Please ensure Javascript is enabled for purposes of website accessibility

Tropical Oases or Arctic Sanctuaries

Choose Your Experience, Key West, Cancun, Jackson Hole or Lake Tahoe


Choose a destination from the below options:

Are you ready for the ultimate getaway experience? Prepare to embark on an unforgettable journey to either the pristine slopes of a winter wonderland or the sun-kissed shores of a tropical paradise – the choice is yours!

Jackson Hole, Wyoming

This Experience for 2 Includes: Jackson Hole

  • 3-night stay in a Grand King or 2 Queen room at Alpine House
  • Daily breakfast
  • $1000 Jackson Hole Gift Card to purchase lift tickets
  • Winspire concierge & booking service

Welcome to Jackson Hole. With Yellowstone National Park and Grand Teton National Park right in the backyard, this is the place outdoor enthusiasts dream of. Breathtaking scenes, wildlife, and world-class skiing and snowboarding – Jackson Hole has it all. 

Alpine House

The Alpine House is where the great outdoors meets modern comfort. This Jackson Hole hotel pairs local rustic design with plush comforts and a laid-back atmosphere surrounded by the mountains. Only a short walk from downtown and to the hotel restaurant Glorietta Trattoria, this Jackson Hole boutique hotel is the ultimate refuge for adventure and relaxation. Boutique-style rooms offer the ultimate refuge for adventure and relaxation. Enjoy a 3-night stay in a Grand King or Grand Two Queen room with breakfast each morning while only being two blocks from the town of Jackson Hole, 12 miles from Grand Teton National Park, and 50 Miles from Yellowstone National Park.

World Famous Skiing & Snowboarding

Whether you are looking for steeps, chutes, groomers, or secret powder caches; whether you snowboard, cross country, alpine, or telemark ski, Jackson Hole Wyoming ski resorts offer experiences for every snow sports enthusiast. With several different ski resorts to choose from you’ll be given a $1000 Jackson Hole gift card to plan the perfect winter holiday.   

 The package is available for the months of October, December, January, February, and March

Blackout Dates: The month of November and weeks of Christmas & New Year. 

Key West, Florida

 This Experience for 2 Includes: 

  • 3-night stay at the Key West Marriott® Beachside Hotel
  • Winspire booking & concierge service

 Key West is a place that can keep you busy for more than one vacation. Water fun includes snorkeling, scuba diving, sailing, kayaking, and fishing. For land activities, check out local attractions, museums, historical sites, fabulous shopping and dining, or enjoy golf at the Key West Golf Club. Take a tour with the Trolley to get a good look at the city. Visit Duval Street, the center of activity in Key West with shops and night life. Duval Street runs north and south from the Gulf of Mexico to the Atlantic Ocean. The southwest end of the street is the southernmost point in the continental U.S., and is dotted with Cuban cigar and road side daiquiri stands, bars, and the popular Key West Butterfly Conservatory. The northwest end is the trendy nightlife area with Mallory Square. Be sure to come here at sunset to enjoy what has become a nightly ritual, as tourists and locals alike salute the sunset and offer a toast to Mother Nature and the magnificent view.

Key West Marriott Beachside Hotel

Enjoy a 3-night stay in a standard king room (one king bed, maximum occupancy of two guests) at the 4-star Key West Marriott Beachside Hotel. 

This Marriott resort hotel is set on seven lush acres with a private beach and full-size heated waterfront pool with private cabanas. All air-conditioned guest rooms include free high-speed Internet access, pillow-top plush bedding, and marble baths with Thann amenities. Onsite are several restaurants and dining options including contemporary food at Tavern N’ Town with a tapas dining bar, and casual food at the poolside Blue Bar. Spa services may be arranged including a variety of specialized beauty treatments and renewing massages, and the well-equipped fitness center offers a waters edge view. This property is also in the ideal location for easy access to all the arts and entertainment throughout Key West.  Subject to availability, cannot be used during hotel special events.

The hotel offers a complimentary shuttle to Key West International Airport and downtown’s Duval Street.

