway, offering a trio of distinctive travel experiences across the Pacific Northwest, the Colorado Rockies, and Costa Rica’s Caribbean coast. Whether your dream escape includes sipping world-class wines in Oregon’s Willamette Valley, enjoying ski-in/ski-out mountain luxury in Telluride, or unwinding on a secluded jungle-lined beach in Costa Rica, the winning bidder selects the destination that best fits their travel style.

Each option offers private accommodations, curated experiences, and immersive surroundings designed for relaxation, connection, and unforgettable moments. From vineyard tastings and alpine adventures to beachfront serenity and wildlife encounters, every experience delivers exceptional comfort in a truly remarkable setting.

Experience Includes (Winner Chooses One)

Willamette Valley Wine Retreat for 16 — Oregon Wine Country

Escape to your own private wine country sanctuary in Oregon’s prestigious Willamette Valley. This exclusive three-night retreat offers full access to The Setting Inn, a boutique property designed for intimate gatherings surrounded by rolling vineyards and tranquil countryside.

Guests will enjoy eight luxury king accommodations across the property, each thoughtfully appointed with premium amenities and elegant touches. Begin each morning with a locally inspired artisanal breakfast delivered to the property, and spend evenings gathered around courtyard firepits or enjoying friendly competition on the bocce court while savoring exceptional local wines.

The experience also includes a private tasting of The Setting Wines’ acclaimed 95-point Cabernet, creating the perfect introduction to one of the country’s most celebrated wine regions.

Experience Includes

• Three-night exclusive property buyout for up to 16 guests
• Eight luxury king accommodations with premium amenities
• Daily Oregon-inspired artisanal breakfast delivery
• Private tasting of The Setting Wine's 95-point rated Cabernet
• Premium concierge service

Telluride Slopeside Retreat for 8 — Colorado Mountain Luxury

Experience the magic of the San Juan Mountains with a five-night stay in a luxurious ski-in/ski-out townhome in Telluride’s prestigious Mountain Village. Located just steps from the lifts and trails, this elegant four-bedroom alpine residence places you in the heart of one of North America’s most breathtaking mountain destinations.

The spacious home features soaring ceilings, expansive living areas, a fully equipped gourmet kitchen, and panoramic views of the surrounding peaks. After a day on the slopes or exploring alpine trails, relax together in the comfortable living spaces or enjoy the crisp mountain air from the private outdoor area.

With world-class skiing, hiking, mountain biking, rafting, and vibrant village dining just moments away, this mountain retreat provides the perfect balance of adventure and relaxation.

Experience Includes

• Luxurious 5-night stay for up to 8 guests in a premier 4-bedroom, 4-bath ski-in/ski-out townhome in Telluride Mountain Village
• Prime slopeside location — steps from lifts, trails, and immediate access to world-class skiing, snow sports, and year-round mountain adventures
• Spacious alpine-inspired interiors featuring expansive living areas, soaring ceilings, panoramic mountain views, and a fully equipped gourmet kitchen
• Private outdoor space for relaxation, gatherings, and soaking in the stunning San Juan scenery
• Pre-arrival concierge planning to customize your trip, from lift tickets and activities to dining reservations

Costa Rica Beachfront Escape for 8 — Punta Uva

Nestled along the pristine Caribbean shoreline of Punta Uva, this enchanting beachfront villa blends tropical elegance with the raw beauty of Costa Rica’s jungle coast. Located beside the Gandoca-Manzanillo Wildlife Refuge, the property offers a serene retreat where wildlife, ocean breezes, and lush rainforest create a truly unforgettable setting.

The property features two villas, separated by just a few steps. The larger of the two, has three spacious bedrooms with king-size beds (or a flexible twin/king configuration), and mesmerizing ocean views, while the other has one bedroom, one bathroom, and a beautiful open concept living space, offering stunning vistas and a gentle sea breeze. Spend your days kayaking along the turquoise coastline, relaxing in hammocks beneath swaying palms, or enjoying the incredible biodiversity that surrounds the property.

This experience also includes unique curated moments, from a private chef dinner featuring fresh local ingredients to a guided visit to a nearby bird sanctuary where vibrant green macaws soar overhead.

Experience Includes

• 6-night stay in this beautiful beachfront property for 8
• Prime beachfront location in a cozy modern accommodation (4 king-size beds, two full kitchens and 2.5 bathrooms, including an outdoor shower, with stunning ocean views)
• Includes access to kayaks and beach chairs for coastal exploration.
• Guided visit to the Ara Manzanillo Sanctuary, where you’ll marvel at the vibrant macaws in their natural habitat while supporting vital conservation efforts.
• Private yoga class led by a skilled local instructor, where the jungle ambiance guides your practice. This tailored session is suitable for all levels.
• An exclusive three-course private chef dinner, featuring locally sourced ingredients like fresh seafood and tropical fruits, served with the Caribbean waves as your backdrop.

Details

• Terms, availability, blackout dates, and booking timelines vary by destination.
• Full details will be provided in the winner’s certificate and booking materials.
• Reservations are subject to availability and scheduling policies.
• In the rare event that a package or experience becomes unavailable due to circumstances beyond our control—including force majeure, property damage, change of ownership, or operational changes—Charity Ace reserves the right to substitute a comparable experience of equal or greater value.