Cancun, Mexico

This Experience for 2 Includes:

  • 4-night stay for 2 at the all-inclusive Hyatt Zilara or Hyatt Ziva Cancun Resorts
  • Winspire booking & concierge service

Hyatt Zilara and Hyatt Ziva All-Inclusive Resorts

Enjoy a 4-night stay for two at either Hyatt Zilara (adults-only) or Hyatt Ziva (family-friendly) all-inclusive resorts in Cancun. Food, alcohol, non-alcoholic beverages, resort taxes, and gratuities are included. Up to two additional guests are permitted in the room for an additional fee. All-inclusive costs and taxes for additional guests will be the responsibility of the Winning Bidder.

 Hyatt Zilara is an adults-only escape (minimum age 18) along the stunning Yucatan coast of Mexico with breathtaking views of the Caribbean Sea. Enjoy a spacious junior suite king or junior suite double room. Savor culinary experiences at six gourmet buffets and a la carte restaurants, as well as 24-hour in-suite dining. Indulge in the impeccable, innovative service. Sip top-shelf cocktails poured by expert mixologists at 11 bars and lounges and enjoy tequila tastings with the resort’s sommeliers. Enjoy unlimited beverages and snacks at lounges, swim-up bars, and in your suite.

 Activities include DJ-driven pool parties and nightly entertainment including Broadway-style shows, dance performances, and live music. Bicycling, tennis, beach volleyball, a state-of-the-art fitness center, and a Pilates facility are included. Additional fees are required for the Scuba Diving School and Cancun’s only ocean-view spa.

 This resort, located on the widest stretch of beach in the heart of Cancun’s Hotel Zone, is approximately 15 minutes from downtown and near the best golf courses, shopping malls, restaurants, and nightlife the city has to offer.

 Hyatt Ziva, located on the beautiful strip of Punta Cancun on Mexico’s Yucatan Coast, caters to guests of all ages. Enjoy a standard king or double room with a garden view terrace. Newly opened, this playful family escape boasts fine dining at nine international buffet and a la carte restaurants, innovative food carts, and 24-hour in-suite dining. Soak up the sun at three cascading infinity pools overlooking the sea, including an adults-only pool and a kid’s water play area. 

Recreational activities include a bicycle tour, a kid’s water play area, KidZ Club, wellness spa, and a state-of-the-art fitness center overlooking the sand and sea. Swim with dolphins in an interactive Dolphin Encounter, zip-line, sail, or relax at the spa (additional fees apply). When the sun sets in paradise, enjoy top-notch entertainment featuring live music and performances, sample tequilas, and salsa the night away.

With its ideal position on the northern tip of the Yucatan peninsula, the Hyatt Ziva Cancun is surrounded on three sides by the sparkling waters of the Caribbean.

Lake Tahoe, Nevada

This Experience for 2 Includes:

  • 3-night stay in a standard guest room at the Hyatt Regency Lake Tahoe Resort, Spa and Casino, Incline Village
  • $300 in American Express cards that can be used towards the purchase of lift tickets for skiing or snowboarding at Diamond Peak Ski Resort
  • Winspire booking & concierge service

It doesn’t get any better than Lake Tahoe. The majestic beauty of Lake Tahoe combined with a mind-boggling array of choices, whether it’s skiing, dining, or nightlife. Lake Tahoe boasts over 300 days of sunshine a year, and the region has some of the highest annual snowfall amounts in North America. The surrounding ski resorts, all offering unparalleled scenic vistas of panoramic mountain and lake views, are located less than an hour from the Reno-Tahoe International Airport.

Hyatt Regency Lake Tahoe Resort, Spa and Casino (Incline Village)

Enjoy a 3-night stay in a standard guest room at this resort nestled within the Sierra Mountain Range on the northeast shore of Lake Tahoe. Rated as one of the “Top 50 Ski Resorts in North America” by Conde Nast Traveler Reader’s Choice Award, the stunning locale of this 4-Diamond Lake Tahoe hotel is the ideal setting for year-round pampering. Take a cruise on one of their private boats, then tempt “Lady Luck” in the casino. Ease tired muscles with a deep-tissue massage in their world-class spa, or bask in the sunshine on the private beach. Enjoy the natural wonders in and around this remarkable Lake Tahoe, Nevada hotel. From delicious cuisine and inviting guestrooms to luxurious amenities and services, you’ll experience an incomparable mountain escape.

Package Redemption

Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.

Booking & Concierge Services

Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.

Additional Information

Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.

Blackout Dates

July 1-4, Sep 2-5, and Dec 31.